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$5,284,800
4 Beds ⋅ 4 Baths ⋅ 202610571 MLS ⋅ FS - Fee Simple Tenure
OPEN HOUSE-SUNDAY 06/28/26 - 2-5pm! PRICE JUST REDUCED! Conveniently located near Kahala Mall, this beautiful property sits on a 12,117 approx sqft lot with a spacious 3,860 approx sqft interior. On the market for the very first time, the home showcases high ceilings, open living spaces, and a refined design throughout. The first floor offers a guest suite, bonus room, and an oversized laundry room. A dramatic staircase connects the first and second floors with an elegant open-to-above design, enhancing the sense of space while inviting an abundance of natural light in the home. The upstairs primary suite features high ceilings and a luxurious layout, while the additional bedrooms are designed with a peaceful ambiance, offering comfort and privacy. Surrounded by mature trees and lush tropical landscaping, this residence enjoys a rare sense of an exclusive setting while still being on a main street. A truly unique opportunity in the highly desirable Kahala neighborhood.

4363 Kilauea Avenue, Honolulu

Listing courtesy of Associated Real Estate Advisor.

$5,280,000
3 Beds ⋅ 2 Baths ⋅ 202610235 MLS ⋅ FS - Fee Simple Tenure ⋅ Kamaaina Beach BLDG.
KAILUA BEACH is Absolutely one of the most BREATHTAKING beachfront neighborhoods on Oahu and this property doesn't disappoint! Nestled among the palm trees with direct beach frontage, this charming 1950's cottage harkens back to a slower time in the Islands. Expansive front lawn leads to a Powder White Sand Beach with gentle rolling waves suitable for all ages. Perfect location to build a dream home, restore the existing structure or simply slow down and enjoy the property. Kama'aina Beach CPR. Sold with contents and strictly As-Is. A Rare Beachfront find at this price.

140C N Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Island Prop.

$5,275,000
3 Beds ⋅ 4 Baths ⋅ 726904 MLS ⋅ ['Fee Simple'] Tenure
Located in the gated Kohala Waterfront community, this 3 bedroom, 3.5 bath oceanfront home offers panoramic views of the Pacific ocean, whitewater coastline, and seasonal whale activity. The residence captures daily sunsets and provides a rare setting for relaxed island living. Refreshed in 2019, the home is offered turnkey furnished with carefully selected décor and modern amenities. The property carries a current Short-Term Vacation Rental (STVR) permit, adding flexibility for future use and an established rental income. Interiors are designed for ease and comfort. Every bedroom features DreamPod mattresses. A whole-home Sonos sound system, Apple TVs, and high-speed Wi-Fi enhance convenience. The home includes musical instruments, games, and beach gear, offering thoughtful touches for both leisure and entertainment.

 Outdoor living is central to the design. More than 3,000 square feet of lanais provide covered and open-air spaces for dining, lounging, and gathering. The infinity-edge saltwater pool and spa extend toward the horizon, while built-in fire features create inviting spaces for evenings by the water. Plans are also available for a fourth bedroom, giving options for future expansion.

Seller owns adjoining Lot 30 (TMK 3-5-9-16-18) and also available for purchase in addition to this listing. Inquire with Listor for more details. Kohala Waterfront is a private enclave known for its ocean proximity and quiet setting. Residents value the gated entry and the convenience of being minutes from renowned destinations. The Mauna Kea Resort is about 10 minutes away, offering dining, golf, and beaches. Waimea Town, located 15–20 minutes from the property, provides shopping, farmers markets, schools, and cultural activities. The location offers both privacy and easy access to amenities on Hawai‘i Island’s Kohala Coast.

This oceanfront residence combines comfort, thoughtful design, and an exceptional location on the Kohala Coast.

59-110 Pakuikui Pl, KAMUELA

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

$5,245,000
4 Beds ⋅ 5 Baths ⋅ 406460 MLS ⋅ Fee Simple Tenure
Contemporary aesthetics define this gorgeous new home in Ka'anapali's Lanikeha community. This elegant new 4-bedroom, 5-bathroom home boasts 3,691 sq. ft. of living space, 956 sq. ft of covered lanai space, a 104 sq. ft. covered entry, and 1,298 sq. ft. of double-garage space: that's two separate, two-car garages - a rare and highly desirable feature for added flexibility and storage! The finishes in this new construction are luxury-class, featuring elegant tile and stone throughout, custom wood cabinetry, refined bathroom fixtures, and best-in-class kitchen appliances. From the entry, the home draws you into the Great Room and out to stunning ocean and outer-island views, which are protected by the community’s CCR roof-height restrictions. The Great Room and kitchen open onto the covered lanai; this functional and beautiful space lends itself to classic indoor-outdoor Hawaiian resort-style living. Outside, the lanai provides ample shaded space for dining, with an infinity-edge pool and jetted spa just beyond. The design allows bathers and those relaxing outside to take in the stunning ocean views from every angle. A built-in barbecue area complements the lanai amenities, making it ideal for entertaining and everyday living. The home features two wings that flank the Great Room, each housing bedrooms and amenities. On the left side is the Primary Suite wing, complete with an ocean-facing, private, covered lanai and a spacious bathroom; a second guest room is also located in the Primary wing. The right wing is home to two additional guest rooms; an ocean-facing bedroom also boasts a private covered lanai. The lucky owners of this new home will enjoy stunning views of the outer islands of Lanai and Molokai, as well as arguably the best sunsets on Maui year-round. During the winter, you will be treated to the magical sight of Hawaii's famous humpbacks breaching in the blue Pacific. While you will enjoy living inside a gated community, you are also just minutes from some of Maui's best beaches, restaurants, and shopping in the Ka'anapali Beach resort area. Be the first to live in this Maui dream designer property that's been three years in the making!

