Koolaupoko Homes with Canal View

Welcome to Koolaupoko, a hidden gem nestled on the stunning windward coast of Oahu, Hawaii. This enchanting neighborhood is a paradise for those seeking a blend of natural beauty and community charm. With lush mountains as a backdrop and the sparkling Pacific Ocean just a stone's throw away, Koolaupoko offers an idyllic setting for families, retirees, and everyone in between.

One of the standout features of this area is its breathtaking canal views. Imagine waking up to the gentle sound of water lapping against the shore, with panoramic vistas of the serene canals that weave through the neighborhood. Homes here are designed to embrace the outdoors, with many properties featuring expansive windows that frame the picturesque scenery. Whether you're sipping your morning coffee on the lanai or hosting a sunset barbecue, the stunning views will be a constant reminder of the beauty that surrounds you.

Koolaupoko is not just about stunning homes; it's also a vibrant community rich in culture and recreational opportunities. Residents enjoy easy access to pristine beaches, lush hiking trails, and a variety of local shops and eateries that showcase the flavors of Hawaii. Families will appreciate the top-rated schools and friendly atmosphere, making it an ideal place to raise children.

Whether you’re looking for a serene retreat or an active lifestyle, Koolaupoko offers the best of both worlds. Come discover your dream home with a canal view in this enchanting neighborhood – where every day feels like a vacation!

Newest Koolaupoko Homes with Canal View

$2,625,000

5 Beds ⋅ 5 Baths ⋅ 202612304 MLS ⋅ FS - Fee Simple Tenure

Rare opportunity to own a canal front home on a nearly 10,000 sq. ft. R-5 zoned lot with a legal ‘ohana unit, each with its own utility meters, complete with pool & spa. Tucked along the peaceful cul-de-sac end of Kainui Drive, locally known as “Duck Road.” The spacious single-level main home features three generously sized bedrooms with new carpeting, three bathrooms, a dedicated study and bright living and dining areas that flow seamlessly into an enclosed lanai. A large recreation room or studio complete with a kitchenette, bathroom, private entrance, and its own courtyard provides additional flexibility for guests, home office or extended family. Upstairs, the 800 sq ft 'ohana unit (823 Kainui Dr) features two bedrooms, one bathroom, and a covered lanai. Recent upgrades include a new roof on the main home and a freshly re-plastered pool. Take in stunning sunsets over the Ko'olau Mountains from the multiple outdoor areas, relax in the pool and spa, or enjoy a paddle or boat out to Kailua Bay. This unique property offers flexibility and is ideal for multigenerational living, generating rental income, or both. The possibilities are truly endless.

821 Kainui Drive, Kailua

Listing courtesy of Arquette Properties Inc.

$4,350,000

6 Beds ⋅ 4 Baths ⋅ 202525771 MLS ⋅ FS - Fee Simple Tenure

Discover the perfect blend of lifestyle, comfort, and value at 1251 Kainui Drive—an exceptional canal-front retreat situated along an established, palm tree-lined street in North Kailua. Fully renovated in 2026 & move-in ready, the spacious single-level main residence offers 4 beds, 3 baths, and over 3000 SF of beautifully designed living space with soaring ceilings, high-end finishes, and an effortless flow. New standing seam roof, net-metered PV & split AC. The kitchen is the heart of the home, featuring a grand island and luxurious, durable Taj Mahal quartzite countertops, ceiling-high cabinetry, premium appliances, a butler’s pantry, dedicated dining area and a charming breakfast nook. Covered and open lanais connect the living areas to landscaped grounds and a peaceful canal with ocean access—perfect for paddling from your backyard. Room to build your dream pool! A dedicated laundry room, 2-car garage, & ample storage provide everyday ease. The 2-bed, 1-bath ADU adds ~800 SF for multi-generational living, guests or rental flexibility. This desirable location is just two blocks from the beach and provides easy access to Kailua Town, top schools, and freeways for easy commuting.

1251 Kainui Drive, Kailua

Listing courtesy of Compass.

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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.