Hillcrest Homes with City View

Welcome to Hillcrest, a hidden gem nestled in the picturesque town of Kailua on the beautiful island of Oahu, Hawaii. Known for its stunning vistas and tranquil atmosphere, Hillcrest offers a unique blend of natural beauty and modern living. This charming neighborhood is characterized by its lush landscapes, friendly community, and, most notably, breathtaking city views that will leave you in awe.

As you stroll through the tree-lined streets of Hillcrest, you'll find a variety of homes that perfectly complement the serene surroundings. Many properties boast expansive windows and spacious balconies, allowing residents to soak in the panoramic views of Kailua and beyond. Imagine sipping your morning coffee while watching the sunrise paint the sky in vibrant hues or hosting a sunset gathering with friends against the backdrop of the twinkling city lights.

Hillcrest is not just about stunning homes; it’s also about a vibrant lifestyle. The neighborhood is conveniently located near top-rated schools, local parks, and the pristine beaches that Kailua is famous for. Enjoy a day of paddleboarding or windsurfing, or simply relax on the sandy shores with your loved ones. With a plethora of dining and shopping options just a short drive away, you’ll find everything you need within reach.

For those seeking a harmonious blend of comfort, community, and captivating views, Hillcrest in Kailua is the perfect place to call home. Come experience the charm and beauty of this enchanting neighborhood, where every day feels like a vacation in paradise.

Newest Hillcrest Homes with City View

$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.