Kalaheo Hillside Homes with Covered Parking Features

Welcome to Kalaheo Hillside, a hidden gem nestled in the heart of Kailua, Oahu. This enchanting neighborhood boasts breathtaking views of the lush, tropical landscape and the shimmering waters of the Pacific Ocean, making it a paradise for nature lovers and outdoor enthusiasts alike. With its tranquil atmosphere and friendly community, Kalaheo Hillside is the perfect place to call home.

One of the standout features of homes in this charming neighborhood is the availability of covered parking. In a region where sunshine is abundant and rain showers can be frequent, having a designated parking space not only provides convenience but also protects your vehicle from the elements. Imagine returning home after a day of exploring the stunning beaches of Kailua, parking your car under the shelter of your own carport, and stepping into your serene oasis.

The homes in Kalaheo Hillside are designed with comfort and functionality in mind, often featuring spacious layouts and modern amenities that cater to a variety of lifestyles. Whether you’re a growing family, a professional seeking a peaceful retreat, or retirees looking for a vibrant community, this neighborhood has something for everyone.

Additionally, Kalaheo Hillside is conveniently located near top-rated schools, shopping centers, and recreational activities. From hiking trails to pristine beaches, residents have easy access to a wealth of outdoor adventures. Embrace the island lifestyle in Kalaheo Hillside, where every day feels like a vacation, and your dream home awaits!

Newest Kalaheo Hillside Homes with Covered Parking 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

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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.