Koolaupoko Homes with Garden View

Welcome to Koolaupoko, a picturesque neighborhood nestled in the heart of Kailua, Oahu. Known for its stunning natural beauty and a serene atmosphere, Koolaupoko offers a perfect blend of island living and modern amenities. This vibrant community is bordered by the breathtaking Ko'olau Mountains to the north and the sparkling waters of Kailua Bay to the south, providing residents with awe-inspiring views and a plethora of outdoor activities.

One of the standout features of Koolaupoko is its charming homes, many of which boast enchanting garden views. Imagine waking up each morning to the sight of vibrant tropical flora and lush greenery right outside your window. These garden-view properties not only enhance your living experience but also create a peaceful oasis where you can unwind and connect with nature. Whether you’re sipping your morning coffee on the lanai or hosting a backyard barbecue, the beauty of your surroundings will always be a source of inspiration.

Koolaupoko is also conveniently located near Kailua's bustling town center, where you can find an array of boutique shops, delightful cafes, and local eateries. The area is known for its strong sense of community, with friendly neighbors and numerous events that bring residents together throughout the year. Enjoy easy access to some of Oahu's most beautiful beaches, hiking trails, and parks, making it an ideal location for outdoor enthusiasts and families alike.

If you’re seeking a slice of paradise with homes that embrace the beauty of garden views, Koolaupoko is the perfect place to call home. Experience the magic of island living in this enchanting neighborhood!

Newest Koolaupoko Homes with Garden 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.