Feature Properties

12 Beds ⋅ 15 Baths ⋅ 202327941 MLS ⋅ FS - Fee Simple Tenure

Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With an impressive 12 beds and 13 baths, this 12,005 square-foot architectural marvel was meticulously designed prioritizing enjoyment with 9 ocean facing bedrooms and 11 private lanais. At 2.2-acres it's the largest residential lot on the Kailua Beachfront. The Primary Hale, boasting 6 beds and 6.5 baths within 5,835 sqft, and the Guest Hale, a companion masterpiece with 6 beds and 6.5 baths spanning 6,170 sqft, offer unparalleled living spaces designed with the perfect combination of luxury comforts and Hawaiian detail. Indulge in resort-style living with a 96,000 gallon pool showcasing a waterfall, slide, jacuzzi, and a private grotto. The 2,000 sqft Pool Cabana with a full kitchen, full bath, spacious loft, and laundry facilities adds an extra touch of convenience and comfort. Mele Komo provides the utmost in privacy and efficiency, featuring 94 photovoltaic panels, privately owned beach access, and stunning views of the famed Mokulua Islands. A unique opportunity to own a true jewel of the Hawaiian coastline.

508 N Kalaheo Avenue, Kailua

Listing courtesy of Compass.

$45,000,000

8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure

An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$37,500,000

5 Beds ⋅ 9 Baths ⋅ 202528159 MLS ⋅ FS - Fee Simple Tenure

The Hemmeter Estate is a rare, oceanfront estate located at the end of Kaikoo Place on Black Point. Featuring an extraordinary 339.45 linear feet of ocean frontage, this property offers one of the most expansive coastal settings in Hawaii, with exceptional frontage in the heart of Kaikoo. Blending Hawaiian natural elements with European Renaissance–inspired design, the residence showcases exceptional craftsmanship throughout. Set on 35,870 sq ft of land, the estate offers approximately 21,266 sq ft of interior living, complemented by extensive covered and open lanais ideal for entertaining. Highlights include cast-bronze entry doors, coffered Venetian-inspired ceilings, Italian perlato marble staircases and flooring, carved and finished on-site, a two-story oceanfront living room, and refined Art Deco bronze detailing. Amenities include a private theater, library, entertaining lounge, and grotto pool. The expansive primary suite spans nearly 5,000 sq ft and features dual dressing rooms, a fitness area, and sweeping coastline views. The Hemmeter Estate is an irreplaceable oceanfront estate distinguished by scale, privacy, and architectural significance.

4324 Kaikoo Place, Honolulu

Listing courtesy of Compass.

$36,900,000

5 Beds ⋅ 6 Baths ⋅ 410387 MLS ⋅ Fee Simple Tenure

This Maui residence spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designed with seamless indoor-outdoor living, the home showcases breathtaking panoramic ocean views, complemented by sweeping vistas of neighboring islands. Expansive glass walls, elegant finishes, and thoughtfully curated living spaces create an atmosphere of sophistication and tranquility—perfect for both grand entertaining and private relaxation in an unparalleled island setting. Two expansive covered lanais provide exceptional spaces for dining, entertaining, and relaxing in comfort year-round, while the private spa offers the perfect retreat after a day enjoying Maui's world-class beaches and golf. Located within an exclusive gated community, the residence is just steps from multiple pools at the Makena Golf & Beach Club and offers exceptional privacy with convenient access to the club's premier amenities. Offered fully furnished and in true move-in-ready condition, the property also includes two low-mileage SUVs, allowing you to begin enjoying the island lifestyle from day one. Wake up each morning to the soothing sound of the waves and end every evening watching the sun set over the Pacific from this extraordinary oceanfront address. *Inquire separately about Membership to Makena Golf and Beach Club. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit is approved for a main house.

34 Maluaka Pl Unit Unit 9, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$35,000,000

3 Beds ⋅ 5 Baths ⋅ 410926 MLS ⋅ Fee Simple Tenure

Close to an acre on Keawakapu Beach, where South Kihei Road ends and Wailea begins. Roughly 170 feet along the water lets the homes stand far back behind a wide green lawn and a grove of tall coconut palms. Look west and Kaho'olawe and Lanai fill the horizon, with sunsets in the ocean in every season. The primary residence sits under a great thatched roof, framed in Douglas fir and lined in woven bamboo. The great room rises into the trusses and opens fully to a covered stone lanai. Grass comes next, then the sandy beach. The primary suite is tucked under the ridgeline upstairs, where glass panels fold back to a deck over the sand. A second building stands on the far side of the grounds, with guest quarters on its upper floor. This Ohana has a separate entry, two bedrooms each with its own bath, and a lanai and balcony facing the sea. Between the homes, a freeform pool curves through natural rock, hiding a grotto and a slide, with a shallow ledge for lounging and an elevated spa. This bohemian luxury property is truly a unicorn. Oceanfront land like this is uncommon in Maui. Designed by Ike Kligerman Barkley. Offered fully furnished and in excellent condition.

3234 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (L).

$35,000,000

2 Beds ⋅ 2 Baths ⋅ 408193 MLS ⋅ Fee Simple Tenure

Hana Ranch is the largest offering on Maui and one of the few remaining private holdings of this size in Hawai‘i. Established as a working cattle ranch in 1944, it remains an iconic agricultural land holding encompassing approximately 3,006 fee simple acres. The sale includes 26 separate parcels, allowing for the creation of a secluded estate with multiple homesites. The ranch features ocean and mountain views and is managed by a dedicated paniolo using sustainable, diversified agriculture and silviculture practices. Stewarded over its history by only a handful of owners, the current owner developed a land use plan based on regenerative agriculture and environmental stewardship. This includes rotational grazing, orchards of tropical fruit and ulu (breadfruit), and the restoration of forests and watersheds. A variety of vegetable crops have been grown and marketed on the land over the years, with potential for large-scale production. Included in the sale are a two-bedroom farm house with direct ocean views, equestrian facilities (including a rodeo arena), ranch and farm buildings and equipment, multiple wells and storage tanks, and fencing and gates for rotational grazing. Abundant water resources are managed by two operating water companies. Ranch roads and hiking or equestrian trails traverse rolling pastures and upland forests. Hana, Maui, located on the eastern slope of Haleakala, is a verdant coast that was one of the first areas settled by voyaging Polynesians and remains a thriving community proud of its heritage. Access the ranch via the historic Hana Highway, fly into Hana airport (10 minutes away), or utilize the helicopter landing site on the ranch. Rich in history and future possibilities, Hana Ranch presents the opportunity to create a legacy for generations to come.

5670 Hana Hwy, Hana

Listing courtesy of Hawaii Life (PR).

$34,000,000

4 Beds ⋅ 6 Baths ⋅ 410368 MLS ⋅ Fee Simple Tenure

Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from the golden sands of Maluaka Beach and adjacent to the world-class amenities of the Makena Golf & Beach Club, this exclusive homesite offers an unparalleled blend of luxury, privacy, and island living. More than a homesite, this is a thoughtfully curated pathway to your dream island residence. The property includes membership application rights to the club, opening the door to an extraordinary lifestyle defined by championship golf, ocean adventures, wellness experiences, and exceptional dining. Designed for ease and convenience, the property is part of a seller-organized construction program for a fully permitted, world-class luxury home. Architectural plans have already been submitted to Maui County for permit approval, allowing you to bypass years of planning and begin bringing your vision to life with confidence. Imagine mornings spent along Makena’s stunning coastline, afternoons enjoying club amenities, and evenings relaxing in a custom estate designed to embrace the beauty of island living. This is a unique opportunity to secure a place in one of South Maui’s most coveted communities and enjoy the very best of the Makena lifestyle. Disclaimer: The offering price of the lot & house package is $34,000,000. The lot sale will occur first under a separate purchase agreement. Following the successful closing of the lot, the buyer and builder are expected to enter into a separate construction agreement for the proposed residence. The home depicted in the listing is not currently under construction. All photographs, renderings, floor plans, elevations, and other visual materials are artist's conceptual renderings only and are provided solely to illustrate a potential home design. Final architectural plans, specifications, dimensions, materials, finishes, features, pricing, and other design elements are subject to change. A due diligence/design review period will be provided following the lot purchase to review the proposed home plans with the buyer. During this period, the buyer may request revisions to the design, specifications, and finishes, subject to applicable approvals, feasibility, and agreement between the parties, before construction begins. Construction will not commence until final plans, specifications, permits, budgets, and contractual terms have been approved and executed. Estimated construction timelines have not yet been finalized and will be determined after completion of the design process, permitting, and execution of the construction agreement. Any references to square footage, features, amenities, pricing, or completion dates are preliminary and subject to modification. Buyers should independently verify all information and are encouraged to consult with the seller, builder, architect, and their own advisors regarding all aspects of the proposed project. Listing information is deemed reliable but is not guaranteed. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit approved for a main house.

