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$13,800,000
5 Beds ⋅ 7 Baths ⋅ 202611456 MLS ⋅ FS - Fee Simple Tenure
The Paiko Retreat stands as a true Architectural Masterpiece after a comprehensive restoration. Sitting on over an acre of mature landscaping, Kanewai Spring, waterfalls, and koi ponds, there’s no place quite like this home. A unique estate designed by John Hara in 1983, Hara brings an intentional, open-air feeling to this home like he built at the Honolulu Museum of Art, UH West Oahu, and Punahou School. Spanning 9,295 square feet, the interior is vast, yet warm and deliberate. A dedicated primary wing and private sitting room tucked away from the main entertaining areas, plus four guest bedrooms, each with its own ensuite bath and connected by a custom glass elevator. A media room, family room, and private offices provide space for everyone. The transition to the sweeping lanais is seamless. The grounds carry the calm of a private Japanese resort, with gardens and water features weaving through the property. You have direct frontage on Kanewai Spring feeding into Historic Paiko Lagoon. Because it’s a state wildlife sanctuary, the view is strictly nature—quiet and serene. Evenings here are best spent on the lanai watching shorebirds wade through the shallow waters.

6015 Kalanianaole Highway, Honolulu

Listing courtesy of Compass.

$13,800,000
727888 MLS ⋅ ['Fee Simple'] Tenure
Kohala Kai is an exclusive residential development featuring seven custom oceanfront home sites situated on a total of 63 acres along Hawai'i island's North Kohala Coast. This gated community offers parcel sizes ranging from 5 acres to 28 acres, all with an abundance of wide open space and unobstructed panoramic views to enjoy year round sunsets and seasonal whale watching. Excellent location just minutes from Waimea, Hawi and the white sand beaches, luxury resorts, spas and golf courses along the Kona Kohala Coast. Notable Features at Lot 7: * 1,660ft. of ocean frontage and shoreline trails. * A-5A Zoning allows for subdivision potential. * Private entry exclusively for Lot 7. * Protective Covenants and Design Guidelines. * Over 5 building sites to choose from - all with ocean, coastal, Maui and mountain views. * Utilities in place at cul-de-sac entry to each driveway. * An abundance of natural resources if a more sustainable lifestyle is desired. * Swimming, snorkeling, diving, kayaking, fishing and hiking trails. * Year round sunsets and seasonal whale watching. Kohala Kai includes 7 parcels plus the roadway parcel. All parcels may be purchased together, offering a unique opportunity for investors and for those who value Hawaii's natural beauty. Refer to MLS# 727866 for bulk listing. HOA fees shall apply and are yet to be determined.

Akoni Pule Highway, KAMUELA

Listing courtesy of COMPASS.

$13,500,000
5 Beds ⋅ 6 Baths ⋅ 726740 MLS ⋅ ['Fee Simple'] Tenure
Perched along the 7th hole of the Arnold Palmer-designed Hapuna Golf Course, Lot 1 offers unobstructed ocean, golf, and mountain views with year-round sunsets. Designed for seamless indoor-outdoor living by Civitano Architecture, this contemporary masterpiece integrates modern elegance with Hawai'i's natural beauty. The expansive pocket doors open to a multi-level lanai with infinity pool, spa, and BBQ--perfect for entertaining. The primary suite features a private ocean-view lanai, walk-in closet, and a spa-inspired ensuite. Thoughtfully crafted with natural materials, this home blends sophistication and comfort in a stunning island setting. Homeowners enjoy access to the Hapuna Estates Amaui Amenity Center and the option to join The Club at Mauna Kea Resort, offering world-class golf, fine dining, pristine beaches, and spa treatments. Includes a one-year Platinum Club Mauna Kea membership with acceptable offer. Home will be complete this 2026 Spring season. *Home photos are currently renderings.

62-3716 Amaui Dr, KAMUELA

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

$13,495,000
4 Beds ⋅ 6 Baths ⋅ 407692 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelong collector with her heart in The Arts collaborates with a world-class interior designer, & engages Maui's most accomplished condominium contractor, the result is this ENVIRONMENT PAR-EXCELLENCE! Upon entering, it's like being on the bow of the ship; the infinite blue Pacific fills one's heart! Two 18-foot wide bay windows afford PANORAMIC OCEAN, OUTER ISLAND, WEST MAUI and SUNSET VIEWS! Venetian-plastered surfaces soar floor-to-ceiling. An identifiable harmony exists amongst the exquisite designer materials. How does nature effortlessly generate the sensuous patterns in the golden-hued eucalyptus wood-clad beams & book-matched cabinetry? Absolute black granite counters complement the tiger-eye, black, & silvered-glass tile backsplash. One's culinary creativity is inspired by the Viking, SubZero, & Fisher-Paykel appliances. Buttery-soft white-bronze vessel sinks, beveled edge floor-to-ceiling specimen granite, & translucent windows embedded with natural elements exude elegance. The primary bedroom suite is oceanfront, & the two additional guest suites with spacious en-suite spa baths are equally luxurious. The staircase, an architectural gem rendered in exotic woods & matte stainless steel, leads to a grand mezzanine; one side, an executive office/den & the other, a family media area with a custom-designed wine cabinet. The main level den/bedroom 4 has a full bath & closet. The two upper-level loft areas both offer sleeper sofas, full bathrooms, & closet areas, thus, they can serve as sleeping areas 5 & 6. WAILEA POINT'S LUSHLY LANDSCAPED 28 ACRES are a GATED OASIS bordered by two of Maui’s finest beaches, & the Four Seasons & Fairmont Kea Lani Resorts. WORLD-CLASS GOLF, TENNIS, FINE DINING, SHOPPING, SPAS, & ART GALLERIES are NEARBY. On-site, TWO POOL/SPA PAVILIONS host Wailea Point community gatherings & are available for owners' private use.

