Hillcrest Homes with Coastline View

Welcome to Hillcrest, a hidden gem nestled in the picturesque town of Kailua, Hawaii, on the stunning island of Oahu. This enchanting neighborhood is known for its breathtaking coastline views and a vibrant community spirit that makes it a sought-after destination for both families and individuals alike.

Hillcrest boasts a unique charm, with its lush greenery, gentle breezes, and the soothing sound of waves crashing against the shore. Here, you’ll find a delightful mix of single-family homes that often feature expansive windows and spacious balconies, allowing residents to soak in the stunning ocean vistas right from their living rooms. Imagine waking up each day to the sight of the sun rising over the Pacific, painting the sky in hues of orange and pink—a daily reminder of the beauty that surrounds you.

The neighborhood is also conveniently located near Kailua’s pristine beaches, where residents can enjoy a variety of outdoor activities, from paddleboarding to beach volleyball. The local community is vibrant and welcoming, with charming boutiques, cozy cafes, and farmer’s markets just a stone’s throw away. Families will appreciate the excellent schools and parks, which foster a sense of community and provide ample opportunities for recreation and relaxation.

Whether you’re looking for a peaceful retreat or an active lifestyle, Hillcrest offers the perfect blend of both. With homes that boast spectacular coastline views and a community that feels like family, this neighborhood is truly a slice of paradise. Come discover the magic of Hillcrest, where your dream home awaits amidst the beauty of Oahu!

Newest Hillcrest Homes with Coastline View

$1,699,000

3 Beds ⋅ 3 Baths ⋅ 202614621 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 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 ⋅ 45 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.