18 Maluaka Pl Unit Unit 1, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$34,000,000

6 Beds ⋅ 7 Baths ⋅ 726361 MLS ⋅ ['Fee Simple'] Tenure

Property owners are extended the opportunity to apply to the Kukio Golf & Beach Club: an oceanfront private club with world class amenities including Tom Fazio designed 18-hole Championship Golf Course and 10-hole short course, two clubhouses with private dining, sports complex, ocean pursuits center, and a comprehensive indoor and outdoor spa. Gatehouse entry with 24-hour manned security.

72-3177 Punaloa Pl, KAILUA KONA

Listing courtesy of Kukio Properties.

$33,000,000

5 Beds ⋅ 6 Baths ⋅ 731430 MLS ⋅ ['Fee Simple'] Tenure

Brand-new luxury residence on a spacious 1.02-acre homesite within the prestigious gated community of Kaupulehu. Offered fully furnished and move-in ready, this exceptional estate features 6,350 sq. ft. of interior living space and 1,635 sq. ft. of lanai space, with five ensuite bedrooms, five full baths, and one half bath, thoughtfully designed for seamless indoor-outdoor island living. Ownership includes privileged access to the Kaupulehu Beach Club, featuring a two-tiered swimming pool, hot tub, fitness center, expansive event lawn, bar and dining pavilion, and a pathway to a secluded black-sand beach, offering an unparalleled resort-style experience. Signature Details: • 6,350 sq. ft. of refined interior living space and 1,635 sq. ft. of resort-style lanai space • Five ensuite bedrooms, five full baths, and one half bath • Fully furnished and move-in ready for effortless Kaupulehu living • Designer kitchen featuring premium appliances • Expansive great room with pocketing doors that open to outdoor entertaining areas • Elegant primary suite offering a serene, retreat-style ambiance • Welcoming guest suites thoughtfully designed for comfort and privacy • Luxury craftsmanship, bespoke finishes, and sophisticated island-inspired design throughout • 964 sq. ft. three-car garage with ample room for vehicles, golf carts, and storage • Situated on a private 1.02-acre homesite offering exceptional privacy and tranquility • 24-hour access-controlled community • Panoramic ocean and mountain vistas overlooking a 214-acre cultural preserve rich in Hawaiian history More than a home, this is a statement of lifestyle, privacy, and elevated Hawaiian living. A newly built sanctuary where luxury meets the landscape, framed by breathtaking ocean and mountain vistas that create an extraordinary backdrop for everyday life.

72-1174 Kekahawaiole Dr, KAILUA KONA

Listing courtesy of Corcoran Pacific Properties.

$31,000,000

9 Beds ⋅ 10 Baths ⋅ 202600075 MLS ⋅ FS - Fee Simple Tenure

The Mokulua Estate is a breathtaking oceanfront sanctuary set within the prestigious Lanikai neighborhood. This exceptional property offers unobstructed views of the Mokulua Islands from nearly every vantage point. With over 150 linear feet of ocean frontage and a private gated entrance, the estate provides an ideal blend of seclusion, security, and harmony with its natural surroundings. Encompassing more than 10,000 square feet of refined indoor/outdoor living space, this state-of-the-art residence, designed by award winning architect Jim Jennings showcases dramatic ocean and mountain vistas throughout. A guest house and caretaker’s quarters ensure ample accommodation for family and guests. Direct ocean access from the backyard invites an active island lifestyle, from swimming and snorkeling to kayaking, surfing, fishing, or simply relaxing by the pool in your own tropical paradise. This is a rare, Once-In-A-Lifetime offering you won’t want to miss!!

1240 Mokulua Drive, Kailua

Listing courtesy of List Sotheby's Int'l Realty.

$30,000,000

5 Beds ⋅ 8 Baths ⋅ 202603726 MLS ⋅ FS - Fee Simple Tenure

Experience unmatched sophistication in this one-of-a-kind, award-winning home by Nicholson Companies, now available at an exceptional value—priced below the 2024 appraisal! This modern masterpiece, nestled in the prestigious Cove Area of Diamond Head, offers over 7,465 square feet of living space that seamlessly blends cutting-edge design with island inspiration. From the expansive living areas that capture breathtaking views to the advanced whole-house automation and security systems, this home is a true technological marvel. The chef's kitchen, featuring professional-grade appliances and a spacious butler’s pantry, is a culinary dream. Every corner reveals something extraordinary, from the exquisite interior finishes to the stunning outdoor oasis. This beachfront home represents the pinnacle of island living, now available at an exceptional price that underscores its unmatched quality and prestige. Seize the opportunity to own this extraordinary residence and make it your own private paradise.

213 Kaalawai Place, Honolulu

Listing courtesy of Coldwell Banker Realty.

$30,000,000

4 Beds ⋅ 4 Baths ⋅ 715459 MLS ⋅ ['Fee Simple'] Tenure

Behold! The most dramatic oceanfront setting and vista situated along the coastline in all of Poipu. Hale Moku (Ship House in Hawaiian) was originally built in 1936 and remodeled over the years, cleverly designed and constructed on a solid lava rock outcropping safely above the waterfront with semi-circular decks off the living room and master (primary) bedroom above, facing the ocean - all which give the strong sense of being on the bow of a ship piercing and advancing through the incoming rolling waves below. The subject property encompasses three contiguous parcels adding up to approximately 25,586 sf. The main living area consists of 4 bedrooms, 3.5 baths, and a separate attached fully self-contained caretakers' quarters. This property is located on the southwestern most point of the US offering unobstructed views of 50+ square miles of the South Pacific horizon with panoramic views from Makahuena, the Poipu coastline, Spouting Horn, and the Island of Niihau in the distance. As you relax and take in the views, you actually experience a feeling of totally immersing yourself within an invaluable living painting that is forever changing as the days pass with breathtaking sunrises and sunsets, incomparable to anywhere else on the planet. One also experiences watching innumerable turtles frolicking in the surf and gathering in Turtle Cove below and schools of Spinner dolphins cruising by as they meander down the coast. You may also enjoy watching Humpback Whales breaching nearby between November and April as they migrate from Alaska to the warm Hawaiian waters during the wintertime to give birth to their offspring. Poipu and Shipwrecks beaches are only a leisurely 10-minute walk away with several excellent restaurants within walking distance, as well. Your biggest challenge owning or having the privilege in staying at Hale Moku is ever leaving, once you are there... Listing includes two additional parcels, TMK 4-2-8-20-060 (Lot A) and TMK 4-2-5-20-061 (Lot C).

1711 Pee Rd, KOLOA

Listing courtesy of Coldwell Banker Island Properties - Kauai.

$29,900,000

5 Beds ⋅ 6 Baths ⋅ 407766 MLS ⋅ Fee Simple Tenure

Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$28,900,000

5 Beds ⋅ 8 Baths ⋅ 727861 MLS ⋅ ['Fee Simple'] Tenure

Gracefully positioned in one of the most coveted communities on the Kohala Coast of the Big lsland of Hawaii, this oceanfront 7,844 -square-foot residence on 1.38 acres at the Cape at Mauna Lani offers five bedrooms, seven and a half baths, a spacious media room and a private office, designed by renowned Lucky Bennett to capture sweeping ocean, fairway, mountain and sunset views. A formal entry with waterfalls and ponds creates a dramatic reveal of the great room and the Pacific beyond. Inside, soaring ceilings, Brazilian cherry and flamed granite floors and architectural symmetry define the expansive living space. A striking fireplace wall framed by custom wood paneling and curated niches anchors the room, while disappearing pocket doors open completely to the oceanfront lanai, infinity-edge pools and spa that appear to merge seamlessly with the ocean. The warm chef inspired kitchen features rich, custom cabinetry, generous workspace and a seamless connection to the dining area, outdoor gathering area and ocean beyond. The primary suite is situated on the south corner in a private wing with fairway and ocean frontage and his and her spa-inspired baths. Guest bedroom suites are thoughtfully separated for privacy. The dedicated media room, overlooking the ponds and waterfalls provides an immersive retreat for film and entertainment, while the private office offers a quiet, light-filled workspace with inspiring coastal vistas. Manicured lawns, charming sculptures, lava rock walls, and curated tropical landscaping frame the infinity pool and spa. The property has rare dual frontage—dramatic ocean cliffs and emerald fairways on the other. This is a legacy residence, an architectural statement, dramatic and timeless.