4000 Wailea Alanui Dr Unit 1202/1204, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$13,300,000
5 Beds ⋅ 3 Baths ⋅ 410440 MLS ⋅ Fee Simple Tenure
33 Hana Highway | An Iconic Legacy Estate on Maui's North Shore There are properties that come to market, and there are properties that define a coastline. Welcome to 33 Hana Highway, an extraordinary beachfront estate in the heart of Paia, offering an exceptionally rare 145 linear feet of pristine white sand beach frontage along one of Maui's most celebrated shorelines. Offered at its July 2026 appraised valued of $13,300,000, this is more than a home—it is an irreplaceable legacy estate where the true luxury lies in the land, the shoreline, and the privilege of ownership. With an unparalleled connection to the Pacific, the residence embraces the timeless character of Maui's North Shore. Thoughtfully designed to complement its spectacular setting, the home captures the relaxed elegance that has long defined Paia—a place where sophistication is measured not by excess, but by authenticity, privacy, and an effortless indoor-outdoor lifestyle. Expansive lanais, light-filled living spaces, and panoramic ocean vistas invite year-round entertaining, quiet reflection, and unforgettable gatherings with family and friends. Beyond the residence, the grounds unfold into a remarkable oceanfront sanctuary framed by mature tropical landscaping, generous lawn areas, and direct access to an expansive stretch of soft white sand. With 145 feet of linear beachfront, the property commands a presence that is increasingly impossible to replicate. This remarkable shoreline offers an extraordinary sense of space, privacy, and permanence rarely found in Hawaii's oceanfront market. Located just moments from the vibrant charm of Paia Town, owners enjoy effortless access to award-winning restaurants, artisan boutiques, renowned galleries, world-class surfing, and the relaxed rhythm that has made Maui's North Shore one of the world's most desirable coastal destinations. Here, every day begins with sunrise over the Pacific and ends with the sound of waves meeting the shore. Properties of this significance are seldom offered. As available beachfront continues to diminish, estates with substantial sandy frontage have become true generational holdings—assets that are acquired with intention and passed forward with pride. Whether preserved in its timeless island character or thoughtfully reimagined into a world-class coastal residence, the intrinsic value will always remain rooted in what can never be recreated: the land, the location, and the extraordinary shoreline. Property Highlights • Recently appraised at $13,300,000 • Approximately 145 linear feet of pristine white sand beach frontage • Exceptional oceanfront estate in the heart of Paia • Expansive Pacific Ocean and coastline views • Authentic island architecture designed for seamless indoor-outdoor living • Mature tropical landscaping and spacious beachfront grounds • Direct access to one of Maui's most desirable sandy beaches • Minutes from Paia's acclaimed restaurants, boutiques, galleries, and North Shore lifestyle • A truly rare legacy estate with enduring generational value Some homes are built. Others become part of Hawaii's history. 33 Hana Highway is one of the few addresses where legacy begins at the shoreline. LLC Member holds an ownership interest in the property. Member is an inactive Realtor in the State of Hawaii.

33 Hana Hwy, Paia

Listing courtesy of The Agency Maui.

$13,300,000
3 Beds ⋅ 4 Baths ⋅ 726058 MLS ⋅ ['Fee Simple'] Tenure
To be on Hanalei Plantation road above The Bay is a rare opportunity indeed. 5181 Hanalei Plantation road is one of only a handful of homes fortunate enough to grace this ridgeline above Hanalei. This extraordinary opportunity presents itself within this private estate located near the end of Hanalei Plantation Road. Situated amongst some of Kauai’s most prestigious and valuable estates, this majestic property is a gem among them. Carefully designed and handcrafted in meticulous detail from the owners decade of planning and intimate undertsanding of the amazing canvas which includes views of Wainiha and Hanalei mountains, Mamalahoa, Nomolokama, Hihimanu and Namahana. The property is just over half an acre with approximately 270’ of road frontage. Appointments include: ~ Long lava rock wall that maintains privacy, ~ Large overhangs provide protection from the trade showers and allow the home to be open to take in the views ~ 2 walls open up to the bay and views with sliding/ stacking Fleetwood doors systems. ~ Solid Granite counter tops in the kitchen and island ~ Large Great Room and kitchen combine to create a dramatic space that basks in the mesmerizing views ~ 2 outdoor showers ~ A large grass area which would be perfect for an outdoor kitchen and pool ~ Walking distance to Hanalei Bay ~ 180 degree Un-Obstructable views of the most amazing scenery on the North Shore

5181 Hanalei Plantation Rd, PRINCEVILLE

Listing courtesy of eXp Realty.

$13,000,000
4 Beds ⋅ 5 Baths ⋅ 728629 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kohola Point BLDG.
An elegant modern oceanview estate in Anini Vista on the North Shore of Kaua'i, this four-bedroom residence sits within a private gated enclave atop the bluffs overlooking Anini's reef-sheltered waters, with sweeping views from nearly every room. Upon entry, a covered breezeway welcomes you into an outdoor dining and entertainment space, where the pavilion design creates a natural flow between indoor and outdoor living. The eastern pavilion serves as the heart of the home, with living and dining areas, a well-appointed kitchen, and spacious primary suite. Views extend from Anini's reef to Kīlauea Lighthouse. Across the breezeway, three bedrooms offer comfort and privacy, two with ensuite baths alongside the pool and private ocean-view lanais. An infinity-edge pool and spa with generous lanai complete the setting. The property offers access to Kīlauea, Princeville, and Hanalei, with world-class golf, dining, beaches, and surf. Anini Beach and its calm, protected waters are minutes away. An opportunity to experience island living at its finest on Kaua'i's North Shore.

