Hillcrest Real Estate

Welcome to Hillcrest, a hidden gem nestled in the picturesque town of Kailua on the stunning island of Oahu, Hawaii. Known for its serene ambiance and breathtaking natural beauty, Hillcrest offers a unique blend of suburban charm and island lifestyle, making it an ideal place for families, retirees, and anyone looking to embrace the Aloha spirit.

As you stroll through the tree-lined streets of Hillcrest, you'll find a welcoming community characterized by friendly neighbors and a strong sense of camaraderie. The area boasts a variety of beautifully maintained single-family homes, each with its own unique charm and character. Many properties offer stunning views of the majestic Ko’olau Mountain Range, while others are just a short drive from the pristine beaches that Kailua is famous for.

One of the standout features of Hillcrest is its proximity to top-rated schools, making it an excellent choice for families. The neighborhood is also conveniently located near local parks, hiking trails, and outdoor recreational facilities, perfect for those who enjoy an active lifestyle. With Kailua's vibrant town center just minutes away, residents can easily access a delightful array of shops, cafes, and restaurants, offering everything from fresh local produce to gourmet dining experiences.

Whether you’re looking to soak up the sun on the nearby beaches, explore the lush landscapes, or simply enjoy the tranquility of island living, Hillcrest in Kailua is the perfect place to call home. Discover your slice of paradise in this enchanting neighborhood, where every day feels like a vacation.

Newest Listings in Hillcrest

$2,450,000

4 Beds ⋅ 3 Baths ⋅ 202612934 MLS ⋅ FS - Fee Simple Tenure ⋅ 23 DOM

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

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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.