68-1339 Kaniku Dr, KAMUELA

Listing courtesy of Corcoran Pacific Properties.

$28,500,000

6 Beds ⋅ 8 Baths ⋅ 728630 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kohola Point BLDG.

Set on 6.87 acres above Anini Reef on Kaua‘i’s North Shore, this bluff-top estate is defined by its rim lot position and scale. The site allows for a distribution of structures and separation not achievable on smaller parcels along this stretch of coastline. Contemporary architecture is set low against the land, oriented to capture light, trade winds, and views across ocean, reef, and mountains. From sunrise over Kīlauea Lighthouse and the shores of Secret Beach, to Kalihiwai Bay at sunset, the view shifts throughout the day. The reef below moves between turquoise and deep blue as light and clouds move across it. Dolphins are visible from the bluff, and in season, humpback whales often pass by with their calves. The residence is composed as a connected series of pavilions, linked by covered walkways and lanais that move through the landscape as a single home. Floor-to-ceiling glass walls and sliding doors open each space to the outdoors, while the surrounding grounds reinforce privacy and separation. The primary suite is set apart. Three guest suites anchor the main residence. Detached guest residence and gym are private and self-contained, each with independent entry and orientation. Reef and ocean views extend from nearly every room. Set within Anini Vista at the end of a gated cul-de-sac with no through traffic. Princeville is minutes away. Hanalei within easy reach. Property Highlights: 18,210 sq ft under roof 10,320 sq ft of interior living space Primary suite with its own structure Three additional guest suites Detached guest residence Gym Media room Office Lagoon-style saltwater pool with grotto, waterfalls, bridge, and spa Air conditioning throughout

4200 Anini Vista Dr Unit D, KILAUEA

Listing courtesy of Hawaii Life.

$26,500,000

6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure

THE ULTIMATE MAUI DREAM . . A Makena Generational Oceanside Retreat offering 8B|8B resort-style living with separate oceanside pool home, features smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate. In a world moving faster than ever, it is intentionally crafted for life to slow down. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” The compound offers a vast combination of energy efficiency, self-sufficiency and refined comfort featuring what we are told is the largest residential Tesla Solar Roof in the US installed in 2024. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager offers lock-and-leave convenience. The luxurious amenities are endless with privately separated interior living areas offering exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

$26,000,000

4 Beds ⋅ 5 Baths ⋅ 410474 MLS ⋅ Fee Simple Tenure

What can money buy that time can't? Six years of thoughtful planning, design, construction, and mature landscaping, ready today. Spanning 4.35 acres across two adjoining parcels, including a rare buildable two-acre lot, 215 & 217 Plantation Club Dr. is a wellness retreat for those who value privacy, health, and the freedom to disconnect. Perched 325 feet above sea level in a lush West Maui microclimate and sited according to Chinese feng shui principles, the estate captures panoramic views of Moloka'i, Lana'i, and the Au'au Channel, where humpback whales winter and calve. Across the road is Honolua Bay, Maui's iconic surf break, with the Plantation Golf Course 200 yards away. Recovery is built into the architecture. The primary suite features a 15-foot rain shower and soaking tub, while the pool house includes a Pilates studio and aromatherapy steam shower. Outside, a heated 22-by-60-foot saltwater pool, spa, and cold plunge create a daily ritual of restoration. This isn't a house with amenities. It's a private wellness compound with bedrooms attached. More than 90 fruit trees across 16-plus varieties are irrigated by a private cistern, complemented by an outdoor kitchen with a wood-fired pizza oven. A detached five-car garage with high-lift doors accommodates 10 vehicles. Fully furnished in Plantation Estates near Kapalua Resort, beaches, golf, and dining. Offered below replacement cost - an opportunity that can't be recreated today.

215 Plantation Club Dr, Lahaina

Listing courtesy of Compass-W.

$24,900,000

7 Beds ⋅ 9 Baths ⋅ 725915 MLS ⋅ ['Fee Simple'] Tenure

Kilohana sits on a 1.4-acre front-row site at the end of a private drive within the 49 Black Sand Beach neighborhood at Mauna Lani. Honoka’ope Bay, with its black sand beach and private community beach club, is less than a 90 second walk from the home. Overlooking the 7th hole of Mauna Lani’s south course, the property has over 275 feet of frontage on views of the ocean, waves crashing on the shoreline, Maui, and sunsets from four of the bedrooms and all living areas. The improvements are laid out as a small village retreat, with mature landscaping and stone pathways leading to the many private locations on the property, and include a solar field and putting green with a 45-yard pitch to the green. On the south side of the property, adjacent to the golf course buffer, sits the 1,750 square foot ocean view primary suite with a spacious two-station office, two full bathrooms, a large shower garden, and full laundry facilities. On the north side of the property are two detached 3 bedroom, 3 bath, 1,300 square foot guest hale, each with its own laundry facility and between the two hale, are an additional four outdoor shower gardens. The numerous pocket doors throughout beckon you to a 1,656 square foot lanai including a 600 square foot grand covered lanai with wet bar, dining area, sunken barbecue, with smoker and cooktop; almost 8,000 sf of indoor/outdoor living at its best! Large 3 car garage with private entrance, as well. The home was designed by Lucky Bennett and built by Clever Construction to exacting standards, which include mahogany pocket doors, windows, floors and trim, vaulted ceilings, a variety of custom stone and tile used throughout and a lengthy list of designer furnishings and art included in the sale. Meticulously designed and cared for by an owner who is in the real estate development business!

68-1115 Honokaope Pl Unit 1, KAMUELA

Listing courtesy of Hawaii Life.

$24,900,000

10 Beds ⋅ 9 Baths ⋅ 202525519 MLS ⋅ FS - Fee Simple Tenure

Live among Hawaii's natural wonders & unsurpassed beauty at this extraordinary Pahonu Beach estate. Spanning nearly 1 acre, this oceanfront property includes 152 linear feet along the Pacific Ocean. Nestled in a private, gated location, the 2 lot compound offers over 8600 sq ft of living area in its main house, guest house, cottage, and studio. Expansive lawns provide mesmerizing views across the ocean to Manama (Rabbit) Island and stunning vistas of the Koolau Mountains. The main house completed in 2022, sets a new standard of quality craftsmanship. Exceptional design, flawlessly executed using premium materials, creates a luxurious, beautiful, and comfortable home. Floor to ceiling sliding glass doors span the oceanfront side, providing spectacular views of the lush landscaping and ocean. The gourmet kitchen includes top of the line appliances, custom walnut cabinetry, and a disappearing pantry consistent with its sleek, modern design. Next door includes a 3BR oceanfront guest house, 2BR cottage and studio. This irreplaceable compound offers its next owner an opportunity to enjoy a spectacular lifestyle with family and friends in a magnificent oceanfront setting.

41-471 Kalanianaole Highway, Waimanalo

Listing courtesy of Caron B Realty.

$24,500,000

4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure

One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$23,000,000

8 Beds ⋅ 12 Baths ⋅ 731346 MLS ⋅ ['Fee Simple'] Tenure

A single oceanfront compound fronting Tunnels Beach, in Hāʻena on Kauaʻi’s north shore, joins two individually deeded parcels offered together as one. Nearly three acres run the full depth from Kūhiō Highway to the beach, with approximately 250 feet of beachfront. The principal residence stands at the water, circular in plan, its broad lānai and walls of glass open to the Pacific. Set back among the palms, the second is a wood plantation home beneath a terracotta-colored metal roof, offering four additional bedrooms with mountain, garden, and filtered ocean views. Open lawn runs unbroken to the beach, with mature gardens, a screened pavilion, and a tennis court. The oceanfront residence is fully renovated and in exceptional condition; both homes are fully air conditioned and carry solar and Tesla Powerwall battery storage. Together, the compound offers approximately 9,575 square feet and eight bedrooms in one of Hāʻena’s most significant oceanfront holdings. The Napali Coast, with its dramatic terrain and renowned hiking trails, is just a short drive to the “end of the road.” Hanalei’s charming town and crescent bay are approximately 15 minutes away, offering world-class dining and surf, while Princeville’s golf courses, shopping, and resort amenities are just beyond.

