Kalaheo Hillside Homes with Waterfront Frontage

Welcome to Kalaheo Hillside, a hidden gem nestled in the picturesque town of Kailua on the enchanting island of Oahu, Hawaii. Known for its stunning landscapes and laid-back atmosphere, Kalaheo Hillside is a neighborhood that perfectly captures the essence of island living. With its elevated position, residents enjoy breathtaking views of the lush greenery and the sparkling waters that surround this tropical paradise.

One of the standout features of Kalaheo Hillside is its proximity to the waterfront. Homes in this charming neighborhood often boast waterfront frontage, allowing residents to bask in the soothing sounds of the ocean and indulge in the beauty of mesmerizing sunrises and sunsets. Imagine waking up to the gentle lapping of waves against the shore, with the scent of salt in the air and the promise of a new day filled with adventure.

In addition to its stunning homes, Kalaheo Hillside offers a vibrant community atmosphere. Friendly neighbors, local shops, and delightful eateries create an inviting environment that makes you feel right at home. Outdoor enthusiasts will appreciate the nearby beaches, parks, and hiking trails, perfect for exploring the natural beauty of Oahu. Whether you’re surfing at Kailua Beach, kayaking in the calm waters, or simply enjoying a leisurely stroll along the shore, this neighborhood has it all.

Kalaheo Hillside is more than just a place to live; it’s a lifestyle. If you’re seeking a serene escape with stunning waterfront properties and a welcoming community, look no further than this idyllic neighborhood in Kailua. Your dream home awaits in this tropical haven!

Newest Kalaheo Hillside Homes with Waterfront Frontage

$3,880,000

3 Beds ⋅ 3 Baths ⋅ 202605289 MLS ⋅ FS - Fee Simple Tenure ⋅ 135 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.