Waimanalo Real Estate

Waimanalo Real Estate

Welcome to Waimanalo, a hidden gem on the picturesque eastern coast of Oahu, Hawaii. Nestled between the majestic Ko'olau Mountains and the sparkling Pacific Ocean, this charming neighborhood offers a unique blend of natural beauty, rich culture, and a laid-back lifestyle that captures the essence of island living.

Waimanalo is renowned for its stunning beaches, with the iconic Waimanalo Beach Park featuring powdery white sands and crystal-clear waters, perfect for swimming, sunbathing, and picnicking with family and friends. The beach is framed by lush greenery and offers breathtaking views of Rabbit Island, making it a favorite spot for both locals and visitors alike.

The community is deeply rooted in Hawaiian culture, with a strong sense of ‘ohana (family) and a welcoming atmosphere that makes newcomers feel right at home. Waimanalo is also known for its vibrant farmer's markets, where you can find fresh, locally grown produce and handmade crafts, showcasing the talents of the community's artisans.

Outdoor enthusiasts will appreciate the abundance of recreational opportunities available in Waimanalo. From hiking trails that wind through the stunning mountain landscapes to kayaking and paddleboarding in the calm waters, there’s no shortage of adventure waiting for you.

With its serene setting, friendly community, and a plethora of activities to enjoy, Waimanalo is not just a place to live; it’s a lifestyle. Experience the beauty and tranquility of this enchanting neighborhood and discover why so many are proud to call Waimanalo home.

Newest Listings in Waimanalo

41-197 Huli Street, Waimanalo
$300,000
4 Beds ⋅ 2 Baths ⋅ 202615977 MLS ⋅ LH - Leasehold Tenure ⋅ 3 DOM
Hawaiian Homelands in Waimanalo-Purchaser must be 50% Hawaiian. This is a leasehold Property. Four Bedroom Two full bath one story Hawaiian Homestead home on large corner lot. Needs major structural repair to carport and updates to the interior of the house. Priced taking these structural needs in mind. A minimum of 48 hours notice to schedule an appointment

41-197 Huli Street, Waimanalo
41-539 Makakalo Street, Waimanalo
$5,400,000
202619101 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM
A Rare Waimanalo Opportunity: Where Country Living Meets Exceptional Possibilities. Perfect for equestrian enthusiasts, ranchers, farmers, and those seeking a truly unique piece of paradise. Set against the dramatic beauty of the Ko'olau mountains, this private, fully fenced property offers a remarkable combination of natural beauty, usable space and convenient access to town. Enjoy the peaceful, open atmosphere of Waimanalo while remaining close to its beautiful white-sand beaches. Featuring two cottages, over 26,000 square feet of warehouse, office space, and other roofed area. Surrounded by O'ahu’s lush windward landscape and magnificent mountain views, it’s more than just a property; it’s an opportunity to create a distinctive lifestyle, agricultural operation, or private retreat in Waimanalo’s scenic setting. Private. Fully fenced. Expansive. Versatile. Enjoy the beauty and tranquility of country living while staying connected to the conveniences of O'ahu. Priced under the appraised value!

41-539 Makakalo Street, Waimanalo
41-539 Makakalo Street, Waimanalo
$5,400,000
202619102 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM
A Rare Waimanalo Opportunity: Where Country Living Meets Exceptional Possibilities. Perfect for equestrian enthusiasts, ranchers, farmers, and those seeking a truly unique piece of paradise. Set against the dramatic beauty of the Ko'olau mountains, this private, fully fenced property offers a remarkable combination of natural beauty, usable space and convenient access to town. Enjoy the peaceful, open atmosphere of Waimanalo while remaining close to its beautiful white-sand beaches. Featuring two cottages, over 26,000 square feet of warehouse, office space, and other roofed area. Surrounded by O'ahu’s lush windward landscape and magnificent mountain views, it’s more than just a property; it’s an opportunity to create a distinctive lifestyle, agricultural operation, or private retreat in Waimanalo’s scenic setting. Private. Fully fenced. Expansive. Versatile. Enjoy the beauty and tranquility of country living while staying connected to the conveniences of O'ahu. Priced under the appraised value!