5-7534 Kuhio Hwy, HANALEI

Listing courtesy of Hawaii Life.

$23,000,000

4 Beds ⋅ 5 Baths ⋅ 402062 MLS ⋅ Fee Simple Tenure

Set on one acre surrounded by 6ft stone walls, 7595 Makena Road is a contemporary Makena residence defined by privacy, endless ocean views, and an exceptional connection to its surroundings. Completed in 2022, the home offers 4,778 square feet of interior living space with four en-suite bedrooms, 4.5 bathrooms, and thoughtfully designed spaces that open naturally to the outdoors. Expansive glass draws the Pacific and surrounding landscape into the home, while a 995-square-foot covered lanai extends the main living areas outside. Generous proportions create an effortless setting for both quiet everyday living and entertaining, with each bedroom suite offering privacy for family and guests. Modern amenities include an elevator, integrated smart-home technology, and an 870-square-foot three-car garage. Together with the residence and covered lanai, the property encompasses approximately 6,643 square feet of combined space. Across Makena Road, the coastline near Ahihi Bay provides a dramatic backdrop of clear water, rugged shoreline, and memorable sunsets. The setting feels removed and private, yet the resorts, dining, golf, shopping, and amenities of Wailea remain within a few minutes reach. What distinguishes 7595 Makena Road is the balance it achieves: contemporary architecture without losing its connection to Maui, substantial scale without sacrificing intimacy, and a private Makena setting centered on the landscape and ocean beyond. For those seeking a modern home in one of South Maui’s most compelling coastal settings, 7595 Makena Road offers a rare opportunity to experience Makena with space, privacy, and the Pacific always close at hand.

7595 Makena Rd, Kihei

Listing courtesy of Compass-W.

$22,950,000

6 Beds ⋅ 5 Baths ⋅ 728631 MLS ⋅ ['Fee Simple'] Tenure ⋅ Silver Falls Estates BLDG.

Silverfarms Ranch is a North Shore sanctuary where water, mountains, and open pasture converge across more than 237 acres of remarkable Kaua‘i landscape. Set beneath the towering ridges of Mount Namahana, the property offers streams, waterfalls, swimming holes, and sweeping views that capture the essence of Kaua‘i’s natural beauty. With two existing residences, equestrian facilities, and future building potential, the ranch presents a rare opportunity to create a multi-generational estate just minutes from the charm of Kilauea and the world-class beaches of Hanalei and Princeville. Silverfarms ranch is comprised of three separate parcels totaling more than 237 acres. The largest parcel spans 137.69 acres and serves as the operational heart of the ranch. It includes two residences along with a variety of agricultural and equestrian facilities, including multiple horse stable areas, an office, and a covered riding arena making it ideally suited for equestrian operations or an expansive private ranch estate. The residences include: A 4-bedroom, 3.5-bathroom main residence spanning 3,509 sq ft A 2-bedroom, 1-bathroom residence totaling 1,080 sq ft The 92.18-acre parcel offers beautiful, undeveloped Kaua‘i land with a network of riding trails and a mix of open pasture and forested areas. Zoning allows for the development of a single-family residence. The property also enjoys separate private access via its own road and a custom bridge, offering both convenience and privacy. The smallest parcel at 7.92 acres also allows for the development of a dwelling. It currently serves as a grazing and tending area for horses associated with the ranch. Silverfarms Ranch invites you to imagine a life where adventure, exploration, and tranquility meet…

2818 Kamookoa Rd Unit 1, KILAUEA

Listing courtesy of Hawaii Life.

$22,500,000

7 Beds ⋅ 6 Baths ⋅ 731606 MLS ⋅ ['Fee Simple'] Tenure

Five standalone beach cottages on three legal parcels, totaling roughly 60,000 square feet and more than 200 linear feet of direct golden-sand frontage on Kauaʻi’s North Shore. Each cottage is a complete house, single-story and at grade, with its own deck, kitchen, living room, and private entrance. Three are one-bedroom units of approximately 700 square feet. Two are two-bedroom villas, the larger of which sits on its own adjacent parcel at 4414 Oneone Road with two full baths, a 400-square-foot covered lanai, and dedicated off-street parking. All five were fully renovated in 2025, with new systems, kitchens, baths, and finishes throughout, plus three new aerobic septic systems. Additionally, all five have transient vacation rental licenses allowing for short term rental use. The compound fronts Baby Beach, where the reef keeps the water calm and swimmable through most of the year. More than fifty mature coconut palms shade the open lawn connecting all five cottages. A detached laundry building includes two washers, two dryers, a commercial ice machine, and gear storage. Finally, the third adjacent parcel is vacant and can be improved with an additional home to complete your vision. The property can be operated as a hosted vacation rental or held entirely private. Hanalei is a short drive east. The road ends west of the property at the Nā Pali Coast.

4400 Oneone Rd, HANALEI

Listing courtesy of Hawaii Life.

$22,000,000

6 Beds ⋅ 10 Baths ⋅ 202606611 MLS ⋅ FS - Fee Simple Tenure

When a residence transcends architecture, it becomes a work of art. Set across 1.81 acres in the misted beauty of Nuuanu, LIHIWAI is one of Hawaii’s most iconic historic estates, a rare convergence of land, design, and legacy in a truly cinematic setting. Originally built between 1927 and 1929 for Territorial Governor George R. Carter and designed by Bertram Grosvenor Goodhue, the home has been completely restored and is offered following a meticulous renovation by Welch & Weeks, a museum-quality restoration for modern living. Gracious volumes, natural light, and a refined material palette, including ohia hardwood, old-growth redwood, plaster, bronze windows, and limestone, create spaces that feel both expansive yet intimate. The four-bedroom, seven-bathroom main residence is complemented by two guest homes. The grounds unfold as a private sanctuary with a natural auwai, flowing stream, dramatic waterfall, and heated saltwater pool and spa. Set within Nuuanu Valley, this is a composition of historic pedigree, quiet luxury, and natural beauty. A legacy estate, now coming to market.

51 Kepola Place, Honolulu

Listing courtesy of Hawaii Life.

$21,000,000

4 Beds ⋅ 5 Baths ⋅ 734463 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kohanaiki BLDG.

This superb home at Kohanaiki, designed by Zak Architecture, delivers splendid living at an unmatched level of quality with views of the Reese Jones golf course, the Pacific, and the white sand & black rock shielded Kona coastline. Offered fully furnished by the Douglas Durkin Design team who developed the rich color palette + the finest architectural and bespoke design elements. Metzler Contracting Co. was engaged to bring together these materials and concepts to create a singularly beautiful residence. Indoor-outdoor living is anchored by a Great Room which links to an expansive Lanai, Hawaiian Style Pool Cabana, infinity pool, large Jacuzzi and 4 exquisitely appointed Bedroom Suites.

KAILUA KONA

Listing courtesy of Metzler Realty.

$21,000,000

4 Beds ⋅ 6 Baths ⋅ 731952 MLS ⋅ ['Fee Simple'] Tenure

Experience the pinnacle of luxury living at 2838 Kapoli St in the exclusive Kealia Kai subdivision. This brand-new, nearly oceanfront estate showcases unmatched craftsmanship, custom designer furnishings, and meticulous attention to every detail. The main residence offers approx 6,000 sqft of interior living space complemented by over 2,400 sqft of covered lanais designed for seamless indoor-outdoor living. Floor-to-ceiling pocket glass doors frame unobstructed panoramic ocean views, with the sand of Donkey Beach in sight, along with breathtaking vistas of Wai‘ale‘ale and Makaleha mountain ranges. Enjoy beach access, endless views, and complete privacy on this nearly 7-acre estate. Inside, an expansive kitchen features Wolf appliances, a La Cornue French stove, a butler’s pantry, and an oversized island, ideal for entertaining and culinary pursuits. The primary suite is a private retreat, highlighted by an Alaskan king bed, luxurious finishes, and direct access to an ocean-view lanai. Each bedroom includes its own ensuite bath and private lanai, creating individual sanctuaries for family and guests. Custom designer furnishings enhance every room, while invisible speakers, integrated audio-visual systems, and hidden gutters elevate both form and function. Additional features include a 1-bedroom, 1-bathroom guest house (approx. 1,100 sqft with 650 sqft lanai), a 650 sqft gym, and two garages, each exceeding 550 sqft. Outdoor living is defined by a 25’x50’ pool and a 10’x10’ spa, set against the backdrop of Kaua‘i’s dramatic coastline and mountain ranges. From stamped lava rock impressions on the driveway to cutting-edge smart home integration, no detail has been overlooked. This is a rare opportunity to own one of Kaua‘i’s finest new builds. Ideally located walking distance to the coastal trail, beaches, shopping, restaurants and more! Pool construction and final landscaping is underway. Virtual renditions included in photos.

