Hawaii homes for sale starting at Fifty Thousand Dollars

$23,000,000 - Hanalei, HI

5515 Weke Rd Hanalei, HI - Wahi Lani, meaning 'heavenly place' in Hawaiian, embodies the essence of style meeting function in Hanalei Bay. This newly built residence, steps away from the bay's white sands, is a surfer's sanctuary designed for seamless access to surfing and other outdoor activities, offering an ideal blend of life and leisure.Wahi Lani showcases architectural expertise, with its U-shaped design and lanai, which connect seamlessly to the outdoors. The residence's heart is its central courtyard, framed by walls treated with Shou Sugi Ban, a traditional Japanese technique that imparts a lava-inspired texture with a rich charcoal hue.Situated in Hanalei, Wahi Lani is more than a dwelling; it's a gateway to a lifestyle immersed in natural splendor and style. Its proximity to Hanalei Town, blending seclusion with social engagement, offers a balance of serene living and exciting outdoor activities. Surrounded by natural wonders, as well as the amenities provided by nearby Princeville and the One Hotel at Hanalei Bay, Wahi Lani is a sanctuary for those who appreciate this balance.

$22,000,000 - Hakalau, HI

29-596 Chin Chuck Rd Hakalau, HI - Kupaianaha Ranch - almost 800 acres on the Hamakua Coast only a short distance from Hilo town. Situated primarily within the historic ahupua‘a of Hakalau, the ranch includes 5 separate parcels, offering privacy and possibilities for a new owner to further develop its agricultural and residential potential. From the front gate the driveway winds for over a mile through orchards and cattle pasture with waterfall and ocean views, leading to a custom-built lodge home oriented to enjoy the highest waterfall on the property.The massive scale of the logs imported from Canada to build the residence reflects the grandeur of its location.The luxury lodge style is resonant of the iconic cattle ranches for which the Big Island is known. The living room, den, dining room, kitchen and one guest bedroom are on the first floor, opening to a wraparound deck framing waterfall views. Three fireplaces warm the living room, den and dining room on cool evenings. On the second floor are the primary bedroom, two more guest bedrooms, and an exercise or playroom. A winding staircase leads up to a third floor turret with stunning forever views. A pavilion on the deck beckons for barbecue dinners followed by a card game or kanikapila with guitars and ukulele. A path from the home leads down to the natural pool at the bottom of the waterfall. A caretakers cottage is accessed via separate entrance from Chin Chuck Road on the largest parcel. With a caretaker in place, this ranch could serve as a second home as well as a primary residence. Three forested parcels are only accessible via 4WD or horse - create trails through them or hide cabins in the woods for a family compound.A local rancher runs approximately 40 cows through multiple paddocks. Both the cattle ranching and orchards could be expanded, or other crops grown for market. There is also plenty of land to envision a true equestrian estate with a barn, covered arena, and endless acres for riding trails.

$21,900,000 - Kamuela, HI

68-1000 Ke Kailani Dr Kamuela, HI - Experience fusion of Asian-inspired design and Hawaiian elegance in this meticulously furnished and decorated architectural OCEANFRONT masterpiece, crafted by renowned Hawaii architect, Warren Sunnland. Built from exquisite clear cedar, teak, and natural stone, this residence blends seamlessly with its serene island setting. Situated at the end of a gated private road, follow a tranquil stone pathway that winds through bubbling koi ponds, leading to an inviting entrance into an expansive great room designed to flow effortlessly into an open-concept kitchen and dining area, perfect for gatherings and intimate moments alike. Through seamless teak pocket doors, the stunning covered oceanfront lanai merges indoor and outdoor living. This generously sized dining and lounge area with ample seating, sets the scene for poolside relaxation with panoramic views of whales breaching, sunsets on the Pacific Ocean, the rugged South Kohala coastline, and glimpses of Maui. One side of the residence offers a private 1,700 +/- square-foot primary suite serving as your private sanctuary. The spacious bedroom opens to sweeping ocean views, while a luxurious bathroom, oversized walk-in closet, and secluded outdoor shower provide an unparalleled sense of comfort. An adjacent oceanfront office offers inspiring coastal views, perfect for remote work or quiet contemplation. One additional bedroom, office and sitting room and a shared bathroom are thoughtfully incorporated adjacent to and part of this primary wing.On the north side of this intriguing estate, accessed by a hallway adorned with a 50m year old fossil wall, you'll find four generously sized bedroom suites, a large media room, and their own pantry and laundry area. Two of these suites offer private lanai and sumptuous ocean, coastline and Mauna Kea views!Room to expand this compound is also available through the acquisition of the adjacent 1 acre oceanfront parcel, TMK 3-6-8-36-3, for $6.9m. Truly one of a kind!

