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68-1029 Pauoa Way, KAMUELA
$12,900,000
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.

4441 Pilikoa St, HANALEI
$12,500,000
3 Baths ⋅ 734426 MLS ⋅ ['Fee Simple'] Tenure
Steps from the sand at iconic Hanalei, where emerald mountains embrace the crescent shores of the bay, this distinctive residence embodies the beauty of Kauaʻi, as the spirit of aloha brightens each day. This 6 BD, 3 BA, 3,006 sq. ft. custom wood-and-glass home offers a rare opportunity to own a piece of Hanalei, complete with coveted TVR permit #1021 and decades of established vacation rental history. Offered for the first time in over three decades, this long-held property features soaring open-beam ceilings, rich natural woodwork, expansive windows, and wraparound lanais immersed in tropical greenery. Arranged across three levels, the versatile floor plan includes a 3 BD, 2 BA main living area with approximately 500 sq. ft. of wraparound lanais, a separate 2 BD, 1 BA lower-level living area with private entrance, expanded carport, ample storage, and a flexible upper-level family room with study overlooking the treetops. Ideal for multigenerational living, extended family, a second home, or investment. Set in the sought-after Hanalei Palms neighborhood, the property enjoys private tropical gardens including avocado, papaya, and banana trees. Waterfall and mountain scenery, swaying palms, and Hanalei’s natural beauty create a tranquil retreat, just a short stroll from the village. Enjoy beach walks, surfing, sailing, fishing, paddling the Hanalei River, or strolling to the beloved Hanalei Pier. Shops, coffee, groceries, acclaimed dining, art galleries, and boutiques are nearby, along with North Shore golf, tennis, and resort amenities. A rare Hanalei offering where cherished ownership, established vacation rental history, and the extraordinary beauty of Kauaʻi come together in a home that invites you to experience the spirit of aloha every day.

4441 Pilikoa St, HANALEI

Listing courtesy of Berkshire Hathaway HomeServices Hawaii Island Properties.

3735 C Diamond Head Road, Honolulu
$12,500,000
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.

7336 Alealea Rd, HANALEI
$12,500,000
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.

114 Keoawa St, Lahaina
$12,250,000
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.

4851 Lower Honoapiilani Rd, Lahaina
$12,000,000
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.

1586 Mokulua Drive, Kailua
$11,950,000
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.

4201 Anini Vista Dr Unit C, KILAUEA
$11,700,000
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.

43 Nonohe Pl, Paia
$11,000,000
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.

72-106 Hainoa Pl Unit 4, KAILUA KONA
$10,950,000
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.

325 Hokiokio Pl, Lahaina
$10,950,000
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.

426 Wailau Pl, Lahaina
$10,500,000
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.

95 & 285 Kekaulike Ave, Kula
$9,950,000
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).

3026 Ala Haku Lei Lp, KOLOA
$9,900,000
5 Baths ⋅ 733772 MLS ⋅ ['Fee Simple'] Tenure
From its elevated position at Aepo Nei 19, breathtaking southerly views unfold across the 8th green toward a horizon painted nightly in unforgettable sunsets. As the day unfolds, the setting invites you to slow down, settle in, and savor the extraordinary beauty of island living. Beautifully designed by renowned architectural firm Architects+CO and developed by Kauai Bahia Construction, vaulted ceilings and rich teak accents create an atmosphere of effortless sophistication, balanced by the warmth and soul of exceptional craftsmanship. Every element has been thoughtfully considered to deliver a refined interpretation of barefoot luxury. The interior design by Bossa Homes adds an effortless sense of warmth, relaxation, and sophistication, with carefully considered furnishings, textures, and finishes complementing the architectural character of the home. There is also a 611 sq.ft. garage. The connection between indoors and out is equally compelling. Expansive glass walls open to a generous lānai designed for effortless entertaining, complete with a built-in outdoor BBQ space and sweeping views that provide a spectacular backdrop to every gathering. Spend the afternoon gliding through the infinity-edge pool as the landscape and sky unfold around you, then unwind in the adjoining jacuzzi or retreat to the swim-in, swim-out sauna. As evening descends, the experience becomes even more magical. Gather around the outdoor fire pit beneath a vast Pacific sky, perhaps making plans for tomorrow, perhaps simply watching the stars emerge overhead. Here, the distinction between luxury and nature seems to disappear, replaced by an extraordinary sense of freedom, tranquility, and connection to place. As an exceptional added opportunity, the adjacent Aepo Nei Lot 18 may also be acquired, offering the rare possibility to create a private family compound—an expansive island retreat designed for generations to gather and enjoy together.