44 Loli'i Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$5,200,000
2 Beds ⋅ 2 Baths ⋅ 408996 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Alii BLDG.
Rarely offered a very desirable inter courtyard location this 2 bedroom 2 baths with DEN floorplan is perfect for families, or those who just want some extra space. The ocean views exceed all expectations from every room. Pride of ownership is evident. This upgraded property is a must see for those who want the absolute Best. Walk to fine dining, shopping or hit a favorite surf spot Kaanapali Point. If you're a golfer world class golf is available at nearby Royal Kaanapali Golf Course. Or maybe you want to hop on one of the catamarans right out front for snorkeling or a sunset sail. There is great Whale watching during the season right from your patio/lanai area. A delightful poolside oceanfront barbeque area is a hit with many guests. Tennis and the gym are amenity options as well as a yoga room. The Best of everything is right at your fingertips. Truly a destination resort. Once you have arrived you never want to leave. This property is full furnished and ready for occupancy.

50 Nohea Kai Dr Unit 4104, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$5,200,000
5 Beds ⋅ 6 Baths ⋅ 727660 MLS ⋅ ['Fee Simple'] Tenure
Value. Privacy. Security. History. Authenticity. In a shifting market, these are no longer luxuries—they are essentials. Now reintroduced at an extraordinary value, this distinguished Waimea estate offers privacy, pedigree, and scale rarely found in the heart of town. Once part of the historic Parker Ranch holdings and converted to Fee Simple in 2022, the property underwent an extensive 2014 renovation which elevated the residence while preserving architectural integrity and sense of place. Set on an exceptionally rare 2.5 acre parcel in the very heart of Waimea, the estate offers privacy at a scale seldom found in town—just minutes to HPA, Parker School, daily conveniences, and the Kohala Coast resorts. Rolling pastures and curated gardens frame the home in quiet luxury, creating a setting that feels worlds away. The approximately 5,300sqft main residence offers expansive living spaces designed for both entertaining and upcountry life. Upstairs, two ensuites accompany the Primary Suite, each enjoying sweeping Waimea vistas. On the main level, a grand kitchen and dining room connect seamlessly from the family room, creating a natural flow for both intimate gatherings and larger-scale entertaining. Just beyond, the sunlit solarium captures commanding views of Mauna Kea, Mauna Loa and Hualālai, while elevated sight-lines extend from upcountry Waimea toward the Kohala Coast. The oversized office and adjacent flex space provide versatility and could serve as an additional bedroom. The detached guest studio features a kitchen, full bath and private lanai, providing further optionality for guests or multigenerational living. Opportunities of this caliber are rare in our small community. This offering represents not only value but stewardship of a meaningful Waimea legacy. *One or more photos have been enhanced.

65-1508 Kawaihae Rd, KAMUELA

Listing courtesy of COMPASS.

$5,200,000
5 Beds ⋅ 5 Baths ⋅ 407666 MLS ⋅ Fee Simple Tenure
Nestled on 3.02 acres in the gated Puunoa community, 257 Hokiokio Place overlooks Lahaina from its gently sloping hillside setting, offering sweeping ocean and sunset views from nearly every room. Built in 2024 and now nearing completion by its owner-builder, this single-level estate blends modern design with comfortable, open-concept living. Spanning over 3,500 square feet, the home features 5 bedrooms and 4.5 baths, providing generous space for family and guests. The thoughtful floor plan captures both indoor and outdoor living, perfectly positioned to take advantage of Maui’s year-round sunshine and trade winds. While the finishing touches and landscaping are still in progress, the groundwork for a remarkable estate has been laid. Many fruit trees have already been planted, and grading is underway for future horse stables, an ideal setup for equestrian enthusiasts seeking proximity to nearby riding trails. An infinity-edge pool has been fully designed and permitted, allowing the next owner to complete this final element to their own taste. Easy bypass access ensures convenient travel around Maui and quick connection to the rebirth of historic Lahaina town below. This is an exceptional opportunity to own a newly built residence in one of West Maui’s most sought-after locations, offering expansive space, unmatched views, and a chance to put your own finishing touches on a true Lahaina legacy property. This is a residential CPR. The 3.02 acre property is lot "A". The six acre lot "C", makai of lot "A", may also be available for purchase.

257 Hokiokio Pl Unit A, Lahaina

Listing courtesy of eXp Realty.