$21,000,000 - Honolulu, HI

3737 Manoa Road Honolulu, HI - 76.2798 acres of versatile land for sale, including TMK 1290550050000 (28.816 acres), TMK 1290540080000 (35.164 acres), and TMK 129054018 (12.2998 acres). Previously a cultural center featuring Hawaiian-Polynesian attractions, the property currently includes gift shops, hula and dance classes, a museum, and a restaurant with a liquor license and offices. Zoned as a zoological and botanical garden, it also features a 300-seat amphitheater and buildings constructed of concrete and steel. The grounds are suitable for agriculture, farming, aquaculture. The restaurant spans 10,000 sq ft and includes a large stage with dressing rooms upstairs. It can remain open until 10:00 pm. The interior building area is approximately 40,000 sq ft, complemented by 43,000 sq ft of paved, covered walkways within the park area. There are approximately 179 parking stalls available. All parcels are to be sold together. The park currently generates revenue from various sources. Buyers must be prequalified and pre-approved before showings. Information is deemed reliable but not guaranteed. Buyers are to conduct their own due diligenc

$21,000,000 - Honolulu, HI

3717 Manoa Road Honolulu, HI - 76.2798 acres of versatile land for sale, including TMK 1290550050000 (28.816 acres), TMK 1290540080000 (35.164 acres), and TMK 129054018 (12.2998 acres). Previously a cultural center featuring Hawaiian-Polynesian attractions, the property currently includes gift shops, hula and dance classes, a museum, and a restaurant with a liquor license and offices. Zoned as a zoological and botanical garden, it also features a 300-seat amphitheater and buildings constructed of concrete and steel. The grounds are suitable for agriculture, farming, aquaculture. The restaurant spans 10,000 sq ft and includes a large stage with dressing rooms upstairs. It can remain open until 10:00 pm. The interior building area is approximately 40,000 sq ft, complemented by 43,000 sq ft of paved, covered walkways within the park area. There are approximately 179 parking stalls available. All parcels are to be sold together. The park currently generates revenue from various sources. Buyers must be prequalified and pre-approved before showings. Information is deemed reliable but not guaranteed. Buyers are to conduct their own due diligence.

$19,995,000 - Kilauea, HI

2620-A Kauapea Rd. Kilauea, HI - Auction listing - Auction fees may apply. BID JUNE 6-18. Listed for $19.995M. Starting Bids Expected Between $10M–$13M.Perched on one of Kauai's most exclusive bluffs above Secret Beach, this commanding coastal estate embodies the pinnacle of North Shore Kauai luxury living. Secured behind private gates, on one of the island’s most sought-after streets, the property offers absolute privacy with direct beach access via a deeded trail. Floor-to-ceiling glass—among the largest continuous picture windows in Hawaii—frames breathtaking Pacific panoramas where whales and dolphins regularly appear against the backdrop of legendary Bali Hai sunsets and the glow of each morning's sunrise. The estate includes a guest residence, a swimming pool, and a hot tub spa with 270-degree Pacific vistas, along with limitless amenity opportunities to build upon. This turnkey opportunity invites immediate enjoyment of Kauai's incomparable natural splendor within an estate of unparalleled craftsmanship and design.- Total: 4,721 square feet | 1.45 acres | 4 bedrooms | 3 full bathrooms | 1 half bathroom- Main House | 4,221 square feet | 3 bedrooms | 2 full bathrooms | 1 half bathroom- Guest House | 500 square feet | 1 bedroom | 1 bathroom | Potential opportunity to expand up to 800 square feet- Architectural Features | Features one of the largest continuous glass windows in Hawaii. --- Unparalleled attention to detail throughout; Bali Hai sunset views and sunrise vistas over Kilauea Point National Wildlife Refuge- Outdoor Features | Private gated entrance ensuring complete security and exclusivity; Sparkling pool and hot tub; Deeded trail providing direct access to Secret Beach- Location | Prestigious Kauapea address known for secluded luxury estates; Minutes to Kilauea town; Easy access to North Shore attractions.

