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$13,898,000
7 Beds 10 Baths 202611234 MLS FS - Fee Simple Tenure
Positioned waterside of the iconic Koko Kai cliffs, the Koko Kai Compound presents a once-in-a-generation opportunity to own one of East O?ahu’s most extraordinary legacy estates. Comprising 120 & 128 Hanapepe Loop, each on its own separate TMK, this rare offering blends privacy, flexibility, and an unmatched island lifestyle. Together, the residences offer 7 bedrooms, 6 full baths, 4 half baths, approximately 195 feet of ocean frontage, 2 pools, beach access, a detached surf shack/art studio, a versatile entertainment flex room, expansive indoor-outdoor living, and breathtaking views of Maunalua Bay, lush mountains, and unforgettable sunsets. Oversized glass sliding doors flood both homes with natural light while embracing Hawai?i’s indoor-outdoor lifestyle. Perfect for multigenerational living, fractional ownership, a corporate retreat, or the ultimate surfers’ and water sports enthusiasts’ dream. Ideally located in prestigious Portlock, just moments from Koko Marina, shopping, dining, golf, world-class beaches, and endless ocean adventures. The Koko Kai Compound is an exceptionally rare opportunity to own one of Hawai?i’s most iconic private compounds. More photos to come

120/128 Hanapepe Loop, Honolulu

Listing courtesy of Corcoran Pacific Properties.

$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.

$13,500,000
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.

$13,300,000
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.

$12,900,000
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
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.

$12,000,000
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.

$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.

$11,000,000
5 Beds 5 Baths 407684 MLS Fee Simple Tenure
Some properties shout; this one whispers. Set discreetly behind gates in one of Spreckelsville’s most coveted locations, this near half-acre sanctuary offers a life of ease, elegance, and salt-kissed spontaneity. Surf at sunrise. Meet friends for a round of golf or a game of pickleball at the Maui Country Club. Wander barefoot to Baby Beach for some laps. Then retreat to the quiet comfort of your private compound, where indoor and outdoor living unfold in seamless rhythm. Reimagined with intention, the 4,400+ square foot home spans two levels of hand-quarried basalt and wide-plank French oak. The enormous great room, bathed in natural light, anchors the home and flows into a chef’s kitchen built for connection. A massive island of book-matched Carrera marble centers the space, framed by a Viking Professional 8-burner range, Wolf induction cooktop, and Viking refrigeration. A 360-degree wraparound lanai invites morning coffee or sunset wind-downs. A 9-foot-deep, free-form saline pool catches sky and trade winds. A furo-style soaking tub rests beneath foliage. Multiple outdoor nooks welcome parties or peace. Multi-zone climate control, Leviton smart lighting, and two oversized garages ensure comfort and convenience. Paia is five minutes. The airport, fifteen. And when the gates close, the world fades.

43 Nonohe Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$10,950,000
5 Beds 6 Baths 407837 MLS Fee Simple Tenure
This stunning brand-new estate is situated on a prime lot within Puunoa Estates. Puunoa is a prestigious gated community located just south of Lahaina Towne comprised of only 24 estate sites which are a minimum of 5 acres in size. Recently completed in 2024, 325 Hokiokio Place embodies a unique French Country Farmhouse-style architecture with chic modern interior design. It is truly one of a kind on West Maui. The single-level sprawling floor plan includes a spacious great room and dining area, gourmet kitchen, five-bedroom suites, and a separate media suite. This captivating property is built with the highest quality of craftsmanship. The inviting exterior includes a beautiful pool, spa, and outdoor kitchen for relaxing and entertaining. A plumeria grove and fruit trees create true Hawaiian ambiance. Puunoa Estates owners are drawn to a lifestyle where summer never ends, and remarkable beaches are easily accessible. Outstanding views of the ocean, neighboring islands, West Maui mountains, sunsets and whale watching in season, create a dramatic setting to call home. Just above the property is a six-mile paved trail limited to pedestrians, bicyclists, and equestrians. Seller will consider the sale of a 50% partnership interest.

