Kalaheo Hillside Homes with Garden View

Welcome to Kalaheo Hillside, a hidden gem nestled in the picturesque town of Kailua on the beautiful island of Oahu, Hawaii. This charming neighborhood is renowned for its serene atmosphere, lush landscapes, and breathtaking views of the surrounding mountains and ocean. As you stroll through the tree-lined streets, you’ll quickly discover the unique blend of tranquility and community spirit that makes Kalaheo Hillside a sought-after destination for families, retirees, and anyone looking to embrace the island lifestyle.

One of the standout features of homes in this neighborhood is their stunning garden views. Many properties boast expansive yards adorned with vibrant tropical plants, fragrant flowers, and mature trees, creating a lush oasis right in your backyard. Imagine sipping your morning coffee while basking in the gentle island breeze, surrounded by the beauty of nature. These garden views not only enhance the aesthetic appeal of your home but also provide a peaceful retreat where you can unwind after a long day.

Kalaheo Hillside is conveniently located near Kailua's pristine beaches, including the famous Lanikai and Kailua Beach, making it easy to indulge in sun-soaked days by the shore. The neighborhood is also close to local shops, restaurants, and parks, ensuring that everything you need is just a stone's throw away. Whether you’re looking for a family-friendly environment, a place to retire, or simply a slice of paradise, Kalaheo Hillside offers a welcoming community where you can truly feel at home. Come and experience the beauty and charm of this enchanting neighborhood—you won’t want to leave!

Newest Kalaheo Hillside Homes with Garden View

$2,185,000

4 Beds ⋅ 3 Baths ⋅ 202614657 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM

This is the one you have been waiting for! This home, in the desirable Kalaheo Hillside neighborhood, is strategically positioned on a large 10,000 sq. ft. lot to allow the cool ocean breezes to flow through. Large front windows overlook a welcoming tropical garden. There’s something for everyone! A large gourmet kitchen, open floor plan, sparkling tiled pool, indoor laundry, attached garage with workshop area, 4 bedrooms and three full bathrooms. Included in the 4 bedrooms is a studio with private entrance, kitchen, washer/dryer and ensuite bathroom totally separate from the rest of the house! Room for all and great for multi-generational living or long-term rental income. Ideally located with close proximity to Aikahi elementary school, Kalaheo High School, Aikahi Shopping Center, Kaneohe Marine Corp Base, H-3, Kailua Beach and mere minutes from Kailua town. Outside, a shower is conveniently located for washing off the beach sand and toys. The grounds surrounding the house are filled with beautiful Hawaiian flora, green grass lawn and mango, avacado and starfruit trees. On a quiet night you can even hear the sound of the breaking waves!

361 Iliaina Street, Kailua

Start Your Search

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.