Hillcrest Real Estate

Welcome to Hillcrest, a hidden gem nestled in the picturesque town of Kailua, on the stunning island of Oahu, Hawaii. This charming neighborhood offers a unique blend of tranquil living and vibrant community spirit, making it a coveted destination for those seeking both relaxation and adventure.

Hillcrest is characterized by its lush landscapes, featuring swaying palm trees and vibrant tropical flora that create a serene backdrop for everyday life. The area is known for its family-friendly atmosphere, with well-maintained parks and playgrounds that encourage outdoor activities and foster a sense of community among residents. Hillcrest’s streets are lined with beautiful homes, each exuding its own charm and character, contributing to the neighborhood's inviting ambiance.

One of Hillcrest's most alluring features is its proximity to Kailua’s pristine beaches. Just a short drive away, you can sink your toes into the soft sands of Kailua Beach or Lanikai Beach, both renowned for their clear turquoise waters and breathtaking views. Whether you’re into kayaking, paddleboarding, or simply soaking up the sun, these coastal havens are perfect for outdoor enthusiasts.

The neighborhood also boasts a variety of local shops, cafes, and restaurants, offering delightful dining options and unique shopping experiences. Hillcrest residents enjoy easy access to community events, farmers' markets, and cultural festivities that celebrate the rich heritage of Hawaii.

In Hillcrest, you’ll find not just a place to live, but a vibrant community that embraces the beauty of island life. Come discover the charm and warmth of Hillcrest, where your dream home awaits amidst the stunning landscapes of Kailua!

Newest Listings in Hillcrest

$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.