Kalaheo Hillside Homes with Two Car Garage Parking Features

Welcome to Kalaheo Hillside, a hidden gem nestled in the heart of Kailua, Oahu. This picturesque neighborhood is renowned for its lush landscapes, stunning views, and a warm, welcoming community atmosphere. Surrounded by the majestic Ko’olau Mountains and just a stone’s throw away from the pristine beaches of Kailua, residents enjoy a perfect blend of natural beauty and suburban tranquility.

Kalaheo Hillside is characterized by its charming homes, many of which boast modern amenities and spacious layouts. One of the standout features of these homes is the inclusion of two-car garage parking, providing convenience and security for your vehicles. Whether you have a growing family, enjoy outdoor adventures, or simply appreciate having extra storage space, this feature is a significant advantage in the hustle and bustle of island living.

Families and individuals alike are drawn to the area for its excellent schools, friendly neighbors, and the abundance of outdoor activities. From hiking trails and parks to the vibrant local shops and restaurants in Kailua town, there’s something for everyone to enjoy. The neighborhood's close-knit vibe fosters a sense of belonging, making it an ideal place to call home.

With its scenic surroundings, convenient amenities, and the added benefit of two-car garage parking, Kalaheo Hillside is more than just a neighborhood; it's a lifestyle. Discover the charm and beauty of this community, where every day feels like a vacation in paradise. Come explore your future home in Kalaheo Hillside today!

Newest Kalaheo Hillside Homes with Two Car Garage Parking Features

$1,590,000

3 Beds ⋅ 2 Baths ⋅ 202614057 MLS ⋅ FS - Fee Simple Tenure ⋅ 21 DOM

Welcome home to this spacious three-bedroom, two-bathroom residence in the highly sought-after Kalaheo Hillside. Freshly painted along with other upgrades throughout, this Kailua home offers a seamless blend of modern comfort and island charm. The open-concept interior is designed for indoor-outdoor living, leading you towards the large, flat fully-enclosed backyard oasis framed by lush tropical landscaping—a perfect backdrop for weekend gatherings or quiet afternoons in the sun. Situated just a short walk Castles Beach and the convenience of Aikahi Shopping Center, this location puts everything Kailua has to offer at your fingertips. Located within the Aikahi school district and just minutes to the vibrant dining and boutique shopping of Kailua town, this property captures the relaxed, active lifestyle you’ve been looking for.

923 Mokapu Boulevard, Kailua

$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.