Koolaupoko Homes with Sunset View

Welcome to Koolaupoko, a hidden gem nestled on the eastern shores of Oahu, Hawaii. This enchanting neighborhood, located in the vibrant city of Kailua, offers a perfect blend of natural beauty, community spirit, and island living. With its lush landscapes, pristine beaches, and breathtaking mountain vistas, Koolaupoko is a haven for those seeking tranquility and adventure alike.

One of the most alluring features of Koolaupoko is its stunning homes, many of which boast spectacular sunset views. Imagine unwinding in your backyard as the sun dips below the horizon, painting the sky in vibrant hues of orange and pink. These picturesque sunsets are a daily reminder of the beauty that surrounds you, making every evening a cherished experience.

Koolaupoko offers a variety of housing options, from charming single-family homes to modern condos, each designed to capture the essence of island living. The neighborhood is known for its friendly atmosphere, where neighbors become friends and community events foster a sense of belonging. With nearby parks, hiking trails, and access to some of the best beaches on the island, residents enjoy an active outdoor lifestyle year-round.

Conveniently located, Koolaupoko provides easy access to Kailua's thriving downtown area, filled with delightful shops, restaurants, and cafes. Whether you're savoring a fresh acai bowl or exploring local boutiques, there's always something to discover.

If you're searching for a place to call home that offers breathtaking views, a strong sense of community, and the laid-back charm of island life, Koolaupoko is the perfect choice. Come experience the magic of this extraordinary neighborhood for yourself!

Newest Koolaupoko Homes with Sunset View

$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.