Hillcrest Homes with Ocean View

Welcome to Hillcrest, a picturesque neighborhood nestled in the heart of Kailua, Oahu, where the beauty of island living meets the charm of community. Known for its serene atmosphere and breathtaking landscapes, Hillcrest is a hidden gem that offers residents a perfect blend of tranquility and adventure.

As you stroll through the tree-lined streets of Hillcrest, you'll be captivated by the stunning ocean views that grace many of the homes in the area. Imagine waking up each day to the soothing sounds of the waves and the gentle ocean breeze, all from the comfort of your own backyard. These homes, designed to embrace the natural beauty of their surroundings, provide an ideal setting for families and individuals seeking a slice of paradise.

The neighborhood is not only defined by its scenic vistas but also by its vibrant community spirit. Hillcrest boasts a variety of local parks, walking trails, and recreational areas, making it a haven for outdoor enthusiasts. Whether you're hiking the nearby trails, enjoying a picnic at the park, or soaking up the sun at Kailua Beach, there’s no shortage of activities to keep you engaged.

Additionally, Hillcrest is conveniently located near charming boutiques, delicious eateries, and essential amenities, ensuring that everything you need is just a short drive away. With its combination of stunning ocean views, a welcoming atmosphere, and a prime location, Hillcrest truly embodies the essence of island living. Experience the magic of Kailua and discover your dream home in this enchanting neighborhood today!

Newest Hillcrest Homes with Ocean View

$1,699,000

3 Beds ⋅ 3 Baths ⋅ 202614621 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 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 ⋅ 34 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.