Kailua Estates Homes with Canal Frontage

Welcome to Kailua Estates, a hidden gem nestled in the heart of Kailua on the picturesque island of Oahu, Hawaii. This charming neighborhood is renowned for its breathtaking natural beauty, friendly community, and laid-back island lifestyle. With its lush landscapes, pristine beaches, and stunning views of the Ko’olau Mountains, Kailua Estates is truly a paradise for those seeking a serene coastal living experience.

One of the standout features of Kailua Estates is its beautiful homes with canal frontage. Imagine waking up each morning to the soothing sounds of water lapping against your private dock, with the gentle Hawaiian breeze flowing through your windows. These canal-front properties offer not only a unique lifestyle but also direct access to the tranquil waters, perfect for kayaking, paddleboarding, or simply enjoying a leisurely afternoon on the water.

The neighborhood boasts a vibrant community spirit, with friendly neighbors who share a passion for the outdoors. Residents often gather for weekend barbecues, beach clean-ups, and local events, fostering a sense of belonging that is hard to find elsewhere. Families will appreciate the top-rated schools nearby, while nature enthusiasts can explore the stunning beaches of Kailua, just a short drive away.

Whether you’re looking for a permanent residence or a vacation retreat, Kailua Estates offers an idyllic lifestyle that blends comfort, adventure, and the unmatched beauty of Hawaii. Come discover your dream home in this enchanting neighborhood, where every day feels like a vacation!

Newest Kailua Estates Homes with Canal Frontage

$4,098,000

5 Beds ⋅ 4 Baths ⋅ 202608270 MLS ⋅ FS - Fee Simple Tenure ⋅ 95 DOM

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

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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.