2838 Kapoli St, KEALIA

Listing courtesy of COMPASS.

$20,500,000

3 Beds ⋅ 4 Baths ⋅ 410482 MLS ⋅ Fee Simple Tenure

Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island sensibility, the home features traditional Dickey rooflines topped with black glazed tiles imported from Japan. A electronic gate opens into a private, walled compound that includes the main residence, a detached two-bedroom guest cottage (Ohana), a two-car garage with workshop, and a beautifully landscaped courtyard with a pool and spa. The single level main home offers soaring 16 foot ceilings in the great room with a working fireplace serving as the centerpiece, complemented by an open-concept kitchen and expansive glass walls that frame breathtaking ocean views while preserving privacy. The main residence includes three bedrooms and four bathrooms, all designed with ease of access and comfort in mind. The detached two-bedroom, one-bath Ohana is finished to the same high standard, ideal for visiting family or guests. Set on 0.8 acres, the estate flows seamlessly from lush lawn to the beach, where a protective lava rock point cradles the property and collects soft white sand along this dramatic, crescent-shaped shoreline—one of the largest and most coveted on the island. A rare opportunity to own a true legacy property on Maui’s finest beachfront. **Disclosure** Some pictures have been Virtually Re-Staged and noted.

3146 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$19,750,000

4 Beds ⋅ 5 Baths ⋅ 407563 MLS ⋅ Fee Simple Tenure

Basking in the breathtaking beauty of Maui, perched just 25 feet from the shoreline, 51 Hui Road E is more than an oceanfront estate – it is a living work of art. Built entirely in reinforced concrete and completed with precise craftsmanship, this timeless villa is as enduring as the island itself. Each pillar sinks deep into the volcanic foundation, giving this island masterpiece a quiet strength that mirrors the steady rhythm of the Pacific. Its proximity to the ocean can never be duplicated. The exotic architecture fuses Mediterranean grace with tropical ease. It celebrates both endurance and grace. It is a home designed, not merely to exist beside the ocean, but to belong to it – to draw strength from its power and beauty from its calm. Its most recognizable feature, a glowing orange palapa overlooking the ocean is perfect for casual outdoor living and dining. It offers surreal views of shimmering sunsets that stretch to the jewels of Lanai and Molokai as well as a serene vantage for watching whales in season. Steps away, the heated pool finished in mosaic tile mirroring the sea and an inset spa await. Garden pools, a koi pond, and lush, mature landscaping enhance the setting. Inside, the villa unfolds in layers of artistry and intimacy. The grand salon with its 17-foot vaulted ceilings, arched colonnades, Italian fountain, and romantic star shaped skylights set a tone of cultivated elegance. The chef’s kitchen discretely tucked away, honors traditional European service design – a private culinary domain outfitted with professional appliances, handcrafted cabinetry, and artisanal tile work. The primary suite is an ode to serenity. A four-poster bed faces an arched lanai framed in tropical vines opening to the sea beyond. Morning light spills across white stone floors while a hand-tiled fireplace and soft coastal hues evoke both romance and repose. In the adjoining bath, marble, crystal, and natural light converge. A soaking tub is framed by palms and ocean views. The library reveals the home’s most personal voice: coral-colored walls, a hand-painted ceiling, and imported carved wooden doors that open into a space of warmth. A place where art, books, and tropical light are in quiet harmony. A second wing includes guest accommodations, a magnificent wine storage area, and laundry facilities. Gates to the property open to a large motor court and garage with ocean views as well as custom work bench and additional storage. The immense substructure offers additional flexibility, not included in the living area square footage. Minutes from Kapalua Resort, yet entirely private, 51 Hui Road E stands as one of Maui’s most extraordinary oceanfront estates – where art, engineering, and the eternal rhythm of the Pacific meet in perfect harmony.

51 Hui Road E, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$19,750,000

7 Beds ⋅ 9 Baths ⋅ 406991 MLS ⋅ Fee Simple Tenure

This magnificent oceanfront West Maui estate rests on approximately 1/2 acre of prime land in Kahana with over 250 feet of ocean frontage. Perfectly located between Kaanapali and Kapalua Resorts, this oceanfront property has no equal in the Hawaiian Islands. This nearly 10,000 square foot residence epitomizes Pacific Rim architecture. Glass pocket doors slide into rock walls bordering the spacious great room, which includes a grand living and dining area, as well as a fabulous open kitchen with separate enclosed butler's pantry. A floating mezzanine soars above the great room with a phenomenal sports bar and game tables. There are seven oceanfront suites, one being utilized as a media suite and one as a gym, each with a luxurious bath and most with a wet bar. Every suite is oceanfront with sweeping views of the neighboring island of Lanai and glimpses of Molokai. The large primary suite offers complete privacy and a fabulous outdoor lanai. The primary bathroom features an Italian custom two-person stone Jacuzzi tub, exquisite stonework, built-in wall speakers, and an expansive closet. An attached oceanfront one-bedroom Ohana can be utilized as a private office, for guests, or a caretaker. Extensive enhancements to the property include a new roof with 60KW photovoltaic solar system. Throughout the interior a selection of doors were replaced with new 10 ft. doors, freshly stained wood, new screens, and high-efficiency shades. A new Hydraulic elevator was installed, as well as new commercial-grade high efficiency air conditioning systems. Electronics have been significantly improved with a Control 4 System, a new Lutron system, top-of-the-line speakers throughout, as well as a state-of-the-art security camera system. A custom pool, complete with spa and waterfalls, is easily accessible from the great room. Moving outdoors, the oceanfront lanai and grilling area offer expansive coastal views. An outdoor landscape sound system has been integrated into the tropical gardens along with Tiki gas lamps and a fire pit from a local artist. The driveway was redesigned for convenience with the addition of a second entrance. Custom wood gates give the vehicular and pedestrian entrances a sophisticated natural appeal. Offered turnkey.

4809 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$19,200,000

6 Beds ⋅ 7 Baths ⋅ 732231 MLS ⋅ ['Fee Simple'] Tenure

At Pākalā, 8.6 beachfront acres extend from the shoreline to Kaumualiʻi Highway on Kauaʻi's west side. The 1912 residence sits well within the acreage, facing due west toward Niʻihau. A long left known to surfers for generations breaks along the reef offshore. The sun sets directly ahead. Built for Sinclair and Ethel Robinson the year Sinclair became manager of Gay & Robinson, the single-level residence is approximately 5,000 square feet with four bedrooms and five baths. A caretaker's cottage, garage and storage are also on the property. A long approach runs through mature trees and palms before opening around the house. Broad lawn extends from a covered lānai to a low wall of stacked lava rock and the shoreline beyond. French doors open onto the lānai. Deep eaves, high ceilings, wide openings and interior pass-throughs carry the trades through the house. The property holds a TVR certificate for legal vacation rental use.

1-1000 Kaumualii Hwy, MAKAWELI

Listing courtesy of Hawaii Life.