3026 Ala Haku Lei Lp, KOLOA

Listing courtesy of Hawaii Life.

3016 Ala Haku Lei Lp, KOLOA
$9,900,000
5 Baths ⋅ 733770 MLS ⋅ ['Fee Simple'] Tenure
Surrounded by lush tropical landscape, this exceptional four-bedroom retreat captures the essence of Pacific Modern tropical living at its most refined. Beautifully designed by renowned architectural firm Architects+CO, the residence seamlessly blends clean, contemporary lines with distinctive island influences. Rich teak finishes and natural textures are thoughtfully layered throughout, creating a sophisticated sense of harmony. Soaring ceilings and an uncompromising level of craftsmanship, brought to life by Kauai Bahia Construction, create a residence that feels both grand and deeply inviting. The interior design by Bossa Homes adds an effortless sense of warmth, relaxation, and sophistication, with carefully considered furnishings, textures, and finishes complementing the architectural character of the home. There is also a generous 611 sq.ft. garage. Floor-to-ceiling glass walls and expansive sliding doors dissolve the boundary between indoors and out, framing uninterrupted views across the 8th hole and lush fairways toward the infinity-edge pool and the Pacific Ocean beyond. The expansive outdoor lanai becomes a natural extension of the living spaces, complete with a fully equipped outdoor BBQ space, fire pit and multiple areas designed for effortless entertaining, relaxed gatherings, or quiet moments of retreat. The infinity pool invites long, leisurely afternoons and refreshing swims, complemented by a swim-in, swim-out sauna and adjoining jacuzzi for an elevated sense of relaxation. Every element of this residence has been thoughtfully considered to create a seamless connection between architecture, nature, and the effortless rhythm of island living. As an exceptional added opportunity, the adjacent Aepo Nei Lot 19 may also be acquired, offering the rare possibility to create a private family compound—an expansive island retreat designed for generations to gather and enjoy together.

3016 Ala Haku Lei Lp, KOLOA

Listing courtesy of Hawaii Life.

4561 Aukai Avenue, Honolulu
$9,850,000
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.

5070 Kukuna Rd, KAPAA
$9,800,000
6 Baths ⋅ 729255 MLS ⋅ ['Fee Simple'] Tenure
Hale Aliomanu is a private oceanfront estate located on Aliomanu Bay on the Northeast side of Kauai. As you drive in the gate, you enter your own personal retreat of swaying palm trees, the soothing sound of the ocean, lush tropical landscaping and the tranquility of Aliomanu. Enjoy unobstructed ocean views from most all of the rooms. Watch the sun come up from the comfort of your bed or stargaze from your lanai. Walk out your front door and stroll across the lush lawn to one of the most private and year round swimmer-friendly beaches on the island. This spacious estate features a primary oceanfront residence of well over 3,200 sqft of interior living spaces, five bedrooms and five and half bathrooms. A detached garage/workshop also has a second story suite quarters featuring a 500 sqft studio bedroom and bathroom. The elegance of this estate home is evident everywhere, with Ipe wood floors throughout, split A/C system, top of the line kitchen appliances and attention to every detail. This property also has a transient vacation rental license giving the property flexibility in use and income potential. Located on the northeast corridor of the island, you are just a short trip away from the beaches, world class surfing, tennis and golf of Kilauea and Princeville to the North and the shopping and restaurants of Kapaa to the south.

5070 Kukuna Rd, KAPAA

Listing courtesy of Hawaii Life.