4201 Anini Vista Dr Unit C, KILAUEA

Listing courtesy of Hawaii Life.

$12,990,000
4 Beds ⋅ 7 Baths ⋅ 202612282 MLS ⋅ FS - Fee Simple Tenure

68-1007 Ke Kailani Drive, Kamuela

Listing courtesy of Hawaii Luxury Real Estate.

$12,900,000
5 Beds ⋅ 8 Baths ⋅ 409428 MLS ⋅ Fee Simple Tenure
Nestled withing the prestigious enclave to Kapalua Place, this extraordinary oceanview estate on over 1 landscaped acre offers an unparalleled blend of luxury, privacy, and island elegance. Encompassing over 10,000 square feet of living space, the magnificent five bedroom, 7.5 bath residence is designed to capture the essence of refined Hawaiian living. Thoughtfully crafted with an expansive open floor plan, the home flows seamlessly from grand interior living spaces to breathtaking outdoor spaces perfect for effortless entertaining and relaxed island living. Walls of glass frame panoramic ocean vistas while inviting natural light and gentle trade winds throughout the residence. The open chef's kitchen with gorgeous granite countertops anchors the main living area and opens to generous living and dining areas for hosting both intimate dinners and large celebrations. Each of the 5 bedroom suites offers exceptional comfort and privacy creating a serene retreat for family and guests alike. Complete with an elevator. The resort style outdoor living spaces create a tropical sanctuary designed for both relaxation and entertaining. At the heart of the grounds is a spectacular swimming pool accented by a cascading waterfall evoking the ambiance of a five star luxury living in the Kapalua resort. There is a separate private spa. Set within Maui's most coveted enclaves, this remarkable property provides both exclusivity and proximity to the world-class amenities of Kapalua, including championship golf, pristine beaches, fine dining, and luxury resort experiences. A rare offering where timeless architecture, breathtaking ocean views, famous sunsets and the west maui mountains frame the views and the spirit of aloha come together in perfect harmony. Private gated enterance to the white sand beach at Oneloa Bay with views up the coastline to Honolua Bay.

8 Kapalua Pl, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$12,900,000
8 Beds ⋅ 13 Baths ⋅ 408480 MLS ⋅ Fee Simple Tenure
Located in gorgeous Napili, Maui, 5385 Lower Honoapi'ilani Road, also known as the Napili Beach House, is a uniquely spacious Maui home boasting stunning views of Napili Bay, the enchanting island of Moloka'i, and incredible features throughout. Amenities include a gated entrance, a heated rooftop ocean-view swimming pool with spa, an outdoor rooftop kitchen with a built-in barbecue, an elevator, two dining areas, two Great Rooms, two dens, and twelve Smart TVs. The home's expansive rooftop deck features a magnificent swimming pool and jetted spa, surrounded by panoramic ocean views and a majestic mountain backdrop. Imagine taking a dip in the pool or luxuriating in the jetted spa as you soak in the breathtaking sunset every evening. During winter, you can watch majestic humpback whales frolicking just offshore from the comfort of your home's private perch! The rooftop also includes an outdoor kitchen, barbecue, dishwasher, and refrigerator, allowing you to prepare meals in a stunning setting. You can enjoy breathtaking views from the second floor, which features two magnificent Great Rooms and four exquisite bedrooms, transforming it into the vibrant heart of this extraordinary home. The second floor is accessible via a private elevator or two staircases, making the home mobility-friendly. On one side, you'll discover a culinary haven with a gourmet kitchen, dining area, and a spacious Great Room. On the other side, indulge in the ultimate entertainment experience at the sleek wet bar, accompanied by a wine fridge, a second dining area, and an equally impressive second Great Room! Large sliding glass doors seamlessly connect two distinct lanai areas. The gourmet kitchen is well-appointed, with everything a home chef may need. There is a 5-burner range, double refrigerator, dishwasher, and microwave. A full-size freezer and a separate commercial ice maker are just off the kitchen. Eight bedrooms provide ample space for family and friends. All bedrooms have en-suite baths and are lavishly outfitted with California King beds. Each first-floor bedroom opens onto a quiet lanai in the backyard, sheltered from street view, while the four second-floor bedrooms offer stunning ocean views. The first floor also features two offices and two private dens equipped with large Smart TVs in a media-room setting. Central air conditioning with individual climate controls and ceiling fans ensures personalized comfort in every room. You are also within walking distance of gorgeous Napili Bay and a short drive from award-winning Kapalua Bay Beach and the world-class PGA Plantation Course. This unique home offers a rare opportunity for someone seeking a large Maui residence close to the ocean, services, and entertainment. The property must be seen!