$18,900,000

4 Beds ⋅ 5 Baths ⋅ 409020 MLS ⋅ Fee Simple Tenure

Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

5417 Makena Rd Unit 2, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$17,500,000

5 Beds ⋅ 7 Baths ⋅ 730642 MLS ⋅ ['Fee Simple'] Tenure

Set along a dramatic stretch of coastline within the prestigious Mauna Kea Resort, Hale 'O Ka La “House of the Sun” is not simply a home — it is a way of living that few places in the world can offer. Originally designed in 1992 and once featured in Architectural Digest, the property was thoughtfully reimagined in 2025 through an $8 million renovation led by Diane Bobek Designs, Taleah Smith Design, and Pono Hana Builders — preserving its architectural significance, while elevating every aspect of the experience. Arranged as a series of interconnected pavilions beneath a continuous roofline, the 5,358-square-foot Kauhale-style compound replaces traditional hallways with open-air breezeways that invite natural light, tropical gardens, and ocean air into everyday living. Every transition was intentionally designed to slow the pace. At the heart of the home, an open-air grand room anchors five bedrooms, five full baths, and two half baths — a layout where privacy and togetherness exist without compromise. Carefully preserved details — refinished dark wood accents, custom lighting crafted from salvaged copper roof fragments — speak to a renovation that understood what to keep as much as what to reimagine. Outside, the experience continues through layered tropical landscapes, sculpted pathways, and purposeful outdoor living areas designed to evoke satiation. A resort-style saltwater pool with waterslide and swim-up palapa bar serves as the estate's focal point, while a secluded waterfall grotto spa with integrated jacuzzi offers a more intimate escape among natural rockwork and shade. Surrounded by protected land, with no future development in front, and 355 acres preserved by the Queen Emma Land Trust to the north, the estate captures unobstructed Pacific and mountain views alongside rare, permanent privacy. A proven luxury short-term rental operation is in place and running. On the Kohala Coast, opportunities like this do not repeat themselves.

62-3916 Lanikeha Pl, KAMUELA

Listing courtesy of Hawaii Life.

$17,000,000

7 Beds ⋅ 9 Baths ⋅ 404095 MLS ⋅ Fee Simple Tenure

Meticulously selected by the Islands' owner at the time for his personal home, The Lanai Estate was built to sit atop the most premier viewpoint and amongst the epitome of Hawaii's natural tropical beauty. This exclusive estate offers luxury living, modern elegance, and classic charm. Every architectural detail has been thoughtfully designed with craftsmanship and quality to integrate seamlessly with the surrounding landscape. Situated on a coveted private drive, this remarkable home serves as your harmonious doorway to the many enchanting experiences that the island of Lanai has to offer. Enjoy direct access to vibrant hiking trails, the equestrian community, a world-class golf course, hidden beaches, incredible dining such as Nobu and Nancy Silverton's Mozza, and the local Island club for easy access to two of the world-renowned Four Seasons amenities and wellness center. This property is more than just a home; it is a treasured legacy—a place where you can forge lasting memories against the backdrop of captivating beauty, ready to be passed down through generations. Embrace the opportunity to leave your mark on this paradise.

121 Kapihaa Pl, Lanai City

Listing courtesy of Deep Blue HI.

$16,995,000

5 Beds ⋅ 7 Baths ⋅ 202614590 MLS ⋅ FS - Fee Simple Tenure

THIS IS NOT A.I.! This is one of Hawaii's rarest offerings, an estate that cannot be replicated & must be experienced to be believed! Prominently situated against the Ko'olau Mountains, this extraordinary 23+ acre legacy property offers an unparalleled opportunity to own a truly one-of-a-kind retreat. Hidden behind private gates & elevated above the coastline, this custom-designed smart home spans over 5,500 sq ft with 5 bedrooms, 5 full baths & 2 half baths. Designed for seamless indoor-outdoor living, expansive glass doors open to stunning lanais, a resort-style infinity-edge pool, sundeck & outdoor kitchen/BBQ pavilion - perfect for entertaining or quiet reflection. This self-sustaining haven features a spring-fed water system, 120-panel PV system & 6 Tesla Powerwalls. Additional highlights include Miele appliances, elevator, theater room with wet bar, central AC, fire sprinklers, 3-car garage with parking courtyard & more. The possibilities are endless across this expansive parcel of highly coveted land. A unicorn estate & once-in-a-generation opportunity...only ONE fortunate buyer will become the next steward of this magical treasure! *Sale Pending Final Public Report

47-958 Kamakoi Road, Kaneohe

Listing courtesy of Coldwell Banker Realty.

$16,950,000

5 Beds ⋅ 6 Baths ⋅ 410130 MLS ⋅ Fee Simple Tenure

Perched on Maui’s coveted west side, this extraordinary 8-bedroom private estate offers a level of luxury, privacy, and craftsmanship rarely seen in Hawai'i. More than a home, this is a legacy estate, an irreplaceable Maui sanctuary designed for those who accept nothing less than extraordinary. Located in the coveted Plantation Estates at Kapalua community on the incredible 16th hole of the world-class Plantation Course, the property commands unmatched sweeping panoramic views across the Pailolo Channel framed by the stunning views of the outer islands of Lana'i and Moloka'i. Designed without compromise, the 2-acre estate encompasses more than 8,200 square feet across two separate residences, creating a private retreat unlike any other. Resort-caliber amenities include an infinity-edge pool and dual spas, private office, theater and fitness center. The 7,200 square foot 5-bedroom 5.5 bath main residence seamlessly blends indoor and outdoor living through expansive custom pocket sliding doors that open to reveal breathtaking ocean vistas and unforgettable sunsets. Rich natural materials, custom African Mahogany millwork, exotic stone, and world-class finishes define every space, from the chef’s kitchen and grand great room to the spectacular primary suite. A fully appointed three-bedroom guest cottage with its own pool, fire-pit and Palapa set over a koi pond provides exceptional accommodations for family, guests, or staff while maintaining complete privacy. Aside from world-class golf, the Kapalua resort offer the utmost in amenities including award-winning spa, tennis and pickleball, exquisite dining options and some of the finest beaches: Fleming Beach, Oneloa Bay and Kapalua Bay, which was rated as the Best Beach in America by Conde Nast Travel Magazine.

706 Mokuleia Pl Unit 6, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$16,900,000

4 Beds ⋅ 5 Baths ⋅ 202609316 MLS ⋅ FS - Fee Simple Tenure

Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, and primary bedroom with a private oceanfront deck. Recent renovations include stylish baths that enhance the contemporary vibe. The custom kitchen flows into a welcoming dining area, ideal for gatherings and entertaining. A cozy cottage offers guest privacy, while ample parking and a three-car garage provide convenience. A dedicated office with courtyard access creates a peaceful workspace. Enjoy the lagoon pool and waterfall spa, with the beach just steps away for swimming, paddleboarding, or relaxing. Minutes from Kailua Beach Park, Mid-Pac Country Club, and Kailua Town, this home combines luxury and convenience. Your dream island lifestyle awaits!

200 S Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Realty.

$16,500,000

6 Beds ⋅ 8 Baths ⋅ 202611158 MLS ⋅ FS - Fee Simple Tenure

Sophisticated, Modern, Unlimited Ocean Views...Designed to relish in the beauty of magnificent indoor spaces coupled w/ a seamless integration to expansive outdoor living this stunning ultra-luxury residence designed by renowned HI Architect Jim McPeak offers uninterrupted Diamond HD, ocean & coastline views, and the best direct sunset vistas on the island. Situated on Oahu’s Southeastern shoreline overlooking Maunalua Bay this breathtaking 6-BD, 7.5-BA residence offers exceptional appointments & a true private luxury resort experience. The Great Rm welcomes you w/its awe-inspiring panoramic landscapes, soaring custom wood inlaid ceilings, pocketing walls of glass & assortment of natural stone textures. The chef’s kitchen w/prof appliances provides a wonderful connection to both the dining alcove & lounge areas. The Primary Suite w/ secluded sitting nook, seaside lanai and dream spa like bath is stunning, Each BD suite provides a sensory experience & soothing sounds of the ocean waves. This modern-day masterpiece is complete w/ a gated, dual access driveway providing ample onsite parking + garage parking for 3-cars. For those in search of a stunning island villa, welcome home.

176 Hanapepe Loop, Honolulu

Listing courtesy of Coldwell Banker Realty.

$16,000,000

4 Beds ⋅ 5 Baths ⋅ 403334 MLS ⋅ Fee Simple Tenure

BRAND NEW HOME NEVER OCCUPIED MOVE IN READY. An exceptional residence where uncompromising attention to detail and a harmonious fusion of comfort and nature creates a testament to unparalleled quality and sophistication. Where every day is an opportunity to savor the beauty and tranquility that defines the essence of Hawaii. Located within the exclusive Mahana Estates, a gated enclave in the world-renowned Kapalua Resort on Maui. A flagship smart home with the latest in Lutron, Elan and Tesla home technology and energy with incomparable conveniences promises a care free lifestyle. Miele appliances in a modern kitchen design, four bedrooms and four and one-half baths, a three-car garage and extensive storage cater to the practical needs of its residents, whether it be a primary home or an exquisite vacation retreat. Boasting views that include the beautful Kapalua Bay, the majestic West Maui mountains, and the island of Molokai. Floor-to-ceiling windows bathe the oversized rooms with natural sunlight, while expansive ceilings invite gentle ocean breezes, creating an atmosphere of serenity and openness. An infinity pool, spa and an outdoor fireplace sets the mood for intimate gatherings. While an outdoor kitchen provides a space for culinary delights with the backdrop of the Pacific Ocean. Whether entertaining guests or unwinding in solitude, the outdoor areas offer a perfect balance of comfort and style.

