Hillcrest Homes with Ocean View

Welcome to Hillcrest, a hidden gem nestled in the picturesque town of Kailua on the enchanting island of Oahu, Hawaii. This charming subdivision offers a unique blend of tranquility and breathtaking beauty, making it the ideal setting for your dream home. Imagine waking up every day to stunning ocean views, where the azure waves meet the horizon, and the gentle sounds of nature provide a soothing backdrop to your daily life.

Hillcrest is renowned for its family-friendly atmosphere, lush greenery, and meticulously maintained properties. With a variety of home styles available, from modern architectural designs to cozy Hawaiian-style residences, there’s something for everyone here. The homes in Hillcrest not only boast spacious interiors and contemporary amenities but also feature expansive balconies and patios that invite you to soak in the stunning vistas of the Pacific Ocean.

Residents enjoy easy access to Kailua's pristine beaches, vibrant local shops, and delectable dining options. Outdoor enthusiasts will revel in the nearby hiking trails, water sports, and the warm, inviting community that embraces the spirit of aloha. Hillcrest is more than just a subdivision; it’s a lifestyle choice that offers the perfect balance between relaxation and adventure.

If you’re ready to embrace the beauty of island living, Hillcrest awaits you. With its captivating ocean views and welcoming community, your new home is not just a place to live but a sanctuary to thrive. Discover the magic of Hillcrest in Kailua, where every sunset feels like a personal gift from nature. Your dream home is just a heartbeat away!

Newest Hillcrest Homes with Ocean View

$1,699,000

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

Anyone can take over this 2.75% assumable loan! Contact Tahiti for all the details. Easily open the interior stairwell and this becomes one 1,950 sq foot 3 bedroom 2.5 bath home with the primary bedroom on the main level — multiple lanai's with 180 degrees of windward O'ahu and an unobstructed views of Enchanted Lake from almost all rooms. The primary is large, full of natural light, opens to garden views, and the closet finally holds everything. A dedicated laundry room, with a separate entry door. Keep it as is and you have a one bedroom one bath rental (3rd bedroom served as a living room with wet bar that can be easily converted back to a bedroom). Its own entrance, lanai, and garden. Most of the home is already remodeled: kitchen rebuilt around an oversized 3x5 island in granite and luxury vinyl plank floors, split AC, double wall, leased PV on a tile roof. Enclosed 2 car garage plus driveway parking. Minutes to Kailua town and the beach. Floor plan of the home can change, but the priceless views will not.

1312 Aupapaohe Street, Kailua

Listing courtesy of REMAX Hawaii.

$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.