$5,199,000
4 Beds ⋅ 3 Baths ⋅ 726497 MLS ⋅ ['Fee Simple'] Tenure
Situated within the gated enclave of Kohala Waterfront—an intimate, non-resort community limited to just 50 residences—this single-level home offers a rare alignment of privacy, elevation, and expansive Pacific Ocean views. Positioned above the coastline at an optimal height, the property captures sweeping sunset vistas and near-constant ocean sightlines while remaining naturally protected from direct exposure to salt and coastal winds. Nearly every interior space is oriented toward the ocean, allowing natural light, horizon views, and the rhythm of the sea to define daily living. Seasonal whale migration adds an unmistakably Hawaiian dimension—audible from the home and visible offshore during winter months. The residence has been meticulously maintained and is offered fully furnished for immediate enjoyment. The homesite itself is a distinguishing feature. Encompassing nearly two acres—the largest lot within Kohala Waterfront—the property enjoys exceptional separation from neighboring homes and borders preserved coastal land, ensuring long-term privacy and unobstructed natural surroundings. This combination of acreage, elevation, and protected adjacency is increasingly scarce along the Kohala Coast. Kohala Waterfront is valued for its quiet sophistication: a secure, gated environment without resort density, short-term rental traffic, or commercial intrusion. Yet the location remains highly convenient—just minutes from the Kohala Coast’s renowned beaches, championship golf courses, and luxury resorts, while Waimea is approximately 15 minutes inland, offering top-tier private schools, a respected medical community, and a vibrant farmers market culture.

59-217 Lele Naia Dr, KAMUELA

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

$5,195,000
8 Beds ⋅ 6 Baths ⋅ 202607634 MLS ⋅ FS - Fee Simple Tenure
A rare Oceanfront property is available create the perfect Tropical Estate! This extraordinary offering spans over 41,000 sq ft of gently sloping land, capturing sweeping ocean vistas and majestic Koolau mountain views, extending from K-Bay Dr to the shoreline. The contemporary oceanfront two story residence, built in 1985, is permitted with three bedrooms has lots of charm. With a lovely living room, dining area and contemporary kitchen, to expansive grounds and a generous deck designed for unforgettable sunsets. At the water’s edge, a private studio retreat features a kitchenette, full bath, and a wraparound deck that extends over the ocean, complete with its own dock. A charming 1955 beach house offers three bedrooms, two baths, a beamed ceiling living room with fireplace, and a separate studio with full bath—ideal for restoration and your creative touch. With ample space to create an additional residence and rare legacy elements including a seawall, boat ramp, boathouse, and dock, this is a singular opportunity to realize a truly exceptional Hawaiian retreat.

44-327 Kaneohe Bay Drive, Kaneohe

Listing courtesy of Avatina LLC.

$5,195,000
3 Beds ⋅ 4 Baths ⋅ 408268 MLS ⋅ Fee Simple Tenure
Set against the dramatic backdrop of the Pacific, 1008 Sunset Place offers a rare opportunity to own a refined island residence in the heart of Kapalua. Perfectly positioned to capture glowing sunsets, gentle trade winds, and sweeping ocean views, this Kapalua home is thoughtfully designed for seamless indoor–outdoor living. Open, light-filled interiors flow effortlessly to expansive lanais, creating ideal spaces for entertaining, dining al fresco, or simply unwinding while enjoying seasonal whale watching during the winter months. Thoughtful architectural lines, quality finishes, and casually elegant furnishings contribute to a timeless island aesthetic. The well-appointed kitchen features premium Sub-Zero and Dacor appliances, enhancing both form and function. Located within the gated community of Pineapple Hill, one of Kapalua Resort’s most sought-after residential enclaves, residents enjoy access to a community swimming pool, tennis and pickleball courts, and on-site resident management. Pineapple Hill offers close proximity to Kapalua’s world-class amenities, including championship golf courses, award-winning beaches, scenic coastal trails, tennis facilities, and fine dining—while maintaining a sense of privacy and tranquility. This is West Maui living at its finest, defined by ocean views, spectacular sunsets, and the enduring appeal of the Kapalua lifestyle.

1008 Sunset Pl, Lahaina

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

$5,165,000
4 Beds ⋅ 4 Baths ⋅ 407481 MLS ⋅ Fee Simple Tenure
Upon entering this magnificent 3,315 sq. ft. home you will be mesmerized by its spectacular panoramic due west views of the Pacific Ocean between Lana'i and Moloka'i offering colorful year-round sunsets. A remodeled masterpiece featuring vaulted cedar ceilings, Italian marble and eucalyptus wood floors, quartz countertops and sapele cabinets, just to name a few of the recent refinements of this tastefully furnished home. This most popular floorplan offers all 4 bedrooms, 3 1/2 bathrooms, living room, kitchen, outdoor living are and pool on the main level. The added bonus of an upstairs loft offers many use options, currently set up as an office/sitting area to enjoy the ocean views from the high dormer windows. A beautiful infinity edge pool with Baja steps and spa was just completed, with the entire house and pool equipment are supported by 52 solar panels and 2 Tesla batteries. This home is perched on a quiet cul-de-sac at the crest of Pineapple Hill, a highly desirable gated subdivision which offers residents a very large community/lap pool, tennis & pickleball courts, a pavilion / entertainment area, catering kitchen and barbecues. Pineapple Hill itself is located inside the 1,650-acre resort area of Kapalua's famed 23,000-acre plantation. Kapalua offers more than 100 miles of hiking trails, duck pond, bike trails, tennis center, two world famous golf courses, two five-star hotels plus five-star Montage Spa and numerous fine dining restaurants, all accessible via complimentary resort-wide shuttles. 104 Woodrose Place is a must-see home in impeccable condition, it looks and shows as if it were built yesterday.

