Hillcrest Homes with City View

Welcome to Hillcrest, a hidden gem nestled in the scenic beauty of Kailua, Oahu. This charming neighborhood is renowned for its breathtaking views and tranquil atmosphere, making it a perfect retreat for those seeking a slice of paradise. With its lush greenery and stunning vistas, Hillcrest offers a unique blend of suburban serenity and vibrant island life.

Homes in Hillcrest are thoughtfully designed to capture the essence of island living, featuring spacious layouts and modern amenities. Many properties boast magnificent city views, allowing residents to enjoy the twinkling lights of Kailua from the comfort of their own homes. Imagine sipping your morning coffee or unwinding in the evening with a picturesque sunset painting the sky in vibrant hues—this is the lifestyle that awaits you in Hillcrest.

The neighborhood is not just about beautiful homes; it’s also about community. Hillcrest is home to friendly neighbors who take pride in their surroundings, fostering a warm and welcoming atmosphere. Residents enjoy easy access to Kailua’s pristine beaches, where you can indulge in sunbathing, surfing, or simply taking a leisurely stroll along the shore.

Additionally, Hillcrest is conveniently located near local shops, cafes, and restaurants, ensuring that everything you need is just a short drive away. Whether you’re looking for a weekend brunch spot or a place to pick up fresh produce, you’ll find it all within reach.

Discover the charm of Hillcrest, where stunning city views and a vibrant community come together to create the perfect island lifestyle. Your dream home awaits!

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.