Kalaheo Hillside Homes with Two Spaces Parking Features

Welcome to Kalaheo Hillside, a hidden gem nestled in the picturesque town of Kailua, Oahu. This charming neighborhood is renowned for its lush landscapes, tranquil atmosphere, and stunning views of the Ko'olau Mountains. Residents here enjoy a unique blend of serene island living while being just a short drive from the pristine beaches of Kailua and the vibrant local shops and restaurants.

Kalaheo Hillside is characterized by its spacious homes, many of which boast two-car parking spaces, a coveted feature for families and individuals alike. This added convenience allows you to easily accommodate guests, explore the island, or simply enjoy the luxury of extra space for your vehicles. The homes in this area often showcase beautiful tropical gardens, open floor plans, and ample natural light, creating an inviting ambiance that feels like a true retreat.

The community is family-friendly, with nearby parks and recreational areas perfect for outdoor activities, including hiking, biking, and picnicking. Residents take pride in their neighborhood, fostering a strong sense of community and belonging. With its close proximity to top-rated schools and a variety of local amenities, Kalaheo Hillside is an ideal place to raise a family or find your personal paradise.

Whether you’re seeking a peaceful escape or an active lifestyle, Kalaheo Hillside offers the best of both worlds. Experience the allure of island living and discover your dream home in this enchanting neighborhood today!

Newest Kalaheo Hillside Homes with Two Spaces 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.