104 Woodrose Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$5,150,000
3 Beds ⋅ 4 Baths ⋅ 406667 MLS ⋅ Fee Simple Tenure ⋅ Coconut Grove BLDG.
Welcome to Residence D14 at Coconut Grove on Kapalua Bay, a rare offering of unparalleled beachfront luxury in the heart of the world-renowned Kapalua Resort on Maui’s spectacular West Side. This 3-bedroom, 3.5-bathroom oceanfront villa spans 2,625 square feet of exquisitely designed interior living space and is located directly in front of the white sand beach of Kapalua Bay—one of Hawaii’s most celebrated beaches. Inside and out Coconut Grove D14 offers a bright and fresh, modern design aesthetic, thoughtfully curated with premium finishes, gourmet kitchen, custom cabinetry, rich wood accents, motorized window blinds, and sophisticated island-contemporary furnishings and art. The expansive open floor plan blends indoor and outdoor living seamlessly, with floor-to-ceiling sliding doors that open to your private covered lanai and lush tropical gardens—just steps from the sand. Perfectly positioned between Montage Kapalua Bay and Napili Bay. This private end-unit residence delivers intimate sensory views of the Pacific Ocean, the outer islands of Moloka‘i and West Maui’s legendary sunsets. With the gentle sounds of waves as your daily soundtrack, D14 offers an unmatched sense of tranquility, exclusivity, and luxury. Coconut Grove Villas is an exclusive gated enclave of just 36 residences on 11 meticulously landscaped acres, offering a private clubhouse, fitness center, oceanfront pool, and spa. As part of the prestigious Kapalua Resort, owners enjoy proximity to two championship golf courses, award-winning dining, hiking trails, tennis and pickleball courts, and the Kapalua Coastal Trail. Whether you’re seeking a world-class vacation home, or a permanent oceanfront residence, Coconut Grove D14 delivers the ultimate Maui lifestyle experience in one of the most coveted locations in all of Hawaii. This is beachfront living at its finest—schedule your private tour of Coconut Grove D14 today.

14 Coconut Grove Ln Unit D14, Lahaina

Listing courtesy of Hawaii Life (L).

$5,100,000
3 Beds ⋅ 4 Baths ⋅ 723034 MLS ⋅ ['Fee Simple'] Tenure
Club Cottage #11 within Kukuiula consists of a serene and architecturally significant 2-bedroom 2.5 bath residence and a complementing 1-bedroom 1 bath detached guest house. Located adjacent to The Club at Kukuiula, this property affords the exclusive opportunity to join the exclusive Lodge Program at Kukuiula where you and your vacationing guests may enjoy coveted access to the Club at Kukuiula and its amenities. This Club Cottage Property provides fine features Including: Conditioned Living: 2,048 SF Living Lanai: 660 SF Land Area: 13,522 SF Two Primary Suites with Large Built-in Closets Two Bathrooms with Dual Sinks, Tub and Interior & Shower Garden Showers One Bedroom – One Bath Guest Cottage Oversized covered lanai spaces Dark Ipe Flooring Black Honed Granite Kitchen Countertops GE Monogram Series & SubZero Kitchen Appliances Professionally Designed Furnishings Included Private Front and Backyards Lush Tropical Native Plantings Lava Rock Fire Pit Kukuiula Ownership Privileges and Amenities Include: Private Club Membership Tom Weiskopf-designed, Private 18-hole Par-72 golf course that was named, "Best New Private Golf Course 2011" by Golf Magazine World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios Golf Club House Fine dining in the Kukuiula Plantation House Design Guidelines Comprehensive paths and hiking trails throughout the Community Roving 24/7 Security Services Access to Upcountry Farm and Lake Fitness and Spa Programs Volleyball, Pickleball, Tennis, Pool Bar and Grille Club Membership Initiation Fee of $150,000.00 payable at closing by Buyer

2815 Ke Alaula Street, KOLOA

Listing courtesy of COMPASS.

