Kalaheo Hillside Homes with Waterfront Frontage

Welcome to Kalaheo Hillside, a hidden gem nestled in the heart of Kailua, Oahu. This enchanting neighborhood boasts a unique blend of natural beauty and modern living, making it one of the most sought-after areas on the island. With stunning views of the Ko’olau Mountains and close proximity to the pristine beaches of Kailua, residents are treated to a picturesque backdrop that embodies the essence of island life.

Kalaheo Hillside is renowned for its tranquil atmosphere, where lush greenery and tropical flora create a serene environment. The community is characterized by spacious homes that often feature waterfront frontage, allowing residents to enjoy the soothing sounds of the ocean and breathtaking sunsets right from their backyards. Imagine waking up to the gentle lapping of waves and sipping your morning coffee with a view of the shimmering waters.

Families and outdoor enthusiasts will appreciate the neighborhood’s proximity to a variety of recreational activities. From hiking trails and water sports to parks and local markets, there is something for everyone. The vibrant Kailua town is just a short drive away, offering a delightful mix of boutique shops, cafes, and restaurants that showcase the local cuisine.

Kalaheo Hillside is not just a place to live; it’s a lifestyle. Whether you’re seeking a peaceful retreat or an active community, this neighborhood provides the perfect blend of both. Discover the charm of Kalaheo Hillside and experience the beauty of waterfront living in one of Hawaii’s most captivating locales. Your dream home awaits!

Newest Kalaheo Hillside Homes with Waterfront Frontage

$3,880,000

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

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

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.