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$4,925,000
3 Beds 4 Baths 730765 MLS ['Fee Simple'] Tenure Kukui`Ula BLDG.
Tucked beneath the tree-lined drive leading to The Club at Kukuiʻula, Club Cottage 12B offers a relaxed island retreat just steps from the community’s private amenities. Owners and guests can easily stroll next door to dine, work out, enjoy spa treatments, play golf, or spend the afternoon by the pool, making everyday life effortlessly connected to the heart of The Club. Designed in the spirit of Kaua‘i’s plantation architecture, the cottage embraces indoor and outdoor living with spacious lānai, private front and back yards, and lush tropical plantings surrounding a lava rock fire pit. The home includes two primary suites with large built-in closets and spa-inspired bathrooms featuring dual sinks, pedestal tubs, and interior showers that open to outdoor lava rock garden showers. A separate one-bedroom guest cottage offers additional privacy for visiting friends and family. Inside, dark ipe flooring and black honed granite kitchen countertops complement a thoughtfully designed interior. The kitchen is equipped with GE Monogram appliances, including a refrigerator, range, and double-drawer dishwasher. Professionally designed furnishings, linens, artwork, accessories, and electronics are included, creating a fully furnished home that is ready to enjoy from the moment you arrive. Club Cottage 12B offers 2,642 square feet of total living space, including 1,983 square feet of air-conditioned interiors and 659 square feet of lānai living. Designed for LEED for Homes certification, this residence brings together comfort, craftsmanship, and the easy rhythm of life at Kukuiʻula on Kaua‘i’s sunny south shore in Poipu. Kukui`ula Ownership Amenities Include: Tom Weiskopf-designed, Private 18-hole Par-72 golf course, World-class spa, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios Access to Upcountry Farm and Catch n' Release Fishing Lake Volleyball, pickleball, horseshoes, Pool Bar and Grille, and much more

2833 Ke Alaula Street Unit 12b, KOLOA

Listing courtesy of Kukui'ula Realty Group LLC.

$4,925,000
7 Beds 7 Baths 202610108 MLS FS - Fee Simple Tenure
The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot lot, just a short stroll from Kailua’s iconic 3 mile sandy beach. Completely reimagined, the home feels brand new, fresh, modern, and thoughtfully designed for today’s island lifestyle. Two expansive primary suites anchor the home, each featuring spa-level amenities with private saunas, oversized walk-in showers, washer/dryer's and luxurious soaking tubs. A large rumpus room offers the perfect retreat for the little’s or additional entertaining, while the yard is surrounded by new areka palms that will give total privacy in the near future and a prized mango tree. Plenty of room for a pool too. The kitchen is a showpiece, centered around a 14-foot quartzite island, complemented by striking windows, doors, stone flooring, and two architectural staircases. A rare 2,000-square-foot rooftop deck delivers flexibility for entertaining or relaxing under the stars. Additional highlights include an au-pair suite with kitchenette, a stunning porte-cochère, and an unbeatable location close to the heart of Kailua.

125 N Kalaheo Avenue, Kailua

Listing courtesy of eXp Realty.

$4,895,000
4 Beds 6 Baths 409534 MLS Fee Simple Tenure
Located within the coveted acreage community of Wailuku Country Estates, 2150 Kamaile Street offers a rare combination of privacy, scale, and resort-style living across approximately 2.78 acres. The main residence spans approximately 3,175 square feet and is designed to capture the essence of indoor-outdoor island living. Generous living spaces flow effortlessly to the surrounding grounds, creating an inviting setting for both everyday comfort and elevated entertaining. A detached two-bedroom, two-bathroom Ohana of approximately 1,000 square feet enhances the compound feel of the property. Complete with an oversized garage, this separate residence offers privacy and versatility while remaining integrated into the overall estate design. Recent enhancements have transformed the outdoor experience into a private retreat. A newly constructed resort-style pool and spa anchor the property’s recreational amenities, complemented by an expanded pool deck ideal for gatherings. A tranquil water feature and private putting green further elevate the grounds, creating a curated setting designed for relaxation and enjoyment. The detached barn structure has been thoughtfully upgraded and finished, adding substantial flexibility to the estate. Whether utilized as a studio, gym, office, creative space, or extended entertaining area, it contributes meaningful utility and enhances the property’s overall functionality. With nearly three acres of usable land, multiple structures, and newly added resort-level amenities, 2150 Kamaile Street presents a compelling opportunity to own a private lifestyle compound in one of Central Maui’s most desirable estate communities. This is a property designed not only as a residence — but as a destination.