$5,100,000
3 Beds ⋅ 4 Baths ⋅ 202519051 MLS ⋅ FS - Fee Simple Tenure
Club Cottage #11 within Kukuiula consists of a serene and architecturally significant 2-bedroom/2.5-bath residence and a complementing 1 bedroom 1 bath detached guest house. Located adjacent to The Club at Kukuiula, this property affords the exclusive opportunity to join the exclusive Lodge Program at Kukuiula where you and your vacationing guests may enjoy coveted access to the Club at Kukuiula and its amenities.This Club Cottage Property provides fine features including: 2 Primary Suites, a Separate, Detached 1-bdrm Cottage, Professionally Designed Furnishings, Private Front and Backyards, Lush Tropical Native Plantings, and Lava Rock Fire Pit. Amenities Include: Private Club Membership, Tom Weiskopf-designed, Private 18-hole Par-72 golf course, World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios, Golf Club House, Fine dining in the Kukuiula Plantation House, Design Guidelines, Comprehensive paths and hiking trails throughout the Community, Roving 24/7 Security Services, Access to Upcountry Farm and Lake, Fitness and Spa Programs, Volleyball, Pickleball, Tennis, Pool Bar and Grille.

2815 Ke Alaula Street, Koloa

Listing courtesy of Locations LLC.

$5,090,000
5 Beds ⋅ 4 Baths ⋅ 202610282 MLS ⋅ FS - Fee Simple Tenure
Open House Cancelled 7/26/26 Nestled in the prestigious Hawaii Loa Ridge, this exceptional residence at 399 Puuikena offers breathtaking 180-degree panoramic views spanning the sparkling Pacific Ocean, coastline, and lush mountain ridges. Enjoy true island luxury with a stunning pool perfectly positioned to capture sunrise, sunset, and sweeping vistas. The elevated setting provides privacy, cooling tradewinds, and a serene atmosphere above the city. Designed for seamless indoor-outdoor living, the home features spacious open living areas, expansive lanais, and large windows that frame the incredible views from nearly every room. Whether relaxing poolside or entertaining guests, this property delivers an unforgettable Hawaii lifestyle experience. Located in a gated, secure community known for its exclusivity, scenic surroundings, and convenient access to beaches, shopping, and dining, this is a rare opportunity to own in one of East Oahu's most sought-after neighborhoods.

399 Puuikena Drive, Honolulu

Listing courtesy of Keller Williams Honolulu.

$5,050,000
4 Beds ⋅ 3 Baths ⋅ 202614040 MLS ⋅ FS - Fee Simple Tenure
Nestled on the prestigious Diamond Head neighborhood, offers a large 15,000 sqft lot overlooking Kahala with ocean views. Bring your architect and contractor to design your home. Conveniently located near Kapiolani Park, Diamond Head, Kahala Mall, beaches, and Waikiki, making it an exceptional place to enjoy both tranquility and island living at its best.

633 Hakaka Place, Honolulu

Listing courtesy of Hawaii Resource Realty.

$5,000,000
1 Beds ⋅ 2 Baths ⋅ 730960 MLS ⋅ ['Fee Simple'] Tenure ⋅ Secret Cove BLDG.
Perched above Kauai’s most iconic stretches of North Shore coastline, this extraordinary 1.3-acre property offers the rare privilege of private access to legendary Secret Beach. The 2,076-sq-ft residence, built just 12 yrs ago and meticulously maintained by its original owner, is nestled within a lush botanical sanctuary of tropical plantings, fruit trees, and tranquil water features. At the upper level, ocean and sunset views stretch across the horizon, while expansive stone lanais and sliding glass doors welcome the island’s gentle trade winds and blur the line between indoors and out. Sapele wood flooring flows throughout the home, including the open kitchen with its custom breakfast bar. Bathrooms are finished in natural stone and tile, and a striking Sapele wood and glass spiral staircase rises beneath a dramatic pyramid skylight, creating a sculptural focal point at the heart of the home. Designed for comfort and self-sufficiency, the home is fully air-conditioned and equipped with a whole-house water filtration system, tankless water heater, and a 14-panel owned photovoltaic system. Highlights include a dedicated dance and exercise studio; a tropical outdoor shower off the half bath; copper gutters and trim, and generous storage throughout. Custom teak and Sapele furnishings are included, allowing the home to be enjoyed immediately as a refined island retreat. The property also offers exceptional flexibility for the future. Infrastructure is in place to support expansion, including underground electrical for a spa and pool. An attached 446-square-foot garage and covered carport provide ample space for vehicles and outdoor equipment suited to Kauai’s adventurous lifestyle. Offered fully turnkey, this home includes everything from a fully appointed kitchen to a well-maintained Nissan Juke housed in the garage. Concept plans created by the original designer, an established local Kauai architect, are available to expand the home into 3-bedrooms, 3.5-baths.

2874-A Kauapea Rd, KILAUEA

Listing courtesy of Hawaii Life.

