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$1,995,000
5 Beds ⋅ 4 Baths ⋅ 202615876 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM
Discover a rare tropical retreat where the majestic Koolau Mountains meet the sparkling waters of Kalaeoio Beach Park. Situated on an expansive 13,949 sq. ft. lot directly across from the beach, this beautifully renovated 5-bedroom, 4-bath residence captures the essence of Hawaii living with breathtaking mountain and ocean views, soaring ceilings, and seamless indoor-outdoor living. Expansive covered lanais and disappearing glass doors invite cool trade winds and create the perfect setting for entertaining or relaxing in paradise. A natural freshwater stream and charming bridges wind through the lush tropical landscape, creating a private island oasis rarely found on Oahu. The generous lot offers exceptional flexibility with room to expand the existing home or explore the potential for a second dwelling. The spacious lower level is ideal for guests or multi-generational living. The adjoining parcel may also be available for purchase with the home, offering a rare opportunity to create an extraordinary legacy estate with even more land and privacy. This is a rare opportunity to own one of Oahu's truly unique coastal retreats.

51-244 Kamehameha Highway, Kaaawa
$1,499,000
6 Beds ⋅ 4 Baths ⋅ 202611175 MLS ⋅ FS - Fee Simple Tenure ⋅ 93 DOM
Welcome home to the incredibly beautiful town of Kaaawa! This is your opportunity to own this special expansive two-story 3,004 sq ft home offering 6 bedrooms & 4 full bathrooms! The main living area features vaulted ceilings, abundant natural light & an open-concept layout connecting the living & dining room w/ a spacious kitchen. Oversized windows capture ocean & mountain views. Main kitchen plus 2 kitchenettes & another kitchen in the apartment, offering flexibility for guests or separate living arrangements. Brand new roof! Opportunity for 3 separate rental units for lucrative rental income or multi-generational living. Located near many amazing beach parks, campgrounds, hiking trails, Kualoa Ranch & the iconic Crouching Lion Restaurant! Nearby you can enjoy your favorite activities like surfing, kayaking & paddleboarding! Snorkel with tropical fish & turtles or just relax & sip delicious local coffee while looking at the amazing sunrises! Located just outside the flood zone, the home benefits from lower insurance costs compared to oceanfront properties, while still offering shared neighborhood beach and ocean access. See you at the beach! Check out the virtual tour!

51-015 Lau Place, Kaaawa
$1,095,000
3 Beds ⋅ 2 Baths ⋅ 202608344 MLS ⋅ FS - Fee Simple Tenure ⋅ 126 DOM
Back on the market with a BRAND NEW roof and interior paint. Nestled in the peaceful community of Kaaawa, this charming 3-bedroom, 2-bath home offers the perfect blend of country living and island convenience. Enjoy stunning ocean and mountain views from your property, where gentle breezes and natural beauty surround you. The home features a spacious layout highlighted by a large primary bedroom with an en suite bath, providing a comfortable and private retreat. A level, fully fenced grassy yard offers plenty of space for outdoor entertaining, gardening, or simply relaxing in your own tropical setting. Additional features include ample storage space under the home, storage shed and a greenhouse-style structure, great for projects, hobbies, or growing your own plants. Ideally located just minutes from the beach, Kahana Bay, and the iconic Crouching Lion, you’ll have easy access to some of the island’s most scenic coastal and hiking spots. Experience the tranquility of rural Oahu while still being within a comfortable distance to town, shopping, and dining. This is a wonderful opportunity to enjoy the best of Windward living.

51-422 Lihimauna Road Unit A, Kaaawa
$998,000
2 Beds ⋅ 2 Baths ⋅ 202607215 MLS ⋅ FS - Fee Simple Tenure ⋅ 144 DOM ⋅ Makaua Shores BLDG.
Assumable 2.25% VA interest rate - financing available for the gap! Turnkey and move-in ready, this charming beach cottage is the perfect lock-and-leave second home, island retreat, or peaceful living experience year round. Nestled within the private Makaua Shores enclave of just eight homes, this beautifully designed 2-bedroom, 1.5-bath plus spacious loft offers privacy, style, and effortless coastal living. Professionally curated with custom countertops and hand-selected tile throughout, every detail reflects timeless island elegance. Your private tropical oasis features banana, coconut, papaya, and other fruit trees, with a tranquil dry stream bordering the property. The enclosed back lanai provides flexible space for a home office, studio, or wellness retreat. Enjoy ocean views from the primary bedroom, waterfall views from the kitchen, and mountain vistas from the spacious front lanai. Just steps from Swanzy Beach and renowned surf spots, residents also enjoy a private pool and pickleball court. Minutes to Crouching Lion Restaurant and endless outdoor adventures, this rare Makaua Shores offering delivers the ultimate turnkey Hawaii lifestyle.

51-529 Kamehameha Highway Unit 7, Kaaawa
$1,850,000
4 Beds ⋅ 5 Baths ⋅ 202606847 MLS ⋅ FS - Fee Simple Tenure ⋅ 157 DOM
PRICE REDUCTION!!! Rare opportunity in Kaaawa with sweeping ocean, sunrise, and mountain views just steps from the water. This 4-bed, 4.5-bath home blends island living with upscale finishes, featuring open-beam wood ceilings, a grand Ipe staircase, and seamless indoor-outdoor flow. The open kitchen and living area is built for entertaining with dual islands, granite countertops, double ovens, and a wine fridge. Multiple en-suite bedrooms, including a spacious primary with a soaking tub and panoramic views. Wraparound deck, plantation-style lanai, split AC, and quality finishes throughout. Turnkey coastal living with direct access to swimming, paddling, and fishing.

51-408 Kamehameha Highway, Kaaawa

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.