5385 Lower Honoapi'ilani Rd, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$12,900,000
5 Beds ⋅ 6 Baths ⋅ 725565 MLS ⋅ ['Fee Simple'] Tenure
Beachfront property at Pauoa Beach within Mauna Lani Resort, occupying one of the most sought after parcels along this coast, with direct access to the sand and uninterrupted ocean and sunset views from its private setting. Set on over an acre with generous ocean frontage, the property’s orientation captures year round sunsets, coastal breezes, and affords a spectacular view of the Pacific. The beach begins at the edge of the backyard, creating an intimate connection to the ocean. The existing residence retains its permitted footprint and utilities in place, presenting an exceptional opportunity for a full rebuild or remodel to modern standards. Residents enjoy access to the exclusive oceanfront Pauoa Beach Club, with its private pool, fitness pavilion, and direct beach entry onto one of the resort’s most scenic oceanfront coves. The shoreline here features calm waters ideal for swimming and snorkeling, set against natural lava formations. Mauna Lani Resort also offers world class golf, tennis, and spa facilities, together with fine dining and boutique shopping within minutes of the property. Offered at $12.9 million, this property represents the value of its premier site and enduring position within one of Hawaiis most private enclaves.

68-1029 Pauoa Way, KAMUELA

Listing courtesy of Private Listings Hawaii.

$12,895,000
4 Beds ⋅ 5 Baths ⋅ 724647 MLS ⋅ ['Fee Simple'] Tenure
Located within the private enclave of Kula Makai, this 4 bedroom and 4.5 bath residence is both an exceptional home and a work of art, designed with a profound connection to Kauaʻi’s natural beauty. Thoughtfully positioned to frame sweeping ocean vistas and the dramatic spectacle of Spouting Horn, the home’s total living area under roof of 5,608 square feet captures the island’s trade winds, sunlight, and ever-changing seascape. Inside, bespoke craftsmanship defines every space. Museum-grade solid Koa furnishings, American Walnut wide-plank floors, and Ipe wood lanai enrich the home with warmth and timeless sophistication. The interiors reflect refined Hawaiian modern design—clean, soulful, and rooted in place. The vaulted great room, with its coffered ceilings and exposed beams, draws the eye toward Pacific horizons, while a gourmet kitchen equipped with a Wolf 60" range, Sub-Zero refrigeration, and an expansive island anchors the heart of the home. The primary suite is a private sanctuary complete with a hand-hammered copper soaking tub, and lush garden shower. Each guest suite offers its own connection to nature through luxurious private outdoor showers and custom finishes. The grounds are equally artful, featuring terraced landscaping, a custom-engineered pool and spa, and one of Kukuiʻula’s only pickleball courts. A grand entry drive, sculpted pavers, and a striking golden rainbow shower tree further elevate the sense of place. A 2½-car garage with workshop, EV conduit, and smart storage adds practicality without compromising design. Engineered for modern living, the home includes Lutron lighting, Sonos audio, Fleetwood hurricane-rated doors, dual-zoned AC, a solar array with Tesla battery backup, and an energy-efficient hybrid hot water system. DETAILS Completed in 2023 Air Conditioned Interiors: 3,554 SF Covered Lanai: 1,812 SF Pool Cabana: 242 SF Sportcourt: 1,335 SF Garage: 692 SF

4268 Noho Kai St, KOLOA

Listing courtesy of COMPASS.

$12,700,000
4 Beds ⋅ 7 Baths ⋅ 725860 MLS ⋅ ['Fee Simple'] Tenure
Sitting atop the picturesque Hanalei Ridge, this 4 bedroom, 4 full-, 3 half bathroom estate spans an impressive 5,834 sqft of custom-designed living space. With an elegant and functional design, the residence boasts expansive views encompassing the ocean, Hanalei Bay, mountains and waterfalls, providing a daily spectacle of natural beauty. The property seamlessly blends high-quality construction with the lush environment, allowing you to immerse yourself in the renowned beauty of Kauai's North Shore from the comfort of your private sanctuary. Situated on 1.25 acres, the property is characterized by its concise landscaping and a custom entry gate leading to a circular driveway and porte cochere. Some of the outdoor features include a kitchen, a shower, an in-ground hot tub, and a specially designed swimming pool. The multitude of custom attributes add to the undeniable allure of this residence, exemplifying an elevated island lifestyle. Brazilian cherry wood floors, central five-zone AC, and ipe wood exterior wainscoting are just a few of the exceptional characteristics that make this home shine. Two expansive primary suites offer vast panoramic views providing an even more intimate retreat within the retreat itself. The dedicated home theater, complete with stadium seating for 10, elevates home movie night to a cinematic experience. And the entertainment doesn't stop there - it's further enhanced by a spacious game and entertainment room, featuring cork flooring for a unique touch, and a see-through window to the outdoor pool area. Just a short drive away are the world-class amenities and resorts of Princeville, home to the 1 Hotel Hanalei Bay. Princeville is a golfer's haven, boasting several challenging courses with stunning views. Just a few minutes down the hill you will find the iconic crescent beach of Hanalei Bay and its quintessential surf town.

4971 Hanalei Plantation Rd, PRINCEVILLE

Listing courtesy of Hawaii Life.

$12,500,000
4 Beds ⋅ 3 Baths ⋅ 202615592 MLS ⋅ FS - Fee Simple Tenure ⋅ Waikiki Beach Tower BLDG.
For the discerning buyer who wants only the best in Waikiki, this is a unique residence that would be difficult, if not impossible, to repeat anywhere on the Waikiki beach front. Occupying half of the entire 39th floor, the penthouse is reached through an exclusive private foyer with security few Waikiki homes offer. About 2,200 square feet of interior living space opens onto two lanais, with 330 square feet overlooking Waikiki Beach. Unobstructed ocean views carry from Diamond Head across the full arc of Waikiki Beach to Honolulu. Offered decorated and fully furnished to a very high standard, the home has never been rented, is in pristine condition, and is ready for turnkey occupancy. The current owner has occupied it only three to four weeks a year for the last ten years. Four bedrooms and three bathrooms join a designer kitchen with spacious living areas and four covered parking stalls which are very rare in Waikiki are included. Waikiki Beach Tower offers a pool, barbecue deck, fitness center, valet, concierge, and on-site security. The building even carries approval for short-term rental stays for extra income.

