Feature Properties

7 Beds ⋅ 6 Baths ⋅ 202528543 MLS ⋅ FS - Fee Simple Tenure

Tucked behind a gate in prestigious Portlock, this extensively remodeled home offers rare privacy and peace, just a two-minute walk from the beach. Thirty-foot sliding glass doors span the full width of the house and open to a large covered lanai and backyard with a 50-foot saltwater pool and spa. Mature palms along the property line keep the yard secluded. Step through the front door into expansive living spaces with soaring ceilings. The layout includes seven bedrooms, with two large primary suites that each have a private lanai and a luxurious marble bath. A spacious first-floor bedroom-studio with a private entrance, sauna, and kitchenette adds flexibility for guests, a home office, or separate living space. It all sits on a 13,000+ sq ft lot with ¼ shared ownership in a beach access walkway. Costco and two large Hawaii Kai shopping centers, with plenty of restaurants and shops, are a four-minute drive away. Close to the beach, close to everything, in one of the island's most established coastal neighborhoods. Owner financing available.

235 Portlock Road, Honolulu

Listing courtesy of Keller Williams Honolulu.

$6,495,000

4 Beds ⋅ 3 Baths ⋅ 731147 MLS ⋅ ['Fee Simple'] Tenure

Some properties are only experienced, once you're here, you may never want to leave. I can confidently say that no photograph can possibly capture the extraordinary feeling of sitting beneath the gazebo, perched on the bluff, overlooking your own private world. It is a place that engages every sense. You have arrived. Listen to the rhythmic symphony of the surf as waves crash against the rocks across Kalihiwai Bay. Breathe the fresh ocean air carried by the trade winds. Watch the ever-changing sky, shifting light, and endless shades of blue stretching across the bay and coastline. The experience is nothing short of mesmerizing. From this remarkable vantage point, you'll enjoy sweeping views of Kalihiwai Bay, the dramatic coastline, the open Pacific, and, after sunset, the soft twinkle of lights from homes across the bay. It's a setting that invites you to slow down, unwind, and simply take it all in. . The meticulously maintained four-bedroom cottage complements its spectacular setting with timeless island character, warmth, and charm. Rather than competing with the natural beauty, it embraces it, creating a home where the views, the sounds, and the serenity become part of everyday life. This is more than a home—it's one of those rare places that reminds you why people dream of Kauai.

2999 Kaohe Rd, KILAUEA

Listing courtesy of Aloha Sotheby's Intl Realty - Kaua'i.

$6,395,000

5 Beds ⋅ 5 Baths ⋅ 411069 MLS ⋅ Fee Simple Tenure

Located nearly 1,000 feet above the Pacific at the top of tranquil Launiupoko, 81 Iliahi is a West Maui landmark that has been thoroughly cared for and updated in recent years. This secluded 35.7-acre estate delivers a rare combination of scale, privacy, and 180-degree ocean views, with Lanai and Molokai stretching across the horizon. The four-bedroom main residence and separate cabana bedroom offer 4,670 sq. ft. of living space and five bathrooms. Warm wood finishes, natural stone, and wide openings frame the landscape, while generous covered lanais open to the gardens, infinity-edge pool, and hot tub. Living spaces face the ocean, sunsets, and the outer islands, and the elevation creates a gentle, cooler microclimate. The estate has been refreshed inside and out. Big-ticket items include a new standing seam metal roof on every building, fresh exterior paint on the house, cabana, and garage, and new glass and screens in every sliding door. Comfort upgrades include new A/C in the main living area, cabana, and office, new laminate flooring in three bedrooms, and replaced patio ceiling fans. The water systems have been extensively renewed, with new potable and agricultural tank liners, new pumps and motors, and upgraded irrigation controls. A monitored security system, remote cameras, and Wi-Fi gate controls can all be managed by voice or phone. The pool has a passive solar heater, new filter, and low-voltage landscape lighting, and the fruit orchard has been freshly cleared and mulched. The pool cabana, with a wet bar, beverage fridge, separate bathroom, and outdoor shower, adds convenience and flexibility to this one-of-a-kind estate. Launiupoko Beach Park and West Maui’s shops, dining, and amenities are just minutes away. 81 Iliahi is one of Maui’s most distinctive hillside estates: private, well-maintained, and defined by its views. The property features a detached second structure reflected in County records as approximately 444 square feet with 0 bedrooms and 1 bathroom. This listing is a Residential CPR.

81 Iliahi Way Unit A, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$6,350,000

5 Beds ⋅ 4 Baths ⋅ 202604789 MLS ⋅ FS - Fee Simple Tenure

Experience the ultimate beachfront lifestyle at the world-renowned Banzai Pipeline, where surf history and stunning natural beauty collide. This architect-designed home captures the essence of seamless indoor–outdoor living, with airy, open-concept interiors flowing effortlessly onto expansive lanais. Upstairs, three serene bedrooms and two baths provide a front-row seat to Pipeline’s barreling surf, white-sand beach, and glowing sunsets. The versatile lower level offers two additional bedrooms, two baths, a full kitchen, and spacious living and dining areas perfect for hosting loved ones or accommodating multi-generational living. With over 50 feet of private beachfront, a lush, manicured yard, and a covered lanai, this property is an entertainer’s paradise, made even more convenient with a motorized gate and parking for up to eight vehicles. Nestled in the heart of the North Shore’s most coveted neighborhood, this home isn’t just a residence—it’s a rare retreat where every day begins with the soothing sound of the surf and ends with unforgettable sunsets. Opportunities like this are scarce—claim your place on one of Hawaii’s most iconic stretches of coastline.

59-355 Ke Nui Road, Haleiwa

Listing courtesy of Compass.

$6,315,000

3 Beds ⋅ 3 Baths ⋅ 729949 MLS ⋅ ['Fee Simple'] Tenure

An excellent value in an Island location everyone dreams about! Currently an active vacation rental, this inviting Puako oceanfront home is located within steps of a small sandy beach and easy access to the ocean and reef! Outstanding expansive ocean, coastline, Maui and sunset views! This resort quality ,well designed home offers the comfort and beauty of oceanfront and beach living. 2 master suites with ensuite baths and private lanai's offer privacy. The spacious living area flows into a covered lanai creating additional living space open to the beach access. The design works very well as a vacation rental(STVR permit is active and transferable) and can easily adapt itself to be a primary residence or perfect second home. This beautiful, turnkey home is found in a prime location within this well known residential oceanfront community. Puako is its own wonderful oasis on the Gold Coast of the Big Island between world -class resorts and all they have to offer.

69-1648 Puako Beach Dr, KAMUELA

Listing courtesy of Hapuna Realty.

$6,300,000

3 Beds ⋅ 2 Baths ⋅ 202605681 MLS ⋅ FS - Fee Simple Tenure

A rare opportunity to acquire an incredible Honolulu estate. Built in 1908 by Alfred Castle, this remarkable 13+ acre Tantalus property has been held by just four distinguished families, Castle, McCandless-Marks, Dillingham lineages, and the estate of Juan Hamilton—renowned artist and protégé of Georgia O’Keeffe. A stately drive welcomes you with eucalyptus trees where expansive lawns evoke the elegance of a bygone era and invite grand outdoor gatherings. Panoramic views from Diamond Head to Haleiwa showcase striking sunsets over the Pacific. Fragrant puakenikeni, jasmine and white ginger bloom amid a landscape of moss rock walls, brick pathways, and wooded trails. The buildings are rich with historic details and distinctive architectural finishes. A 60,000-gallon water catchment system underscores the estate’s blend of heritage and stewardship. More than a residence, this is a landmark property awaiting its next chapter—a chance to reimagine one of Honolulu’s great estates. For those drawn to the intersection of history, nature and place, this extraordinary offering represents far more than real estate. It is a legacy to inherit, shape, and preserve for generations to come.

3330 Tantalus Drive, Honolulu

Listing courtesy of Compass.

