Hillcrest Real Estate

Welcome to Hillcrest, a hidden gem nestled in the picturesque town of Kailua on the beautiful island of Oahu, Hawaii. This charming neighborhood is known for its serene atmosphere, lush landscapes, and a strong sense of community, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of urban life.

Hillcrest boasts a unique blend of modern conveniences and natural beauty. Residents enjoy easy access to Kailua’s stunning beaches, including the famous Kailua Beach Park and Lanikai Beach, where soft sands and crystal-clear waters await. Outdoor enthusiasts will find endless opportunities for adventure, from hiking the nearby Olomana Trail to kayaking in the calm waters of Kailua Bay.

The neighborhood itself is characterized by its friendly vibe and well-maintained homes, many of which feature beautiful gardens and ocean views. Hillcrest is also conveniently located near local shops, cafes, and restaurants, allowing residents to savor the flavors of Hawaiian cuisine without straying far from home.

Families with children will appreciate the highly-rated public and private schools in the area, as well as the numerous parks and recreational facilities that encourage a healthy, active lifestyle.

Whether you’re drawn to the tranquil surroundings, the welcoming community, or the stunning natural beauty, Hillcrest in Kailua offers a unique lifestyle that embodies the spirit of Hawaii. Come discover your paradise in Hillcrest, where every day feels like a vacation!

Newest Listings in Hillcrest

$2,450,000

4 Beds ⋅ 3 Baths ⋅ 202612934 MLS ⋅ FS - Fee Simple Tenure ⋅ 26 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.