210 Naio Pl, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$15,950,000

5 Beds ⋅ 7 Baths ⋅ 202615041 MLS ⋅ FS - Fee Simple Tenure

Set on one of Hawaii Loa Ridge's most coveted lots, this five bedroom, six and one half bath residence delivers uninterrupted views of Diamond Head, the Pacific Ocean, and Honolulu's coastline from nearly every room, with complete privacy from neighbors and the street. Award-winning architect Jeff Long paired steel-and-concrete construction with interiors built by artisans whose past work spans ultra-luxury yachts and the ateliers of Chanel, Cartier, and Hermes. Book-matched travertine and marble carry through the home, alongside Spinneybeck and Holly Hunt Italian leather walls and Molteni closet systems. A pneumatic glass elevator connects the levels, and a private theater and wine cellar round out the entertaining spaces. The Pininfarina-designed kitchen centers on a Taj Mahal quartzite island, Snaidero cabinetry, dual Sub-Zero refrigerators, and Gaggenau appliances. Outside, a saltwater infinity pool and spa sit within a landscaped lanai framed by the same sweeping views. German-engineered shutters, a full security system, and 24-hour gated access make this a genuine lock-and-go estate.

360 Puuikena Drive, Honolulu

Listing courtesy of Compass.

$15,250,000

5 Beds ⋅ 5 Baths ⋅ 202609183 MLS ⋅ FS - Fee Simple Tenure

This exceptional Lanikai beachfront estate features over half an acre of land extending from the street directly to the sand and ocean. Unlike many of the neighboring properties that sit above rock and reef, this home opens directly onto the sandy beach, offering a rare and true beachfront experience with views of the Mokulua Islands. The house is built for how people actually live. Walls of glass retract and disappear, so the kitchen, dining area, pool courtyard, and beach read as one space. The open kitchen is where people gather, sized for a crowd and opening to outdoor dining and the grill. In the ocean, at the pool, or in the cool air inside, you are never closed off from the other areas. The upstairs primary suite was designed to take full advantage of the views from your bed, sitting area, bath or the private ocean-view lanai. This is a property people can grow into and form to their lifestyle. Beyond the lawn you have the Lanikai Pillbox trailhead, Mid Pacific Country Club, and the shops and restaurants of Kailua a short drive away. The ocean is the front yard. Property is offered fully furnished and being sold turnkey.

958 Mokulua Drive, Kailua

Listing courtesy of Hawaii Life.

$15,000,000

3 Beds ⋅ 4 Baths ⋅ 410537 MLS ⋅ Fee Simple Tenure

Experience the relaxed beauty of the Hawaiian lifestyle in this special West Maui oceanfront estate. Set on two acres of lush, naturally landscaped grounds within a small gated oceanfront community, this tropical paradise offers a rare combination of space, comfort, privacy, and authentic indoor-outdoor island living. The 3-bedroom, 3.5-bath main home is warm, open, and designed to embrace Maui’s natural surroundings. Cathedral ceilings, polished concrete floors, and open living spaces invite the ocean breeze indoors. The gourmet kitchen features high-end appliances and flows naturally to the covered lanai, creating an inviting setting for morning coffee, sunset dinners, & gatherings with family and friends. Each bedroom offers its own en-suite bathroom and private enclosed outdoor shower—a quintessential Hawaiian touch that brings you closer to nature. Outside, the resort-style pool with cascading waterfall creates a peaceful retreat, while the Pacific Ocean provides a beautiful backdrop. A separate 2-bedroom, 1-bath ohana offers comfortable space for visiting family & friends. Features include a gated entry, photovoltaic solar system with Tesla battery storage, 3-car garage, additional storage for kayaks, surfboards, and other ocean gear. A true Maui home where ocean, nature, family, and the laid-back Hawaiian lifestyle come together.

49 Kuahulu Pl Unit Lot 4-C, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$14,950,000

6 Beds ⋅ 7 Baths ⋅ 728147 MLS ⋅ ['Fee Simple'] Tenure

All year round sunset views! Hapuna Estates at Mauna Kea Resort Lot 13 offers expansive Pacific Ocean views, Hualalai view to the south, Maui to the north and the 8th green and fairway views of the Hapuna Arnold Palmer Golf Course! Designed and developed by the trusted team of Paul Bleck and Brown Development, this estate residence features 6BR 6.5BATH, pool & spa, spacious great room and a gourmet kitchen, totaling approximately 6,414 sf of livable area on 0.81 acres in the prestigious Hapuna Estates subdivision inside of the Hapuna Resort gate. The home is offered furnished, perfect for both personal enjoyment and as a short-term vacation rental. With a Club at Mauna Kea membership, you will gain access to the resort’s world-class amenities in both Mauna Kea Beach Hotel and Westin Hapuna Beach, including two golf courses, tennis courts, pristine beaches, fitness centers, gourmet restaurants, and more. Enjoy the convenience of charging privileges and take advantage of discounts on various services. Mauna Kea Beach Hotel has just completed $240-million renovation. Additionally, the Hapuna Estates Association membership grants you access to the private amenity center, featuring a half-Olympic-sized pool, a 130-foot water slide, BBQ areas, a gym, and an orchard and garden. Some of the features include, but not limited to: * All year round sunset views * Pool & spa overlooking a golf hole and the Pacific Ocean and mountain views * Luxury Wolf, Subzero and Bosch appliances in the kitchen * Wolf Outdoor BBQ Grill * Refrigerator and a sink in the guest quarter for your guest's convenience * Maytag front-load washer & dryer * Each suite has its own outdoor shower * Offered turnkey * STVR allowed and more... To be completed in July, 2027

62-4408 Amaui Nani Pl, KAMUELA

Listing courtesy of Hapuna Realty.

$14,900,000

6 Beds ⋅ 7 Baths ⋅ 725879 MLS ⋅ ['Fee Simple'] Tenure

Artevilla is a luxury, two story, six bedroom, ocean view residence situated just above the beach at Mauna Lani Resort. Typically Hawaiian in style, the house is designed to blend seamlessly with its lush tropical and romantic surroundings and provides the perfect environment for an ultimate and memorable Hawaiian vacation experience. Situated in one of the most exclusive gated communities in the state, this villa simultaneously offers the peacefulness of a protected environment, the charm of a fantastic ocean view, gorgeous sunsets and the exclusive services of high-end Resort. Walk in three minutes to your private beach club and experience the convenience of nearby golf, tennis, spa, shops, restaurants and more. Artevilla was conceived to be the perfect combination between the art of Hawaiian well-being and contemporary style. Environmentally current, the home runs efficiently on solar energy. This spectacular and unique property offers a spacious great room with a vaulted, twenty foot ceiling surrounded by large sliding glass pocket doors. Listing is sold unfurnished. Please consider Title Guaranty Escrow, Rae-Ann Ontiveros

68-1056 Pauoa Way, KAMUELA

Listing courtesy of Anne Rediske REALTOR.