$6,300,000

5 Beds ⋅ 6 Baths ⋅ 409968 MLS ⋅ Fee Simple Tenure

Set on over 2 acres in Launiupoko, one of West Maui's most prestigious hillside communities, this stunning single-story estate offers 5 bedrooms (4 bedrooms + 1 bedroom pool cabana), 5.5 bathrooms, and 4,291 square feet of refined Hawaiian contemporary living. Perched on a breathtaking West Maui hillside in prestigious Launiupoko, this luxury residence boasts some of the most dramatic sunset and outer island views on the island, a resort-style pool and spa, and the kind of indoor-outdoor flow that makes every day feel like a vacation. Arriving through a grand hardwood entry door framed by lush tropical landscaping, the foyer sets a tone of relaxed sophistication, with clean lines, Imperial plaster walls, and wide-plank Pasha Wood Lite tile underfoot. The great room opens dramatically, with walls of glass pocket doors that retract fully to merge the interior living space with the covered lanai beyond. Ocean views pour in from every angle. The seamless indoor-outdoor flow is not an afterthought here; it is the central design ethos. The gourmet kitchen is a showpiece in its own right. Custom cabinetry pairs with granite countertops and a generous center island with bar seating. A stainless range with a statement hood anchors the space, while pendant lighting and a picture window framing the Pacific and the silhouette of Lanai on the horizon make this a kitchen where cooking becomes an event. The open dining area flows naturally off the kitchen, ideal for entertaining at any scale. The primary suite is a sanctuary. Sliding glass doors open directly onto the pool deck, and ocean views greet you from bed each morning. Rich oak millwork, ceiling fans, and thoughtful finishes are found throughout all four bedrooms. Step outside and the property reveals its full ambition. A resort-style lap pool stretches across the rear of the home, glowing blue against the warm Maui sky at dusk. An elevated spa sits alongside, with travertine decking, manicured tropical lawn, and swaying palms completing the scene. The private pool cabana adds a layer of luxury rarely found at this price point, offering a full bath and outdoor shower for seamless poolside living. A built-in outdoor kitchen and covered lanai dining area make alfresco entertaining effortless, with front-row sunset views over the ocean and the outer islands of Lanai and Molokai as the backdrop. Owned photovoltaic solar, solar water heating, central air, and a 3-car garage round out an estate that performs as beautifully as it looks. This is Launiupoko living at its absolute finest! This listing is a Residential CPR.

948 Kai Hele Ku St Unit Unit A, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$6,250,000

4 Beds ⋅ 5 Baths ⋅ 724360 MLS ⋅ ['Fee Simple'] Tenure

Newly Completed Luxury Residence. County and HOA final approvals received 8.20.26 Welcome to 68-118 East Pukaua Place, an exquisite luxury estate nestled within the exclusive Champion Ridge community of Mauna Lani Resort on the Big Island. This gated enclave comprises 35 half-acre lots, offering unparalleled privacy and prestige. This newly constructed four-bedroom, five-bathroom home boasts over 3,200 square feet of seamless indoor-outdoor living, embodying the ultimate resort-style experience. Enjoy breathtaking panoramic views of Hualalai, Mauna Kea, Mauna Loa and the Kohala Mountain ranges, complemented by stunning ocean and sunset views framed by the distant backdrop of Haleakala. Designed with meticulous attention to detail, the estate features dual primary suites on each level, complete with spa-like en-suite bathrooms. Two additional private guest bedrooms ensure ideal comfort and privacy for visitors or rental guests. Open-concept living and dining areas flow effortlessly onto expansive lanais through pocket doors, creating perfect outdoor entertainment spaces unique to island living. The gourmet chef's kitchen is a culinary dream, equipped with high-end appliances and custom cabinetry. Soaring vaulted ceilings, thoughtfully designed interior finishes, and meticulous craftsmanship elevate the home's luxurious appeal. Located within the gated Champion Ridge community, this residence provides access to Mauna Lani’s world-class amenities. Indulge in championship golf courses, the exclusive Mauna Lani Beach Club with its private beach and oceanfront dining, and the upscale Shops at Mauna Lani offering fine dining, shopping, and a gourmet market. With its short-term vacation rental (STVR) permit, this property offers exceptional flexibility, serving as a primary residence, a luxurious second home, or a lucrative investment opportunity. *Seller is also considering the option of a 25% co-ownership interest sale for $1,715,000

68-118 Pukaua Pl, KAMUELA

Listing courtesy of eXp Realty.

$6,100,000

4 Beds ⋅ 3 Baths ⋅ 731848 MLS ⋅ ['Fee Simple'] Tenure

It's not just the amazing views, it’s the rarity of finding a large R-4 corner lot in the Visitor Destination Area with potential for a future ADU expansion in front of one of the best beaches and with a home built with craftsmanship, the highest quality materials and attention to detail. A home thoughtfully created to enjoy one of Kauai's most treasured locations where the South Shore lifestyle comes alive in a way that is difficult to replicate and impossible to forget. Imagine beginning each morning with your beverage of choice on the spacious screened lanai as the trade winds drift through the home, touching you and carrying the sound of the Pacific just in front, beyond Brennecke's Beach. The day unfolds relaxed, effortlessly— a swim in crystal-clear water, breakfast at home or Brunch at the Grand Hyatt two miles away at the end of the protected Greenbelt that starts right in front of your home and the afternoon on the golf course. By sunset, everyone has found their way back home, gathering by the all-tile pool, sharing memories beneath an ever-changing multicolor Hawaiian sky. A rare opportunity to own a home with provenance, the personal residence of accomplished architect Leslie Stone known in California for his advocacy for open spaces. A home with expansive windows framing 180 degrees of ocean views, skylights filling the interiors with natural light, and operable windows throughout inviting the cooling northeast trade winds, blurring the line between indoors and out. Built without compromise with enhanced roof framing, carefully selected materials and designed specifically for this exceptional coastal setting. Many of these details remain unseen, yet they speak to the care and intention invested in every detail at every stage of construction. Walk through this home (cut and paste) https://my.matterport.com/show/?m=YWT6mEKx2tf& $500k in documented historical annual gross rental revenue available upon request. No HOA

2211-A Pane Rd, KOLOA

Listing courtesy of Aloha Sotheby's Intl Realty - Kaua'i.

$6,088,888

6 Beds ⋅ 6 Baths ⋅ 202611993 MLS ⋅ FS - Fee Simple Tenure

This truly exceptional waterfront estate on Kaneohe Bay offers rare wide oceanfront frontage, deep-water channel, and a private boat dock with direct access to the bay, sandbar, and open ocean. Sweeping panoramic views of Kaneohe Bay and the Koolau Mountains define this remarkable property. Just moments from Kaneohe Yacht Club, it delivers an unmatched boating lifestyle and a rare opportunity for multigenerational living or a private family compound on a 62,315 sq. ft. (nearly 1.5-acre) R-10 zoned parcel. The estate includes two dwellings. The main residence is a 3-bedroom, 3-bath home with vaulted ceilings, hardwood floors, and renovation potential PLUS an attached 1-bedroom, 1-bath unit offering its own entry, open floor plan, vinyl plank flooring, and covered lanai. A separate 2-bedroom, 2-bath guest residence features soaring vaulted ceilings and a wraparound deck, ideal for entertaining and relaxing. With expansive grounds, ample parking, and exceptional boating access suitable for larger vessels, this is a rare waterfront offering for those seeking space, privacy, and ocean recreation in one of Oahu’s most coveted settings.

44-519 Kaneohe Bay Drive, Kaneohe

Listing courtesy of REMAX Hawaii.

$6,000,000

4 Beds ⋅ 5 Baths ⋅ 728026 MLS ⋅ ['Fee Simple'] Tenure

Modern Luxury Awaits at Makalei Estates/ Under construction Unrivaled Customization Meets Island Elegance Seize the rare opportunity to own a masterfully designed contemporary estate in the prestigious Phase II of Makalei Estates. Currently under construction, this 5,800 sq. ft. sanctuary offers a sophisticated floor plan blending architectural boldness with the beauty of the Kona Coast. By securing this residence now, the buyer is invited to collaborate on the selection of final finishes, ensuring the home is a bespoke reflection of their personal style. Sophisticated Living Spaces: Grand Interior: Boasting 4 expansive bedrooms and 4.5 spa-inspired baths, the home is divided into a magnificent Main House and a private Guest Wing. Entertainment Hub: Transition from a day in the sun to an evening in your professional-grade Theater Room, designed for ultimate cinematic immersion. Culinary Excellence: A chef’s kitchen featuring a massive island and high-end cabinetry flows seamlessly into the Great Room. The Ultimate Outdoor Oasis: Infinity Living: Step outside to a world-class infinity-edge pool and spa, meticulously positioned to offer unobstructed, panoramic ocean views. Expansive Lanais: Enjoy 2,500 sq. ft. of covered lanai space, including dedicated dining and lounging zones perfect for Kona’s famous sunsets. Masterful Landscaping: The property is anchored by extensive, hand-crafted lava rock retaining walls and an expansive, level yard that maximizes the 3.3-acre lot. Premium Infrastructure Spacious Storage: An oversized 3-car garage provides ample room for vehicles and island toys. Artful Engineering: From the gated entry to the detailed masonry, every inch of this Lot 20 estate reflects the highest standards of modern engineering and design. Don't just buy a home—design your lifestyle. Contact us today to review the permit plans and begin selecting the finishes for your North Kona dream estate.