2150 Kamaile St, Wailuku

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$4,895,000
3 Beds 4 Baths 408559 MLS Fee Simple Tenure
A TIMELESS, light-filled OCEAN VIEW residence designed for indoor/outdoor Maui living, this ELEGANT 3-bedroom plus office (possible 4th bedroom) & add'l den, 4-bath home (approx. 4,355 sq. ft.) welcomes you with a stately sense of arrival with soaring ceilings and beautifully crafted ARCHITECTURAL detail. Arched mahogany-and-glass entry doors, keystoned with African Wenge accents, open to a GRAND CURVED VESTIBULE where rounded plaster walls and RICH MAHOGANY paneled wainscotting set a sophisticated tone. A grand staircase—finished with stained-glass artistic newel finials—creates a memorable centerpiece Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3943 Wailea Ekolu Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$4,800,000
4 Beds 5 Baths 202604988 MLS FS - Fee Simple Tenure
Welcome to paradise living at 84-1000 Maiola St in the private gated community of Mauna 'Olu in Makaha Valley on the Leeward coast of Oahu! This hillside estate boasts panoramic ocean views of Makaha Beach and the Waianae mountain range. Newly built in 2007 and renovated in 2025 including brand new travertine flooring, kitchen cabinets, granite countertops, stainless steel appliances, fresh paint, tropical landscaping, hand carved wood details, and an attached ohana dwelling with separate entrance for private hospitality or visitors. Resort like amenities include an infinity edge salt water pool with waterfall, outdoor putting green, full-size tennis court, outdoor bar, traditional imu, gas grills, fire pit, and a detached 1,800 sqft 2-story garage with elevator perfect for a workshop, studio, or extra storage. The spacious open-concept layout is perfect for entertaining or relaxing in this peaceful and private setting. Enjoy the beautiful Hawaiian sunsets from the large lanai, bring your golf clubs to Makaha Valley Country Club, or take a short stroll to the beach for a swim. Don't miss this rare opportunity to own your piece of paradise with this private Makaha estate!

84-1000 Maiola Street, Waianae

Listing courtesy of Compass.

$4,800,000
5 Beds 7 Baths 202528272 MLS FS - Fee Simple Tenure
Perched on the eastern facing perimeter of the prestigious Hawai’i Loa Ridge, 875 Ikena Circle brings a unique grandness to Oahu. Enjoy picturesque views of the Pacific Ocean, Hawai’i Kai Marina, Koko Head, and Portlock. A multi level layout provides the ideal recipe for entertainment and multigenerational living. The main level of the home showcases vaulted ceilings and an abundance of natural light. A spacious primary bedroom suite is situated on the main level adjacent to the living room. Make your way downstairs where you are presented with 3 suites along with an additional living room that opens to the pool deck. A detached pool house provides a personal sanctuary that can be utilized as a home office, a space for guests, or a cozy man cave. Amenities within the community include: Gated entry, 24/7 security, tennis & pickleball.

875 Ikena Circle, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

$4,750,000
4 Beds 4 Baths 202614529 MLS FS - Fee Simple Tenure
Privately positioned in the coveted Waialae Iki neighborhood, this exceptional residence was thoughtfully designed and built with a distinctly European eye for craftsmanship, proportion, and timeless design. Framed by eye level views of Diamond Head and sweeping Pacific Ocean from nearly every room, the home embraces its surroundings with effortless elegance. Offering four bedrooms and three and a half bathrooms, including a secluded primary suite in its own wing, the floor plan balances privacy with comfortable everyday living. Brand new finishes, custom crafted kitchen and bathrooms, premium Thermador appliances, and carefully curated materials create a refined aesthetic that feels both warm and enduring. Outside, the newly plastered pool and expansive patio are surrounded by lush landscaping, offering a rare sense of seclusion for entertaining or quiet relaxation. With cool trade winds flowing throughout and every detail executed with intention, this is a home where exceptional craftsmanship and timeless architecture come together in one of Honolulu’s most sought after hillside settings.

1931 Alaweo Street, Honolulu

Listing courtesy of REMAX Hawaii.

$4,750,000
3 Beds 4 Baths 409873 MLS Fee Simple Tenure
This 10 acre Piiholo property at 4,000' elevation borders a 41-acre State forest and has incredible ocean and mountain views. The very distinctive and extraordinary main residence, designed by renowned architect Jim Hestand of Maui Architectural Group, is an absolute work-of-art. Almost entirely constructed with old-growth redwood, the architectural inspiration was designed for the well-known concerts and poetry gatherings among the owners in the days of its grandeur...a true legacy property. The main home has recently been thoroughly and lovingly returned to its original beauty and beyond, with the remodeling and modernizing of the kitchen and bathrooms. All of the out-buildings, concrete driveway and landscaping have also been restored. Rare peace and privacy are assured within the grounds. The 2nd residence is reminiscent of a mountain cabin vibe. The 2 residences are separated by many usable acres of trees and orchards. One could certainly imagine this property being ideal for horses. In between the two homes there is an artist/musician studio with flexible use. There are 2 water meters, serving each end of the property. Additionally, there is a large garage/workshop and a useful farm structure. Pi'iholo, is known for cool days and cooler evenings with passing mists, reliable rainfall and refreshing trade winds. There are several respected public schools and excellent private schools in the region. Farmers markets, supermarkets and roadside stands assure you can keep your shopping Up Country. The range of restaurants is remarkable. And for health care, Up Country has it all.

