Kalaheo Hillside Homes with Sunset View

Welcome to Kalaheo Hillside, an enchanting neighborhood nestled in the heart of Kailua, Oahu. Known for its breathtaking landscapes and vibrant community spirit, Kalaheo Hillside offers a unique blend of tranquility and convenience, making it an ideal place to call home.

As you wander through the tree-lined streets of this charming enclave, you’ll discover a variety of well-designed homes that perfectly complement the stunning surroundings. Many properties in Kalaheo Hillside boast spectacular sunset views, providing a picturesque backdrop for your evening relaxation. Imagine unwinding on your lanai with a glass of wine, as the sky transforms into a canvas of vibrant oranges and purples—each sunset a masterpiece that adds to the allure of island living.

The neighborhood is not only known for its scenic beauty but also for its strong sense of community. Residents enjoy easy access to local parks, hiking trails, and the pristine beaches of Kailua, which are just a short drive away. The area is also home to a variety of shops, restaurants, and schools, ensuring that all your needs are conveniently met.

Kalaheo Hillside is perfect for families, retirees, and anyone looking to embrace the laid-back Hawaiian lifestyle. With its stunning homes, captivating views, and welcoming atmosphere, this neighborhood is truly a hidden gem in Oahu. Come discover the magic of Kalaheo Hillside, where your dream home awaits, and every sunset feels like a special gift from nature.

Newest Kalaheo Hillside Homes with Sunset View

$2,149,000

4 Beds ⋅ 2 Baths ⋅ 202616975 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

Fully remodeled in 2024, truly MOVE IN READY! Just a few blocks from Aikahi shopping center and Kailua beach! This 4 bedroom 2,020 SF home has a spacious great room, chef’s kitchen with gas range, pantry, indoor laundry room, & screened in bonus room, perfect for outdoor dining, or flex space. The primary suite is separated from the other 3 bedrooms with a custom closet and lg bathroom w/walk-in shower and freestanding tub. Step out to a sparkling pool, mature landscaping and multiple lanais. The vaulted breezeway leads to the additional bedrooms with a new custom Murphy bed in the middle bedroom. Spacious enough for a built in bar plus a home office. Louvered shutters throughout, solar shades in the kitchen, new fans and designer paint. A 24-panel owned photovoltaic system with battery storage on a new ’24 roof. All new windows and doors framing mountain and mature garden views. Split AC system throughout plus a gas range and two large propane tanks for a VERY energy efficient home! Plans to enclose the carport into a 2 car garage are in the permitting process! Minutes to military base, the beach, H-3, Pali and Likelike and a short stroll to great local schools.

340 Ilimano Street, 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.