Koolaupoko Homes with Garden View

Welcome to Koolaupoko, a hidden gem nestled in the heart of Oahu, Hawaii. This enchanting neighborhood, located in the vibrant city of Kailua, offers a unique blend of natural beauty and community charm that is hard to resist. Known for its breathtaking landscapes, Koolaupoko is surrounded by the majestic Ko’olau Mountains and pristine beaches, making it a paradise for outdoor enthusiasts and nature lovers alike.

The homes in Koolaupoko are a true reflection of the island’s spirit, featuring stunning architecture complemented by lush gardens and vibrant flora. Many residences boast spectacular garden views, inviting residents to immerse themselves in the beauty of Hawaii’s natural environment. Imagine waking up each morning to the gentle rustle of palm trees and the sweet scent of tropical flowers wafting through your windows. It’s a lifestyle that encourages relaxation and connection with nature.

Kailua itself is a lively community, rich in culture and history. With a plethora of local shops, delightful eateries, and friendly neighbors, you’ll find everything you need just a stone’s throw away. The nearby beaches, such as Lanikai and Kailua Beach, are perfect for sunbathing, kayaking, or simply enjoying a picturesque sunset.

Whether you’re seeking a serene retreat or a vibrant community, Koolaupoko offers an idyllic living experience. With its captivating homes featuring garden views, you’ll discover a place where every day feels like a vacation. Come explore the beauty and charm of Koolaupoko, where your dream home awaits amidst the lush landscapes of Oahu!

Newest Koolaupoko Homes with Garden View

$2,500,000

5 Beds ⋅ 5 Baths ⋅ 202612304 MLS ⋅ FS - Fee Simple Tenure ⋅ 66 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 ⋅ 191 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.