325 Hokiokio Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$10,900,000
4 Beds 4 Baths 723689 MLS ['Fee Simple'] Tenure
Best Price. Best Build. Best Location. Welcome to one of the premier ocean-view residences on Hanalei Bay. Newly reimagined in 2024, this 4BD/3.5BA home blends timeless craftsmanship with modern luxury in a coveted Weke Road location within Hanalei Palms. A true surfer’s dream, just steps from the sand and across from a County beach park with year-round lifeguards, offering immediate access to world-class waves and the vibrant Hanalei lifestyle. Perfect for entertaining, the home invites seamless indoor-outdoor living in one of Kauai’s most beloved beach communities. Fleetwood pocket doors open to panoramic views of Hanalei Bay, cascading waterfalls, and lush mountain peaks. Soaring ceilings, abundant natural light, and a spacious lanai create an ideal setting for sunset gatherings and relaxed coastal living. The open-concept chef’s kitchen features quartz countertops, rich walnut cabinetry, and an environmentally friendly Bosch induction range. Two primary suites offer spa-inspired baths, walk-in closets, and private lanais with ocean and mountain views. With ~5,800 sq. ft. of living space and potential for an additional 1,000 sq. ft., including a pool, the property offers rare flexibility and future upside. Built with fire-resistant stucco, the home includes a 2-car garage, laundry room, and outdoor shower. A lava rock wall surrounds lush grounds with a tropical food forest—avocado, papaya, banana, dragon fruit, and Valencia orange. Additional features include a solar hot water system and advanced wastewater system. Bike or walk to the Hanalei pier, farmers market, restaurants, shops, and Hanalei School. Fully furnished and move-in ready. Come live the Hanalei dream.

5111 Weke Rd, HANALEI

Listing courtesy of Kauai Tropical Properties, Inc..

$10,700,000
3 Beds 3 Baths 202525708 MLS FS - Fee Simple Tenure Kuu Makana@ Diamond Hd BLDG.
This turnkey luxury residence is a rare offering, now enhanced with further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at the foot of Diamond Head in the exclusive oceanfront enclave of Kuu Makana at Diamond Head. Within this private, gated community, the 3-bed + den/3-bath property exemplifies island elegance & refined sophistication. Rich, handcrafted woodwork flows throughout, elevating its timeless aesthetic. The gourmet kitchen is equipped for the discerning chef, showcasing Sub-Zero & Wolf appliances, custom Koa cabinetry & premium countertops. Generous living spaces incl a fireplace, creating a warm & tranquil setting. Expansive bedrooms offer peaceful retreats w/custom shelving, stunning Koa doors, and the convenience of an elevator. Every detail reflects exceptional craftsmanship and thoughtful design. Sustainable feats incl 34 PV panels, 3 TESLA Powerwalls and EV charger. Also features a large 2-car enclosed garage. With unparalleled ocean views, a premier location, and impeccably curated interiors, this home stands alone. This is a rare chance to own a piece of paradise in one of Hawaii’s most coveted coastal communities.

3165 Diamond Head Road Unit 4, Honolulu

Listing courtesy of Caron B Realty.

$10,500,000
5 Beds 7 Baths 202608794 MLS FS - Fee Simple Tenure
Introducing a rare new luxury construction in the heart of Kahala, where no detail has been overlooked. This stunning estate features a primary residence and guest cottage/gym, both crafted with the finest materials, including custom cedar ceilings, copper gutters, high-quality composite roofing, and lava rock accents throughout. Designed for the discerning buyer, the property boasts a resort-style pool, whirlpool, koi pond, custom cedar gazebo, and expansive lava tile patios and walkways. Inside, you will find a marble primary bath tub, custom wood ceilings, lava tile feature walls, acoustic wall paneling, vanities, and interior tiling of the highest caliber. A true one-of-a-kind opportunity to own a brand new, thoughtfully designed luxury home.

4561 Aukai Avenue, Honolulu

Listing courtesy of Compass.