2470 Kalakaua Avenue Unit 3901/3902 PH, Honolulu

Listing courtesy of Hawaii Life.

$12,500,000
4 Beds ⋅ 5 Baths ⋅ 407694 MLS ⋅ Fee Simple Tenure ⋅ Makena Beach Club & Residences BLDG.
Brand New Luxury Unit - Welcome to your new home, a spacious ground floor, 4-bedroom, 4.5-bathroom unit spanning 3,625 sq ft, nestled within Makena Beach Club and Residences. This unfurnished masterpiece offers a blank canvas for you to design your perfect living space. Step outside to your outdoor lanai, ideal for entertaining friends and family or simply enjoying the surroundings. Dive into relaxation in your private pool, surrounded by lush landscaping that enhances your outdoor oasis. Experience the luxury of wide living spaces that promote comfort and flow throughout the home. Enjoy captivating views of the future Beach Club and Spa, adding to the allure of your new lifestyle. Private club* amenities and the golf course are all within a short cart ride. The unit features a future assigned garage, a covered vehicle stall, and a dedicated parking and charging station for your golf cart, ensuring you have everything you need right at your fingertips. Don’t miss the opportunity to make this exquisite property your own. Your dream lifestyle awaits! Inquire separately about membership to Makena Golf and Beach Club.

5412 Makena Alanui Rd Unit 102/KV-3B, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$12,500,000
5 Beds ⋅ 4 Baths ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure
TIMELESS DIAMOND HEAD BEACHFRONT LIVING. Tucked away at the end of a private drive on highly coveted Diamond Head Beach, this classic 5-BD, 4-BA beachfront residence presents a rare opportunity to own in one of Oahu's most iconic oceanfront enclaves. Situated on a 15,398 sq ft parcel, the home enjoys spectacular unobstructed ocean views, rolling surf, swaying coconut palms & the soothing sounds of the Pacific from an exceptionally private setting. A welcoming courtyard w/ tropical landscaping & signature plumeria tree leads to light-filled interiors w/ vaulted ceilings & an open floor plan showcasing the sparkling azure waters of the Pacific. Expansive living & dining areas flow seamlessly to the oceanfront lanai, grassy seaside lawn, and steps to the water's edge. The kitchen features granite countertops, abundant cabinetry, dine-in seating & a breakfast nook. The oceanfront primary suite enjoys breathtaking views & spa like bath. Four additional bedrooms offer flexibility for family/guests or office. Conveniently located near Kapiolani Park, Diamond HD hiking trails, golf, Farmers Market, Waikiki, restaurants & shopping. A truly rare opportunity to own on Diamond Head Beach.

3735 C Diamond Head Road, Honolulu

Listing courtesy of Coldwell Banker Realty.

$12,500,000
3 Beds ⋅ 4 Baths ⋅ 726686 MLS ⋅ ['Fee Simple'] Tenure
Set directly above the golden sand in Ha‘ena on Kaua‘i’s North Shore, this contemporary beachfront home offers immediate access to the beach in a quiet, naturally sheltered setting. Reef-protected water lies just beyond the lanai, with ridgelines behind, creating a location that feels open yet protected. The open, one-level floor plan supports easy, everyday living. The home connects indoor and outdoor spaces through covered and shaded lanais finished in ipe decking that extend the living areas toward the shoreline. The design supports a relaxed way of living—morning walks on the beach, time in the water, outdoor meals, and evenings spent listening to the ocean. Interior finishes are natural and durable, including reclaimed teak cabinetry, wide-plank walnut flooring, honed black basalt countertops, and custom millwork. Rooms are spacious and well proportioned throughout. The primary suite is set apart with private lanai access and a bath that includes a soaking tub and walk-in steam shower. The kitchen is centrally located and designed for daily use and entertaining, with a large island, Viking cooktop, Sub-Zero refrigerator, and open living spaces that flow into a media room. Two additional bedrooms with en suite baths provide flexibility for guests or extended stays. Additional features include a brand new split-zoned air-conditioning system, an outdoor shower, whole-house water filtration, integrated audio, solar photovoltaic system with Tesla PowerWall, copper gutters with rain chains, gated entry, and an attached two-car garage. The property has been consistently cared for. Just beyond Hanalei, Ha‘ena is known for limited development and long-term stewardship. The home is close to Tunnels, Ke‘e, Lumaha‘i Beach, Limahuli Garden, and the Nā Pali Coast trails, while remaining removed from traffic and crowds.

7336 Alealea Rd, HANALEI

Listing courtesy of Hawaii Life.

