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1295 Aulepe Street, Kailua

This is your Dream home !!! Exceptional custom island-style luxury home in Kailua’s desirable Hillcrest community, built in 2005 — much newer than most area homes built in the 1980s. This one-of-a-kind residence features rare steel-frame construction, underground utilities, and breathtaking panoramic views of the Koolau Mountains, Kailua Bay, Enchanted Lake, Mid Pacific Country Club, and spectacular sunsets. The home offers 4 bedrooms, including 3 en-suites, 5 full bathrooms, soaring 12,9- and 8-foot ceilings, granite countertops, and an impressive 1,100 sq ft game room. Over 700 sq ft of lanais and patio create seamless indoor-outdoor island living and exceptional entertaining space. Recent upgrades include many new windows, elegant champagne bronze bathroom fixtures and accessories, newly installed patio tile, New fence, some new appliances, and a luxurious oversized 4-car garage featuring a sparkling showroom-quality floor coating with a lifetime warranty. The premium barrel tile roof adds timeless curb appeal, durability, and energy efficiency while complementing the home’s upscale tropical design. A rare opportunity to own one of Hillcrest’s finest newer luxury homes.

4 Beds ⋅ 5 Baths ⋅ 202608378 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM

This is your Dream home !!! Exceptional custom island-style luxury home in Kailua’s desirable Hillcrest community, built in 2005 — much newer than most area homes built in the 1980s. This one-of-a-kind residence features rare steel-frame construction, underground utilities, and breathtaking panoramic views of the Koolau Mountains, Kailua Bay, Enchanted Lake, Mid Pacific Country Club, and spectacular sunsets. The home offers 4 bedrooms, including 3 en-suites, 5 full bathrooms, soaring 12,9- and 8-foot ceilings, granite countertops, and an impressive 1,100 sq ft game room. Over 700 sq ft of lanais and patio create seamless indoor-outdoor island living and exceptional entertaining space. Recent upgrades include many new windows, elegant champagne bronze bathroom fixtures and accessories, newly installed patio tile, New fence, some new appliances, and a luxurious oversized 4-car garage featuring a sparkling showroom-quality floor coating with a lifetime warranty. The premium barrel tile roof adds timeless curb appeal, durability, and energy efficiency while complementing the home’s upscale tropical design. A rare opportunity to own one of Hillcrest’s finest newer luxury homes.

1295 Aulepe Street, Kailua

1461 Aunauna Street, Kailua

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.

4 Beds ⋅ 3 Baths ⋅ 202612934 MLS ⋅ FS - Fee Simple Tenure ⋅ 109 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

1340 Aupupu Street, Kailua

Welcome to your Kailua dream home! This newly renovated 4-bedroom, 3.5-bath property is tucked away in the peaceful Hillcrest neighborhood, offering beautiful ocean and mountain views from nearly every angle. Step inside to a bright, open living space with modern finishes and plenty of natural light. The flexible floor plan includes a separate studio with a private entrance, great for guests, extended family, or potential rental income. With over 10,000 square feet of land and R-5 zoning, there’s lots of room to enjoy outdoor living — and even the possibility to expand. The blank landscaping canvas gives the buyer the opportunity to consider a pool or large flat yard with breathtaking views. Relax on the lanai, enjoy the cool trade winds, and take in the stunning Kailua scenery. You’ll love the convenient location just minutes from Kailua Town, shops, restaurants, and world-famous beaches. Buyer and Buyer’s Agent to do their own due diligence regarding any development opportunities.

4 Beds ⋅ 4 Baths ⋅ 202524504 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM

Welcome to your Kailua dream home! This newly renovated 4-bedroom, 3.5-bath property is tucked away in the peaceful Hillcrest neighborhood, offering beautiful ocean and mountain views from nearly every angle. Step inside to a bright, open living space with modern finishes and plenty of natural light. The flexible floor plan includes a separate studio with a private entrance, great for guests, extended family, or potential rental income. With over 10,000 square feet of land and R-5 zoning, there’s lots of room to enjoy outdoor living — and even the possibility to expand. The blank landscaping canvas gives the buyer the opportunity to consider a pool or large flat yard with breathtaking views. Relax on the lanai, enjoy the cool trade winds, and take in the stunning Kailua scenery. You’ll love the convenient location just minutes from Kailua Town, shops, restaurants, and world-famous beaches. Buyer and Buyer’s Agent to do their own due diligence regarding any development opportunities.

1340 Aupupu Street, Kailua

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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