100 Kalelemuku Pl, Kula
$9,745,000
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.

94 Keoawa Pl, Lahaina
$9,675,000
6 Baths ⋅ 410943 MLS ⋅ Fee Simple Tenure
Set within the premier gated community of Honolua Ridge, 94 Keoawa Place is a reimagined Kapalua residence offering more than 7,199 square feet of refined living space on nearly four acres of gently sloping land. Designed to embody world-class island living, the estate captures panoramic views of the Pacific Ocean, Molokai, Lanai, and the dramatic West Maui Mountains. 94 Keoawa Place stands as one of the most significant estates in Kapalua, uniting scale, seclusion, and a premier location with the assurance of a recent comprehensive, "down-to-the-studs" renovation. The house blends timeless island architecture with modern sophistication and state-of-the-art technology. For example, a new fully integrated Lutron system provides seamless control of audio and video throughout, including the dedicated theater room. Every element has been renewed—custom hardwood floors, new wiring and plumbing, fresh stucco, and all-new fascia and gutters, and a new tile roof. New Marvin windows and doors frame the views, while a 300K photovoltaic system with multiple backup batteries ensures both sustainability and independence. Inside, the residence offers 6 bedrooms, 5 full bathrooms and 2 half baths, thoughtfully arranged for comfort and versatility. Highlights also include a newly designed office, a lighted custom pantry, refreshed powder and laundry rooms, and elegantly updated bathrooms. There is a new stairway and railings that add architectural presence, while the main level features an all-new kitchen and dining area with an abundance of natural light. The outdoor spaces are equally striking. Expansive lanais flow into lush tropical landscaping, where a heated in-ground pool and spa overlook the Pailolo Channel. Here, sunsets are unforgettable, and in winter, humpback whales can be seen breaching against the horizon of Lanai and Molokai. Practical features include a three-car garage, underground utilities, private water and septic systems, cable TV, and automatic sprinklers—all designed for ease of living without compromising luxury. Life in Honolua Ridge offers privileged access to the best of Kapalua: two championship golf courses, including the famed Plantation Course, home of the PGA TOUR's Sentry Tournament of Champions; the Ritz-Carlton Maui and Montage Kapalua Bay resorts; acclaimed dining; hiking trails; and pristine white-sand beaches. For those seeking a private retreat in one of Hawaii's most celebrated resort communities, this residence is without equal.

94 Keoawa Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

3165 Diamond Head Road Unit 4, Honolulu
$9,500,000
3 Baths ⋅ 202525708 MLS ⋅ FS - Fee Simple Tenure ⋅ Kuu Makana@ Diamond Hd BLDG.
NEW PRICE!! This turnkey luxury residence is a rare offering, now enhanced w further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at the foot of Diamond Head in the 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 & 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 & 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.

184 Lolowaa Pl, Kihei
$9,495,000
5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure
NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - 4891sf under roof- Oversized 2-car garage - 52 owned PV solar panels - 4 Tesla backup batteries - EV charger- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass - The most exciting new luxury release to hit the market. A brand new single-level ocean view smart home that truly makes you say WOW. A 2025 Wailea Cohen Development Group design- Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision.

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

62-3734 Kaunaoa Pl, KAMUELA
$9,450,000
6 Baths ⋅ 733909 MLS ⋅ ['Fee Simple'] Tenure
Bold design. Exceptional outdoor living. Your private retreat at Mauna Kea Resort. Built in 2021, Hapuna Modern Home brings a fresh architectural perspective to Hapuna’s High Bluffs. Inspired by the Hawaiian Modern design tradition, this striking residence combines clean lines, generous gathering spaces, and effortless indoor-outdoor living. Five suite-style bedrooms make the home ideal for couples traveling together, groups of friends, and multigenerational families. Everyone enjoys a private retreat, with welcoming shared spaces to gather, celebrate, and reconnect. Approximately 2,200 square feet of covered lanai invite poolside breakfasts, leisurely afternoons, and evenings of dining and entertaining. A spectacular 72-foot pool, spa, and lawn create the feeling of your own private resort, with room to swim, play, or simply unwind. Concrete floors and thoughtfully selected, durable finishes support easy island living. Smart controls and solar power with battery storage add convenience and efficiency, while a dedicated spa and massage area offers space to relax and recharge. Turnkey and licensed for short-term vacation rentals, Hapuna Modern Home combines the enjoyment of a personal island escape with vacation rental flexibility. Spend your days enjoying the beaches, golf, and dining of Mauna Kea Resort, then return to a home designed to bring your favorite people together.

62-3734 Kaunaoa Pl, KAMUELA

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

1614 Halama St, Kihei
$9,195,000
4 Baths ⋅ 410457 MLS ⋅ Fee Simple Tenure
Discover exceptional beachfront living at 1614 Halama Street. This stunning oceanfront residence offers unobstructed Pacific views, breathtaking sunsets, and direct access to the shoreline from your own backyard. Designed to embrace Maui's natural beauty, the open layout features abundant natural light, and seamless indoor-outdoor living. Enjoy unforgettable evenings from the expansive lanai or oceanfront infinity pool, with panoramic views, neighboring island vistas, and seasonal humpback whale sightings. A spacious primary suite, generous guest accommodations, and lush tropical landscaping create the perfect private retreat. A rare opportunity to own a premier beachfront property on one of South Maui's most coveted streets.