$5,000,000
730926 MLS ⋅ ['Fee Simple'] Tenure
A rare opportunity to build a custom luxury estate within the prestigious Hualalai Resort. Situated on 1.09 acres at Hualalai Resort 72-5001 Ihoikai Place, this exceptional homesite pairs rare scale with the convenience of a complete set of approved architectural plans, allowing the next owner to move forward with confidence and significantly shorten the design and permitting timeline. The thoughtfully designed approved plans embrace Hawaii's celebrated indoor-outdoor lifestyle while taking advantage of the property's natural beauty. Owners have the opportunity to apply for membership to the exclusive Hualalai Club, featuring access to exceptional resort amenities, including the private Tom Weiskoft designed Ke'olu Golf Course, the Jack Nicklaus Signature Hualalai Golf Course, members only Canoe Club, ocean activities, oceanfront dining, fitness and wellness facilities, tennis, pickleball, spa services and the renowned Four Seasons Resort Hualalai. PROPERTY HIGHLIGHTS. ● 1.09 - acre homesite within Hualalai Resort ● Permit-ready all building permits secured: work can start as soon as crews mobilize ● Full set of approved architectural plans included ● Streamlined path to construction ● Private and Peaceful setting with filtered ocean views ● Elevated on a private cul-de-sac ● Opportunity to apply for Hualalai Club membership ● Access to world-class golf, dining, wellness, and resort amenities ● One of the few opportunities to acquire a ready-to-build parcel within the Hualalai Resort ● Rock wall improvements add value, character, and privacy reducing future site development costs ● A distinguished and dramatic setting for those seeking the pinnacle of Big Island Luxury

72-5001 Iho Ikai Place, KAILUA KONA

Listing courtesy of Corcoran Pacific Properties.

$5,000,000
4 Beds ⋅ 4 Baths ⋅ 409679 MLS ⋅ Fee Simple Tenure
Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$5,000,000
2 Beds ⋅ 3 Baths ⋅ 202609461 MLS ⋅ FS - Fee Simple Tenure ⋅ Kainalu BLDG.
Awesome direct oceanfront double unit (combined 5B & 5C) at Kainalu offering panoramic views of crystal-clear waters where fish and coral are visible from your living room. From this 5th floor, enjoy front-row seats to multiple surf breaks filled with traditional longboarders and foil surfers, along with sailboats gliding across the horizon. Open the expansive wall of windows to welcome cooling trade winds and sweeping vistas stretching from Diamond Head to Waikiki and beyond. Whether dining or relaxing, breathtaking sunsets become part of everyday living in this spacious coastal retreat. The exceptional trophy residence features 2 bedrooms (could be three), 3 bathrooms, and 73 feet of beach/ocean frontage with access to a small private beach. Located in a quiet residential area just below DH on the Goldcoast with close proximity to Waikiki, Kapiolani Park, beaches, fine dining, shops & so much more! Additional highlights include air conditioning, elegant limestone flooring, a resident manager, and two covered secured parking stalls. Experience the best of oceanfront luxury island living.

2801 Coconut Avenue Unit 5 B/C, Honolulu

Listing courtesy of List Sotheby's Int'l Realty.

$5,000,000
409381 MLS ⋅ Fee Simple Tenure
Welcome to Kapalua Farms, a remarkable opportunity to own over 35 acres of agricultural land perched above Napili Bay at the gateway to Kapalua. Imagine waking up to sweeping, panoramic ocean views that create a breathtaking backdrop for this unique property. With access from both Honoapiilani Highway and the Lower Road, convenience and tranquility come together in this stunning location. This expansive property is nestled near the Pineapple Hill community and the scenic Kapalua Golf Course, offering a perfect blend of natural beauty and limitless potential. Whether you're envisioning a private retreat, a working farm, or something entirely your own, the possibilities here are as vast as the views. Opportunities like this are rare—don’t let it pass you by. Kapalua Farms is ready for your vision.

Kapalua Farms Hui Rd F Rd, Lahaina

Listing courtesy of Compass.

$5,000,000
202526449 MLS ⋅ FS - Fee Simple Tenure
Located in the heart of Wailua on the North Shore, this expansive 8.412-acre Country-zoned property presents a rare development opportunity. Located near the infamous Paalakai Bakery. The property includes two existing homes—a 2-bedroom, 1-bath residence and a 3-bedroom, 1-bath residence—and offers generous acreage with flexibility for future plans. Convenient access from Wailua Beach Road enhances the usability of the property while allowing owners or investors to enjoy the natural beauty and lifestyle of the North Shore.

66-195 Kaamooloa Road Unit B, Waialua

Listing courtesy of Horita Realty LLC.

$5,000,000
727323 MLS ⋅ ['Fee Simple'] Tenure ⋅ Hokulia Phase 2 BLDG.
Hokulia Phase 2, Lot 63 is an exceptional 1.64-acre second-row homesite, fully graded and ready for construction, with all utilities stubbed at the property frontage. Set against the open Pacific, this rare offering invites the creation of a legacy estate, with space to breathe, privacy to retreat, and unparalleled ocean views. Hokulia is a luxury residential community spanning 1,260 uncrowded acres along Hawaii Island's famed Kona Coast. With three miles of elevated, west-facing shoreline, the property is set away from the island's densely populated resort bubbles. Hokulia offers members access to an award-winning Jack Nicklaus Signature golf course and best-in-class amenities including an exquisitely designed clubhouse, Pavilion restaurant, ocean adventures, sports-courts, & aquatic activities. One of the most coveted amenities is the spectacularly designed Jack Nicklaus Signature golf course, which was masterfully planned to maximize the dramatic ocean views at nearly every tee box and green. Sheltered from the strong winds that affect golfers in many other areas of Hawaii, the course enjoys gentle ocean breezes & warm temperatures year-round. Consistently ranked among the best private golf courses in Hawaii, the impeccably designed fairways follow the gentle slopes and naturally undulating topography of Hokulia. The Developer is offering a rare opportunity with the purchase of a Hokulia Phase 2 Lot — a Hokulia Equity Golf Membership will be included in the purchase price, upon closing. Additionally, as part of a limited time and amount offering, the sale will also include a Charter Membership, providing the property owner with two memberships. A Charter Membership allows the member to maintain a membership after the transfer or sale of their Equity Golf Membership for the duration of their life or can be relinquished at any time before then. Dues for the Charter Membership are not payable until the Charter membership is activated.

