Kalaheo Hillside Homes with Sunset View

Welcome to Kalaheo Hillside, a hidden gem nestled in the serene town of Kailua on the beautiful island of Oahu, Hawaii. This charming neighborhood is renowned for its breathtaking sunset views, where each evening transforms the sky into a vibrant canvas of oranges, pinks, and purples. Imagine unwinding on your lanai with a glass of wine, soaking in the natural beauty that surrounds you—this is everyday life in Kalaheo Hillside.

The homes in this picturesque community are designed to harmonize with the stunning landscape, often featuring spacious layouts, lush gardens, and inviting outdoor spaces. Many properties boast expansive windows and terraces that frame those coveted sunset vistas, making them perfect for both entertaining and peaceful evenings at home. Whether you’re looking for a cozy single-family home or a modern retreat, Kalaheo Hillside offers a variety of options to suit your lifestyle.

Beyond the enchanting views, this neighborhood is characterized by its friendly atmosphere and close-knit community. Residents enjoy easy access to Kailua’s pristine beaches, vibrant local shops, and delightful dining options, all just a short drive away. Outdoor enthusiasts will appreciate the nearby hiking trails and water sports, ensuring there’s never a dull moment.

Kalaheo Hillside is more than just a place to live; it’s a lifestyle defined by natural beauty and community spirit. Come discover your dream home in this idyllic setting, where every sunset feels like a personal masterpiece. Embrace the charm of Kalaheo Hillside—your paradise awaits!

Newest Kalaheo Hillside Homes with Sunset View

$2,149,000

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

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

Listing courtesy of eXp Realty.

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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.