$14,750,000

6 Beds ⋅ 7 Baths ⋅ 734159 MLS ⋅ ['Fee Simple'] Tenure

Just Completed! Brand-New Turnkey Luxury Estate at the Hapuna Estates at Mauna Kea Resort! Enjoy amazing year-round sunset views from this exceptional 1.33-acre estate in the Hapuna Estates community. Lot 12 offers expansive Pacific Ocean views, Hualalai to the south, Maui to the north, and views of the 8th green and 8th & 9th fairways of the Hapuna Arnold Palmer Golf Course. Designed and developed by the trusted team of Paul Bleck and Brown Development, this impressive residence features 6 bedrooms, 6.5 bathrooms, approximately 5,957 sf of livable space, a spacious great room, gourmet kitchen, and pool and spa overlooking the golf course, ocean, and mountains. Offered furnished, this turnkey home is ideal for personal enjoyment or as a short-term vacation rental (STVR). A Club at Mauna Kea membership provides access to world-class amenities at Mauna Kea Beach Hotel and The Westin Hapuna Beach Resort, including two golf courses, tennis courts, pristine beaches, fitness centers, gourmet dining, charging privileges, and discounts on select services. Mauna Kea Beach Hotel recently completed a $240-million renovation. Hapuna Estates Association members also enjoy a private amenity center featuring a half-Olympic-sized pool, 130-foot water slide, BBQ areas, gym, orchard, and garden. Notable features include, but not limited to: • Year-round sunset views • Amazing star-filled night skies • Pool and spa with golf course, ocean, and mountain views • Taj Mahal quartzite kitchen island, vanities, and backsplashes • Wolf, Sub-Zero, and Bosch appliances • Wolf outdoor BBQ grill • Guest room with under-counter refrigerator and sink • Built-in mahogany cabinetry • Three outdoor showers • Maytag front-load washer and dryer • Furnished and STVR permitted Experience exceptional luxury island living in one of the Big Island’s premier resort communities!

62-4402 Amaui Nani Pl, KAMUELA

Listing courtesy of Hapuna Realty.

$14,500,000

5 Beds ⋅ 6 Baths ⋅ 202615821 MLS ⋅ FS - Fee Simple Tenure

Exceptional Portlock Estate. This oasis is along one of Oahu's most prestigious beaches. Iconic Diamond Head & Sunset Views. Rare Adjacent Vacant Lot. The property features a gated entry, leading to a fabulous private retreat. Inside, you'll find a spacious, flowing floor plan that extends to a beautifully tropical landscaped yard. The home includes a spacious primary bath and a large covered entry. The expansive yard is complete with a pool, waterfall, gas BBQ, and a pavilion, perfect for entertaining. This offering includes 2 separate parcels. A 14,491 sq ft lot with a 2 story 5 bedroom, 5.5 bath home (TMK 1-3-9-3-8) and an adjacent 13,500 sq ft vacant lot (TMK 1-3-9-3-11). To be sold "As Is".

Honolulu

Listing courtesy of Zen Properties Incorporated.

$14,250,000

6 Beds ⋅ 8 Baths ⋅ 202604666 MLS ⋅ FS - Fee Simple Tenure

Spectacular beachfront estate ..two separate parcels seamlessly combined.Stroll through immaculately landscaped grounds with soothing waterfalls throughout and a separate guest studio.Fully walled for privacy.Step into this architectural masterpiece designed by well known architect Jeff Long with grand foyer directly looking out to breathtaking beach, ocean, and Diamond Head Views!! Three primary suite-sized bedrooms..one suite on the main level...all enjoying Diamond Head and ocean views. Two other primary suites on the upper level with "Romeo and Juliet" balconies looking down to the foyer.Open floor plan with soaring ceilings ... finished with the finest materials..hardwood floors,wood trim in bedroom ceilings,etched glass touches,floor to ceiling sliding glass doors..close to island themed restaurants by the marina, shopping, Hanauma Bay, Sandy Beach..Your own Private Hawaiian Paradise..Simply STUNNING!! Both TMK's are being sold together for a total purchase price of $14,250,000. This spectacular dream retreat is also a Celebrity Home ... having been featured in multiple episodes of Hawaii Five-O. Your chance to own a piece of Hollywood and paradise all in one !!

255 & 257 Portlock Road, Honolulu

Listing courtesy of Coldwell Banker Realty.

$14,200,000

4 Beds ⋅ 6 Baths ⋅ 726476 MLS ⋅ ['Fee Simple'] Tenure

A Coastal Masterpiece of Timeless Elegance Commanding a premier view homesite, this estate within Kukui'ula captures the essence of Kauai’s historic charm fused with modern sophistication. From lush, intimate gardens to the endless ocean horizon and glowing sunsets, every perspective is a work of art. Inside, craftsmanship reigns supreme—Ipe hardwood floors, soaring coffered ceilings, custom millwork, and natural stone accents frame sweeping 180-degree ocean, coastal, and mountain views. The chef’s kitchen is a culinary sanctuary, featuring honed marble countertops, bespoke cabinetry, and elite appliances by Sub-Zero, Wolf, Fisher & Paykel, and Thermador. A butler’s pantry and custom Koa banquette seating complete this gourmet haven designed for both artistry and gathering. The primary suite wing offers a serene retreat with an ocean-view lanai, private outdoor shower garden, and dual private wardrobes. On the opposite wing, a secondary suite welcomes guests with panoramic views, custom built-ins, and an alfresco shower experience. Upstairs, discover a media and game room where vistas stretch “as far as the eye can see,” complemented by a cozy twin room with built-ins. For additional flexibility—whether for an art studio, office, or home gym—the detached guest house provides a 4th sleeping room, bath, living area, wet bar, and lanai. Outdoors, indulge in an infinity-edge pool, spa, and firepit, serene courtyard with koi pond, terraced gardens, and fruit trees—all set against commanding ocean vistas. For shaded relaxation, the luxuriously appointed lanai room with wet bar overlooks it all. This is more than a home—it’s a statement of elegance, privacy, and coastal living at its finest. View the Video (copy/paste into browser): https://player.vimeo.com/video/1146713224

5741 Ka Hookui Pl, KOLOA

Listing courtesy of COMPASS.

$14,000,000

4 Beds ⋅ 4 Baths ⋅ 410153 MLS ⋅ Fee Simple Tenure

Set on beautifully curated grounds in Spreckelsville on Maui's North Shore, this extraordinary oceanfront estate embodies the timeless character of Old Hawaii, while offering a lifestyle centered around ocean, wellness, and understated luxury. Framed by sweeping views of the Pacific and peaceful bays stretching in both directions, the gated estate occupies one of the most breathtaking settings in Hawaii. A private pathway provides effortless access to a pristine white sandy beach lies just moments away. The compound features two tastefully renovated residences that honor their original plantation-era architecture while incorporating modern comforts and craftsmanship. The main home's four en suite bedrooms, inviting gathering spaces, and beautifully appointed chef's kitchen were designed to bring family and friends together, creating an atmosphere that is both sophisticated and welcoming. There's also a detached ohana perfect for guests or a caretaker. Life here revolves around connection—to nature, community, and the sea. World-class wingfoiling, kitesurfing, surfing, paddling, cycling, and beach walks await just beyond the property. The nearby Maui Country Club with golf, tennis and pickelball have further elevated Spreckelsville as one of Hawaii's most desirable coastal communities for those who embrace an active and healthy lifestyle.

477 Laulea Pl, Paia

Listing courtesy of Hawaii Life (W).

$13,999,000

409243 MLS ⋅ Fee Simple Tenure

Exceptional 58-acre agricultural estate comprised of eight separate TMKs, featuring a unique combination of high-quality improvements, established income, and long-term flexibility. The property includes four substantial ag buildings, two fully automated commercial greenhouses, and extensive infrastructure throughout. Improvements include a 1,300 sq ft Ag Office/Studio (2023) with slab-on-grade construction, 2x6 framing, Marvin windows, hardwood floors, split-pitch roof, R-19/R-30 insulation, Lutron automated lighting and shades, and Sonos audio. A 4,200 sq ft Ag Shop/Storage/Office offers 12’ walls, a 12/12 standing-seam metal roof, loft with hardwood flooring, and a Solark/Discovery off-grid PV system with 74kW storage. A 5,000 sq ft bolt-together Curvco galvanized corrugated metal ag shop with (2) 11' x 11' roll-up doors provides additional covered workspace and storage. A 2,400 sq ft Ag Warehouse with 12’ walls and standing-seam metal roof is also supported by the same off-grid solar system. Two 3,600 sq ft Agri-Tech Solar-Lite greenhouses, both fully automated and have supported a proven agricultural operation. Existing leases generate substantial income. Significant site work has been completed, including approximately 4,000 linear feet of 12-foot-wide asphalt drive providing secondary ingress/egress, an additional 800 linear feet of asphalt and concrete, four 12’ x 100’ concrete swales, and approximately 8,000 linear feet of perimeter game fencing. Roughly 40 acres have been cleared of old-growth wattle. This is a solid opportunity to acquire a large-scale, income-producing agricultural property with new infrastructure, multiple revenue streams, and long-term value.

7700 Kula Hwy, Kula

Listing courtesy of Hawaii Life (W).

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