Kalaheo Hillside Homes with Waterfront Frontage

Welcome to Kalaheo Hillside, a hidden gem nestled in the heart of Kailua, Oahu. This enchanting neighborhood offers a unique blend of tranquility and natural beauty, making it an ideal place to call home. Known for its stunning views and lush landscapes, Kalaheo Hillside is a haven for those seeking a serene lifestyle while being just a stone's throw away from the vibrant culture of Kailua.

One of the standout features of this charming community is its waterfront frontage. Imagine waking up to the soothing sounds of the ocean and enjoying breathtaking sunrises from your own backyard. Homes in Kalaheo Hillside offer direct access to some of the most pristine beaches in Hawaii, allowing residents to indulge in a variety of water activities such as kayaking, paddleboarding, and swimming. The gentle coastal breeze and the scent of saltwater create an idyllic atmosphere that is hard to resist.

The neighborhood boasts a strong sense of community, with friendly neighbors and local events that foster connections among residents. Families will appreciate the proximity to highly-rated schools, parks, and recreational facilities, making it a perfect place to raise children.

With its stunning waterfront properties and a community spirit that welcomes all, Kalaheo Hillside is not just a place to live; it’s a lifestyle. Whether you’re seeking a peaceful retreat or an active lifestyle by the water, this neighborhood has something for everyone. Come explore the beauty and charm of Kalaheo Hillside and discover your dream home in paradise!

Newest Kalaheo Hillside Homes with Waterfront Frontage

$3,880,000

3 Beds ⋅ 3 Baths ⋅ 202605289 MLS ⋅ FS - Fee Simple Tenure ⋅ 146 DOM

Your dream waterfront Kailua residence. This hidden jewel fronting Kawainui Canal with access to the ocean offers an exceptional blend of contemporary design and Kama‘aina elegance. Architecturally designed and tastefully refreshed, this 3 bdrm, 2.5 ba residence with 3,291 sq ft of living space offers vaulted ceilings (which elevate the sense of space and natural light), fresh interior/exterior paint, vinyl plank flooring, new carpet, and an open chef’s kitchen featuring custom cabinetry, quartz countertops, and a spacious 10’ island. An expansive primary suite overlooks the pool deck with canal and majestic Ko’olau Mountain views. Designed for effortless indoor/outdoor living, there are multiple lanais along with a swimming pool—ideal for entertaining and everyday relaxation. Lush landscaping on the 14,866 sq ft lot enhances the already tranquil setting. The cul-de-sac location maximizes the already private location. An owned photovoltaic system with a net metering agreement adds energy efficiency. Just minutes from Kailua’s beaches, shopping, and dining, this home offers elevated island living in one of Oahu’s most desirable neighborhoods.

1110 Ilikala Place, 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.