72-4067 Ke Ana Wai St, KAILUA KONA

Listing courtesy of Coldwell Banker Island Properties - Kona.

$5,999,999

5 Beds ⋅ 5 Baths ⋅ 202616928 MLS ⋅ FS - Fee Simple Tenure

We invite you to discover a home built for legacy—where family stories flourish and generations thrive. Perched within gated Hawaii Loa Ridge on a double rim lot, this Mediterranean-inspired estate commands sweeping, unobstructed views of the ocean, Diamond Head, and the coastline. Sunsets here are nothing short of breathtaking. This 5-bedroom, 4.5-bath residence showcases premium materials imported from Greece and Germany, offering timeless elegance and understated sophistication. Soaring ceilings and abundant windows bathe every room in natural light, with views from nearly every major space.The primary suite is a private retreat, featuring a 400 sq ft lanai, jacuzzi tub, and walk-in closets. The gourmet kitchen, with German cabinetry, opens to a breakfast nook overlooking the sparkling pool and spa. Outside, the pool deck is ideal for entertaining, while the manicured tropical backyard includes an 880 sq ft sport court. Parking for 3+ cars and 24-hour security complete the offering.We would be honored to host your private showing. May this residence become the heart of your family's enduring legacy—warmth, prosperity, and grace, for generations to come. All offers are welcome!

671 Kahiau Loop, Honolulu

Listing courtesy of Five Star Realty, Inc..

$5,995,000

5 Beds ⋅ 6 Baths ⋅ 202618082 MLS ⋅ FS - Fee Simple Tenure

SHORT SALE…. A rare opportunity to own one of Diamond Head's most captivating oceanfront estates at amazing price; truly the best value Diamond Head. This Balinese-inspired masterpiece blends timeless island elegance with modern sophistication. Designed to embrace Hawaii's indoor-outdoor lifestyle, the residence opens seamlessly to panoramic ocean vistas and the rhythmic sound of the waves. This five-bedroom sanctuary showcases bespoke finishes, natural textures, and an architectural flow that evokes both serenity and grandeur. The primary suite offers breathtaking ocean views and a spa-like en-suite retreat, while a private guest apartment-complete with its own entrance-provides stunning views of Diamond Head and total privacy for family or guests. Outdoors, a private tropical oasis awaits. Surrounded by lush landscaping, the grounds feature a resort-style pool, elevated spa, fire pit, and tranquil koi pond, creating an atmosphere of peaceful indulgence. Gated and secure, yet minutes from Waikiki Beach and Diamond Head State Monument, this rare offering perfectly balances luxury, seclusion and convenience. it is the premier value in Diamond Head's pristine oceanfront enclave.

4240 Kaikoo Place, Honolulu

Listing courtesy of RE/MAX Honolulu.

$5,995,000

4 Beds ⋅ 3 Baths ⋅ 202606359 MLS ⋅ FS - Fee Simple Tenure

An exceptionally rare offering on Oahu’s North Shore, this legal NUC-permitted vacation rental is one of the last few fully permitted vacation rentals in the entire zip code. With annual income exceeding $500,000, it represents a compelling blend of established performance, long-term rarity, and an elegantly configured coastal property designed to support multiple private guest experiences. In a market defined by strict limitations and enduring demand, this is a true legacy-caliber STR asset.

61-104 Iliohu Way, Haleiwa

Listing courtesy of Outlive Homes LLC.

$5,950,000

3 Beds ⋅ 2 Baths ⋅ 202606682 MLS ⋅ FS - Fee Simple Tenure

A rare opportunity to create a legacy waterfront estate on one of Kaneohe Bay’s most exceptional parcels. Stretching just shy of a full acre from Kaneohe Bay Drive to the ocean, this property offers a gentle, park-like slope framed by breathtaking views of the Ko’olau Mountains and iconic Coconut Island, with no view of the Marine Corps Base to interrupt the natural beauty. A winding driveway leads through a canopy of mature trees, creating a private and enchanting arrival experience. The expansive grounds provide a canvas for a world-class custom residence, resort-style pool, guest accommodations, and outdoor entertaining spaces designed to capture Hawaii’s indoor-outdoor lifestyle. An existing home provides rental income or a place to reside while planning and permitting your dream estate. Just moments away, the Kaneohe Bay Yacht Club offers a vibrant waterfront lifestyle with sailing, tennis, pickleball, live music, family events, and the renowned Thursday evening regattas that can be enjoyed from the property itself. Equally appealing, the world-famous Kailua Beach is only a short drive away. Properties of this size, setting, and potential rarely become available.

44-375 Kaneohe Bay Drive, Kaneohe

Listing courtesy of eXp Realty.

$5,950,000

3 Beds ⋅ 4 Baths ⋅ 729299 MLS ⋅ ['Fee Simple'] Tenure

AN EXCEPTIONAL KOHALA COAST RANCH ESTATE within a gated private oceanfront community. Welcome to HALE PILIKUA, “Land of Imagination”, an extraordinary retreat in the Ranch at Puakea. Set across more than 21 fully fenced acres amid mature tropical landscaping, this pod-style enclave offers a rare sense of privacy, beauty, and architectural distinction. Composed of four detached, air-conditioned living areas, the residence pairs modern island ranch design with expansive roof overhangs, stucco finishes, and partial lava wainscoting - creating an atmosphere that is both sophisticated and deeply connected to its natural surroundings. At its heart, a grand lanai and firepit overlooks the pool, sweeping ocean vistas, year-round sunsets, and views of Maui, delivering a truly unforgettable backdrop for refined daily living and effortless entertaining. The estate unfolds across four detached living areas: GREAT ROOM: Open-concept living, dining, and kitchen spaces, a walk-in pantry, convenient half-bath, and a pass-through window convenient for indoor and outdoor dining, all designed for seamless gathering. PRIMARY HALE: A serene private sanctuary featuring a spa-inspired en-suite bath, Jacuzzi tub, glass shower, and an outdoor shower immersed in the island setting. GUEST HALE: Two-ensuite bedrooms thoughtfully arranged with a lanai and outdoor half kitchen. OFFICE, FITNESS, AND LAUNDRY AREA: A versatile area tailored for productivity, wellness, and the rhythms of everyday life. Additional Features: * Beautifully Stained Ohia hardwood flooring throughout the home. * Large Outdoor Riding Arena, Barn, and Equipment Storage area. * Extensive Landscaping framed by large lichen-covered rocks and a rich variety of mature trees. * Owner owned 28 panel photovoltaic system. Discover the rare beauty, privacy, and a sense of place that define Hale Pilikua. Come and feel the magic!

56-153 Pualani Rd, HAWI

Listing courtesy of Coldwell Banker Island Properties - Kamuela.

$5,950,000

5 Beds ⋅ 4 Baths ⋅ 408014 MLS ⋅ Fee Simple Tenure

A rare South Maui estate — 2.118 acres in the exclusive gated community of Kaimanu Estates. This private retreat feels like living in Hana and Old Hawai‘i, surrounded by hundreds of native and fruiting trees including avocado, citrus, banana, lilikoi, guava and many more. With 4,718 sq. ft. in the main residence and a detached studio ohana, the property offers unmatched privacy and opportunity rarely found in South Maui. Just minutes away are Wailea’s world-class golf courses, resorts, fine dining, boutique shopping, and some of the best beaches in the world. Here you’ll find the perfect balance of tropical seclusion and resort-side convenience.

135 Kaimanu Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$5,900,000

3 Beds ⋅ 3 Baths ⋅ 721218 MLS ⋅ ['Fee Simple'] Tenure ⋅ Puako Sands Elua BLDG.

Nestled at the coveted north end of Puako Beach, this rare oceanfront offering enjoys unobstructed views across the largest state beach reserve in the area—guaranteeing natural beauty, privacy, and year-round serenity. With direct beach access, you’ll enjoy front-row seats to the humpback whale migration in winter and spectacular sunsets all year long. This classic Hawaiian-style residence has 9 foot vaulted ceilings and approximately 4000 square feet of indoor-outdoor living areas. This home features expansive covered lanais on both sides, perfect for entertaining or relaxing under the shade of mature trees, including a fruiting Hayden mango. Lush tropical landscaping and a rock wall with a gated driveway provide exceptional privacy. A rare opportunity to own a custom built Puako oceanfront home with a sprawling lawn, shade trees and a pathway leading you right to the sandy beach. Spectacular panoramic views of Puako, Waialea, Kawaihae, the Kohala Mountains, Maui, and the Pacific Ocean. Key Features: 2 Bedrooms+ Loft bedroom | 2 Bathrooms -office - main house 1 Bedroom | 1 Bath Legal Ohana unit for guests or rental income Resort zoning (V-1.25) allows for permitted Short-Term Vacation Rental (STVR) Split air conditioning throughout Two-car garage plus utility shed Built in 2001; well-maintained Included with a full price offer is a 2020 Jeep LP Gladiator with 21k miles! This is a rare opportunity to own an oceanfront estate in one of Hawaii Island’s most charming beach communities, with tide pools, sea turtles, and world-class snorkeling just steps away. Whether you seek a primary residence, a luxury vacation home, or an income-generating rental, this Puako gem checks every box. Offered furnished and move-in ready

69-1634 Puako Beach Dr, KAMUELA

Listing courtesy of Leilani Properties LLC.