2450 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

$4,700,000
3 Beds 4 Baths 409698 MLS Fee Simple Tenure
Escape to your own private paradise in the serene coastal town of Hana, Maui. This custom-built 3-bedroom, 3.5 bathroom home is a testament to luxury and tranquility, offering an expansive 3295 square feet of carefully crafted living space. Upon entering, you'll be greeted by soaring high ceilings that create an open and airy ambiance, inviting you to unwind in the comfort of this exquisite residence. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing a seamless flow for both relaxation and entertainment. The gourmet kitchen is a culinary masterpiece, featuring top-of-the-line appliances, custom cabinetry, and a spacious island for culinary creations. The primary bedroom is a private sanctuary, offering an en-suite bathroom and showcasing panoramic ocean views that envelop the space in a sense of calm and escape. Each additional bedroom is generously sized and offers its own unique charm and comfort. The well-appointed bathrooms feature elegant finishes and luxurious amenities. Step outside to the expansive 1.1-acre oceanfront property, where you'll be greeted by unobstructed and sweeping ocean views that stretch to the horizon. The tiki bar area is the perfect setting to savor the coastal breeze, while the presence of coconut trees adds to the tropical ambiance. Keep an eye out for passing dolphins and whales, as well as the graceful presence of sea birds, all enhancing the natural beauty of this coastal retreat. A detached garage provides ample space for vehicles and storage, while the ocean view guest suite offers a private haven for visitors or additional living space. Embrace the beauty of the sunrise and the tranquil rhythm of coastal living, as you immerse yourself in the enchanting allure of Hana, Maui. This exceptional property offers a rare opportunity to experience the ultimate oceanfront lifestyle, where each day is graced by the beauty of the sea and the tranquility of coastal living. Whether you're seeking a luxurious permanent residence or a vacation retreat, this home offers a unique blend of elegance, comfort, and natural splendor. Don't miss the chance to make this oceanfront oasis your own. Contact your Realtor today to schedule a private tour and discover the endless possibilities of coastal living in this extraordinary home in Hana, Maui.

51 Kapohue Rd, Hana

Listing courtesy of Compass-W.

$4,700,000
5 Beds 4 Baths 727330 MLS ['Fee Simple'] Tenure
Digita Active Brochure https://storybookviewer.com/116672-139361 Tucked away on the gentle slopes of Hualalai Mountain, this exquisite property offers a serene retreat that hovers over the stunning coastline of Kailua Kona. Nestled at an elevation of approximately 900 feet, it offers an ideal year-round climate. Spanning slightly over 4 acres, the land is home to approximately 3,000 mature coffee trees, offering an enticing opportunity for the gentleman farmer or anyone with a passion for cultivating their own piece of paradise. With an emphasis on privacy and tranquility, this property truly embodies the essence of an oasis. The residence includes approx. 3800 Square feet of thoughtfully designed interior living space, featuring 5 spacious bedrooms and 4 baths. The home's architecture highlights soaring 16' ceilings that enhance the sense of openness and light while providing breathtaking views from nearly every room. For those who enjoy the outdoors, this property offers an in-ground swimming pool and plenty of lawn for children and pets to roam freely. This home is not just a residence; it is a lifestyle that combines the beauty of nature, luxurious living, and the joy of farming, making it an exquisite haven for those seeking a unique and fulfilling way of life on the Big Island. The coffee trees can be farmed out, making your life carefree. Home was professionally staged and is being sold unfurnished. Also being sold As-Is. County records have not yet been updated to reflect that all permits have been finalized, and the land area has been reconsolidated to 4.68 acres.

75-876 Kamila Pl, HOLUALOA

Listing courtesy of Premier Island Properties LLC.

$4,695,000
4 Beds 3 Baths 202612376 MLS FS - Fee Simple Tenure
Wake up to the sound of waves and the sun rising over the Pacific Ocean at this Kaimalino oceanfront retreat in Kailua. This plantation-style home with wraparound decks offers daily views of marine life and panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This custom-designed home was built in 1987 and has been well maintained by one owner. The four bedroom layout w/ three baths welcomes family & friends in comfort and features a bedroom/bath on the main level, 75-ft. saltwater lap pool with heated tiled spa, remodeled kitchen (2021), double-sided fireplace, 'ohi'a wood floors, plantation shutters, photovoltaic and roof (2013), gutters (2025), laundry room with utility sink. Custom wood finishes and cabinets throughout include koa, teak, cherry. Enjoy the beauty of an oceanfront setting where every day feels like a vacation with ever-changing seascapes, full moons, whale watching, and more. Sought-after Kaimalino neighborhood features underground utilities and is just minutes from Kailua Town, world-famous Kailua Beach, and nearby Turtle Beach (Baby Beach), with convenient access for kayaking and stand-up paddleboarding.

586 Kaimalino Street, Kailua

Listing courtesy of Hawaii Life.

$4,650,000
4 Beds 5 Baths 406659 MLS Fee Simple Tenure
Welcome to 116 Pulelehua Street in Pineapple Hill Estates, where elegance meets leisure! Nestled behind the scenic 7th tee box of the renowned Kapalua Bay Course, this stunning home is designed for both relaxation and enjoyment. With its inviting westerly views stretching down the iconic 7th fairway to Molokai, every evening is graced by breathtaking sunsets that will leave you in awe. This elegant single-story retreat features a thoughtfully designed dual-master suite floor plan that prioritizes comfort and luxury. Imagine waking up to the serene sight of expansive golf course and ocean vistas from the comfort of your own haven. This fully-furnished sanctuary boasts four ensuite bedrooms, accented by exquisite travertine floors and countertops, seamlessly blending style with functionality. As part of the community, indulge in a wealth of on-site amenities: take a refreshing dip in the large heated pool, challenge friends to a match on the tennis/pickleball courts, or simply unwind at the clubhouse. If that’s not enough, the surrounding resort amenities elevate your lifestyle even further. Imagine treating yourself to a day at the award-winning Montage spa, perfecting your swing on world-class golf courses like the Plantation Course and The Bay Course, or savoring delectable dishes at some of the island's finest restaurants—all just moments from your door. Experience the finest blend of luxury living and island lifestyle at 116 Pulelehua Street. Your paradise awaits.

