Hillcrest Homes with Ocean View

Welcome to Hillcrest, a picturesque neighborhood nestled in the heart of Kailua, Oahu! Known for its stunning landscapes and a vibrant community, Hillcrest offers a unique blend of tranquility and adventure, making it an ideal place to call home. This charming area is characterized by its lush greenery, friendly neighbors, and a laid-back island lifestyle that perfectly captures the essence of Hawaii.

One of the standout features of Hillcrest is its breathtaking ocean views. Imagine waking up each morning to the gentle sound of waves crashing and the warm Hawaiian sun spilling into your home. Many properties in Hillcrest boast panoramic vistas of the sparkling Pacific Ocean, allowing residents to enjoy the beauty of nature right from their living rooms. Whether you're sipping coffee on your balcony or hosting a sunset dinner with friends, the views here are nothing short of spectacular.

In addition to its natural beauty, Hillcrest is conveniently located near Kailua's pristine beaches, including the famous Lanikai Beach, which is just a short drive away. Residents can indulge in a variety of outdoor activities such as kayaking, paddleboarding, and hiking the nearby trails that lead to breathtaking lookout points. The neighborhood is also home to an array of local shops, cafes, and restaurants, fostering a strong sense of community.

With its combination of stunning ocean views, a welcoming atmosphere, and proximity to nature and amenities, Hillcrest is truly a hidden gem in Kailua. Experience the magic of island living and discover your dream home in this enchanting neighborhood!

Newest Hillcrest Homes with Ocean View

$1,699,000

3 Beds ⋅ 3 Baths ⋅ 202614621 MLS ⋅ FS - Fee Simple Tenure ⋅ 65 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 ⋅ 93 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.