$5,895,000

4 Beds ⋅ 3 Baths ⋅ 202612139 MLS ⋅ FS - Fee Simple Tenure

Beyond a private gated entrance, this exceptional contemporary residence unfolds on nearly an acre of exquisitely landscaped, resort-caliber grounds. Meticulously reimagined in 2019, a comprehensive down-to-the-studs renovation blends refined design with enduring quality. A tranquil waterfall welcomes you home while easy care products such as Resysta siding, a standing seam roof, and Fleetwood doors enhance beauty and functionality. An expansive covered lanai increases living space while perfectly framing Mokulua Island to Mokapu Peninsula views. Natural light abounds throughout the spa inspired primary bedroom suite. A home office/library with built in reading nook offers a dedicated place for a nursery, home office, studio or nature inspired restorative meditation or yoga. Two storerooms flank a spacious garage. Other design elements include walnut kitchen cabinets with generous amounts of storage, an outdoor shower, and a Jacuzzi perfectly situated for stargazing! Additional deeded access from Po’opo’o Pl.; 26,833 sq. ft. land is zoned R-10. Offering an exceptional combination of privacy, sophistication, and timeless elegance, this property is a one of a kind treasure!

211 Luika Place, Kailua

Listing courtesy of Carvill Sotheby's Intl. Realty.

$5,850,000

5 Beds ⋅ 6 Baths ⋅ 202611061 MLS ⋅ FS - Fee Simple Tenure

This remarkable Estate on 21,832 sq ft lot. 4,577 sq ft of living space all on one level, including swimming pool. This 5 bedroom 5.5 bath has sweeping panoramic views of Diamond Head, Ocean, Mountains and the seasonal Whales, December thru March. Architectural elegance and exceptional craftsmanship throughout. Property to be conveyed "as is".

28 Moloaa Street, Honolulu

Listing courtesy of Tomoko Realty.

$5,850,000

3 Beds ⋅ 3 Baths ⋅ 409059 MLS ⋅ Fee Simple Tenure

This unique Napili oceanfront residence is nestled on a coastal bluff in the center of the bay. It is protected from the risk of erosion. Views are unobstructed of the Pacific and the neighbor islands of Lanai and Molokai, as well as year round sunset views. The exceptional floor plan set over multi levels includes the living area overlooking the saltwater infinity edge pool, three bedrooms, three baths, an outdoor shower, and two-car garage. This special location offers front row seats to watch the surf at Little Makaha, whale watching in season, and turtles all year long. It is also accessible to private tide pools and the surf at Little Makaha. Additionally, the home is equipped with a Tesla battery and 68-panel photovoltaic system, which is grandfathered into the Net Energy Metering Program. The Net Metering agreement is transferable. Beaches, grocery stores, and restaurants are only a few minutes away. Napili is home to Maui Preparatory Academy and a short distance to Kaanapali and Kapalua Resorts.

5171 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$5,800,000

4 Beds ⋅ 5 Baths ⋅ 729380 MLS ⋅ ['Fee Simple'] Tenure ⋅ Hale Alani BLDG.

Hale ʻAlani 32 is a 4-bedroom, 4.5-bathroom home with 4,122 total sq. ft. positioned to welcome warm sunrise views over Hualālai and Mauna Loa Mountain on those clear Kona mornings. Designed for seamless indoor-outdoor living, the home features mahogany sliding pocket doors that open to approximately 544 sq. ft. of covered lanai space with outdoor dining, BBQ, pool & spa. The gourmet kitchen is equipped with premium Wolf & Sub-Zero appliances, bar seating, and an under-counter wine fridge, perfect for both everyday living and entertaining. The great room showcases vaulted ceilings and abundant natural light, enhancing the home’s open and inviting atmosphere. The primary suite offers a private retreat with an outdoor shower garden, creating a tranquil, spa-like experience. Offered fully furnished by Restoration Hardware, the home is move-in ready and thoughtfully designed to balance comfort, beauty, and the relaxed rythmn of island life.

73-4425 Lemi Pl Unit 32, KAILUA KONA

Listing courtesy of Kohanaiki Realty LLC.

$5,800,000

4 Beds ⋅ 6 Baths ⋅ 202604465 MLS ⋅ FS - Fee Simple Tenure

“House of Blue Heaven” — an extraordinary Diamond Head estate where architectural heritage meets timeless luxury. Originally designed in 1931 by renowned Hawaii architect Hart Wood, a pioneer of Hawaiian Regional architecture, this distinguished residence reflects his signature fusion of tropical indoor-outdoor living with Japanese and Asian-inspired design. Thoughtfully remodeled by celebrated architect Jeff Long in 1995, the home preserves its historic character while offering refined modern living. This 4-bedroom, 5.5-bath residence encompasses nearly 5,900 sq. ft. of interior living space on an 11,752 sq. ft. lot, with beautiful ocean and sunset views. Soaring ceilings enhance the home’s grand scale and invite abundant natural light throughout. Expansive lanais, a heated pool and spa, and sophisticated indoor-outdoor spaces create an exceptional setting for entertaining and relaxing. Separate guest quarters with private entrance provide flexibility and privacy. Just moments from Kapiolani Park, the Gold Coast, world-famous beaches, and Waikiki’s renowned dining and shopping, this is a remarkable expression of Hawaii architectural history and elevated island living.

2999 Makalei Place, Honolulu

Listing courtesy of REMAX Hawaii.

$5,798,000

4 Beds ⋅ 4 Baths ⋅ 202614113 MLS ⋅ FS - Fee Simple Tenure

Special Lanikai beachside retreat just steps away from sparkling turquoise waters, with iconic Mokulua Island views just beyond the white sandy beach. This plantation-style home exudes charm, warmth, character, and offers resort-like living--swim, snorkel, sail, kayak, or paddle board, right out your door. An architect-designed gate welcomes you into lush landscaping with mango, banana trees, tropical plants, and flowers. The inviting living room w/impressive wood-vaulted ceilings and slate flooring opens through French doors to a a large covered lanai, ideal for family gatherings and entertaining. Gourmet kitchen features Thermador gas stove/convection oven, full-sized Miele freezer & refrigerator, walk-in pantry, wine refrigerator and bar area. The spacious primary suite upstairs showcases Australian eucalyptus hardwood floors, vaulted ceilings, built-in desk, wet bar, walk-in closet, wraparound lanais, and rooftop deck with Ko'olau mountain, Lanikai Pillbox, and ocean views. Enjoy early morning swims, backyard fire pit, hot/cold outdoor shower, two-car garage, & guest parking. A heavenly Lanikai property where indoor/outdoor living is a daily treat just steps from sand and sea.

1036 Mokulua Drive, Kailua

Listing courtesy of Hawaii Life.

$5,775,000

3 Beds ⋅ 5 Baths ⋅ 202615587 MLS ⋅ FS - Fee Simple Tenure

This property has six homes. Each home has minimum lot size of 5,600 sq. ft. and up to 10,080 sq. ft. of land each with individual carports and hookups for full size washer and dryer. One house has 4 bedrooms, 2 baths; Two houses have 4 bedrooms, 2.5 baths; and Three houses have 3 bedrooms, 1 bath. All 6 homes are very private and are 6 single family dwellings. Driveway is shared by the 6 homes. Each home is a CPR and may be sold separately. Properties are in good condition and are currently rented.

47-478 Ahuimanu Road Unit A, Kaneohe

Listing courtesy of JW REALTY.

