Hillcrest Homes with Ocean View

Welcome to Hillcrest, a hidden gem nestled in the picturesque town of Kailua on the beautiful island of Oahu, Hawaii. This enchanting neighborhood is renowned for its stunning ocean views and tranquil atmosphere, making it a sought-after destination for those seeking a slice of paradise.

Hillcrest boasts a unique blend of natural beauty and community spirit. As you stroll through its lush streets, you'll be greeted by vibrant tropical foliage and the soft sound of waves crashing in the distance. The proximity to the pristine beaches of Kailua ensures that residents can enjoy sun-soaked days by the ocean, with world-famous spots like Kailua Beach and Lanikai Beach just a short drive away.

Homes in Hillcrest are designed to maximize the breathtaking ocean views, offering a perfect backdrop for both relaxation and entertaining. Picture yourself sipping morning coffee on your lanai, watching the sun rise over the sparkling blue waters, or hosting sunset gatherings with friends and family, all while surrounded by the beauty of Hawaii’s landscapes.

The neighborhood is not just about scenic views; it's also a family-friendly community with access to top-rated schools, parks, and recreational activities. With a variety of dining and shopping options nearby, residents can enjoy a laid-back lifestyle while still having everything they need within reach.

Whether you’re looking for a permanent residence or a vacation retreat, Hillcrest in Kailua offers an unparalleled living experience that captures the essence of island life. Discover your dream home with ocean views in this idyllic neighborhood, where every day feels like a vacation.

Newest Hillcrest Homes with Ocean View

$1,699,000

3 Beds ⋅ 3 Baths ⋅ 202614621 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM

2.75% assumable loan, open to anyone. Veteran or not. That rate doesn’t exist today. Completely remodeled — 3x5 granite kitchen island, luxury vinyl plank throughout, split AC, double wall construction, leased PV on tile roof. 2 car garage. Minutes to Kailua Beach. From this house in Hillcrest, the views arrive at your windows. 180 degrees of Kailua, windward O'ahu, Enchanted Lake unobstructed from nearly every room. Sunrise over water, sunsets behind the Ko'olaus. Enjoy fruit trees and puakenikeni. Open the interior stairwell and it’s one home — 1,950 sq ft, 3 bed, 2.5 bath, primary on the main level overlooks the front garden, oversized closet, dedicated laundry. Leave it closed and the lower level stays a private one bed, one bath rental with its own entrance and lanai. The floor plan can change. The expansive views never will.

1312 Aupapaohe Street, Kailua

$2,450,000

4 Beds ⋅ 3 Baths ⋅ 202612934 MLS ⋅ FS - Fee Simple Tenure ⋅ 69 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.