41-539 Makakalo Street, Waimanalo
41-539 Makakalo Street, Waimanalo
$5,400,000
3 Beds ⋅ 2 Baths ⋅ 202619098 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM
A Rare Waimanalo Opportunity: Where Country Living Meets Exceptional Possibilities. Perfect for equestrian enthusiasts, ranchers, farmers, and those seeking a truly unique piece of paradise. Set against the dramatic beauty of the Ko'olau mountains, this private, fully fenced property offers a remarkable combination of natural beauty, usable space and convenient access to town. Enjoy the peaceful, open atmosphere of Waimanalo while remaining close to its beautiful white-sand beaches. Featuring two cottages, over 26,000 square feet of warehouse, office space, and other roofed area. Surrounded by O'ahu’s lush windward landscape and magnificent mountain views, it’s more than just a property; it’s an opportunity to create a distinctive lifestyle, agricultural operation, or private retreat in Waimanalo’s scenic setting. Private. Fully fenced. Expansive. Versatile. Enjoy the beauty and tranquility of country living while staying connected to the conveniences of O'ahu. Priced under the appraised value!

41-539 Makakalo Street, Waimanalo
41-539 Makakalo Street, Waimanalo
$5,400,000
202619100 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM
A Rare Waimanalo Opportunity: Where Country Living Meets Exceptional Possibilities. Perfect for equestrian enthusiasts, ranchers, farmers, and those seeking a truly unique piece of paradise. Set against the dramatic beauty of the Ko'olau mountains, this private, fully fenced property offers a remarkable combination of natural beauty, usable space and convenient access to town. Enjoy the peaceful, open atmosphere of Waimanalo while remaining close to its beautiful white-sand beaches. Featuring two cottages, over 26,000 square feet of warehouse, office space, and other roofed area. Surrounded by O'ahu’s lush windward landscape and magnificent mountain views, it’s more than just a property; it’s an opportunity to create a distinctive lifestyle, agricultural operation, or private retreat in Waimanalo’s scenic setting. Private. Fully fenced. Expansive. Versatile. Enjoy the beauty and tranquility of country living while staying connected to the conveniences of O'ahu. Priced under the appraised value!

41-539 Makakalo Street, Waimanalo
41-727 Kaaumoana Place Unit NA, Waimanalo
$665,000
3 Beds ⋅ 1 Baths ⋅ 202614425 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM ⋅ Waimanalo Banyan Tree BLDG.
Wonderful opportunity for this rarely available Waimanalo Banyan Tree PUD with large Fenced in courtyard/yard area off the 2-vehicle carport. Current maintenance fee's under $500 for a 3 bedroom unit!! 2-stories with bedrooms and bathrooms upstairs. Living room, dining room, kitchen, courtyard on level 1. Good, clean condition... very livable, but flooring and interior paint will probably want to be updated by new owners at some point. Washer/Dryer is in the courtyard and storage closet. Feels like a single family home! Kaaumoana Place is the last road on the right in the complex, so very private and quiet.

41-727 Kaaumoana Place Unit NA, Waimanalo
41-010 Wailea Street, Waimanalo
$7,850,000
202618731 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM
Amazing opportunity to own a very special non-conforming multi-family compound owned and operated by a Kama'aina family since 1956 right off of one of the worlds best beaches (#35 world/#4 US). Waimanalo Beach Cottages offers the best in authentic local hospitality and in location. Steps to the world class Waimanalo Beach. !DO NOT ENTER PROPERTY W/OUT AUTHORIZATION AND DO NOT DISTURB GUESTS! 2 Studio units, 4 One Bed units, 2 Two Beds units and 1 Three Bedroom unit. See the 3D Virtual Tour herein.

