Olomana Homes with Fee Simple Land tenure

Welcome to Olomana, a hidden gem nestled in the picturesque town of Kailua on the beautiful island of Oahu, Hawaii. Known for its lush landscapes and breathtaking mountain views, Olomana offers a serene escape from the hustle and bustle of urban life, while still providing convenient access to all the amenities you could desire.

This charming neighborhood is characterized by its friendly community atmosphere, where neighbors greet one another with warm smiles and a sense of camaraderie. The stunning backdrop of the Ko'olau Mountains creates a tranquil environment, perfect for outdoor enthusiasts and families alike. Enjoy hiking trails, nearby beaches, and parks that invite you to explore the natural beauty of the island.

Olomana is particularly appealing for those seeking homes with Fee Simple land tenure. This ownership structure means you own both the home and the land it sits on, providing a sense of stability and investment that is hard to find elsewhere. Many of the homes in Olomana feature spacious yards, perfect for gardening, entertaining, or simply soaking in the Hawaiian sun. The architecture ranges from charming single-family homes to modern designs, catering to a variety of tastes and lifestyles.

With its proximity to Kailua’s vibrant shopping districts, delightful eateries, and stunning beaches, Olomana combines the best of island living with the comforts of a close-knit community. Whether you’re looking to raise a family or retire in paradise, Olomana offers a unique blend of tranquility, beauty, and opportunity. Come discover your dream home in this enchanting neighborhood!

Newest Olomana Homes with Fee Simple Land tenure

$1,525,000

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

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

Listing courtesy of Hawaii Modern Realty.

$1,295,000

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

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

Listing courtesy of Hawaii Modern Realty.

$1,795,000

5 Beds ⋅ 3 Baths ⋅ 202614738 MLS ⋅ FS - Fee Simple Tenure

Nestled in the established Kailua neighborhood of Olomana, this spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and can generate rental income. It is ideally located on a quiet cul-de-sac. One of the larger homes, with 2,729 square feet of living space, is on a generous 9,875 square foot lot. It offers a versatile floor plan, with separate entrances that are perfect for guests, rental opportunies, or a dedicated home office. Majority of the home is single-level, with one bedroom and living space upstairs. There is lots of natural light and cool tradewind breezes that flow through this home. The fully fenced yard and large covered lanai space provide exceptional indoor-outdoor living, with plenty of room to relax, play, and entertain friends. Enjoy mature fruit trees and lush landscaping which creates a private, tropical setting. 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

Listing courtesy of Coldwell Banker Realty.

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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.