$19,950,000 - Kapaau, HI

54-250 Lokahi Rd Kapaau, HI - Hawai?i Island Retreat is boutique eco-lodge set on dramatic oceanfront cliffs in North Kohala on Hawai?i Island. Designed to honor and work with the land, this property has been on the leading edge of sustainable, culturally sensitive, wellness-oriented hospitality since its opening in 2008. Special permits allow for five acres of the 14.5 acre parcel to be used for the hotel and spa facilities, with the remainder of the land in orchards, gardens, and tropical and indigenous landscaping. Guests are welcome to enjoy the entire property, and a shoreline access trail allows guests to hike in both directions.Over the years the Retreat has acquired a devoted clientele of workshop and corporate leaders who book the entire resort for their groups. In between group bookings, rooms are available to individual travelers. Guest value the privacy, natural setting, and location in the historic Kohala area, birthplace of Kamehameha I. A variety of room types include individual bungalows, lodge guest rooms with luxurious baths and private balconies, and yurts nestled into the tropical foliage. FEATURES:--14.5 oceanfront acres with coastline and Maui views--16 guest rooms include 8 in the main lodge, 3 freestanding hale, 5 yurts --Amendment to the permits was approved in 2024 to allow expansion to 36 rooms--Commercial kitchen, dining room, yoga/dance studio, library/media room and reception/office in main lodge--Spa complex includes swimming pool and hottubl, exercise/yoga hale, meeting room, locker rooms and outdoor spa treatment platforms--County water, off-grid electrical system (solar with back up generator)A family-run business since its inception, Hawai?i Island Retreat is looking for its next steward to continue to the tradition of hospitality. As one recent guest review says "This place has no equal."The offering is for both the real property and the assets of the business including future bookings.

$19,900,000 - Kihei, HI

4950 Makena Rd Kihei, HI - Nestled into a gated residential condominium community on Maui’s sun-drenched south shore, this 4-bedroom, 4.5-bath home provides over 4,300 sq.ft of interior space, beautifully renovated in 2024. This home offers stunning sunset views year-round. The updated kitchen has a substantial two-level island with Patagonia quartzite countertops and bar seating for six, with Leicht cabinetry, tile backsplash and amenities like a wine fridge and coolers. Two distinct living spaces and dining area open to the lanai, pool and spa creating an ideal setting for entertaining. In the winter months, enjoy whale watching with views of Molokini, Kahoolawe, Lanai, and Molokai. Enjoy snorkeling at one of the most premier snorkeling spots “Turtle Town”. On the ground floor there are two en suite bedrooms. Upstairs, the primary suite features a private ocean-view lanai, a wet bar and a bathroom with a soaking tub and large walk-in shower. The upper floor also contains the fourth bedroom and sitting area. Additional features include new 4-zone air conditioning, central vacuum system, recessed lighting, Jerusalem gold tile throughout, carpeted stairs and bedrooms, fresh paint inside and out, and wine cellar. New tile around the pool and spa. Just a short drive away you will find world-class dining, shopping and three exceptional golf courses.

$19,880,000 - Kailua, HI

572C N Kalaheo Avenue Kailua, HI - Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in the world. With over 14,000 sq ft of sophisticated living space, the main residence is a masterpiece of design featuring a luxurious, expansive primary suite with panoramic ocean views, and an additional 9 bedrooms-each boasting a private en-suite bathroom, a spacious gym/recreation room, 2 additional full bathrooms, and 2 powder rooms. Designed to entertain in style, this private tropical oasis is complete with an outdoor pavilion and full wet bar just steps away from a pristine pool, spa, and wading pool all set within beautifully manicured landscaping. A charming, detached 2-bedroom, 2-bathroom guest quarters and three-car garage further complement this magnificent property. Just beyond your backyard, a white sandy beach and the sparkling blue Pacific Ocean, ideal for swimming, ocean sports, or peaceful strolls. Embrace this once-in-a-lifetime opportunity to own this prime oceanfront property.

$19,850,000 - Kihei, HI

34 Ualei Pl Kihei, HI - Presenting a Makena Gem in one of Maui's most prestigious neighborhoods. Welcome to the exclusive gated neighborhood of One Palauea Bay. 34 Ualei Place is what Maui dreams are made of. This luxury home is situated on one acre of beautiful land, and adjacent to a 21 acre reserve that is protected from development. Expansive ocean and inter-island views greet you as you enter the backyard. The outdoor lanai space is perfect for entertaining and gatherings. A large grotto style pool with waterfall features is the centerpiece for relaxing and soaking in the Maui sunshine. The views from this home must be seen in person to truly appreciate. Watch whales jumping (in season) from the backyard as the sun sets over the Pacific. The open design concept of this home focuses on the outdoor spaces while each bedroom maintains its own private feel with luxurious ensuite bathrooms. The chef's kitchen is a vision of design and elegance perfect for entertaining. Call your favorite Realtor today to view this unique luxury home.

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