Waimanalo Homes with Fee Simple Land tenure

Welcome to Waimanalo, a hidden gem nestled on the southeastern coast of Oahu, Hawaii. This charming community is renowned for its breathtaking natural beauty, featuring pristine beaches, lush mountains, and a laid-back atmosphere that invites residents to embrace the island lifestyle. With its stunning coastline and the majestic backdrop of the Ko'olau mountain range, Waimanalo offers a picturesque setting that feels like a slice of paradise.

Waimanalo is more than just a scenic locale; it boasts a strong sense of community and rich cultural heritage. The area is home to friendly neighbors and a welcoming vibe, making it easy to connect with those around you. Local farmers' markets, community events, and cultural festivals showcase the vibrant spirit of Waimanalo, fostering a sense of belonging that residents cherish.

For those seeking to plant roots in this idyllic setting, homes in Waimanalo come with the added benefit of fee simple land tenure. This means you have full ownership of both the property and the land it sits on, providing you with the freedom and flexibility to truly make it your own. Whether you envision a cozy beach cottage or a modern family home, the possibilities are endless in this enchanting neighborhood.

With its combination of natural beauty, strong community ties, and the appeal of fee simple ownership, Waimanalo is not just a place to live; it’s a lifestyle to embrace. Come discover the magic of Waimanalo, where every day feels like a vacation, and your dream home awaits!

Newest Waimanalo Homes with Fee Simple Land tenure

$2,250,000

3 Beds ⋅ 3 Baths ⋅ 202612052 MLS ⋅ FS - Fee Simple Tenure

This wonderfully warm home is turnkey and ready for immediate country living. 3 bedrooms with 2 full bathrooms, a fabulous kitchen with stone countertops, stainless steel appliances, a view of Mt. Olomana on one side and the cliffs of the Koolau on the other side. Primary bedroom is ensuite with a walk in closet. The second bedroom has fully built in shelves and can double as an office as the Murphy Bed lifts into the wall. Photovoltaic system is owned, not leased, with Tesla Powerwall batteries+EV Charger. John Deere Tractor Included! Bedroom 3 has entry into the double high screen room that brings the crevices of the Koolau range into zoom view. The view down to the well-maintained working Meyer Lemon and Lime orchard is breathtaking!. There is a fully permitted ADU studio with full bath adjoining the Citrus Grove. Numerous fruit trees, too many to mention, and a profusely flowering gardenia bush... This is a rare offering awaiting a buyer who dreams of a country lifestyle that is ready to walk into and call home. Please Use Old Republic Escrow Donna Uemura Kailua Include Appraisal Clause if Financing. So rare There Are No Comps!

41-964 Kakaina Street, Waimanalo

Listing courtesy of Cynthia Rubinstein R.E., Inc..

$2,800,000

3 Beds ⋅ 1 Baths ⋅ 202612038 MLS ⋅ FS - Fee Simple Tenure

Located on Kalanianaole Highway in Waimanalo with high visibility and traffic from both locals and tourists, this expansive 19,569 square-foot property presents an incredible opportunity for investors and entrepreneurs alike. The property sports a three-bedroom residence, rented parking section leased by the post office and Business Zoned space for your imagination. With a vacant section on-site, this property invites various development possibilities. Situated just moments away from the popular Waimanalo Beach Park, this location attracts continuous pedestrian and vehicle traffic, ensuring a steady flow of potential customers. Whether you're looking to grow an established business, start a new venture, or take advantage of the property’s prime location, this versatile space has everything you need to make your vision a reality.

41-35 Wailea Street, Waimanalo

Listing courtesy of Horita Realty LLC.

$749,000

3 Beds ⋅ 2 Baths ⋅ 202611171 MLS ⋅ FS - Fee Simple Tenure

Contractor special and Exceptional opportunity in the heart of Waimanalo! Duplex that could be separated. Set on a 6,777 sq ft lot with a tiny association fee, this attached single family home is ready for a buyer to create something special, whether it's a complete renovation or brand-new custom residence, the possibilities are plentiful. The existing structure was originally configured as a 3 bedroom, 1 1/2 bath home, and is in need of significant repairs. Additions have been made over the years, including a large living room plus a covered deck and another attached room on the backside. There is a new roof and gutters on the front portion of the home, but the property had extensive water damage from the Kona Low storm. Offered strictly As Is, Where Is, and with all its contents, it is priced less than current land value. This property is best suited for investors, builders, contractors, or buyers seeking a project. Enjoy the beauty and charm of Waimanalo, with its world-famous beaches, and the majestic Ko'olau mountain range in the background.

