Kailua Town Homes with Canal Frontage

Welcome to Kailua Town, a picturesque gem nestled on the windward coast of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and a vibrant community, Kailua offers a unique blend of natural beauty and a laid-back lifestyle that’s hard to resist.

The heart of Kailua Town is its charming downtown area, where you’ll find an array of boutique shops, local eateries, and artisanal markets. Whether you’re savoring a delicious acai bowl or browsing through unique handmade crafts, the local culture is rich and inviting. Just a short stroll away, the pristine sands of Kailua Beach and Lanikai Beach beckon, offering crystal-clear waters perfect for swimming, kayaking, and paddleboarding.

For those seeking a home with a touch of tranquility, Kailua Town boasts an array of stunning properties, particularly those with canal frontage. Imagine waking up to the gentle sounds of water lapping against your dock, surrounded by lush tropical foliage. These homes offer not only breathtaking views but also direct access to the serene canals that wind through the neighborhood, perfect for leisurely afternoons spent kayaking or fishing.

Living in Kailua means embracing an active lifestyle, with numerous hiking trails, parks, and outdoor activities at your doorstep. The community is known for its friendly atmosphere, making it easy to connect with neighbors and enjoy local events.

In Kailua Town, every day feels like a vacation. Come discover the perfect blend of relaxation and adventure in this enchanting Hawaiian paradise!

Newest Kailua Town Homes with Canal Frontage

$895,000

3 Beds ⋅ 2 Baths ⋅ 202615666 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM ⋅ Windward Cove BLDG.

Welcome to this beautifully renovated 3 bedroom/2 bath residence at Windward Cove, a gated community in the heart of Kailua that’s surrounded by koi ponds, lush landscaping and tranquil water features. Inside, you’ll find a fully upgraded kitchen with waterfall quartz countertops and appliances, new primary bath vanity, new split AC’s, fresh interior paint and luxury vinyl floors throughout. Expansive floor-to-ceiling windows fill the unit with natural light and peaceful garden views, creating the feeling of living in your own private tropical retreat. This top floor unit also comes with a spacious private rooftop balcony with beautiful Koolau mountain and treetop views, perfect for relaxing and entertaining. Set on 3 acres of tropical grounds, Windward Cove offers resort-style amenities including a swimming pool, hot tub, sauna, tennis and pickleball courts, pool, barbeque areas, bike and surfboard racks and a private storage locker. Located minutes away from world-famous Kailua beach and popular restaurants, come see what makes this complex in Kailua so special. 2 photos are virtually staged(enhanced).

1020 Aoloa Place Unit 404A, 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.