Hillcrest Homes with Ocean View

Welcome to Hillcrest, a hidden gem nestled in the picturesque town of Kailua, on the stunning island of Oahu, Hawaii. This enchanting neighborhood offers a unique blend of natural beauty, vibrant community spirit, and breathtaking ocean views that make it one of the most sought-after locations in the area.

Hillcrest is characterized by its lush landscapes, tree-lined streets, and a friendly atmosphere that welcomes families and individuals alike. With its proximity to the pristine beaches of Kailua, residents enjoy easy access to sun-soaked shores, where the gentle ocean waves invite relaxation and adventure. Imagine waking up each morning to the soothing sound of the surf and the sight of the glistening Pacific Ocean right outside your window!

Homes in Hillcrest are as diverse as the community itself, with many properties boasting stunning ocean views that capture the essence of island living. Whether you’re looking for a cozy single-family home or a modern retreat, the architecture here reflects a harmonious blend of comfort and style, perfectly complementing the breathtaking surroundings. Large windows and open floor plans allow for an abundance of natural light, enhancing the beauty of both the interiors and the captivating vistas beyond.

In addition to its scenic beauty, Hillcrest is also conveniently located near local shops, restaurants, and parks, making it easy for residents to enjoy all that Kailua has to offer. Whether you’re taking a leisurely stroll along the beach or indulging in delicious local cuisine, Hillcrest is the perfect place to call home. Experience the magic of living in Hillcrest, where every day feels like a vacation in paradise!

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.