$9,995,000
5 Beds 5 Baths 406423 MLS Fee Simple Tenure
100 Kalelemuku is a newly completed (2025) architectural estate set within Kula I'o, a gated enclave that redefines upcountry luxury. This landmark estate is fully fenced and gated, offering sweeping bi-coastal and mountain views across 3.6 acres. The estate offers 7,085 square feet of interior living space, including a 6,070-square-foot primary residence, a 1,015-square-foot two-bedroom ohana, together with a 2,718-square-foot covered lanai and an expansive 1,728-square-foot garage and storage. Every element is designed to celebrate indoor-outdoor living, with a seamless connection to the estate's refined, beautifully planned outdoor spaces. At the heart of the home is a dramatic great room, airy, open, and braced by vaulted ceilings and Fleetwood glass doors that frame vistas of Haleakala and the Pacific. The space flows into a sculptural Gaggenau kitchen, where waterfall-edge quartzite counters, custom cabinetry, and designer fixtures create a kitchen as elegant as it is functional. The home's layout is thoughtfully designed, featuring dual wings that ensure both seclusion and connection to the living areas. One wing houses the primary suite, complete with a private garden retreat, custom dressing room, and spa-style bath featuring luxurious surfaces and fixtures. Two additional bedroom suites are nearby, each with its own en-suite bath. The second primary suite opens directly to the lanai and a second garden retreat, offering ideal accommodations for guests or multi-generational living. A fourth bedroom and a media/flex room complete this wing, providing versatile space for work or relaxation. Each area offers residents seamless access to outdoor living. A sprawling covered lanai includes a full Lynx barbecue kitchen, outdoor refrigeration, and a 42" Trident grill, all shaded and designed for year-round use. Beyond, a 47-foot pool with a Baja shelf, jetted spa, and panoramic views complete the resort-like experience. Every finish in the home reflects a dedication to craftsmanship and contemporary luxury – exquisite wood flooring, Shibusa Tortora and Pietra Italia tile. Gaggenau appliances are featured throughout the kitchen and bar, including refrigeration columns, dual-zone wine and beverage coolers, and a custom coffee system. The bathrooms are appointed with marble and quartzite counters, soaking tubs and premium fixtures. The Ohana guest residence mirrors the same attention to detail. Fully self-contained with two bedrooms and two bathrooms, it features a Thermador kitchen suite, Teak cabinetry, a private garage, and its own covered lanai with a built-in Blaze grill - perfect for long-term guests. Set against the peaceful rhythm of upcountry life yet elevated by modern design and premium appointments, 100 Kalelemuku is a rare new-build offering in one of Maui's most desirable settings. Whether you're watching the sun rise over Haleakala or winding down with a sunset over the Pacific, every moment is choreographed around its beautiful setting and luxurious amenities. Inquire today for a private tour and the opportunity to see this incredible upcountry estate in person.

100 Kalelemuku Pl, Kula

Listing courtesy of Welcome Hawaii Properties.

$9,950,000
3 Beds 3 Baths 408390 MLS Fee Simple Tenure
Situated on Maui’s Upcountry serene landscape, this Legacy Estate offers stunning panoramic ocean and mountain views across 22.25 acres of pristine pastoral land. The first parcel of 10.46 acres features a spacious main residence and large detached cottage/studio. The second parcel of 11.79 acres is accompanied with a 2-bedroom 2-bath cottage, ideal for guests or caretakers, with room to build a main residence, and barn. Both parcels have separate water meters. Designed by Hans Riecke and Brian Bolter and constructed by Stephen King and Bill King, this impressive main residence includes an expansive great room with soaring ceilings, four stone fireplaces, a spacious open kitchen with top of the line appliances, dining areas, open sitting-room, office and den, a beautiful primary suite with spacious walk in closets and built-ins, two large guest rooms and covered decks for the enjoyment of the property, providing additional areas for entertaining guests and relaxation. The features throughout the homes exemplify fine craftsmanship with exotic hardwoods and custom finishes. A koa tree forest, producing olive orchard, and citrus orchard are among the many landscape features. This Extraordinary Estate is an Upcountry Maui treasure to behold.

95 & 285 Kekaulike Ave, Kula

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

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.