Hillcrest Homes for Sale

Welcome to Hillcrest, a charming neighborhood nestled in the heart of Kailua, Oahu. Known for its serene atmosphere and stunning natural beauty, Hillcrest offers a perfect blend of island living and suburban comfort. With lush greenery, picturesque mountain views, and a welcoming community spirit, this neighborhood is an idyllic place to call home.

One of the standout features of Hillcrest is its proximity to Kailua’s beautiful beaches, where residents can enjoy sunbathing, surfing, and beachcombing along the soft sands of Lanikai and Kailua Beach. The area is also conveniently located near local shops, delightful eateries, and vibrant farmers' markets, ensuring that you have everything you need just a stone's throw away.

When it comes to homes for sale in Hillcrest, you’ll find a variety of options that cater to diverse tastes and lifestyles. From charming single-family homes with spacious yards to modern townhouses with contemporary designs, there’s something for everyone. Many properties boast stunning views, ample outdoor space, and easy access to nature trails, making them perfect for families, retirees, and anyone looking to embrace the laid-back Hawaiian lifestyle.

Living in Hillcrest means being part of a friendly community where neighbors become friends and outdoor adventures await at every turn. If you’re ready to explore the delightful homes for sale in this enchanting neighborhood, don’t hesitate to reach out. Your dream home in Hillcrest is just a heartbeat away!

Newest Hillcrest Homes for Sale

$2,450,000

4 Beds ⋅ 3 Baths ⋅ 202612934 MLS ⋅ FS - Fee Simple Tenure

Live at the top of Keolu Summit in Hillcrest with 180 degree views of the Koolau mountains, Olomana peaks, Enchanted Lake, and Kailua Bay. A stunning viewscape captured from your wrap around lanais and large picture windows framed by high vaulted ceilings. The open layout of the home embraces the essence of Hawaiian living with modern finishings and covered ipe wood lanais offering you a variety of settings for entertaining and indoor/outdoor living. The main house provides a large primary bedroom with an en suite bath, a spacious second bedroom, and a third bedroom or office. The separate cottage with full bath and kitchenette has equally captivating views with a large lanai. The resort-like blue tiled pool with spa and water feature is surrounded by lush tropical landscaping providing beauty and privacy. Features an owned PV system, 2-car enclosed garage, and adjacent workshop/storage. There are 2 dedicated parking stalls along the private road for guests. This cul-de-sac location places you at the high point of the Summit bordered by conservation land. Minutes to the white sandy beaches of Kailua and Waimanalo and the trendy shops and restaurants of Kailua Town.

1461 Aunauna Street, Kailua

Listing courtesy of Coldwell Banker Island Prop.

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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.