Kalaheo Hillside Homes with Canal Frontage

Welcome to Kalaheo Hillside, a hidden gem nestled in the heart of Kailua, Oahu. This charming neighborhood is renowned for its breathtaking views, lush landscapes, and a serene ambiance that captures the essence of island living. With the majestic Ko'olau Mountains as a backdrop, Kalaheo Hillside offers an idyllic setting that is both tranquil and vibrant.

One of the standout features of this community is its stunning homes with canal frontage. Imagine waking up to the gentle sounds of flowing water and the sight of swaying palm trees just outside your window. These properties provide not only a picturesque view but also easy access to water activities, making it a paradise for kayaking, paddleboarding, or simply enjoying a peaceful afternoon by the water. The canal serves as a natural extension of your backyard, enhancing your outdoor lifestyle and allowing for intimate gatherings or quiet moments of reflection.

Kalaheo Hillside is also conveniently located near Kailua's charming town center, where you can find an array of boutique shops, delightful cafes, and local eateries. The nearby beaches, known for their powdery white sand and crystal-clear waters, are just a short drive away, inviting you to indulge in sun-soaked adventures or relaxing beach days.

With a strong sense of community, friendly neighbors, and a laid-back atmosphere, Kalaheo Hillside is more than just a place to live; it’s a lifestyle. Whether you’re seeking a permanent residence or a vacation getaway, this neighborhood offers the perfect blend of natural beauty and modern conveniences, making it an ideal choice for anyone looking to embrace the Aloha spirit.

Newest Kalaheo Hillside Homes with Canal Frontage

$3,880,000

3 Beds ⋅ 3 Baths ⋅ 202605289 MLS ⋅ FS - Fee Simple Tenure ⋅ 142 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.