Hillcrest Homes with City View

Welcome to Hillcrest, a hidden gem nestled in the heart of Kailua, Oahu. This enchanting neighborhood is renowned for its stunning vistas, where homes are perched to offer breathtaking city views that capture the essence of island living. Imagine waking up each morning to panoramic scenes of the vibrant Kailua town and the sparkling blue waters of the Pacific Ocean, all from the comfort of your own home.

Hillcrest is more than just a picturesque locale; it embodies a community spirit that is warm and inviting. Residents here enjoy a laid-back lifestyle, with easy access to beautiful beaches, lush parks, and a variety of outdoor activities. The neighborhood is perfect for families, professionals, and retirees alike, offering a tranquil retreat while still being close to the amenities of Kailua town.

The homes in Hillcrest are thoughtfully designed to maximize the stunning views, featuring spacious layouts and modern finishes that blend seamlessly with the natural beauty surrounding them. Many properties boast expansive decks and large windows, allowing you to soak in the breathtaking sunsets and the twinkling lights of the city as night falls.

With its lush landscapes, friendly atmosphere, and proximity to local shops, restaurants, and recreational areas, Hillcrest is a place where you can truly feel at home. Whether you’re looking for a cozy retreat or a spacious family abode, Hillcrest offers a variety of options that cater to diverse lifestyles. Come explore this charming neighborhood and discover your dream home with a view!

Newest Hillcrest Homes with City View

$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.