Hawaii Loa Drive, KEALAKEKUA

Listing courtesy of Hawaii Life.

$5,000,000
5 Beds ⋅ 4 Baths ⋅ 202521091 MLS ⋅ FS - Fee Simple Tenure
Experience exceptional beachfront living on coveted Papailoa Road along Oahu's world-famous North Shore. This private 5-bedroom, 3.5-bath residence boasts 119 feet of sandy ocean frontage with panoramic views from Ka?ena Point to Waimea Bay. Lush tropical landscaping, a wraparound lawn, and meandering garden paths create a peaceful island retreat. Step from your lanai onto the beach to swim with sea turtles, enjoy breathtaking sunsets, or dine under the stars. Designed for flexibility, the home features two interconnected living areas, each with its own kitchen, making it ideal for multi-generational living, guests, or rental opportunities. Enjoy direct access to renowned surf breaks including Laniakea and Himalayas, with surfing, snorkeling, kayaking, paddleboarding, kite surfing, and wing foiling just outside your door. A gated electric entry and fenced perimeter provide privacy, while historic Hale?iwa Town's shops, cafés, art galleries, and restaurants are just a scenic one-mile stroll along the shoreline. This rare legacy property offers the perfect blend of tranquility, adventure, and timeless island elegance in one of Oahu's most sought-after beachfront communities.

61-707 Papailoa Road, Haleiwa

Listing courtesy of eXp Realty.

$5,000,000
202404884 MLS ⋅ FS - Fee Simple Tenure
Do you desire to expand your growing investment portfolio with a centrally-located multiunit property? Check out the possibilities of 1254 Lunalilo Street! Tucked away in an extremely convenient area is this 15-unit concrete multiunit building featuring a desirable 1:1 parking ratio, separate electric meters, and a secured laundry area with two washers, two dryers, and a utility sink. Boasting 12-one bedroom units and 3-two bedroom units, the property allows for maximum resident comfort. Each unit features an open layout, neutral interior paint, a spacious living/dining area, storage closets, and a fully-equipped kitchen with a gas stove, pantry, and ample cabinets. Bedrooms are well-sized with generous closet space, while each full bathroom includes a shower/tub combo, medicine cabinet, and a storage vanity. Outdoor relaxation is a breeze with all units featuring a cozy balcony. Tenants will enjoy easy access to transportation, shopping, restaurants, entertainment, and Makiki Park. NOI is actual. Please contact Listor with additional questions. Interior showings will be subjected to accepted offer. Please submit offers using the Commercial PSA. DO NOT DISTURB tenants.

1254 Lunalilo Street, Honolulu

Listing courtesy of Real Estate Specialists.

$4,999,999
2 Beds ⋅ 3 Baths ⋅ 409543 MLS ⋅ Fee Simple Tenure
Discreetly positioned off Kula Highway, the approach reveals very little. A winding drive. A narrowing road. Then, through the trees, a freshly painted 1933 guest cottage quietly appears, a subtle introduction to what lies ahead. A whisper of what came before. Keep driving. The landscape begins to unfold. And then you arrive. A refined modern architectural private retreat. Exposed beams. Oak floors. Walls of Andersen windows drawing the landscape inward from every direction. Once cattle ranch land, these twenty-two rolling acres of open pasture and mature eucalyptus and jacaranda have evolved into one of Maui’s most distinctive private estates. Deer move effortlessly through the golden afternoon light. Birdsong replaces background noise. The silence here feels restorative, the kind that settles into you. The former owner named it Pheasant Ridge for good reason. Originally built in 2001 and thoughtfully reimagined in 2019, the main home was designed for a deeply intentional way of living. The open-concept kitchen, dining, and living spaces flow together in one expansive, light-filled room anchored by a fireplace and framed entirely by the land beyond. The primary suite faces Haleakala. The guest suite offers its own en-suite bath and soaking tub worthy of a primary retreat. This is not beach Maui. The air is cooler. The light lingers longer. Life moves at its own pace. Evenings call for the warmth of a fireplace, and there will be evenings worthy of it. A Pilates studio occupies the garage. A separate she - shed is settled into the surrounding landscape. AG zoning and open pasture invite horses, livestock, or simply the freedom of open land returning to its natural purpose.