$12,400,000
5 Beds ⋅ 6 Baths ⋅ 409793 MLS ⋅ Fee Simple Tenure
In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

1536 Halama St, Kihei

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

$12,250,000
4 Beds ⋅ 5 Baths ⋅ 410057 MLS ⋅ Fee Simple Tenure
A rare offering in Kapalua's coveted Honolua Ridge. This private estate commands sweeping ocean vistas with Molokai Island, Honolua Bay, and miles of Pacific blue ocean as a breathtaking backdrop, complemented by views across the renowned Kapalua Plantation Course. Beyond the gates, exquisite landscaping and a stunning Wyland dolphin sculpture greet you, setting the tone for a residence defined by artistry, grand scale and thoughtful design throughout. Perched above the west Maui coastline on a generous, gently sloping lot, the home is designed to embrace Maui's signature indoor-outdoor lifestyle, with expansive living spaces flowing seamlessly to multiple covered and uncovered lanais, a large resort style pool, and lush tropical gardens. The main residence features a chef's kitchen including 2 islands, complemented by and additional prep kitchen ideal for refined daily living and elevated entertaining. Rich acacia wood floors, custom wood detailing, and carefully selected finishes reflect a commitment to craftsmanship and timeless island elegance throughout. The home features a private office, 4 ensuite bedrooms that all enjoy exquisite ocean views, A detached 2-bedroom, 2-bathroom ohana offers exceptional versatility for hosting guests, extended family, or creating a private retreat. It is privately situated with its own driveway and garage. From the gorgeous Maui sunsets and panoramic sea views to the serenity of surrounding golf and coastal landscapes, this fee simple estate delivers privacy, space, and enduring sophistication in one of west Maui's most prestigious enclaves. Kapalua resort is a 23,000-acre planned community comprised of 12 residential neighborhoods of single-family homes and luxury vacation condominiums. Residents enjoy privileged access to the amenities of the world renowned The Resort at Kapalua Bay, the prestigious Ritz Carlton Kapalua Hotel, championship golf courses, the acclaimed Golf Academy, The Kapalua Tennis and Pickleball Garden, 3 pristine white sandy beaches, and miles of scenic coastal and hiking trails that showcase the natural beauty of the island of Maui and the luxurious Kapalua Resort. Enhancing the resort lifestyle is the spectacular 30,000 square foot spa, ideally situated adjacent to the hotel and Coconut Grove, The resort is also home to several award winning restaurants, where exceptional cuisine, ocean views, and impeccable service create memorable dining experiences.

114 Keoawa St, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$12,230,500
408104 MLS ⋅ Fee Simple Tenure
** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportunity to acquire a multi-site land portfolio spanning Wailuku, Kihei, and Makawao—three of Maui’s most sought-after and growing regions. The portfolio consists of 16 parcels totaling approximately 272.055 acres, offering significant scale, diverse topography, and strategic locations suitable for investment, master planning, or phased development. Properties are offered for sale exclusively as a single portfolio. Any individual parcel pricing shown is for MLS compliance purposes only and does not reflect standalone availability or value. The portfolio purchase price is $48,000,000.00

11047 Haleakala Hwy, Makawao

Listing courtesy of Commercial Prop of Maui LLC.

$12,199,000
6 Beds ⋅ 7 Baths ⋅ 717865 MLS ⋅ ['Fee Simple'] Tenure
One of the finest offerings on the Kohala Coast, this 6 bedroom/6.5 bath ocean view residence combines privacy and exclusivity with private club and Weiskof practice course, along with one of the best locations, walking distance to both hotels and both incomparable beaches at the iconic Mauna Kea Resort. Please consider Title Guaranty Escrow, Rae-Ann Ontiveros

62-3908 Kaunaoa Iki Rd, KAMUELA

Listing courtesy of Anne Rediske REALTOR.

$12,000,000
4 Beds ⋅ 4 Baths ⋅ 410353 MLS ⋅ Fee Simple Tenure
This contemporary Polynesian-style oceanfront gated estate is architecturally designed to maximize ocean views. 4851 Lower Honoapiilani Road is built with the highest quality, high-tech materials, and finishes. 10-foot motorized pocket doors create seamless indoor-outdoor living for both entertainment and relaxation. The lower level features a great room, dining area, spectacular kitchen, 2 bedroom suites, an additional bedroom or home office, media room, fabulous infinity pool, spa, and water features. The upper level features the primary suite easily accessible by elevator with a mezzanine and expansive ocean views from a private lanai. The attached ohana features its own living room, kitchen, bedroom, walk-in closet and full bath, also with a private tiled lanai and ocean views. There is a 3-car garage and custom water features at entry. Offered Turnkey.

4851 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$12,000,000
6 Beds ⋅ 4 Baths ⋅ 202520628 MLS ⋅ FS - Fee Simple Tenure
Exceptional Beachfront Luxury on Honolulu’s Iconic Diamond Head! A rare gem on one of Honolulu’s most coveted stretches of beach, this stunning beachfront estate offers an unparalleled lifestyle. Nestled on the prestigious Diamond Head coastline, this exquisite residence sits directly on a pristine white sand beach with crystal-clear waters perfect for snorkeling and a variety of ocean activities. This turnkey home is a true Kama'aina re-treat, offering a balance of comfort and coastal beauty. The property boasts a meticulously manicured lawn, lush tropical landscaping, and an elevated private yard that ensures both serenity and seclusion. Gated entryways provide ultimate privacy and security, making this an ideal retreat. This rare opportunity is exclusively available for purchase either in conjunction with the neighboring property at 3735 Diamond Head Road OR after the larger estate has sold.

3735 Diamond Head Road Unit A, Honolulu

Listing courtesy of Hawaii Life.