116 Pulelehua St Unit 1, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$4,600,000
4 Beds 4 Baths 701659 MLS ['Fee Simple'] Tenure
Nohea at Mauna Lani is a premier development situated in the westernmost part of the renowned Mauna Lani Resort near the New Auberge Collection Hotel. Check out the 3-D Walkthrough by clicking the video link. This home is new construction, ready winter of 2025, and offers a Modern, Tropical-inspired design with majestic views of the Kohala Mountains and beyond. Once inside enjoy premier privacy, 5 bedrooms and 4 full bathrooms, and high-end fixtures and finishes that await your inspection. Owners enjoy exclusive access to Nohea's full-featured amenity center with an owner's Hale, including a full kitchen and plenty of room for gatherings of friends and family. Combine this with Nohea's exercise hale and BBQ pavilions, and you have an amenity package second to none. In addition to the stunning beaches found at the owner's Beach Club at Makaiwa Bay, enjoy the ancient fishponds along with the 1.5 miles of shoreline within Mauna Lani. Enjoy the restaurants and boutiques within easy walking distance at the Shops of Mauna Lani. Incredible finishes and hardware accentuate the rich hardwood trim, doors, and cabinetry. Sliding doors open to views of the private pool and rear yard, offering plenty of privacy. Enjoy Chef's kitchen with Wolfe, six burner gas range, Sub Zero refrigeration, and luxurious cabinetry. Hardwood floors throughout accentuate the matching trim and doors. All bathrooms feature porcelain tile and engineered stone countertops. This home includes a heated, free-form pool, spa, and plenty of deck area for large gatherings. Nohea offers right-sized home sites with views to golf fairways and the majestic Mauna Kea, Hualalai, and Kohala Mountains and beyond all, cooled by pacific breezes and lulled by sounds of the ocean not far away. Uniquely positioned within the heart of the Resort. Property listed at construction start. Days on the market reflect time under construction.

68-1008 Nohea Makai St, KAMUELA

Listing courtesy of Coldwell Banker Island Properties - Kamuela.

$4,599,000
4 Beds 5 Baths 729208 MLS ['Fee Simple'] Tenure
Welcome to 5020 Lau Nahele Street, an island style residence in Kukuiula on Kauai’s South Shore, where modern design and island tradition come together. Thoughtfully crafted as a space for connection and relaxation, this home blends cutting-edge smart technology with seamless indoor-outdoor living. Brilliant smart home controls and SONOS audio enhance the atmosphere, while eco-conscious SIPS construction ensures energy efficiency, superior insulation, and soundproofing. Italian cabinetry, clean lines, and open living areas reflect a contemporary take on classic Hawaiian architecture. Outside, the heated pool, spa, fire pit, and BBQ area create the perfect setting for gatherings under the stars, surrounded by lush tropical landscaping. Designed to host up to 12 guests, this home features a spacious 3-bedroom, 3.5-bath main home with en-suite retreats and an inviting open floor plan that flows to the lanai. A detached 1-bedroom, 1-bath guest house doubles as a poolside retreat, offering privacy and flexibility. The interiors, curated by award-winning Noe Studios, exude sophistication and warmth, complementing the island’s natural beauty. Whether as a personal sanctuary or a space to welcome family and friends, 5020 Lau Nahele Street is a rare gem in one of Kauai’s most sought-after communities.

5020 Lau Nahele St, KOLOA

Listing courtesy of COMPASS.

$4,500,000
3 Beds 2 Baths 202614139 MLS FS - Fee Simple Tenure
RARE KIHEI BEACHFRONT OPPORTUNITY – PRICED WITH EMPHASIS ON LAND VALUE. An exceptional opportunity to acquire an oversized 15,785 sq. ft. direct beachfront property along highly desirable Halama Street on Maui’s South Shore. With limited beachfront land available, the value here is in the land, location and long-term potential. Enjoy breathtaking panoramic ocean and outer-island views of Lanai, Kahoolawe, West Maui and Molokini. The property fronts a peaceful sandy beach sheltered by offshore reefs, creating calm, shallow waters ideal for swimming and paddling. An existing 3-bedroom, 2-bath residence provides the opportunity to enjoy, rent or renovate while exploring the potential for a future custom beachfront estate, subject to applicable governmental approvals. Conveniently located near restaurants, coffee shops, shopping, parks, tennis courts and golf. Acquire the land. Enjoy it today. Create your vision for tomorrow. A truly rare opportunity to secure a substantial fee-simple beachfront parcel in one of South Maui’s most desirable locations. Whether held for the future, renovated or reimagined, this is an opportunity to own an irreplaceable piece of Maui beachfront.

1756 Halama Street, Kihei

Listing courtesy of Five Star Realty, Inc..

$4,500,000
2 Beds 2 Baths 410325 MLS Fee Simple Tenure
Laulea is often translated as “peace and friendship,” which feels particularly appropriate for one of Spreckelsville’s most desirable private roads. Set on just under one-third of an acre, this inviting house and cottage property captures the relaxed character of Maui’s North Shore. The two-bedroom, two-bath main home was completely rebuilt in 1996 with style, warmth, and distinctive details, including seashell relief work, bamboo accents, and ohia posts. Skylights, open-truss ceilings, and an open kitchen and living area fill the home with natural light, while two spacious covered lanais extend the living space outdoors and create inviting settings for dining, relaxing, and gathering with friends. Built in 2005, the elevated cottage has its own Balinese-inspired character, with merbau wood and travertine floors, vaulted ceilings, Venetian plaster, and thoughtful architectural touches throughout. A flexible bonus space below the cottage provides additional room for a home office, gym, studio, storage, or other uses. The lovely backyard and two outdoor showers are perfectly suited to life near the beach. Multiple beaches and surf spots are nearby, along with Maui Country Club, Kaunoa Senior Center, Pa?ia, and convenient access to OGG, Whole Foods, and Costco. Peaceful, private, and full of personality, this is a special little compound in one of the North Shore’s most sought-after neighborhoods.