1614 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

431/433 Portlock Road, Honolulu
$9,000,000
4 Baths ⋅ 202616314 MLS ⋅ FS - Fee Simple Tenure
Rare opportunity to own a true Portlock oceanfront estate spanning two separate lots totaling approximately 33,276 sq. ft., from the street to the ocean. The existing residence at 433 Portlock Rd offers direct oceanfront living with a swimming pool, covered lanai, generous yard, recently installed split ACs in every room, and ample off-street parking for 10+ vehicles. Enjoy sweeping ocean, Diamond Head, sunset, and Maunalua Bay views from this exceptional setting. Included is an adjacent 15,000+ sq. ft. vacant lot at 431 Portlock Rd, offering the potential to create a private family compound, build a custom residence, or preserve additional open space and privacy. A unique opportunity to own a substantial double-lot estate in one of East Honolulu’s most desirable oceanfront neighborhoods. TMKs: 1-3-9-016-009 and 1-3-9-016-012.

431/433 Portlock Road, Honolulu

Listing courtesy of Oceans Real Estate.

33 Hana Hwy, Paia
$9,000,000
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. Also listed as a long term rental under MLS# 410820

33 Hana Hwy, Paia

Listing courtesy of The Agency Maui.

223 Plantation Club Dr Unit 14, Lahaina
$8,998,000
4 Baths ⋅ 408037 MLS ⋅ Fee Simple Tenure
BEING WELL. For those that crave a holistic environment that nourishes the mind, body, and soul, in a tropical, private Hawaiian environment, the estate at 223 Plantation Club Drive is the home for YOU. Extremely private & serene, this extraordinary 2.18-acre sanctuary consists of mature luscious tropical landscaping with over 40 fruit plantings while being steps away from the 15th & 17th holes of the Kapalua Plantation Golf Course. The WELLNESS amenities include an ALL-IN PLUNGE® (cold water immersion), sauna, resort-sized pool & spa (complete with slides, pirate-themed smoke & lighting features), fire-pit, Koi-pond, vegetable-planter boxes, steam shower, workout facility and billiard table. This sprawling, single-level estate consists of 3 bedrooms, 3 bathrooms, and 1 1/2 half-bath spread across 5,366 living square feet. The residence showcases impeccable craftsmanship, state-of-the-art upgrades, and refined details throughout. Inside, discover 64 feet of motorized pocket doors that disappear into the walls, seamlessly blending the interior with over 2,000 square feet of covered lanai. The open floor plan features soaring 12-foot ceilings, two elegant living spaces, a dining area, a private office, a wine cellar, and two fireplaces. The gourmet kitchen boasts double islands, a new 48” Wolf range, and a Wolf grill at the outdoor bar, ensuring effortless entertaining. Two additional guest suites, all with 10-foot ceilings, provide ample accommodation for family & visitors. Outdoors, the estate’s transformation is nothing short of spectacular. The completely renovated pool features a grotto, two water slides, a 7-foot waterfall with a jumping rock, and an adjoining spa, creating a resort-like atmosphere. Hundreds of strategically placed landscape lights illuminate the lush grounds, koi pond, and tropical gardens, turning the property into a breathtaking paradise after sunset. The fully automated Savant system enhances the experience, providing control over nearly every aspect of the home, from lighting and sound to the 10 tiki torches and more. Additional features include a sprinklered orchard with over 40 fruit trees (bananas, avocado, mangos, lemons, limes, oranges, grapefruits, mountain apples, starfruit, papayas & more), an inviting outdoor shower, a spacious three-car garage with a home gym, and ample storage. The Plantation Estates of Kapalua is one of the most prestigious & exclusive golf-course gated communities in the Hawaiian Islands. This agricultural-zoned community consists of 53 Plantation Estates & 50 Honolua Ridge (phase 1 & 2) parcels. The community is home to the PGA’s annual Sentry Tournament of Champions Invitational and the Plantation Restaurant. Owners have easy access to the Kapalua Resort amenities including world-renowned D.T. Fleming Beach, Honolua Bay, whale watching, swimming, golf, hiking, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Montage massage/spa & the incredible shopping & fine-dining experiences. The quintessential luxury retreat, the estate at 223 Plantation Club Drive inspires you to attain a level of relaxation that YOU desire and deserve. YOUR Time Is Now.