41-010 Wailea Street, Waimanalo
41-010 Wailea Street, Waimanalo
$7,850,000
202618736 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM
Amazing opportunity to own a very special non-conforming multi-family compound owned and operated by a Kama'aina family since 1956 right off of one of the worlds best beaches (#35 world/#4 US). Waimanalo Beach Cottages offers the best in authentic local hospitality and in location. Steps to the world class Waimanalo Beach. !DO NOT ENTER PROPERTY W/OUT AUTHORIZATION AND DO NOT DISTURB GUESTS! 2 Studio units, 4 One Bed units, 2 Two Beds units and 1 Three Bedroom unit. See the 3D Virtual Tour herein.

41-010 Wailea Street, Waimanalo
41-012 Wailea Street, Waimanalo
$1,699,000
2 Beds ⋅ 2 Baths ⋅ 202617903 MLS ⋅ FS - Fee Simple Tenure ⋅ 30 DOM
WHERE THE KOOLAUS MEET THE SEA. MOMENTS FROM WAIMANALO BEACH. Tucked into coveted Waimanalo Beach Lots, this beautifully updated 2-bedroom, 2-bath beach cottage pairs exceptional beach proximity with a rare sense of openness. Beach access is just moments away, while the property opens to an expansive green backdrop with Waimanalo Beach Park directly behind instead of another home. Koolau views, swaying palms, and the sound of the ocean complete the setting. Beautiful natural light fills the approx. 984 sq. ft. interior, with bamboo flooring throughout and custom driftwood vaulted ceilings creating a warm, relaxed aesthetic that complements the home’s easy beachside setting. Thoughtful updates include a remodeled kitchen and baths in 2022, a 2021 roof, and solar water-heating system. Outside, the fully enclosed yard and gathering spaces offer room to relax, entertain, or return home from the beach and talk story with friends. Set within one of Oahu’s most cherished beach communities, this is an opportunity to enjoy white sand, turquoise water, and the Koolau Mountains as part of everyday life. Actual square footage and number of bedrooms/baths do not match TMK records.

41-012 Wailea Street, Waimanalo
41-812 Kakaina Street, Waimanalo
$1,748,000
202617235 MLS ⋅ FS - Fee Simple Tenure ⋅ 49 DOM
Discover the true essence of country living. Positioned along one of Waimanalo's most picturesque corridors, this lot invites you to build the island home you have long imagined. Wake up each morning to dramatic mountain ridges, cool trade winds, and the peaceful ambiance of Oahu's windward side. Whether you intend to plant organic fruit trees, build a spacious multi-generational home, or design an eco-retreat, or farm this lush vacant lot provides the space and versatility to make it happen. Properties in this tight-knit agricultural and residential community are highly sought after-don't miss your chance to claim a piece of paradise. Bring your architect, your builder, and your dreams.

41-812 Kakaina Street, Waimanalo
41-1451 Laukalo Street, Waimanalo
$379,900
4 Beds ⋅ 3 Baths ⋅ 202616058 MLS ⋅ LH - Leasehold Tenure ⋅ 71 DOM
Your Waimanalo Village Lifestyle begins here. Hawaii Housing Finance and Development Corp. (HHFDC) Leasehold property, (NOT HAWAIIAN HOMESTEAD) offers a unique opportunity. Comfortable island living, the main home features 3 bedrooms, 1 ½ bath, and measures approximately 1,152 square feet of living space, complemented by an attached studio and bath and laundry room. This flexible Layout is ideal for extended family, guests, a home office, or additional living space. Step outside to the expansive front porch/deck - an inviting place to enjoy your morning coffee. Entertain friends and family or simply relax In the refreshing breeze. You’ll also be just minutes from Waimanalo and Bellows, neighborhood parks, shopping and dining and the convenience of nearby Kailua.

41-1451 Laukalo Street, Waimanalo
41-37 Wailea Street, Waimanalo
$2,800,000
202612039 MLS ⋅ FS - Fee Simple Tenure ⋅ 131 DOM ⋅ Na BLDG.
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.

41-37 Wailea Street, Waimanalo
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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.

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