450 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$4,500,000
7 Beds 5 Baths 202611944 MLS FS - Fee Simple Tenure
E Komo Mai to Your Own Private Paradise Above Wailea. As you pass through the gates, a lush tropical landscape unfolds. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Cascading waterfalls and a tranquil koi pond greet you upon arrival. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a 180-degree panoramic view, with Kaho'olawe to the left and Lana'i to the right. Mornings begin slowly, coffee in hand, the ocean below. Evenings end with the sky igniting in color, each sunset an original. Rare in scale and versatility, the main residence offers two living rooms, an attached guest suite, a separate two-bedroom rental, and an additional guest suite. Perfect for multi-generational families or investors. Outside, resort-caliber living awaits: a sparkling pool, sauna, steam room, outdoor bar, and poolside television. Over 72 solar panels and smart home technology reduce energy costs. Offered fully furnished and turnkey, including your own electric car and charging station. Bring your suitcase. Everything else is waiting. Resort Living. Island Privacy. Endless Possibilities.

3264 Keha Drive, Kihei

Listing courtesy of eXp Realty.

$4,500,000
4 Beds 3 Baths 730946 MLS ['Fee Simple'] Tenure
This beautifully designed 4-bedroom, 3-bath brand-new residence offers an exceptional blend of luxury, privacy, and island living. The home features a private swimming pool with a waterfall-edge spa, creating a tranquil outdoor retreat ideal for entertaining or relaxation. The main residence includes three bedrooms and an open-concept great room with a gourmet kitchen, thoughtfully appointed with premium appliances including a 48" Wolf refrigerator and freezer, Wolf 36" induction range, Cove dishwasher, Wolf wine refrigerator, Wolf under-counter beverage center, and LG Signature Series washer and dryer. A detached guest suite hale provides added privacy and flexibility for guests or extended family. Located within the gated community of Nohea at Mauna Lani, this home sits in the heart of the Mauna Lani Resort, adjacent to the Mauna Lani North Golf Course, just north of Mauna Lani, Auberge Resorts Collection, and moments from Tommy Bahama Restaurant & Bar and The Shops at Mauna Lani. STVR is also allowed. All Mauna Lani homeowners enjoy exclusive access to the private Mauna Lani Beach Club, featuring a gated white-sand beach in a calm swimming bay, Napua Restaurant, on-site lifeguards, cabanas, showers, and some of the best snorkeling on the Big Island. Lounge chairs are provided—just bring your beach towels. The Mauna Lani Resort is also home to Mauna Lani, Auberge Resorts Collection and the Fairmont Orchid Hotel, with optional annual golf memberships, golf, sports & tennis combinations, and sports club & tennis garden memberships available. Nearby, The Shops at Mauna Lani offer multiple dining options and a grocery store. This residence offers a rare opportunity to embrace the Mauna Lani lifestyle— where refined island amenities are all at your doorstep. Whether as a primary residence or second home, this exceptional property embodies the very best of Hawai‘i resort living. Landscaping & driveway to be completed soon.

68-1002 Nohea Makai St, KAMUELA

Listing courtesy of Hapuna Realty.

$4,500,000
5 Beds 4 Baths 409863 MLS Fee Simple Tenure
E Komo Mai to Your Own Private Paradise Above Wailea As you pass through the gates at 3264 Keha Drive, a lush tropical landscape unfolds before you. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Every detail of this incredible multi-family estate has been designed to embrace the beauty and peacefulness of island living, while delivering the comforts and amenities of a private luxury retreat. Cascading waterfalls and a tranquil koi pond greet you upon arrival, and from the very first moment, the stage is set for an immersive Maui experience. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a 180-degree panoramic view that stops you in your tracks every single time. The Pacific stretches endlessly before you, with Kaho'olawe rising from the sea to the left and Lana'i to the right, two islands framing a horizon that transforms at golden hour into something that simply cannot be described, only witnessed. This is the view that Maui is famous for, and it belongs to this home. Life here is lived looking outward from every vantage point the estate offers. Mornings begin slowly, coffee in hand, the ocean laid out below you. Evenings end with the sun dropping toward the horizon as the sky ignites in brilliant color, the trade winds moving through, each sunset an original. You will never see the same one twice. The estate is rare in both scale and versatility, offering significant square footage and a multi-structure configuration that opens up genuine possibilities. The main residence, complete with two living rooms and generous proportions, is complemented by an attached private guest suite, a separate two-bedroom rental, and an additional private guest suite. For a multi-generational family, it is the perfect gathering place. For the investor, it is an income-producing property with the rental infrastructure already in place. Outside, resort-caliber living awaits. A sparkling pool anchors the outdoor space, with a sauna, steam room, full outdoor bar, and poolside television all within reach, thoughtfully designed for quiet mornings and unforgettable gatherings alike. These spaces don't just complement the Maui lifestyle; they embody it. Over 72 solar panels paired with integrated smart home technology run quietly in the background, dramatically reducing energy costs and delivering the kind of efficiency a property of this caliber deserves. A fully electric Nissan Leaf and dedicated charging station are included, making the transition to island living as seamless as it should be. This estate is offered fully furnished and completely turnkey, perfectly suited for the island family ready to settle into something exceptional, the buyer watching another winter roll in somewhere far from here, or the investor seeking a property that works as beautifully as it looks. Bring your suitcase. Everything else is already waiting. Opportunities like this are rare. The elevation, the views, the scale, the versatility, all within one of Maui's most coveted neighborhoods. This kind of property doesn't come around often, and when it does, it doesn't last. Resort Living. Island Privacy. Endless Possibilities.