$5,700,000

3 Beds ⋅ 4 Baths ⋅ 730763 MLS ⋅ ['Fee Simple'] Tenure ⋅ Hanalei Acres BLDG.

At the end of Ahonui Place, this large, custom-built 3-bedroom, 4-bath home sits on nearly 4 private acres in one of Kauai’s most coveted locations. The upper floor’s great room unifies the kitchen, dining, and living areas beneath vaulted ceilings, with natural light throughout and direct access to a covered lanai overlooking the lush surroundings. The layout works equally well for entertaining or everyday island living. Also on the upper level: a generous primary suite with en-suite bath and walk-in closet, plus a dedicated home office well suited for remote work. The lower level includes a second primary suite, a third bedroom, and a home gym. A welcoming entry foyer anchors the arrival experience. This is a property built for time outside. The pool sits at the center of it, framed by mountain views on one side and the sound of the trade winds on the other. An outdoor kitchen and BBQ area make it easy to cook and gather without stepping back inside, while the covered lanai overlooks the yard and a fire pit anchors evenings that run late. A converted barn on the property provides a guest room, private office, and art studio, offering flexible space to host visitors, work from home, or pursue creative passions with room to spread out. Mountain views and ocean horizons frame the property on all sides. Despite the privacy, Hanalei, Princeville, and Kilauea are each within a 10-minute drive, putting beaches, dining, farmers' markets, and shops close at hand. FEATURES • Main House: 3 Bed + Office + Gym / 4 Bath (3,331 sf) • Converted Barn: 3 studio guest areas / half bath (638 sf) • Outdoor Living: outdoor kitchen and BBQ, covered lanai, fire pit (795 sf) • New gunite pool and spa; sauna and cold plunge • Views: mountain, ocean horizon, pasture • 3.96 gated acres • About 10 minutes to Hanalei, Princeville, and Kilauea

3830-D Ahonui Pl, PRINCEVILLE

Listing courtesy of Hawaii Life.

$5,600,000

4 Beds ⋅ 4 Baths ⋅ 410774 MLS ⋅ Fee Simple Tenure

YOUR WAIT IS TRULY OVER! Surrounded by the world’s finest coffee groves, YOU will enjoy stunning breathtaking views of ocean, sunset, Molokai, Lanai’I & Kaanapali resort views from YOUR spacious lanai, pool, spa or inground trampoline! The private estate located at 3251 Aina Mahiai Place offers it all! Consisting of 4 bedrooms, 3.5 bathrooms & den, this home is spread across 2,698 living square feet. Additionally, the estate also offers a detached flex-structure perfect for a game room or additional storage for vehicles. Built in 2022, recent additions include pool, spa, fire-table, inground trampoline, photovoltaic & Telsa batter system, Blackstone lanai kitchen & outdoor shower. The garden boxes & rich landscaping reinforce this tropical environment. The interior improvements range from home automation to art/frame-televisions as well as new window treatments. This modern yet comfortable island decor makes for a one-of-a-kind property. Sold furnished (with exceptions). The 6-seater golf cart rides to the world-renowned Kaanapali beaches await YOU from YOUR home in Paradise! Kaanapali Coffee Farms is an exclusively gated community consisting of over 336 acres zoned agriculture. Kaanapali Coffee Farms Phase 1 consists of 51 lots ranging 4 to 7 acres Fee Simple lots with approximately 1-acre homesites. Your Time Is Now.

3251 Aina Mahiai Pl Unit 13, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$5,600,000

4 Beds ⋅ 4 Baths ⋅ 715966 MLS ⋅ ['Fee Simple'] Tenure ⋅ Lani Na Kai BLDG.

Designed by Santo Giorgio and built in 2017, this stunning home is a masterpiece of Hawaii’s contemporary plantation-style architecture. Situated on nearly 3 acres and bordering 500 acres of ranch land, the property offers panoramic views of the iconic Waipake mountain range. Relax in your brand-new custom salt water pool with complete privacy and gorgeous views! Spanning 2,192 sqft of interior space with over 1,200 additional sqft of covered outdoor lanais, the 4-bedroom, 4-bathroom home is a harmonious blend of modern design and Hawaiian living. Triangular glass gable windows flood every room with natural light during the day and offer breathtaking stargazing at night. Each room opens to teak-covered lanais, effortlessly blending indoor and outdoor spaces around a lushly landscaped central courtyard and pool. Designed with comfort and views in mind, the great room, outdoor spaces, and ensuite primary bedrooms capture sweeping vistas and stunning sunrises. The ensuite bathrooms, featuring outdoor showers and a soaking tub, are designed for privacy and relaxation, embracing the island lifestyle. Each room is climate controlled with a newly installed split system AC. Sold mostly furnished with high end finishes and decor. The thoughtfully landscaped grounds include vibrant tropical plants, a manicured lawn, and a fruit orchard with citrus, bananas, and avocado trees that provide year-round enjoyment. Additional property features include a carport with storage and a potting area, an agricultural shed, and a beautifully hand-carved Balinese teak bale. Property is completely fenced, including a sprawling horse pasture, making this the perfect equestrian sanctuary. Conveniently located off a quiet country road, the home is within walking distance to Larsen's beach and a short drive to several stunning beaches, farmers’ markets, shopping, and dining. With everything this home offers, you’ll find it hard to leave this idyllic Hawaiian sanctuary.

7465-C Koolau Road, KILAUEA

Listing courtesy of COMPASS.

$5,560,000

4 Beds ⋅ 4 Baths ⋅ 202604939 MLS ⋅ FS - Fee Simple Tenure

This is not just a rare landmark home standing proudly between the slopes of Diamond head and the turquoise warm waters of Honolulu’s Gold Coast. It is a lifestyle. Completely remodeled in 2000, this home is the only home available in this highly sought after walkable Diamond Head neighborhood. Walk to the sandy beach at Makalei Beach Park, less than one block away, as well as the Gold Coast, Kapiolani Park and Waikiki. This 4 bedroom 4 bathroom 3631 sq. ft. home with pool, rooftop deck with ocean views home is walled, gated, serene and secure. The surroundings provide visual drama with a cool and shaded fully landscaped garden and pool surrounding the home all set between the slopes of Diamond Head and the Pacific Ocean. This property is a sanctuary. A secure tropical urban paradise surrounded by the air and the water in one of the most desirable and rarely available locations on O'ahu. The layout, size and design of this large and well conceived home in one of the best locations is truly special.

3063 Diamond Head Road, Honolulu

Listing courtesy of Compass.

$5,500,000

4 Beds ⋅ 4 Baths ⋅ 734250 MLS ⋅ ['Fee Simple'] Tenure

Nestled within the private, gated enclave of Kohala Ranch on the Big Island of Hawaii, this home is a true sanctuary in paradise. Set on a sprawling acre in the desirable Heathers II section, this exquisite 4-bedroom, 3.5-bathroom residence promises unmatched panoramic views of the Kohala Coastline, as well as the majestic sights of Mauna Kea and distant Maui. Imagine retreating to the spacious great room or unwinding on the expansive covered lanai, where an infinity pool and spa create a serene oasis perfect for savoring the island's dramatic sunsets all year long. The harmonious blend of indoor and outdoor living is accentuated by breathtaking ocean vistas visible from the great room, master suite, kitchen, and two additional bedrooms. The master suite is a haven of relaxation, complete with a walk-in closet, dual sinks, an inviting walk-in shower, an al fresco shower, and a separate, luxurious bathtub. Modernity touches every corner of this home, with sleek Italian cabinetry and sophisticated tile work spanning its entirety. The property's custom landscaping is as thoughtful as the home's design, set amidst a backdrop of easy access to hiking trails, pristine beaches, and championship golf courses. All the while, you're just moments from the cultural hub of Waimea, with its horseback riding, opulent resorts, and fine dining options.

59-659 Ponoholo Trail, KAMUELA

Listing courtesy of Family Hawaii Realty.

$5,500,000

5 Beds ⋅ 6 Baths ⋅ 202615998 MLS ⋅ FS - Fee Simple Tenure

A rare sanctuary nestled above the lush foliage of Manoa Valley, this extraordinary furnished estate offers an unparalleled sense of privacy, serenity, and connection to nature. Set on approximately 9.48 acres of beautiful hillside land, this exceptional retreat feels worlds away while remaining conveniently close to Honolulu. The 6,411-square-foot residence features 5 bedrooms, 4 full and 2 half baths, soaring ceilings, expansive windows, refined finishes, and seamless indoor-outdoor living. A 2021 update added a sleek glass elevator. Breathtaking valley, ocean, city, and sunset views unfold throughout the home. Outside, a heated, ionized infinity pool and separate spa create a private resort-like setting, complemented by a built-in grill and multiple outdoor spaces for entertaining or quiet reflection. An owned 39-panel solar PV system and separate solar hot water enhance the home's energy efficiency. More than a residence, this is a true private haven where luxury, nature, privacy, and tranquility converge in one of Honolulu's most coveted valleys.

3473 Paty Drive Unit 243A, Honolulu

Listing courtesy of Coldwell Banker Realty.

