Olomana Homes with Fee Simple Land tenure

Welcome to Olomana, a hidden gem nestled in the heart of Kailua on the stunning island of Oahu, Hawaii. This picturesque neighborhood offers a unique blend of natural beauty, tranquil living, and a vibrant community atmosphere. With the majestic Ko'olau Mountains as your backdrop and the sparkling waters of Kailua Beach just a short drive away, Olomana is a paradise for those seeking both adventure and serenity.

One of the standout features of homes in Olomana is the Fee Simple land tenure, which provides homeowners with full ownership of their property and the land it sits on. This means you can enjoy the freedom to personalize your home and yard without the constraints of leasehold agreements. Whether you’re looking for a modern oasis or a charming retreat, Olomana boasts a variety of homes that cater to diverse tastes and lifestyles.

The neighborhood is not just about stunning homes; it also offers a wealth of recreational opportunities. Residents can explore the lush hiking trails of the nearby mountains, enjoy water sports at the beach, or relax in the vibrant local parks. The community is known for its friendly atmosphere, making it easy to connect with neighbors and partake in local events.

With its ideal location, warm climate, and strong sense of community, Olomana is more than just a place to live; it’s a lifestyle. Discover the beauty of this enchanting neighborhood and embrace the Hawaiian way of life in Olomana, where your dream home awaits!

Newest Olomana Homes with Fee Simple Land tenure

$1,695,000

5 Beds ⋅ 3 Baths ⋅ 202618644 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

This spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and also has the potential of generating additional income. One of the larger homes, with 2,729 square feet of living space, is on a level 9,875 square foot lot, ideally located on a quiet cul-de-sac, in the established Kailua neighborhood of Olomana. Majority of the home is single-level, with one bedroom and living space upstairs. It offers a versatile floor plan, with separate entrances that are perfect for guests, investment opportunities, or a dedicated home office. The fully fenced yard and large covered lanai space provide exceptional indoor-outdoor living, with plenty of room to relax, play with pets, or entertain friends. Mature fruit trees and lush landscaping create a private, tropical setting for you to enjoy. Large carport and driveway area, along with lots of storage, and a workshop, provide lots of room for hobbies. Conveniently located just minutes from Kailua’s world-renowned beaches, shopping, dining, and schools, this home offers both comfort and flexibility, in one of O‘ahu’s most desirable communities.

1458 Uluhala Place, Kailua

$1,895,000

4 Beds ⋅ 3 Baths ⋅ 202618639 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Set against the dramatic backdrop of Olomana, this charming single-level Mid-Century Modern home offers timeless character, an inviting open-concept layout, and a spacious, flat, usable lot. With 4 bedrooms and 3 baths, the home is designed for easy living with a seamless connection between indoor and outdoor spaces. Glass sliders throughout invite abundant natural light and frame the lush surroundings, while thoughtful built-ins add warmth, function, and vintage appeal. The spacious living and dining areas flow naturally into the kitchen and outdoor spaces, creating an ideal setting for everyday living and entertaining. Automatic garage doors add everyday convenience and ease. This is a rare opportunity to enjoy the beauty, character, and indoor-outdoor lifestyle of a true Hawai'i home.

1575 Ulupii Street, Kailua

$1,525,000

4 Beds ⋅ 2 Baths ⋅ 202615171 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM

Single-level 4-bedroom, 2-bath home in Olomana, Kailua, located on a quiet cul-de-sac street with minimal through traffic. Features 1,848 sq. ft. of living space on a 10,944 sq. ft. lot. Easy access to the Pali Highway and H-3 provides a quick commute to town, with Castle Medical Center and Maunawili Elementary nearby. The open, light-filled floor plan features a skylight, Saltillo tile, and luxury vinyl flooring. The kitchen has white cabinets and countertops, along with newer appliances. 24 PV panels with net metering, an energy-efficient heat pump, and upgraded 200-amp electrical service help keep utility costs down. Enclosed garage. The private backyard has no homes directly behind the property and features a well-manicured slope with mature papaya, avocado, lemon, and lime trees. A covered lanai with a remote-operated cover is ideal for entertaining, morning coffee, or evening drinks with friends. Set near the base of Mount Olomana in a quiet, established neighborhood with long-time neighbors, this is a home where you can picture holidays, birthdays, and quiet Sunday mornings. Come see how easily this inviting Olomana home could feel like your own.

1567 Uluhaku Place, Kailua

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 202615096 MLS ⋅ FS - Fee Simple Tenure ⋅ 46 DOM

Charming single-level home in Kailua’s desirable Olomana neighborhood. Situated on a spacious 7,980-square-foot lot, this three-bedroom residence offers a bright, open layout that flows seamlessly to a covered lanai—perfect for relaxing, dining, or entertaining. The generous backyard features a variety of plants and established fruit trees, with plenty of potential to create an outdoor space that reflects your vision. Just minutes from Kailua Town, beaches, parks, shopping, dining, and Maunawili Elementary School, this home offers easy access to everyday essentials while being tucked into an established, close-knit neighborhood with a relaxed residential feel.

614 Ululani 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.