Koolaupoko Homes with Garden View

Welcome to Koolaupoko, a picturesque neighborhood nestled on the stunning windward coast of Oahu, Hawaii. Known for its breathtaking landscapes and vibrant community, Koolaupoko offers a tranquil escape that perfectly balances the beauty of nature with the conveniences of modern living. Living here means waking up to the gentle sounds of waves lapping against the shore and the rustling of palm trees swaying in the warm Hawaiian breeze.

Kailua, the heart of Koolaupoko, is famous for its pristine beaches, including the renowned Kailua Beach and Lanikai Beach, both just a stone's throw away from your future home. This idyllic area boasts a variety of outdoor activities, from kayaking in the crystal-clear waters to hiking the scenic trails of the nearby Koolau Mountains. The neighborhood is also rich in local culture, featuring charming boutiques, delightful eateries, and vibrant farmers' markets where you can savor the flavors of Hawaii.

For those seeking homes with garden views, Koolaupoko is a dream come true. Many properties here are designed to harmonize with the lush surroundings, offering serene vistas of tropical gardens and vibrant flora. Imagine sipping your morning coffee on a lanai while soaking in the beauty of your meticulously landscaped yard, filled with colorful hibiscus, plumeria, and other native plants.

With its friendly atmosphere and stunning natural beauty, Koolaupoko is more than just a place to live; it's a lifestyle. Experience the best of island living in this enchanting neighborhood, where every day feels like a vacation. Discover your dream home in Koolaupoko today!

Newest Koolaupoko Homes with Garden View

$2,500,000

5 Beds ⋅ 5 Baths ⋅ 202612304 MLS ⋅ FS - Fee Simple Tenure ⋅ 31 DOM

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

$4,350,000

6 Beds ⋅ 4 Baths ⋅ 202525771 MLS ⋅ FS - Fee Simple Tenure ⋅ 156 DOM

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

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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.