Kalaheo Hillside Homes with Interior Lot Lot Features

Welcome to Kalaheo Hillside, a hidden gem nestled in the picturesque town of Kailua, Oahu. This enchanting neighborhood is renowned for its breathtaking views, lush landscapes, and a tranquil atmosphere that perfectly embodies the spirit of island living. With its elevated positioning, residents enjoy panoramic vistas of the Ko'olau Mountains and the sparkling waters of Kailua Bay, making every sunset a mesmerizing experience.

Kalaheo Hillside is characterized by its charming homes that seamlessly blend with the natural beauty of the surroundings. Many properties in this area feature spacious interior lots, providing ample space for outdoor activities, family gatherings, or simply soaking in the serene ambiance. The interior lot features are a true asset, offering privacy and the opportunity to create your own personal oasis—whether it’s a lush garden, a serene patio, or a vibrant play area for children.

The neighborhood boasts a friendly community atmosphere, where neighbors become friends and local gatherings are common. With nearby parks, hiking trails, and stunning beaches just a short drive away, outdoor enthusiasts will find themselves in paradise. The renowned Kailua Beach, with its powdery white sands and crystal-clear waters, is perfect for swimming, kayaking, and sunbathing.

Kalaheo Hillside is not just a place to live; it’s a lifestyle choice that embraces the beauty of Hawaii. With its ideal combination of nature, community, and stunning homes, it’s no wonder that this neighborhood is highly sought after. Come discover the charm of Kalaheo Hillside—your dream home awaits!

Newest Kalaheo Hillside Homes with Interior Lot Lot Features

$1,875,000

202610580 MLS ⋅ FS - Fee Simple Tenure ⋅ 74 DOM

Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate structures --- a cute, detached cottage studio with a full bath and kitchenette, plus a classic home offering 3 bedrooms, 2 full baths, a great open floor plan, and a separate dining area with large windows looking out to the backyard. Much of the home remains in its original condition, including beautiful koa kitchen cabinet doors that could shine again with restoration. The spacious yard features a large in-ground pool and plenty of room to reimagine the outdoor spaces! Split ACs in each room. Owned PV panels with net metering. Just minutes from Aikahi Shopping Center, Aikahi Elementary School, Kailua’s beaches, shopping, dining opportunities, markets, and so much more! Also close to MCBH Kaneohe, H-3, and Likelike Highway access, this property combines location, flexibility, and opportunity in one of Kailua’s most convenient neighborhoods. (Also listed as MLS#202609716)

315 Iliaina Street, Kailua

$1,875,000

3 Beds ⋅ 3 Baths ⋅ 202609716 MLS ⋅ FS - Fee Simple Tenure ⋅ 74 DOM

Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate structures --- a cute, detached cottage studio with a full bath and kitchenette, plus a classic home offering 3 bedrooms, 2 full baths, a great open floor plan, and a separate dining area with large windows looking out to the backyard. Much of the home remains in its original condition, including beautiful koa kitchen cabinet doors that could shine again with restoration. The spacious yard features a large in-ground pool and plenty of room to reimagine the outdoor spaces! Just minutes from Aikahi Shopping Center, Aikahi Elementary School, Kailua’s beaches, shopping, dining opportunities, markets, and so much more! Also close to MCBH Kaneohe, H-3, and Likelike Highway access, this property combines location, flexibility, and opportunity in one of Kailua’s most convenient neighborhoods. Split ACs in each room. PV panels on net metering.

315 Iliaina Street, 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.