Homes for Sale in Hillcrest, Kailua HI

Since Hillcrest follows the same pattern as the other exclusive communities surrounding it, interested buyers want to purchase homes that are further up the hill to get incredible views of Oahu. While homes in Hillcrest are just as extravagant as others in the area, they are in a safe and welcoming community. There are numerous cul-de-sacs, which allow for less traffic and a safe place for kids to play outside, and added privacy that residents love. The community lives up to its name, as many homes are on steep streets along the side of the hill.

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Homes for Sale in Hillcrest, Kailua, HI
June 17, 2024
Avg. DOM
Avg. $ / Sq.Ft.
Med. List Price
2 Properties

Gearing up to buy or sell a home soon in Kailua, HI? Call Dwell Hawaii at (808) 777-0588. Your neighborhood Hillcrest, Kailua, HI realty team is here to help navigate the Kailua, HI real estate market.

Hillcrest Real Estate

Hillcrest began development in the 70s like the neighboring communities. New homes have continuously been added to the area, including sizeable custom-build luxury estates. Homes in the area range from $900,000 to over $1.5 million and can have up to 2,500 square feet of living space. The interiors of the homes are spacious, extravagant, and thought-fully crafted while on large lots up to 12,000 square feet, allowing for plenty of room for kids to run and play. Homes in the community are rarely on the market, and only about two or three become available for sale each year. If Hillcrest is your dream community, you will need to be patient and fierce in order to land your next home. It’s incredibly desirable. Many interested buyers are quick to put in offers in the exclusive area, and it’s highly competitive.


Hillcrest is in an excellent area that allows homeowners to have the best of both worlds. It’sIt’s quiet, serene, and offers plenty of privacy while being within 5 minutes from shopping, restaurants, beaches, and parks. The Enchanted Lake Shopping Center is nearby to grab necessities, big box stores, local restaurants, and much more. About 25 minutes away is downtown Honolulu for all the exciting events and amenities the city offers. Schools are within walking distance, and the family-friendly community has so much to offer.


Students who live in Hillcrest will attend Keolu Elementary School, Enchanted Lake Elementary School, Ka’elepuluKa’elepulu Elementary School, Kailua Elementary School, and Kailua High School. Parents can feel confident knowing their children have access to excellent educational resources and they are attending some of the best schools on the island.

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