3264 Keha Dr, Kihei

Listing courtesy of eXp Realty.

$4,500,000
2 Beds 2 Baths 730562 MLS ['Fee Simple'] Tenure Anini Beach House BLDG.
Set just a few feet from the gentle waters of Anini Beach, this single-family home offers two bedrooms and two bathrooms across approximately 2,100 square feet of interior living area and a large oceanfront lanai. Swim, sunbathe, snorkel, kayak, windsurf, stand-up paddle, or surf—Anini is yours to explore at a moment’s notice. Just minutes away, the communities of Princeville and Kilauea provide a selection of fine dining, boutique shopping, and world-class golf. Hanalei, with its legendary bay, farmers markets, and lively art scene, is within easy reach. Explore miles of hiking trails, discover scenic lookouts, and immerse yourself in the relaxed lifestyle of Kaua‘i’s North Shore.

4271 Anini Rd, KILAUEA

Listing courtesy of Hawaii Life.

$4,500,000
5 Beds 5 Baths 202604580 MLS FS - Fee Simple Tenure
Located directly along the legendary stretch of sand at 61-651 Kamehameha Highway, this rare beachfront property sits on the world-famous Laniakea Beach — one of Oahu’s most vibrant and sought-after coastal neighborhoods. This is a place where the rhythm of the ocean defines daily life, sea turtles bask onshore, and world-class surf breaks like Laniakea and Himalayas fire just steps from your door. The home itself offers a generous footprint and flexible layout, well-suited for multi-generational living or a dual-unit configuration, and is ready for your vision and improvement. With ocean views from nearly every bedroom, the setting delivers something irreplaceable: direct connection to the Pacific Ocean and an address that simply cannot be replicated. This is a property where the value is rooted in land, frontage, and lifestyle. Set behind a gated entry, the residence includes two full laundry rooms, solar hot water, A/C in every room, Wi-Fi throughout, a security system, and is pre-wired for a beachfront hot tub. The expansive grounds offer direct beach access, inviting you to surf, wing foil, kite-surf, or simply walk out barefoot and feel the pulse of the North Shore.

61-651 Kamehameha Highway, Haleiwa

Listing courtesy of Turtle Bay Condos & Realty LLC.

$4,500,000
8 Beds 3 Baths 202600153 MLS FS - Fee Simple Tenure
Fabulous opportunity to own a large lot property in Manoa! Keep as is or let your imagination go! Nestled in a peaceful and private setting at the end of a quiet, traffic-free dead end street, this exceptional property offers a rare blend of space, potential, and classic charm on over half an acre of land. This unique compound features three distinct dwellings, providing ultimate flexibility for multi-generational living, rental income, or a private home with ample space for guests and offices. Built in 1950, the homes carry the enduring character of the era, waiting for your personal touch to restore and modernize. The true standout is the unparalleled outdoor space and practical convenience, tons of open space—a dream for owners with multiple vehicles, hobbyists, or hosting gatherings. Adjacent lots 1-2-9-023-013-0000 and 1-2-9-023-003-0000 available to expand to over 3 acres. Property tax reflective of tax exempt status of renter. Actual square footage and bed/bath count may differ from tax records. Buyer to verify all.

2727 Hipawai Place Unit B, Honolulu

Listing courtesy of eXp Realty.