$5,500,000

4 Beds ⋅ 5 Baths ⋅ 202615121 MLS ⋅ FS - Fee Simple Tenure

Directly fronting the 7th hole fairway of Waialae G/C (home of the PGA Sony Open), this classic country-style Honolulu home offers a timeless island retreat on generous lot. Exterior and interior repainting and some touch-ups completed in August 2026! The 4-bedroom, 4.5-bathroom floor plan provides exceptional comfort and charm. The entire second floor is dedicated to a massive primary suite complete with a classic bath that captures a golf course and serene peekaboo ocean view. The ground level features three additional bedrooms, perfect for hosting family and guests in a warm, character-rich home. The Seller requests closing date to be after January 4, 2027.

1100 Kaimoku Place, Honolulu

Listing courtesy of Seven Signatures International.

$5,500,000

5 Beds ⋅ 6 Baths ⋅ 202604792 MLS ⋅ FS - Fee Simple Tenure

Hawaii Loa Ridge is one of Oahu’s most prestigious residential enclaves. Privately positioned within the secluded gated community of The Pointe, this remarkable estate captures commanding ocean vistas and sweeping panoramas stretching toward Koko Head Crater. Designed by architect Mark Lively, the five-bedroom, five-and-a-half-bath Mediterranean masterpiece reflects timeless architectural elegance and exceptional craftsmanship throughout. The main level unfolds with a gracious formal dining room, an expansive family room, and a sumptuous primary suite retreat. A grand living room opens seamlessly to the resort-style pool terrace, where shimmering ocean views create an unforgettable backdrop. Upstairs, an additional en-suite bedroom, a secondary lounge, and two adjoining bedrooms provide both comfort and flexibility. A private maid’s quarters is discreetly integrated for added convenience. An extraordinary offering in one of Honolulu’s most coveted neighborhoods, this residence epitomizes elevated island living — where scale, privacy, and breathtaking horizons converge in effortless sophistication. Property to be conveyed "As Is".

525 Moaniala Street, Honolulu

Listing courtesy of ECentury Homes Hawaii LLC.

$5,500,000

5 Beds ⋅ 5 Baths ⋅ 727543 MLS ⋅ ['Fee Simple'] Tenure ⋅ Waipake Heights BLDG.

Surrounded by tropical landscapes and expansive views, this private 3.55 acre estate in Kilauea on Kauai's North Shore offers a rare combination of seclusion, flexibility, and distinctive amenities. Designed to support a variety of lifestyles, the property combines luxury living with space for creative pursuits, equestrian activities, and agricultural use. The residence features 5 bedrooms and 4.5 bathrooms, with a layout that accommodates multi generational living, extended guest stays, remote work, and entertaining. The primary suite captures sweeping ocean views and includes a spacious en suite bath with a Jacuzzi tub. High wood beam ceilings add warmth and character throughout the main living areas, while the chef's kitchen serves as a central gathering space. Unique features elevate the property beyond a traditional luxury home. An architectural library with a striking octagonal beam ceiling provides a distinctive setting for reading, study, or work. A dedicated art studio offers space for creative endeavors, while a media room, storm shelter, and dedicated laundry wing contribute additional functionality. Multiple lanais, including a screened lanai, create seamless indoor and outdoor living. Outdoor amenities are equally impressive. A heart shaped pool with a waterfall feature is framed by custom lava rock walls, creating a memorable setting for entertaining or quiet relaxation. Beyond the residence, the estate includes a horse pasture, agricultural improvements, and a separate agricultural building, offering flexibility for a range of agricultural and equestrian interests. Located in Kilauea, the property enjoys convenient access to North Shore beaches, surf destinations, the Historic Kong Lung Center, Ahuimanu Shopping Center, local dining, Princeville Airport, and the Princeville Resort area with the acclaimed Makai Golf Course. Combining privacy, ocean views, 3.55 acres of usable land, and distinctive estate amenities.

4700 Kapuna Rd, PRINCEVILLE

Listing courtesy of Aloha Sotheby's Intl Realty - Kaua'i.

$5,500,000

2 Beds ⋅ 2 Baths ⋅ 407170 MLS ⋅ Fee Simple Tenure

Outside the box, Inside the box... the choice is yours. Welcome to the QK Haiku, homegrown Maui modernism at its best. Located oceanfront in a diverse and welcoming north shore agricultural neighborhood, the QK offers concise modern living - everything you need, and nothing you don't. Designed in collaboration with Maui Architectural Group, the project combines state of the art energy and water self sufficiency with a minimalist architectural form that gets out of the way of the bold and energetic oceanfront setting. The two rectangular forms use transparency to minimize their boundaries to the natural world, while cleverly concealing water catchment, solar electricity harvesting and battery storage. The 2 bedroom house with its living green roof is tucked into the earth, and the art gallery-like farm office floats above the property tucking itself into the sky. Seclusion can be enjoyed here without loneliness as Hoolawa road has a great community and even its own cafe and gathering space. The land offers the possibility of building another main residence. Entertaining... Contemplation... Growing Food... What will you do when you move in?

454 Hoolawa Rd, Haiku

Listing courtesy of Hawaii Life (W).

$5,495,000

4 Beds ⋅ 4 Baths ⋅ 732005 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kukuiula BLDG.

Discover a rare opportunity to own two custom cottages on a single fee simple homesite in the Kaulu neighborhood of Kukuiʻula on Kauaʻi. Designed with timeless Hawaiian Plantation inspired architecture, this exceptional property reflects the character and craftsmanship that define one of Kukuiʻula’s highly sought-after neighborhoods. Ideally located between The Club at Kukuiʻula and The Shops at Kukuiʻula, Kaulu is known for mature tropical landscaping, garden pathways, tranquil water features, and convenient access to golf, wellness, dining, and shopping. The property features two separate single-level residences, each offering two bedrooms, two bathrooms, and approximately 1,640 square feet of living space, for a total of four bedrooms, four bathrooms, and approximately 3,280 square feet. The dual cottage design offers exceptional flexibility for hosting guests, multigenerational living and vacationing, or creating a private retreat while maintaining privacy. Both homes showcase quality craftsmanship, featuring hardwood flooring, custom sapele cabinetry, spacious kitchen islands, Thermador, Wolf, and Sub-Zero appliances, vaulted and tray ceilings, and generous screened covered lanais that create a seamless connection to outdoor living. The primary suites feature soaking tubs, walk-in showers, outdoor rainforest stone showers, and thoughtfully designed dressing areas. Each cottage enjoys its own private tropical in-ground spa surrounded by native landscaping and BBQ area, creating a peaceful setting for relaxation. Additional features include a climate-controlled garage, owned solar, battery backup, a Tesla charging station, and generous driveway parking.

5033 Lau Nahele St, KOLOA

Listing courtesy of Aloha Sotheby's Intl Realty - Kaua'i.

$5,495,000

5 Beds ⋅ 6 Baths ⋅ 202612065 MLS ⋅ FS - Fee Simple Tenure

Privately gated and offered fully furnished, this exceptional Mediterranean-inspired estate evokes the ambiance of a private resort. Crowned by a striking turquoise tile roof and surrounded by lush tropical landscaping, the residence blends timeless architecture with Kahala's coveted indoor-outdoor lifestyle. Designed by Pyramid Premier Properties, the home features 5 bedrooms, a den, and 5.5 baths, including dual primary suites—one on the main level and another upstairs. Thoughtfully designed for both everyday living and gracious entertaining, the chef's kitchen is appointed with a Sub-Zero refrigerator, 60-inch Viking gas range, walk-in pantry, and abundant storage. Outside, a private oasis unfolds with a sparkling heated pool, spa, cascading waterfall, and Badu swim jet system for exercise. A whimsical bridge and separate pool cabana with full bath complete the resort-like setting. With an oversized garage, gated entry, and beautifully curated living spaces throughout, this remarkable Kahala retreat offers a rare blend of elegance, comfort, and escape.

917 Iiwi Street, Honolulu

Listing courtesy of Hawaii Life.

$5,495,000

4 Beds ⋅ 4 Baths ⋅ 406329 MLS ⋅ Fee Simple Tenure

Self Sustaining Tropical Estate and Cacao Farm - Potential for Seller Financing - Nestled between two river streams on Maui’s serene east end, this extraordinary 14.9-acre tropical estate and working farm offers a rare chance to embrace an off-the-grid lifestyle in true paradise. Designed for self-sustainability at its finest, this unique gentleman’s and ladies’ farm features a deep water well providing pristine drinking water, a powerful state-of-the-art solar energy system, modern septic systems, and acres of mature, fruit-bearing cacao trees. The land is also rich with juicy tropical fruits and vibrant flowering plants. Currently home to approximately 600 cacao trees, the property has the potential to expand up to 11,500 trees. Additionally, an adjacent 180 acres may be available, supporting up to 180,000 more trees. As global cacao production declines and chocolate prices soar, Hawaii is emerging as a prime location for cacao cultivation—making this a timely and strategic investment. Located just 600 feet from the ocean, the estate is exceptionally private and peaceful, with lush botanical surroundings, sweeping ocean views, and three separate access points. Bordered by streams and wrapped in natural beauty, this tropical sanctuary offers unparalleled tranquility, sustainability, and the luxury of living in harmony with nature.