41-569 Inoaole Street, Waimanalo

Listing courtesy of Hawaii Life.

$6,998,000

4 Beds ⋅ 5 Baths ⋅ 202610714 MLS ⋅ FS - Fee Simple Tenure

Nestled along one of Oahu’s most coveted stretches of coastline, this exceptional beachfront residence offers a rare combination of privacy, space, and direct access to a secluded sandy beach. Enjoy breathtaking sunrise/moonrise views, "Rabbit Island", Makapuu Lighthouse, and the "Mokes", with the majestic Koolau Mountains providing a dramatic backdrop. Spanning nearly 5,000 square feet of interior living space, the home features 4 bedrooms, a large office, and 5 full bathrooms. An attached guest suite with 2 bedrooms and 2 full bathrooms provides outstanding flexibility for extended family, guests, or a private retreat. Designed to embrace Hawaii’s indoor-outdoor lifestyle, the property offers generous living spaces, abundant natural light, and a tranquil setting. Enjoy the serenity of a private beachfront enclave while remaining conveniently connected, with multiple routes providing easy access to Kailua, Hawaii Kai, Waikiki, and Honolulu International Airport. Whether entertaining, hosting family and friends, or simply enjoying the peaceful rhythm of the ocean, this rare offering delivers the privacy, convenience, and lifestyle of Hawaii beachfront living at its finest.

41-459 Kalanianaole Highway, Waimanalo

Listing courtesy of Corcoran Pacific Properties.

$1,925,000

3 Beds ⋅ 2 Baths ⋅ 202610224 MLS ⋅ FS - Fee Simple Tenure

Tucked away on Oahu’s Windward Coast, this charming mid-century home captures the essence of Hawaiian beach living. A short walk from the powder-soft sands and turquoise waters of Waimanalo Beach—consistently ranked among the most beautiful shorelines in the world—this thoughtfully maintained 3-bedroom, 2-bath residence offers a rare opportunity to live the lifestyle so many dream about. Set on an expansive 14,518 sq. ft. level lot, the property provides exceptional outdoor space for entertaining, gardening, or simply unwinding in the tropical breeze. Mature fruit trees dot the grounds, offering both shade and a true taste of island abundance. The home’s mid-century character shines through with timeless lines and a welcoming, move-in ready feel. Every detail reflects pride of ownership, making this a turn-key opportunity for buyers seeking a seamless transition to coastal living. The 24 owned photovoltaic panels provide meaningful savings. Positioned between the conveniences of Honolulu and the charm of Kailua, yet nestled in the quiet, country feel of Waimanalo, this property strikes the balance of seclusion and accessibility. Beach living, mountain views and abundant space.

41-1025 Nenue Street, Waimanalo

Listing courtesy of Compass.

$1,945,000

3 Beds ⋅ 2 Baths ⋅ 202609963 MLS ⋅ FS - Fee Simple Tenure

Welcome to the country lifestyle of Waimanalo - where sunrises, sandy beaches, surfing, diving, hiking, and the natural beauty of Hawai'i is part of everyday life. This special property offers a rare opportunity to slow down, recharge, and embrace island living in one of Oahu's most treasured beach communities. The cozy three-bedroom home captures the simple charm and relaxed feeling of an old Hawai'i beach house, while the expansive 11,700 square foot level lot may offer the potential to accommodate an accessory dwelling unit. With the beach approximately 400 feet away, the property is framed by the dramatic Koolau mountains, creating a breathtaking backdrop where mountains meet the sea. Enjoy the convenience of being just minutes from Kailua, yet worlds away from the pace of town. Honolulu, Costco and the airport are all within a short drive. This beachfront neighborhood is ideally situated near Waimanalo Beach Park, the local post office, fuel station, and Kalapawai Market.

41-020 Puuone Street, Waimanalo

Listing courtesy of Hawaii Modern Realty.

