Kalaheo Hillside Homes with Studio Style

Welcome to Kalaheo Hillside, a hidden gem nestled in the heart of Kailua, Oahu. This picturesque neighborhood is renowned for its lush landscapes, stunning mountain views, and a tranquil atmosphere that makes it a perfect retreat for those seeking a slice of paradise. With its close-knit community vibe, Kalaheo Hillside offers a unique blend of serenity and convenience, making it an ideal location for families, retirees, and professionals alike.

The homes in Kalaheo Hillside are a delightful mix of architectural styles, but one of the standout features is the availability of charming studio-style residences. These thoughtfully designed homes maximize space and functionality, providing a cozy yet stylish living environment. Perfect for singles, couples, or those looking to downsize, studio-style homes offer an efficient layout that encourages a minimalist lifestyle while still providing all the comforts of home.

Residents of Kalaheo Hillside enjoy easy access to Kailua's pristine beaches, vibrant local shops, and delectable dining options. Spend your weekends soaking up the sun at Kailua Beach or exploring the nearby hiking trails that lead to breathtaking vistas. The neighborhood is also known for its top-rated schools and family-friendly parks, making it an excellent choice for families with children.

Whether you’re drawn to the warm community spirit, the stunning natural beauty, or the charming studio-style homes, Kalaheo Hillside is more than just a place to live—it's a lifestyle. Discover your new home in this enchanting neighborhood and embrace the laid-back Hawaiian lifestyle that awaits you!

Newest Kalaheo Hillside Homes with Studio Style

$1,690,000

4 Beds ⋅ 3 Baths ⋅ 202614340 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM

Experience elevated island living in this fully remodeled, single-level home in the heart of Kailua. Renovated from top to bottom, this property feels virtually new and offers the perfect blend of modern design and everyday comfort. The home features a 3-bedroom, 2-bath main residence plus a connected 1-bedroom, 1-bath suite with a kitchenette, providing exceptional flexibility for extended family, guests, a home office, or potential rental income. Inside, a bright open-concept floor plan seamlessly connects the kitchen, living, and dining areas, creating an inviting space for both entertaining and daily living. The bedrooms feature premium DuChâteau hardwood flooring, adding warmth and an elegant finish throughout. A thoughtfully designed hidden laundry room enhances functionality while maintaining clean lines and a spacious feel. Outside, enjoy a fully fenced, oversized backyard—perfect for entertaining, pets, or relaxing in your own private retreat—along with a generous front yard that enhances the home's curb appeal. Turnkey and move-in ready, this exceptional property offers modern island living in one of Oahu's most desirable beach communities.

1225 Mokapu Boulevard, 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.