$4,499,995
4 Beds 4 Baths 409092 MLS Fee Simple Tenure
When HOME is the destination. Set in an IDEAL UPCOUNTRY location, this ENTERTAINER'S DREAM is where luxury, RESORT INSPIRED amenities, and Maui’s natural beauty merge in harmony. Upon entry, BI-COASTAL OCEAN AND MOUNTAIN vistas unfold like nature’s own work of art. Thoughtfully renovated and expanded in 2025, the home was re-imagined as a place of beauty, recreation, and restoration. Perched at Kulamalu Hilltop, an exclusive and highly coveted gated enclave of just 13 residences, this 4-bedroom, 4-bath home offers approximately 3,882 square feet under roof, including a 3-car garage. Soaring ceilings create architectural volume, while hybrid Koa flooring and Roman Gold Travertine establish a rich foundation. In the foyer, a custom glass-enclosed 150+ bottle wine display makes a striking impression. The main living area is anchored by a split-faced marble wall, linear fireplace, suspended glass sculpture chandeliers, and sliding glass walls that open effortlessly to the outdoors, creating the kind of seamless indoor-outdoor living that defines the Maui lifestyle. A private resort unfolds with a natural-style infinity-edge lap swimmable water feature echoing the stillness of a reflection pond. Practice greens with six golf holes, two tee boxes, a sand bunker, and gathering areas with fire pits create a sublime, curated outdoor experience. A gourmet kitchen designed for culinary creativity and entertaining features a multifunctional workstation sink with LED temperature display, waterfall and rain dance functions, Sub-Zero, Wolf, and Bosch appliances, Calacatta West quartz counters, and a beveled glass tile backsplash. The Primary Suite Retreat offers a serene sitting area positioned to take in both ocean and mountain views, with an ensuite spa-like bathroom, dual-sided gas fireplace, and walk-in closet. The game room may also serve as a great room, private lounge, media retreat, or flex space. Tech features include dual-zone AC, Nest thermostat, Blink security, and app-enabled smart home integration. Special features include: This entertainer's dream estate offers bi-coastal ocean and outer island views at Upcountry Maui's most coveted elevation, with convenient access to Maui's top-rated schools. Six-hole private practice green with two tee boxes and sand bunker, natural-style infinity-edge lap pool, extensively and thoughtfully renovated and expanded in 2025, Sub-Zero and Wolf gourmet kitchen, dual-sided gas fireplace, La Cantina sliding pocket doors, custom glass-enclosed 150+ bottle wine display, suspended glass sculpture chandeliers, hybrid Koa flooring and Roman Gold travertine, 40-panel PV solar system, and Tesla EV charging. Gated enclave of just 13 residences. Please see the full list of improvements and features. The pineapple cultivation supports the property’s agricultural land classification, resulting in reduced water rates and other benefits. 35 Ohia Lehua Place offers a rare expression of Upcountry luxury, artfully designed, deeply restorative, and shaped by an awe-inspiring view of nature.

35 Ohia Lehua Pl, Pukalani

Listing courtesy of Maui Real Estate Advisors LLC.

$4,498,000
6 Beds 8 Baths 202613193 MLS FS - Fee Simple Tenure
Experience refined island living in this expansive 6 bdrm, 7.5 ba Kahala residence! Set on a level 11,193 sq. ft. lot with an impressive 7,866 sq. ft. of interior living space, this home is designed for grand entertaining and exceptional comfort. Soaring high ceilings and elegant marble flooring anchor the grand living space, seamlessly flowing from the formal living room to the privately situated swimming pool and whirlpool spa—perfect for indoor-outdoor entertaining. Every bedroom features its own en-suite bathroom, offering privacy for family and guests alike. Additionally, the home is thoughtfully appointed with a private sauna and entertainment room—perfect for lounging and gathering. A rare opportunity to own a luxury estate in one of Honolulu’s most prestigious neighborhoods just moments from the shopping and eateries at Kahala Mall!

4327 Kilauea Avenue, Honolulu

Listing courtesy of REMAX Hawaii.

$4,495,000
5 Beds 5 Baths 732197 MLS ['Fee Simple'] Tenure
In Bayview Estates, this 2020 custom residence captures the Kona Coast from an uncommon vantage point. The home is positioned farther toward the ocean than many neighboring properties, while both adjacent residences sit behind the pool and lanai view corridor. The result is a remarkable sense of openness, with sweeping 270-degree ocean and coastline views and year-round sunsets unfolding across the horizon. Set on a generous 18,373-square-foot lot, the 5-bedroom, 5-bath home offers 3,276 square feet of refined interior living space shaped around Hawai‘i’s indoor-outdoor rhythm. A gated entry leads through a landscaped courtyard to an expansive great room, where rich wood detailing, open living and dining areas, and large pocketing doors create a fluid connection to the covered lanai. The chef’s kitchen features custom cabinetry, quartz surfaces, a waterfall island with seating, premium appliances, a wet bar, wine cooler, and a pass-through window to the outdoor entertaining area. Just beyond, the lanai opens to the pool, spa, and built-in BBQ, with generous space for dining, conversation, and quiet moments against the ocean backdrop. The ocean-view primary suite includes a private lanai, substantial walk-in closet, and spa-inspired bath with dual vanities, dual shower heads, a freestanding soaking tub, and an outdoor shower. Additional ensuite bedrooms, private outdoor spaces, and a fifth bedroom with a separate exterior entry add flexibility to the floor plan. An attached garage completes the property, just minutes from Keauhou Bay, ocean recreation, dining, shopping, and Keauhou Shopping Center in Kailua-Kona.

78-7032 Mololani St, KAILUA KONA

Listing courtesy of COMPASS.

$4,485,000
5 Beds 5 Baths 730706 MLS ['Fee Simple'] Tenure
A classic Kiahuna Golf Village residence in both design and style, this spacious two-story home is located on a corner lot and features an open floor plan with an abundance of natural light, 9+ ceilings, and three bedroom suites with private baths. The home was designed by Kauai architect Ginny Latham and features Andersen windows and doors, and stucco exterior home and privacy walls. The gated backyard features an in-ground swimming pool and flagstone deck, and a covered shaded patio for easy indoor/outdoor entertaining. The 400 sf guest house is adjacent to the home's three-car garage, and its separate entry is near the private swimming pool. The home's 4th bedroom is next to its living area and 4th bathroom, and is currently furnished as a workspace with a view to the mountains. This property is in the Poipu Visitor Destination Area (VDA) and is currently a popular vacation rental. Offered furnished, the home is also move-in ready, for the buyer looking to call Kauai's South Shore home. Kiahuna Golf Village is one of Kauai's well-regarded communities, known for its peaceful setting and proximity to Poipu beaches, restaurants, shops and recreation.

