Hillcrest Real Estate

Hillcrest Real Estate

Welcome to Hillcrest, a charming neighborhood nestled in the picturesque town of Kailua on the stunning island of Oahu, Hawaii. Known for its lush landscapes and a strong sense of community, Hillcrest offers a unique blend of tranquility and convenience, making it an ideal place to call home.

As you stroll through the tree-lined streets of Hillcrest, you'll be captivated by the warm, welcoming atmosphere and the friendly faces of your neighbors. This family-oriented community boasts a variety of well-maintained homes, many with breathtaking views of the surrounding mountains and the sparkling Pacific Ocean. Whether you're seeking a cozy single-family home or a spacious property, Hillcrest has something to cater to every lifestyle.

One of the highlights of living in Hillcrest is its proximity to Kailua's stunning beaches, including the renowned Kailua Beach Park and Lanikai Beach, both just a short drive away. Here, you can enjoy sun-soaked days filled with swimming, paddleboarding, or simply relaxing on the soft, golden sands. The neighborhood is also conveniently located near a variety of local shops, restaurants, and cafes, offering the perfect blend of convenience and island charm.

Families will appreciate the excellent educational opportunities in the area, with highly-rated schools and community programs that foster growth and development for children of all ages. Additionally, Hillcrest is surrounded by lush parks and recreational areas, perfect for outdoor enthusiasts looking to hike, bike, or enjoy a leisurely picnic.

In Hillcrest, you’ll discover not just a place to live, but a vibrant community that embraces the true spirit of island life. Come explore the beauty of Hillcrest and experience the aloha that makes this neighborhood so special!

Newest Listings in Hillcrest

1272 Aupupu Place, Kailua
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 202620059 MLS ⋅ FS - Fee Simple Tenure
Upgraded 4-bedroom, 4-bath home in Kailua’s Hillcrest neighborhood with mountain and ocean views from upstairs and 28 OWNED PV panels, minutes from Kailua town and the beaches. Australian eucalyptus hardwood floors lead from the double-door foyer to a French-inspired kitchen with Studio Becker cabinets, quartz counters, Sub-Zero fridge, Viking range and dishwasher, deep farm sink, large pantry, and a custom granite island. A Dutch door opens to a backyard with wraparound vinyl fencing, fruit trees, and several seating areas. The living room features a coffered ceiling and built-in bookshelves. A main-level bedroom has its own full bath. Upstairs are three more bedrooms, each with an en suite bath, plus two open work areas. The primary suite opens to a covered lanai facing Mt. Olomana and includes a large walk-in closet, custom built-ins with a limestone counter, and a 2022 remodeled bath with Walker Zanger marble floors, Robern mirrors, and sleek-finish shower grab bars. Also includes new carpeting, a separate laundry room, 2-car garage, 200-amp electrical, kitchen AC, split AC in bedrooms, crown molding, and generous storage.

1272 Aupupu Place, Kailua

Listing courtesy of Hawaii Modern Realty.

1312 Aupapaohe Street, Kailua
$1,699,000
3 Beds ⋅ 3 Baths ⋅ 202614621 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of REMAX Hawaii.

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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.

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