8515 Kula Hwy, Kula

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

$4,999,999
3 Beds ⋅ 4 Baths ⋅ 408222 MLS ⋅ Fee Simple Tenure ⋅ Hoolei BLDG.
Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near world-class resorts, fine dining, luxury shopping, championship golf courses, and Maui's best beaches. The Villa features 3 bedrooms and 3.5 bathrooms, in a two-story townhome-style, encompassing 2,426 square feet. There is an additional 596 square feet of covered lanais across two levels. Each bedroom includes a private ensuite bath, offering comfort and privacy for owners and guests alike. Thoughtful design elements include a private elevator, an attached garage, a covered carport, and an outdoor storage closet. Floor-to-ceiling sliding glass doors and retractable screens open almost 30 feet onto the expansive lanai, embracing Maui's indoor/outdoor lifestyle. The lanai is ideal for entertaining and is equipped with a Wolf 36" grill, a Sub-Zero under-counter refrigerator, and custom cabinets. The Villa features polished travertine floors, recessed lighting, high tray ceilings, surround sound, a security system, and a 2-zone central air conditioning system. The Chef's kitchen includes premium appliances by Sub-Zero, Wolf, Thermador, and Bosch. A touch of elegance is added with the Snaidero Italian custom cabinetry. You can enjoy ocean views from high above the resort pool. Ho'olei's amenities include a lagoon-style pool with cascading waterfalls and grottos, a sandy beach entry, two hot tubs, a massage cabana, an outdoor kitchen with covered pavilion, and a fully equipped, air-conditioned fitness center with sauna, locker rooms, and showers. Offered fully furnished, the Villa is truly turn-key & has been meticulously maintained. The property is hotel-zoned, allowing use as a short-term vacation rental, private residence, or a combination of both. Successfully operated as a vacation rental since 2007, the Villa has received over 150 five-star reviews. The owner is willing to continue marketing the property or assist with a smooth transition to new management. This remarkable Ho'olei Villa presents a rare opportunity to own a luxury, hotel-zoned home in paradise.

81 Makakehau St Unit Apt H-2, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$4,999,000
408462 MLS ⋅ Fee Simple Tenure
Also listed as Single Family - MLS# 408461. Best Mixed Use, Turnkey business/residential complex, Landmark & Iconic Maui, HI property. $26K/mo. existing & diversified residential & commercial rental income with 5,000sf commercial space and 1800sf residential space currently leased with 100% occupancy. Multiple very profitable business opportunities grossing over $1.2mil/yr. Additional rental and business income being added. This property is way less than free!! Subdividable and CPRable. Exceptional, 360 deg views in perfect weather, very affluent Lower Kula area of $2-15mil homes. This growing area needs more business development with a huge upside potential in the near future. Destined to be a possible $40mil project-mixed use condos, medical plaza, hotel/restaurant, or Kula Town Center. Purchase now at a high cap rate and realize your future income ambitions with this unique offering in Paradise. Almost an acre, all utilities, 2 water meters, level and all useable. Over $150K in repairs/upgrades recently. Owner or SBA financing with best terms available. 1031 Exchange, Sale Leaseback, or Lease Option possible. More info/pics at Loopnet.com and Bizbuysell.com. Do Not Disturb businesses/tenants. Shown by appt only. Beware!! Vicious guard dog on site 24/7. You will not find a better, more lucrative deal Anywhere!

3135 Lower Kula Rd, Kula

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$4,999,000
2 Beds ⋅ 1 Baths ⋅ 408461 MLS ⋅ Fee Simple Tenure
Also listed as Commercial-For sale - MLS# 408462. Best Mixed Use, Turnkey business/residential complex, Landmark & Iconic Maui, HI property. $26K/mo. existing & diversified residential & commercial rental income with 5,000sf commercial space and 1800sf residential space currently leased with 100% occupancy. Multiple very profitable business opportunities grossing over $1.2mil/yr. Additional rental and business income being added. This property is way less than free!! Subdividable and CPRable. Exceptional, 360 deg views in perfect weather, very affluent Lower Kula area of $2-15mil homes. This growing area needs more business development with a huge upside potential in the near future. Destined to be a possible $40mil project-mixed use condos, medical plaza, hotel/restaurant, or Kula Town Center. Purchase now at a high cap rate and realize your future income ambitions with this unique offering in Paradise. Almost an acre, all utilities, 2 water meters, level and all useable. Over $150K in repairs/upgrades recently. Owner or SBA financing with best terms available. 1031 Exchange, Sale Leaseback, or Lease Option possible. More info/pics at Loopnet.com and Bizbuysell.com. Do Not Disturb businesses/tenants. Shown by appt only. Beware!! Vicious guard dog on site 24/7. You will not find a better, more lucrative deal Anywhere!

3135 Lower Kula Rd, Kula

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$4,999,000
202600059 MLS ⋅ FS - Fee Simple Tenure
Two. Gated, Ocean-Front Properties for sale with 4 houses, 1. TMK:1-9-1-023-023-0000 (A&C Houses on 12,3 sq f lot) 2. TMK:1-9-1-023-106-0000 (C&D Houses on 12,482 sq ft lot) On a Beautiful, White Sandy Beach with Diamond Head View. Large open grassy area. Security System. $9,600.00 total rental income.

91-249 Ewa Beach Road, Ewa Beach

Listing courtesy of West Oahu Realty, Inc..

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.