5373 Pau A Laka St, KOLOA

Listing courtesy of Hawaii Life.

$4,485,000
3 Beds 6 Baths 202605472 MLS FS - Fee Simple Tenure
Situated on one of Oahu’s most treasured streets in one of the most private, yet convenient neighborhoods, this mid-century contemporary home combines architectural integrity, character and functionality all dressed in a palate of solid and evocative materials. Thin mullioned French windows, brick and custom tile conspire to create a home that is warm, timeless and very much aligned with today’s living. 12 Lumahai St. is a landmark 1975 custom estate representing a compelling renovation opportunity. Set on 15,577 sq. ft. of land, this home offers 3,881 sq. ft. of interior living space and includes a thoughtfully designed main home as well as a separate guest cottage — offering flexibility for multi-generational living, guest accommodation or home gym or office. The home’s terraced architecture cascades toward a stunning pool and deck, framing breathtaking, unobstructed ocean views. Original brick archways, soaring ceilings and bold contemporary lines speak to the craftsmanship of its era and remain ready to anchor a world-class modern renovation. The property invites transformation as few properties on O'ahu offer this combination of scale, privacy, location, views and opportunity.

12 Lumahai Street, Honolulu

Listing courtesy of Compass.

$4,450,000
5 Beds 4 Baths 729517 MLS ['Fee Simple'] Tenure
Welcome to Kinohi at He'eia. Set upon a bluff above the sparkling waters of He'eia Bay in historic Keauhou, this exceptional oceanfront estate was thoughtfully reimagined and rebuilt in 2017. Keauhou carries profound significance in the history of Hawai'i Island. Directly mauka of this property, the great Keauhou Holua, the Royal Slide, once descended more than a mile down the Hualālai slope to He'eia Bay. Built in honor of Kauikeaouli, who would become Kamehameha III, chiefs raced wooden sleds to the sea at speeds rivaling a modern toboggan. To be here is to stand at the end of that extraordinary run. The main residence spans two stories with 5 bedrooms and 3 baths, while a separate permitted guest house adds versatility for extended family or rental income. Together, the compound accommodates up to 14 guests — a rare combination of scale, privacy, and setting. A fully equipped kitchen anchors the home, split-zoned air conditioning tempers the warmth of the island, and upstairs bedrooms open toward He'eia Bay with a lanai off the master suite. Outside, a resort-style pool and spa anchor the outdoor living space, framed by tropical landscaping — ulu, Samoan coconut palms, lilikoi, mango, lime and lemon trees — plus a sprawling lawn, gazebo, and double hammock at the ocean's edge. In season, humpback whales breach offshore! Weekly maintenance keeps the property immaculate. An outdoor gas grill completes the setting for effortless entertaining at sunset. The grounds reflect layers of history, a Kōnane board, and a peace pole. The property carries an active, transferable short term vacation rental registration in a resort-zoned area with a proven multi-year track record. Oceanfront estates of this scale, setting, and history arrive once in a generation.

78-111-A Holua Rd, KAILUA KONA

Listing courtesy of Coldwell Banker Island Properties - Kona.

$4,450,000
3 Beds 1 Baths 202517414 MLS FS - Fee Simple Tenure
This charming property, Located across the street from the world famous Pipeline Beach, offers a blend of rustic appeal and modern convenience. This spectacular property boasts a total of 174,806 sqft of land in a serene, picturesque setting along the seven mile miracle of surfing, on the North Shore of Oahu. The main Home built in 1988, with 850 sqft of living space along with 3 beds and 1 bath, and an additional guest room. This home features wood flooring throughout, double wall construction, and a 100 sqft wood deck that’s perfect for enjoying the natural surroundings. This home features a super large Garage/Rec-Room at 1200 sqft, a spacious area ideal for various uses, whether as a large garage or a recreational space, with an Attached Studio 600 sqft., that was built in 2011. This versatile studio includes pressed wood floors and a 100 sqft wood deck. It has a full bath and a kitchenette. Two separate fully customized skateboard swimming pools for the skateboard enthusiasts or convert to the swimming pool of your dreams. The property’s expansive land offers plenty of room for outdoor activities and potential landscaping projects. It’s a unique blend of cozy living spaces.

59-130 Kekiliohulani Street Unit 130, Haleiwa

Listing courtesy of Coldwell Banker Realty.

$4,425,000
3 Beds 3 Baths 729125 MLS ['Fee Simple'] Tenure
Located on Lawai Road along Kauai's South Shore, this oceanfront property comes to market for the first time. The ocean is a defining feature throughout - present from the living areas, the bedrooms, and the lanai. The property holds a valid TVNC vacation rental license. The primary residence spans two levels with three bedrooms, two bathrooms, and a two-car garage. The main living area opens to a, expansive oceanfront lanai, a natural gathering space where the water takes center stage. The main level includes one bedroom and one full bathroom, offering the ease of single-level living when needed. Upstairs, two additional bedrooms share a bathroom, with one opening to a private lanai with elevated views along the coastline. A fully permitted studio cottage sits separately on the property with its own entrance, kitchen, bathroom, oceanfront lanai, and carport - well suited for guests. Seasonal whale sightings and passing marine life are a regular part of life on this stretch of coast, as are the sunsets. The National Tropical Botanical Garden, Spouting Horn, and Kukui'ula Small Boat Harbor are all minutes away, with beaches, dining, and outdoor recreation close at hand.

4484 Lawai Rd, KOLOA

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

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.