1600 Lower Nahiku Rd, Hana

Listing courtesy of Coldwell Banker Island Prop(S).

$5,493,000

4 Beds ⋅ 4 Baths ⋅ 202601273 MLS ⋅ FS - Fee Simple Tenure

Luxury living beyond expectations - Sweeping, breathtaking views unfold in a way that can only be fully appreciated in person. Meticulously redesigned and rebuilt, the home blends architectural sophistication with tranquility, oriented to capture expansive ocean views, mountain ranges, and iconic Diamond Head stretching as far as the eye can see. High ceilings, an open floor plan, and beautiful finishes elevate both form and function, with the home thoughtfully designed for effortless entertaining. Expansive living spaces and a seamless indoor/outdoor flow create the perfect setting for gatherings, allowing the home to live as beautifully as it looks. The architectural design is further enhanced by premium, custom-made and imported Eagon aluminum doors engineered for luxury living, offering exceptional thermal performance and effortless function. Refined design, coastal serenity, and craftsmanship that speaks for itself. Walk through video and upgrades and features list attached. Rebuilt in 2023!

132 Poipu Drive, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

$5,400,000

3 Beds ⋅ 2 Baths ⋅ 202619098 MLS ⋅ FS - Fee Simple Tenure

A Rare Waimanalo Opportunity: Where Country Living Meets Exceptional Possibilities. Perfect for equestrian enthusiasts, ranchers, farmers, and those seeking a truly unique piece of paradise. Set against the dramatic beauty of the Ko'olau mountains, this private, fully fenced property offers a remarkable combination of natural beauty, usable space and convenient access to town. Enjoy the peaceful, open atmosphere of Waimanalo while remaining close to its beautiful white-sand beaches. Featuring two cottages, over 26,000 square feet of warehouse, office space, and other roofed area. Surrounded by O'ahu’s lush windward landscape and magnificent mountain views, it’s more than just a property; it’s an opportunity to create a distinctive lifestyle, agricultural operation, or private retreat in Waimanalo’s scenic setting. Private. Fully fenced. Expansive. Versatile. Enjoy the beauty and tranquility of country living while staying connected to the conveniences of O'ahu. Priced under the appraised value!

41-539 Makakalo Street, Waimanalo

Listing courtesy of Coldwell Banker Realty.

$5,300,000

5 Beds ⋅ 3 Baths ⋅ 202618721 MLS ⋅ FS - Fee Simple Tenure

Perched high above Honolulu on Round Top Drive, this extraordinary estate spans six parcels totaling 76,970 square feet and offers a rare combination of privacy, history, and unrivaled panoramic views stretching from Diamond Head and the Pacific Ocean across the Honolulu skyline to Manoa Valley and the surrounding mountains. Held by the same family for nearly a century, the property is anchored by a 5-bedroom, 3-bath residence with a total of 3,360 square feet of interior living space. Originally built in 1937 and later expanded with an addition designed by renowned architect Alfred Preis, the home retains distinctive midcentury features and character throughout. A separate downstairs living area with its own kitchenette offers flexibility for extended family, guests, or rental use. Decades of thoughtful landscaping have created lush, established grounds with mature koa and fruit trees and a remarkable sense of privacy. The estate also presents significant potential for additional residences, a multi-generational compound, or a thoughtful reimagining, subject to buyer due diligence. A rare opportunity to own a legacy property of this scale, setting, and character in Honolulu.

3955 Round Top Drive, Honolulu

Listing courtesy of Compass.

59-011 Kamehameha Highway Unit B, Haleiwa

$5,300,000

5 Beds ⋅ 5 Baths ⋅ 202611319 MLS ⋅ FS - Fee Simple Tenure

RARE North Shore luxury retreat with panoramic ocean views to Kaena Point! Elevated approx. 85 ft above sea level and outside the flood zone, enjoy peace of mind, cooling trade winds, and seasonal whale watching from your own property. Ideally located near the world-famous "7 Mile Miracle" surf breaks, Haleiwa, and Turtle Bay Resort. The expansive 5 bedroom, 4 bath main home offers open-concept living, seamless indoor-outdoor flow, and a grand porte-cochere entry. Resort-style grounds feature a pool, jacuzzi, covered outdoor grill, cabana, and hotel quality turf lawn--perfect for entertaining. A detached guest house with full bath plus an attached apartment WITHIN the main home (separate entry + kitchenette) creates strong multi-generational living or income potential. Opportunities like this are limited-- secure your piece of North Shore paradise before it's gone.

59-011 Kamehameha Highway Unit B, Haleiwa

Listing courtesy of Keller Williams Honolulu.

$5,280,000

3 Beds ⋅ 2 Baths ⋅ 202610235 MLS ⋅ FS - Fee Simple Tenure ⋅ Kamaaina Beach BLDG.

KAILUA BEACH is Absolutely one of the most BREATHTAKING beachfront neighborhoods on Oahu and this property doesn't disappoint! Nestled among the palm trees with direct beach frontage, this charming 1950's cottage harkens back to a slower time in the Islands. Expansive front lawn leads to a Powder White Sand Beach with gentle rolling waves suitable for all ages. Perfect location to build a dream home, restore the existing structure or simply slow down and enjoy the property. Kama'aina Beach CPR. Sold with contents and strictly As-Is. A Rare Beachfront find at this price.

140C N Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Island Prop.

$5,200,000

5 Beds ⋅ 5 Baths ⋅ 407666 MLS ⋅ Fee Simple Tenure

Nestled on 3.02 acres in the gated Puunoa community, 257 Hokiokio Place overlooks Lahaina from its gently sloping hillside setting, offering sweeping ocean and sunset views from nearly every room. Built in 2024 and now nearing completion by its owner-builder, this single-level estate blends modern design with comfortable, open-concept living. Spanning over 3,500 square feet, the home features 5 bedrooms and 4.5 baths, providing generous space for family and guests. The thoughtful floor plan captures both indoor and outdoor living, perfectly positioned to take advantage of Maui’s year-round sunshine and trade winds. While the finishing touches and landscaping are still in progress, the groundwork for a remarkable estate has been laid. Many fruit trees have already been planted, and grading is underway for future horse stables, an ideal setup for equestrian enthusiasts seeking proximity to nearby riding trails. An infinity-edge pool has been fully designed and permitted, allowing the next owner to complete this final element to their own taste. Easy bypass access ensures convenient travel around Maui and quick connection to the rebirth of historic Lahaina town below. This is an exceptional opportunity to own a newly built residence in one of West Maui’s most sought-after locations, offering expansive space, unmatched views, and a chance to put your own finishing touches on a true Lahaina legacy property. This is a residential CPR. The 3.02 acre property is lot "A". The six acre lot "C", makai of lot "A", may also be available for purchase.

257 Hokiokio Pl Unit A, Lahaina

Listing courtesy of eXp Realty.

$5,165,000

4 Beds ⋅ 4 Baths ⋅ 407481 MLS ⋅ Fee Simple Tenure

Upon entering this magnificent 3,315 sq. ft. home you will be mesmerized by its spectacular panoramic due west views of the Pacific Ocean between Lana'i and Moloka'i offering colorful year-round sunsets. A remodeled masterpiece featuring vaulted cedar ceilings, Italian marble and eucalyptus wood floors, quartz countertops and sapele cabinets, just to name a few of the recent refinements of this tastefully furnished home. This most popular floorplan offers all 4 bedrooms, 3 1/2 bathrooms, living room, kitchen, outdoor living are and pool on the main level. The added bonus of an upstairs loft offers many use options, currently set up as an office/sitting area to enjoy the ocean views from the high dormer windows. A beautiful infinity edge pool with Baja steps and spa was just completed, with the entire house and pool equipment are supported by 52 solar panels and 2 Tesla batteries. This home is perched on a quiet cul-de-sac at the crest of Pineapple Hill, a highly desirable gated subdivision which offers residents a very large community/lap pool, tennis & pickleball courts, a pavilion / entertainment area, catering kitchen and barbecues. Pineapple Hill itself is located inside the 1,650-acre resort area of Kapalua's famed 23,000-acre plantation. Kapalua offers more than 100 miles of hiking trails, duck pond, bike trails, tennis center, two world famous golf courses, two five-star hotels plus five-star Montage Spa and numerous fine dining restaurants, all accessible via complimentary resort-wide shuttles. 104 Woodrose Place is a must-see home in impeccable condition, it looks and shows as if it were built yesterday.