223 Plantation Club Dr Unit 14, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

1011 Mokulua Drive, Kailua
$8,995,000
7 Baths ⋅ 202619411 MLS ⋅ FS - Fee Simple Tenure
TIMELESS LANIKAI RESORT LIVING. Exceptional custom residence in coveted Lanikai w/beach access across the street. Offering 4-BD, 6.5-BA, a private studio apartment suite, detached pool house, separate BBQ pavilion, & 3-car garage, this remarkable property lives like a private resort. A striking torii gate welcomes you into lush tropical grounds w/expansive lawns, mature landscaping & a beautiful swimming pool w/spa. The chef’s kitchen features abundant counter space, dine-in seating, dual sinks, gas & electric cooktops, dual ovens, oversized refrigerator/freezer, beverage drawers, wine captain, ice maker, and a large center island. Rich hardwood floors, natural stone accents, custom cabinetry, floating display shelves & wood-framed glass doors enhance the interiors. Covered indoor-outdoor hallways lead to 3 private bedroom suites w/garden & pool views. The upstairs primary retreat enjoys a private balcony, mountain vistas, home office, custom built-ins & a spa-inspired bath w/ dual vanities, walk-in shower & soaking tub. Fully walled & gated w/ a spacious motor court, this is a rare opportunity to enjoy true resort-style living in one of Oahu’s most desirable beachside communities.

1011 Mokulua Drive, Kailua

Listing courtesy of Coldwell Banker Realty.

2240 Maka Pl, KOLOA
$8,995,000
6 Baths ⋅ 733866 MLS ⋅ ['Fee Simple'] Tenure ⋅ Makahuena BLDG.
Set on Kauai’s southern coastline stands this newly completed 5 bedroom 5.5 bath Poipu Beach masterpiece zoned for long term living and vacation rental use. Inspired by its ocean surroundings and vast sea views, this coastal contemporary home, offers effortless living within the island’s premier oceanfront subdivision, Makahuena Estates. Located on the southernmost point of Kauai, this is one of just 10 homes that will enjoy a most unique environment where homesites of no less than 1 acre in size provide the space and quiet enjoyment many desire. The 2 story, 3,720 square foot luxury oceanview home emphasizes coastal perspectives from all rooms. Thoughtful placement of windows and doors provide abundant light and an invitation to enjoy the residence from inside or out. A pool, spa, outdoor dining, and sizable yard are also provided for your enjoyment. The continuum of styled appointments seamlessly join to create your optimal home experience. Vaulted ceilings, a floating staircase and sculpted indoor waterfall set the tone upon entry. From there, the complement of wood floors, smartly appointed chef’s kitchen and butler’s pantry, sophisticated lighting, and media, where you want it, and 5 refined oceanview bedroom suites with en-suite baths all come together to offer a home leaving no detail overlooked. Whether inside or taking in the breathtaking environment from the lanai, you’ll feel right at home here at 2240 Maka Place within Makahuena Estates. FEATURES OF 2240 MAKA PLACE Location: Poipu Beach, Kauai Land Area: 1.11 Acres Interiors: 3,720 SF Exterior Lanai: 959 SF Garage: 835 SF Utilities: Underground Clubhouse: Access to the neighborhood clubhouse Bed/Ba: 5 Bed/5.5 Baths Pool, Spa, Expansive Yard Use: Permanent or Vacation Rent Other: Coastal Hiking Path Close By: All Poipu Beach amenities View the video here (copy & paste into browser): https://tinyurl.com/6fyayx4e

2240 Maka Pl, KOLOA

Listing courtesy of COMPASS.

144 Halau Pl, Kihei
$8,895,000
4 Baths ⋅ 410860 MLS ⋅ Fee Simple Tenure
Located behind the gates of Wailea Golf Estates, 144 Halau Place is a designer-furnished, single-level contemporary residence offering privacy, ocean and golf course views, and exceptional indoor-outdoor living of over 5,000+ sq. ft. Expansive openings connect the interiors to covered lanais, a striking zero-edge infinity pool and spa, tropical landscaping, and views across the Wailea Blue Course. The property offers a private setting in the heart of Wailea and within easy walking distance to Wailea's beaches, golf, dining, shopping, and resort amenities. EXCEPTIONAL FINANCING OPPORTUNITY: An existing 2.25% fixed-rate mortgage with approximately 24.5 years remaining may be assumable by a qualified buyer, subject to lender approval and applicable requirements. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by a zero-edge infinity pools and spa, with built-in tiki torches to enjoy late nights under the stars. European oak flooring and contemporary finishes create a warm, refined aesthetic. The chef's kitchen features top-of-the-line Thermador appliances including a 92-bottle wine refrigerator and a built-in coffee system. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting. Listor is one of the owners of the property.

144 Halau Pl, Kihei

Listing courtesy of Compass-W.

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.

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