Hillcrest Homes with Fee Simple Land tenure

Welcome to Hillcrest, a picturesque subdivision nestled in the heart of Kailua, Oahu. Known for its stunning landscapes and vibrant community, Hillcrest offers a unique blend of tranquility and convenience, making it one of the most sought-after neighborhoods on the island. With its lush greenery and breathtaking mountain views, residents can enjoy the serene beauty of Hawaii while being just a short drive away from the pristine beaches of Kailua.

The homes in Hillcrest come with Fee Simple land tenure, providing homeowners with full ownership of their property. This means you have the freedom to create your dream oasis, whether it’s a lush garden, a cozy outdoor entertaining space, or a serene retreat to unwind after a long day. The sense of community here is palpable, with friendly neighbors and local events that foster connections and create lasting friendships.

Families will appreciate the proximity to top-rated schools, parks, and recreational facilities, making it an ideal place to raise children or enjoy an active lifestyle. The nearby Kailua town offers a delightful array of shops, cafes, and restaurants, ensuring that you have everything you need right at your fingertips.

Whether you're looking for a permanent residence or a vacation getaway, Hillcrest presents an incredible opportunity to embrace the laid-back Hawaiian lifestyle. Explore the charm of this enchanting subdivision and discover why so many are proud to call Hillcrest home. Your slice of paradise awaits!

Newest Hillcrest Homes with Fee Simple Land tenure

$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.