Koolaupoko Homes with Garden View

Welcome to Koolaupoko, a hidden gem nestled on the picturesque windward coast of Oahu. This enchanting neighborhood, part of the charming city of Kailua, offers a serene escape from the hustle and bustle of urban life, while still providing convenient access to all the amenities you desire. With its lush landscapes, breathtaking mountain views, and pristine beaches, Koolaupoko is the perfect blend of natural beauty and community charm.

One of the standout features of homes in this area is their stunning garden views. Imagine waking up every morning to the sight of vibrant tropical flora and the soothing sounds of nature right outside your window. Many properties in Koolaupoko boast beautifully landscaped yards, where you can sip your morning coffee surrounded by colorful blooms and the gentle rustle of palm trees. These gardens not only enhance the aesthetic appeal of the homes but also create a tranquil oasis for relaxation and outdoor entertaining.

In addition to the stunning views, Koolaupoko is known for its friendly atmosphere and strong sense of community. Residents enjoy a variety of local shops, farmers' markets, and dining options that celebrate the unique flavors of Hawaii. Outdoor enthusiasts will find plenty of opportunities for adventure, with nearby hiking trails, kayaking spots, and the famous Kailua Beach just a short drive away.

Whether you’re seeking a peaceful retreat or an active lifestyle, Koolaupoko offers a perfect balance. Discover your dream home surrounded by nature’s beauty, and experience the warmth of this delightful neighborhood in Kailua, Hawaii. Welcome home!

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.