$12,000,000
6 Beds ⋅ 6 Baths ⋅ 719597 MLS ⋅ ['Fee Simple'] Tenure
Stunning 20-Acre Kona Coffee Farm – Turnkey Agricultural Paradise Nestled in the heart of Hawaii’s world-renowned Kona coffee belt, this breathtaking 20-acre farm offers a rare opportunity to own a fully operational, income-generating agricultural estate. With lush coffee orchards, state-of-the-art facilities, and established business ventures, this property is a dream for entrepreneurs, coffee enthusiasts, and investors alike. Key Features: • 20 acres of fertile, well-maintained land producing premium Kona coffee • Fully equipped wet mill and dry mill for efficient, high-quality coffee processing • Charming on-site coffee shop showcasing farm-fresh brews and attracting visitors • Special use permit for bus tours, with a thriving tour business highlighting the farm’s coffee production and scenic beauty • Multiple vacation rental units offering guests an authentic farm-stay experience • Panoramic views of the Kona coastline and lush tropical surroundings • Established processes and operational infrastructure for seamless business continuity This property is more than a farm—it’s a lifestyle and a legacy. Perfect for those seeking to immerse themselves in Kona’s rich coffee culture while running a multifaceted business with diverse revenue streams. Don’t miss this chance to own a piece of paradise in one of the world’s most coveted coffee-growing regions. This sale includes two contiguous 10 acre parcels (3-7-9-7-72 and 3-7-9-7-8) for a total of 20 acres.

79-7346 Hawaii Belt Rd, KEALAKEKUA

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

$12,000,000
405403 MLS ⋅ Fee Simple Tenure
A large Section of Historic former Erehwon Ranch, gently sloped pasture lands between 2125 ft & 2525 ft elevation in central Lower Kula, 0.15 mile below the Kula Post Office off Kula Highway. Surprising seclusion & broad, expansive South & North Shore views as well as a front seat to Haleakala Mountain. Tucked away is a new 'bullet-proof' agricultural utility building w/ concrete floor, 3 industrial roll-up garage doors, off-grid power, attached covered shade area. 3 COUNTY WATER METERS: two 3/4" and one 5/8" For your own private game hunt/open range cattle country. VERY UNCOMMON & EXCEPTIONAL Maui INTERIM ZONING, enabling the construction of multiple single family dwellings. 6-foot deer fenced perimeter; gentle slope with some top-soil ares of fine Kula sandy loam. Ideal for 1-3 future adventurous owners seeking privacy, views, recreation, and a very special setting in the Perfect UpCountry Maui Location. View Video attached

Kula Hwy, Kula

Listing courtesy of Hugh Starr & Co LLC.

$11,998,000
4 Beds ⋅ 5 Baths ⋅ 406282 MLS ⋅ Fee Simple Tenure
Perched atop the exclusive and private enclave of The Ridge at Wailea, this extraordinary Guy Dreier-designed residence is a rare expression of contemporary architecture where architecture, light, and nature exist in perfect harmony. Masterfully built by Trend Builders, this remarkable residence is more than a home—it is a livable sculpture. Every curve, angle, and architectural detail was thoughtfully conceived to frame breathtaking ocean vistas stretching from Molokini across the sparkling Pacific to the majestic West Maui Mountains. A dramatic covered entry welcomes you through a striking black magma stone courtyard, where a sculptural steel and stone spiral staircase sets the tone for the extraordinary experience that follows. Beyond, soaring walls of glass dissolve the boundaries between indoors and out, filling the home with natural light while embracing Maui's celebrated indoor-outdoor lifestyle. As the sun moves across the sky, light becomes part of the architecture, transforming the home's sculptural forms into an ever-changing living work of art from morning through sunset. Offering over 5,000 square feet of thoughtfully designed living space, the residence features four bedrooms, four and one-half baths, expansive living and dining areas, a media room, elevator, spacious multi-car garage, and two private bedroom wings that provide exceptional comfort and privacy for family and guests alike. The primary south wing offers a serene retreat complete with a spa-inspired bath, indoor and outdoor showers, walk-in closet, private lanai with coastal views, adjacent office or guest suite, laundry room, and private elevator access. The north wing features an equally impressive primary suite with sweeping ocean views, a private poolside lanai, walk-in closet, indoor and outdoor shower, and convenient access to the home's exceptional entertaining spaces. At the heart of the residence, the chef's kitchen is designed for both everyday living and unforgettable gatherings, featuring a generous island, walk-in pantry, sunken conversation bar, Miele wine refrigeration, and premium appliances. Just beyond, expansive lanais surround the striking Avant-Garde pool and spa, built-in barbecue, inviting fire pit, and multiple outdoor living and dining areas designed to celebrate Maui's year-round climate. Refined finishes throughout—including soaring ceilings, dramatic quartzite slab surfaces, custom Poliform systems, and exceptional craftsmanship—create an atmosphere of understated sophistication. Every space has been carefully curated to maximize comfort, privacy, and the home's extraordinary connection to its natural surroundings. More than a residence, this is a home designed to be experienced—where inspired architecture, extraordinary light, and breathtaking ocean views become part of everyday life. Maui, It's a Lifestyle! It's Time to Make It a Part of Yours! Listing Broker has a recorded ownership interest in the property and is licensed in the State of Hawaii.

14 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W).

$11,950,000
4 Beds ⋅ 5 Baths ⋅ 202611360 MLS ⋅ FS - Fee Simple Tenure
LANIKAI 5 STAR RESORT, with steps right into the sea. This charming jewel box sits right on the bright blue clear waters of Lanikai with a perfect view of the Mokulua Islands. Open your eyes each day to incredible Lanikai Sunrises! Situated at the quiet coveted end of the Lanikai loop, this home is private, gated and has everything for your new Hawaiian lifestyle. Newly built in 2007 by Chris Emerson this custom home is a show case of quality construction with a timeless Hawaiian design. This well maintained home features board-and-batten on both the interior and exterior walls of the home, vaulted Ceilings in each room, all custom doors and built ins, concrete floors, marble counter tops, mature landscaping, large park like green spaces with over 18,000 sq ft of land, and a newly renovated salt water pool & jacuzzi. The Main home features 3 ensuite beds with 3.5 baths, 2 outside showers, a very large primary closet, the pool house / recreation room is now set up as a bedroom with private bath. Features include an Infrared sauna, small gym area, oversized 2 car garage, gated 1 car carport, 2 on demand gas water heaters, propane gas, gas tiki torches, solar panels and generator.