$1,899,000

13 Beds ⋅ 5 Baths ⋅ 202609795 MLS ⋅ FS - Fee Simple Tenure

A rare opportunity for multi-generational living in the heart of Waimanalo! This 1.1-acre property sits beneath the majestic Mount Olomana and features five single-family homes, each with its own cesspool, in varying conditions. With plenty of space and privacy, it’s perfect for extended families looking to create a shared retreat or for those wanting to renovate and make it their own. Enjoy the peaceful surroundings and the potential to build lasting memories in a truly special place. Just minutes from world-famous Waimanalo Beach and a short drive to Kailua Town, you’ll find the ideal mix of island seclusion and everyday convenience. Don’t miss this rare chance to own a legacy property in one of Oahu’s most scenic communities. Flood Zones: AEF + XS

41-1702 Kalanianaole Highway, Waimanalo

Listing courtesy of REMAX Hawaii.

$2,790,000

11 Beds ⋅ 8 Baths ⋅ 202608921 MLS ⋅ FS - Fee Simple Tenure

Rare opportunity with great potentials, for either own family living or rental investment, easy to afford mortgage! Located only a few houses away from world-famous Waimanalo white sand beach! Ideal for own living to enjoy lots of space in highly desirable beach neighborhood. 5704sf living space, 6 private entrances on 11,250sf lot. This 2-story house, 3811sf was newly built in 2015. Plus 1-story Ohana unit, 1893sf. This gated & spacious property offers 11 bedrooms, 8 full bathrooms, idyllic office space. Stunning, unobstructed Ko’olaumountain views. Total of 2 kitchens, 2 wet bars and plus. Huge sizes for all living rooms, kitchens, bedrooms, etc. 11ft tall ceiling for main living room; 9ft tall for other areas. Tons of upgrades: lanai, auto metal gate, natural stones, metal roof, solid wood cabinets & double-door entries, hardwood floor, granite & quartz countertops, Quartz staircase, etc. If for rental, since so close to beach, high rental demands paying good price to generate good incomes.

41-51 Hinalea Street, Waimanalo

Listing courtesy of eXp Realty.

$2,750,000

5 Beds ⋅ 3 Baths ⋅ 202604504 MLS ⋅ FS - Fee Simple Tenure

Welcome to the beach home of your dreams, where location and quality meet for Hawaiian-living perfection. Just a short stroll from the beach, this impeccable single-level residence offers the ultimate in relaxed seaside living. Imagine morning walks along the white sands of Waimanalo Beach, and afternoon swims in the calming blue waters. Step outside to your private backyard oasis, complete with saltwater pool, sauna, and covered entertaining areas. Adding exceptional value and versatility, a 1 bed/1bath unit with kitchenette, private outdoor space, and separate entrance is located at the rear of the home. Enjoy energy-efficiency with owned Photovoltaic panels and 3 Tesla batteries. With an ample amount of bedrooms and living spaces, you’ll have plenty of options for utilizing this home in any of the ways your heart desires. Whether you’re searching for a full-time home or a vacation getaway, this beachside gem checks every box. *Tax records differ from actual

41-046 Hihimanu Street, Waimanalo

Listing courtesy of Compass.

$24,900,000

10 Beds ⋅ 9 Baths ⋅ 202525519 MLS ⋅ FS - Fee Simple Tenure

Live among Hawaii's natural wonders & unsurpassed beauty at this extraordinary Pahonu Beach estate. Spanning nearly 1 acre, this oceanfront property includes 152 linear feet along the Pacific Ocean. Nestled in a private, gated location, the 2 lot compound offers over 8600 sq ft of living area in its main house, guest house, cottage, and studio. Expansive lawns provide mesmerizing views across the ocean to Manama (Rabbit) Island and stunning vistas of the Koolau Mountains. The main house completed in 2022, sets a new standard of quality craftsmanship. Exceptional design, flawlessly executed using premium materials, creates a luxurious, beautiful, and comfortable home. Floor to ceiling sliding glass doors span the oceanfront side, providing spectacular views of the lush landscaping and ocean. The gourmet kitchen includes top of the line appliances, custom walnut cabinetry, and a disappearing pantry consistent with its sleek, modern design. Next door includes a 3BR oceanfront guest house, 2BR cottage and studio. This irreplaceable compound offers its next owner an opportunity to enjoy a spectacular lifestyle with family and friends in a magnificent oceanfront setting.

41-471 Kalanianaole Highway, Waimanalo

Listing courtesy of Caron B Realty.

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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.