Kailua Estates Homes with Waterfront Frontage

Welcome to Kailua Estates, a hidden gem nestled on the captivating shores of Oahu, Hawaii. This enchanting neighborhood is renowned for its stunning waterfront properties, where the gentle sound of waves lapping against the shore becomes a soothing backdrop to everyday life. Imagine waking up to panoramic views of the azure ocean, with the sun rising over the horizon, casting a golden glow on your home.

Kailua Estates is not just about breathtaking scenery; it offers a tight-knit community atmosphere that welcomes families, retirees, and everyone in between. With tree-lined streets and beautifully landscaped yards, this neighborhood radiates a sense of peace and tranquility. Residents enjoy easy access to pristine beaches, making it a paradise for water sports enthusiasts, sunbathers, and nature lovers alike.

The heart of Kailua is just a stone's throw away, featuring a vibrant array of local shops, cafes, and restaurants that showcase the unique flavors of Hawaiian cuisine. Whether you’re savoring a fresh poke bowl or sipping on locally brewed coffee, you’ll find that Kailua’s culinary scene is as delightful as its surroundings.

For those seeking an active lifestyle, the nearby hiking trails offer breathtaking views of the island, while the calm waters provide perfect conditions for kayaking and paddleboarding. With its unique blend of natural beauty, community spirit, and waterfront living, Kailua Estates is not just a place to live; it’s a lifestyle to embrace. Come discover your dream home in this idyllic paradise, where every day feels like a vacation.

Newest Kailua Estates Homes with Waterfront Frontage

$4,098,000

5 Beds ⋅ 4 Baths ⋅ 202608270 MLS ⋅ FS - Fee Simple Tenure

Set along the coveted waterfront canal of Kailua, this iconic property 485 Wanaao, captures the essence of modern island living with rare versatility & timeless appeal. Situated on a generous lot, the residence offers a seamless blend of indoor-outdoor living, framed by tranquil water views & lush surroundings. The main home features 4 bedrooms & 2.5 bathrooms, thoughtfully designed with soaring ceilings, & a spacious open-concept layout that fills the interior with natural light & refreshing trade winds. Clean lines, modern finishes, & refined craftsmanship create an inviting yet sophisticated atmosphere, perfect for both everyday living & entertaining. The fully legal 1-bedroom, 1-bath ADU—ideal for guests, extended family, or rental income—adding exceptional flexibility to this already remarkable offering. Expansive outdoor spaces invite you to unwind, host gatherings & enjoy peaceful waterfront setting. This home delivers a lifestyle that is both rare and deeply connected to its surroundings. Minutes from Kailua's beaches, dining and shopping. A true once-in-a-lifetime opportunity to own a signature property in one of O‘ahu’s most desirable coastal communities.

485 Wanaao Road, Kailua

Listing courtesy of Corcoran Pacific Properties.

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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.