Hillcrest Homes for Sale

Welcome to Hillcrest, a charming neighborhood nestled in the heart of Kailua, Oahu! Known for its lush landscapes and welcoming community, Hillcrest offers an idyllic blend of suburban tranquility and vibrant island living. With its proximity to stunning beaches, scenic hiking trails, and a plethora of outdoor activities, residents here enjoy an enviable lifestyle filled with adventure and relaxation.

Hillcrest is characterized by its tree-lined streets and beautifully maintained homes, which reflect a unique mix of architectural styles. Whether you’re searching for a cozy single-family home or a modern oasis, there’s something for everyone in this delightful neighborhood. The homes for sale in Hillcrest boast spacious layouts, inviting yards, and many feature stunning views of the surrounding mountains and ocean. Imagine sipping your morning coffee on a sun-drenched lanai, surrounded by the serene sounds of nature.

Additionally, Hillcrest is conveniently located near Kailua's vibrant town center, where you can explore an array of boutique shops, delightful eateries, and local markets. Families will appreciate the excellent schools and community parks, making it an ideal place to raise children or enjoy a laid-back lifestyle.

With its perfect blend of natural beauty, community spirit, and convenient amenities, Hillcrest is more than just a neighborhood; it’s a place to call home. If you’re ready to discover your dream home in this enchanting locale, now is the perfect time to explore the homes for sale in Hillcrest. Experience the magic of island living and make Kailua your new sanctuary!

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.