1586 Mokulua Drive, Kailua

Listing courtesy of Compass.

$11,900,000
3 Beds ⋅ 4 Baths ⋅ 408784 MLS ⋅ Fee Simple Tenure
Above a quarter mile of untouched North Shore coastline rises a rare opportunity to own one of Maui’s most extraordinary oceanfront estates. 400 Mehana Road commands sweeping 180 degree views of the Pacific from its elevated perch 275 feet above the sea. From sunrise to moonrise, panoramic ocean views create a constantly evolving backdrop to daily life. The 5,403 square foot primary residence offers 3 bedrooms and 3.5 bathrooms, thoughtfully positioned to embrace the extraordinary setting from nearly every room. Soaring coffered ceilings and expansive windows frame the ocean beyond, while newly installed bamboo flooring adds warmth and natural texture. Motorized shade screens provide comfort and ease, allowing the interiors to transition effortlessly throughout the day. The chef’s kitchen is both striking and functional, anchored by dual islands finished in black India leathered granite, creating a natural gathering space for entertaining or quiet evenings at home. A separate 1,050 square foot cottage with 1 bedroom and 1.5 bathrooms sits discreetly above the bluffs, privately tucked away from the main residence. Ideal for guests, extended family, or a creative retreat, it offers flexibility without compromising the estate’s sense of privacy and scale. Just fifteen minutes from town and easily accessible off Hana Highway, the property offers a rare balance of seclusion and connection. Some of Maui’s most respected private schools, including Seabury Hall, Montessori, Carden Academy, and Waldorf High School, are all within a short drive, adding meaningful convenience to this exceptional lifestyle. Spanning 20.5 acres, the grounds unfold with open lower meadows suited for equestrian use, irrigated gardens, and an edible orchard. A 293 foot well and a 5/8 inch County water meter provide reliable water resources. Along the eastern boundary, an enchanting 80 foot waterfall cascades toward the shoreline, creating a natural habitat for native Hawaiian green sea turtles. Private access to a secluded rocky beach enhances the rarity of this exceptional Maui estate. This is more than a home. It is a legacy estate where privacy, natural grandeur, and architectural presence come together in one of Maui’s most extraordinary coastal settings.

400 Mehana Rd, Haiku

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

$11,750,000
4 Beds ⋅ 5 Baths ⋅ 732490 MLS ⋅ ['Fee Simple'] Tenure ⋅ Estate Villas At Hainoa BLDG.
Hainoa Estate Villa 4 stands alone in the present Hualalai Resort market. This single level residence has 3,499 square feet, 4 bedrooms and 4.5 bathrooms. It overlooks the 1st fairway of the Ke‘olu Golf Course, with views of the Pacific Ocean, Maui and sunsets. Pocketing glass doors open the great room to a covered lanai, private pool, spa and outdoor kitchen with built in gas grill. The primary suite has a private ocean facing lanai, dual sinks, soaking tub, walk in shower and outdoor shower. One guest suite is detached from the main residence. A separate bonus room can serve as an office, media room or additional guest space. Mahogany doors, cabinetry and trim are used throughout. The property also includes a 3 car garage. The Members’ Ke‘olu Clubhouse is within walking distance, with the resort amenities a short golf cart ride away.

72-106 Hainoa Pl Unit 4, KAILUA KONA

Listing courtesy of Private Listings Hawaii.

$11,500,000
5 Beds ⋅ 7 Baths ⋅ 408714 MLS ⋅ Fee Simple Tenure
Commanding one of the largest and most remarkable panoramic ocean views anywhere in the Hawaiian Islands, the residence at 426 Wailau occupies a truly iconic location in the uppermost heights of Launiupoko. This 25 + acre, agriculturally-zoned mountain top retreat offers an exclusive Westward perspective of the Auau Channel that spans from Sweetheart Rock on Lanai almost completely to Elephant Rock on Molokai. After driving through the gated entrance you will feel the collective magnitude of the property and anticipate the comforts found inside this ambitious, newly-constructed residence. In the spring of 2023, after 18 months of construction, the renowned Imagine It Builders delivered a modern luxury masterpiece with 6,682 square feet of single-level interior living space designed to occupy two expansive wings as well as a central open living area and kitchen. The North Wing features the primary suite with not one, but two, full en-suite bathrooms, including a steam shower and soaking tub. The North Wing, connected to the 4 car garage, also features a powder room in the hall, a pantry, and laundry room. The South Wing features 4 bedrooms, all with ensuite baths, a fully outfitted gym, and a flexible room for entertaining complete with wet bar. From the living area, massive retractable sliding glass doors open up to almost 2,000 square feet of covered outdoor lanai space with a 70 ft wide pool and 12ft wide hot tub. An outdoor kitchen and bar complement the lanai while all of the bathrooms feature their own private, connected outdoor showers to rinse off when coming back into the home. Every material finish has been thoughtfully designed and impeccably constructed, it isn't hyperbole to say that there are simply too many amazing features to list in a few paragraphs. This is one you will have to see to believe!

426 Wailau Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.