104 Woodrose Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$5,100,000

4 Beds ⋅ 3 Baths ⋅ 734455 MLS ⋅ ['Fee Simple'] Tenure ⋅ Maluhia BLDG.

Private Tropical Paradise on 4.88 Acres – Kauaʻi's North Shore Discover this beautiful custom-built 2024 home in Kalihiwai Ridge surrounded by lush greenery and a peaceful stream that winds around the property. This 4-bedroom, 3-bathroom home offers 2,152 sq. ft. of bright, open living space with vaulted ceilings, a modern kitchen, a spacious loft, and expansive covered lanais perfect for enjoying Kauaʻi's indoor-outdoor lifestyle. Property Highlights- • Modern island-style home with soaring vaulted ceilings • Spacious open-concept kitchen, dining, and living areas • Primary suite with garden views and direct lanai access • Spa-inspired bathroom with soaking tub and walk-in shower • Flexible upper-level loft for office, fitness, or recreational use • Expansive covered lanai for outdoor dining and entertaining • Installed fire sprinkler protection system • Mature ʻulu, tangerine, banana, kukui nut, avocado, and starfruit trees • Beautiful tropical flowers, mature palms, and lush landscaping • Expansive lawns and inviting outdoor gathering spaces • Detached permitted Barn that can be used as a yoga sanctuary or art studio. The Home is tucked away and is not visible from the road, gated entry, not a drive by. A unique opportunity to own nearly 5 acres of privacy, natural beauty, and modern island comfort on Kauaʻi's stunning North Shore!

5647-R Kahiliholo Rd, KILAUEA

Listing courtesy of Kauai Dreams Realty.

$5,100,000

4 Beds ⋅ 5 Baths ⋅ 734004 MLS ⋅ ['Fee Simple'] Tenure ⋅ Waiulaula At Mauna Kea Resort BLDG.

Spend the morning on the fairways, the afternoon at the beach, and the evening beside your own pool as the sun drops toward the Pacific. Within gated Waiʻulaʻula at Mauna Kea Resort, this single-level residence brings that lifestyle home, with four bedroom suites and sweeping ocean, golf course, and Maui views. Here, space and privacy make longer stays especially inviting. Four spacious suites, including a separate ʻohana suite, offer room to welcome guests while giving everyone a retreat of their own. Living spaces open to a covered lanai, heated pool, and spa, creating an easy flow for outdoor dining, relaxed entertaining, and quiet evenings overlooking the Kohala Coast. Tropical landscaping completes the setting. Beyond your door is the Mauna Kea experience: the beautiful white sands of Kaunaʻoa Bay and Hāpuna Beach, two championship golf courses, oceanfront tennis, pickleball, luxury spas, and dining overlooking the water. Optional membership in The Club at Mauna Kea offers access to resort amenities at Mauna Kea Beach Hotel and The Westin Hapuna Beach Resort, subject to membership terms and applicable fees. Meticulously maintained by its original owner, the residence pairs thoughtful custom upgrades with practical technology. A photovoltaic solar system with Tesla battery storage, whole-home water filtration, Sonos audio, and smart home features support comfortable, efficient island living. Yard and pool maintenance are included in the maintenance fee, simplifying ownership whether you stay for a week or settle in for the season. Vacation rental potential offers another possibility, subject to applicable approvals and requirements. For those discovering Mauna Kea, or ready for more room within a resort they already love, this residence brings together expansive views, private outdoor living, and the convenience of a lock-and-leave home. Explore the virtual tour (top-right corner button).

62-3600 Amuai Pl Unit 417, KAMUELA

Listing courtesy of Better Homes and Gardens Real Estate Island Lifestyle.

$5,100,000

4 Beds ⋅ 4 Baths ⋅ 728773 MLS ⋅ ['Fee Simple'] Tenure

This Kauai vacation rental is located within the exclusive Kukui’ula resort community on Kauai’s sunny South Shore, offering refined island living in one of the island’s most sought-after neighborhoods. Situated on the second fairway of the private Kukui’ula Golf Course, this 4-bedroom, 3.5-bathroom home comfortably hosts your guests. Golf course views are captured from every room, while the upper level offers distant ocean and mountain vistas. Designed in a modern plantation style, the home features a spacious open floor plan and seamless indoor-outdoor living. The chef’s kitchen includes Wolf and Sub-Zero appliances, custom cabinetry, and a breakfast nook. Three lanais extend living areas for dining and relaxation. The upper level includes the primary suite, guest suite, and media room. The lower level offers a second suite, guest bedroom, and main living area centered around a covered dining lanai. The backyard is an entertainer’s dream with a pool, spa, sun deck, BBQ, and outdoor dining area. Equipped with climate control, a 32-panel photovoltaic system, and irrigation control, the home is comfortable and energy efficient. Located in the VACATION DESTINATION AREA and offered fully turnkey, it is a short walk to the Kukui’ula clubhouse with spa, fitness, tennis, pickleball, farm, events, and golf amenities. Renovations include: • New master bathroom & built out new office in 2023 • Renovated living room fireplace in 2023 • New backyard, including a large lanai, pool, spa, outdoor kitchen, outdoor shower, outdoor eating area, landscaping, & landscape lighting in 2023 • Repainted the exterior in 2023 with three tones: soffits, siding & window trim, & doors • $1M in renovations done in 2023/24 • All renovations are permitted, including the backyard & pool/spa • Upgraded kitchen nook light fixture & dining • $150,000 Plantation Membership fee to The Club at Kukui’ula is mandatory. Welcome Home to Kukui’ula!

2739 Uluwehi St, KOLOA

Listing courtesy of Keller Williams Honolulu.

$5,090,000

5 Beds ⋅ 4 Baths ⋅ 202610282 MLS ⋅ FS - Fee Simple Tenure

Open House Cancelled 7/26/26 Nestled in the prestigious Hawaii Loa Ridge, this exceptional residence at 399 Puuikena offers breathtaking 180-degree panoramic views spanning the sparkling Pacific Ocean, coastline, and lush mountain ridges. Enjoy true island luxury with a stunning pool perfectly positioned to capture sunrise, sunset, and sweeping vistas. The elevated setting provides privacy, cooling tradewinds, and a serene atmosphere above the city. Designed for seamless indoor-outdoor living, the home features spacious open living areas, expansive lanais, and large windows that frame the incredible views from nearly every room. Whether relaxing poolside or entertaining guests, this property delivers an unforgettable Hawaii lifestyle experience. Located in a gated, secure community known for its exclusivity, scenic surroundings, and convenient access to beaches, shopping, and dining, this is a rare opportunity to own in one of East Oahu's most sought-after neighborhoods.

399 Puuikena Drive, Honolulu

Listing courtesy of Keller Williams Honolulu.

$5,000,000

1 Beds ⋅ 2 Baths ⋅ 730960 MLS ⋅ ['Fee Simple'] Tenure ⋅ Secret Cove BLDG.

Perched above Kauai’s most iconic stretches of North Shore coastline, this extraordinary 1.3-acre property offers the rare privilege of private access to legendary Secret Beach. The 2,076-sq-ft residence, built just 12 yrs ago and meticulously maintained by its original owner, is nestled within a lush botanical sanctuary of tropical plantings, fruit trees, and tranquil water features. At the upper level, ocean and sunset views stretch across the horizon, while expansive stone lanais and sliding glass doors welcome the island’s gentle trade winds and blur the line between indoors and out. Sapele wood flooring flows throughout the home, including the open kitchen with its custom breakfast bar. Bathrooms are finished in natural stone and tile, and a striking Sapele wood and glass spiral staircase rises beneath a dramatic pyramid skylight, creating a sculptural focal point at the heart of the home. Designed for comfort and self-sufficiency, the home is fully air-conditioned and equipped with a whole-house water filtration system, tankless water heater, and a 14-panel owned photovoltaic system. Highlights include a dedicated dance and exercise studio; a tropical outdoor shower off the half bath; copper gutters and trim, and generous storage throughout. Custom teak and Sapele furnishings are included, allowing the home to be enjoyed immediately as a refined island retreat. The property also offers exceptional flexibility for the future. Infrastructure is in place to support expansion, including underground electrical for a spa and pool. An attached 446-square-foot garage and covered carport provide ample space for vehicles and outdoor equipment suited to Kauai’s adventurous lifestyle. Offered fully turnkey, this home includes everything from a fully appointed kitchen to a well-maintained Nissan Juke housed in the garage. Concept plans created by the original designer, an established local Kauai architect, are available to expand the home into 3-bedrooms, 3.5-baths.

2874-A Kauapea Rd, KILAUEA

Listing courtesy of Hawaii Life.

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