Keolu Hills Real Estate

Welcome to Keolu Hills, a hidden gem nestled in the heart of Kailua, Hawaii, on the picturesque island of Oahu. This charming neighborhood is renowned for its breathtaking views, friendly community, and proximity to some of the most beautiful beaches in the world.

Keolu Hills boasts a tranquil atmosphere, making it an ideal retreat for families and individuals seeking a peaceful lifestyle. The area is characterized by its lush greenery, gently sloping hills, and a variety of well-maintained homes that reflect the unique Hawaiian architectural style. Residents enjoy a close-knit community vibe, where neighbors often greet one another with warm smiles and genuine aloha spirit.

One of the standout features of Keolu Hills is its accessibility to outdoor activities. Just a short drive away, you can find the stunning Kailua Beach and Lanikai Beach, both perfect for sunbathing, swimming, and water sports. The nearby Maunawili Trail offers hiking enthusiasts a chance to explore the island’s natural beauty with panoramic views that will take your breath away.

Families will appreciate the excellent schools in the area, as well as the abundance of parks and recreational facilities, which provide ample opportunities for children to play and grow. Local shops, cafes, and restaurants are just a stone’s throw away, offering a delightful mix of local flavors and conveniences.

Whether you're looking for a serene place to call home or a vibrant community to engage with, Keolu Hills is a perfect choice. Experience the best of island living in this enchanting Kailua neighborhood, where every day feels like a vacation!

Newest Listings in Keolu Hills

$1,498,000

3 Beds ⋅ 2 Baths ⋅ 202616698 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

Beautifully remodeled with panoramic Koolau views. Stylishly renovated with modern finishes, this home features a bright, open-concept design with vaulted ceilings, exposed beams, warm wood accents, and a new kitchen that flows seamlessly into the living and dining areas. Large windows and doors bring in natural light while capturing the stunning, unobstructed mountain views. The living area opens to a spacious lanai, creating an ideal setting for indoor-outdoor living and entertaining, with ample land to expand if desired. A prime location on desirable Kupau Street. First available viewing September 10th.

1375 Kupau Street, Kailua

$1,299,000

3 Beds ⋅ 2 Baths ⋅ 202615500 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM

Freshly renovated and move-in ready! A beautifully refreshed 3-bedroom, 1.5-bath single-family home offering an easy blend of modern updates and classic Kailua living. The bright, open interior features new LVP flooring throughout, an updated kitchen with new cabinetry, countertops and appliances, refreshed bathrooms, new lighting, and split-system air conditioning. Bonus room attached to the carport. Outside, enjoy a spacious yard, refreshed landscaping, updated fencing and ample room to relax, entertain or enjoy the outdoors. A covered carport and generous driveway provide convenient off-street parking. With 986 SF of interior living space, thoughtful improvements throughout, and a convenient Kailua location near shopping, dining, schools, freeway access, beaches and everything the Windward side has to offer, this turnkey home is ready for its next chapter.

1410 Akamai Street, Kailua

$1,288,000

3 Beds ⋅ 2 Baths ⋅ 202615339 MLS ⋅ FS - Fee Simple Tenure ⋅ 30 DOM

Enjoy the cool trade wind breezes on the top of Keolu Hills. Single level home with 3 bedrooms, 2 baths and a den or additional office space. A fenced yard with a water sprinkler system and an open covered lanai just off an enlarged kitchen. Convenient to shopping at Enchanted Lake Center - Safeway, McDonalds, L&L Barbecue & Much MORE!!! Number of bedrooms differ from tax records. Open House on Sunday, September 6, 2-5 pm

1503 Kupau Street, Kailua

$1,323,000

3 Beds ⋅ 1 Baths ⋅ 202615389 MLS ⋅ FS - Fee Simple Tenure ⋅ 31 DOM

Versatile and inviting, this property offers a spacious open floor plan, wet bar hookup, and a level, enclosed yard, ideal for everyday living and entertaining. The oversized storage building, complete with electricity, provides exceptional flexibility for storage, hobbies, or a workshop. Additional highlights include 200-amp meter service and the exterior was recently painted. Conveniently located just minutes from Enchanted Lake Shopping Center, theaters, and Kailua Town, you’ll enjoy easy access to shopping, dining, and everyday amenities. Please enjoy the attached walkthrough video for a closer look!

1096 Liku Street, Kailua

$1,680,000

5 Beds ⋅ 3 Baths ⋅ 202610133 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM

Total Price reduction of $300,000! Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away on a quiet cul-de-sac with no rear neighbors and a beautiful hillside backdrop, this 5-bedroom, 3-bath home has remained in the same family for nearly six decades. With endless potential, it offers an ideal opportunity for multi-generational living or update a well-built home in an exceptional location. The expansive covered lanai opens to the lush backyard creating the perfect space for effortless island-style living, whether you’re relaxing in privacy or entertaining family and friends. Positioned at a higher elevation, the home naturally captures cooling trade winds and Koolau mountain sunsets. Located in one of Oahu’s most sought-after communities, this unique property must be seen to fully appreciate its scale, privacy, and setting. Tax record has 4 bedrooms. Buyer to do their own due diligence. House has alarm system. Appraisal valued at $1,950,000 (March 2024). Closing contingent upon acceptance of petition by Land Court to note the successor trustee(s). Open house Sunday 9/13 from 2 to 4 PM.

970 Apokula Place, Kailua

$1,870,000

4 Beds ⋅ 4 Baths ⋅ 202613694 MLS ⋅ FS - Fee Simple Tenure ⋅ 57 DOM

Discover this beautifully upgraded and well-cared-for 4-bedroom, 3.5-bath home, ideally situated on a desirable corner lot with only two neighboring properties and striking views of the Koolau Mountains. The flexible floor plan includes a separate-entry, one-bedroom with a wet bar, full bathroom, dining space, and private lanai—ideal for guests, a home office, or private living area. At the heart of the home is a spacious, thoughtfully designed kitchen featuring a bay window overlooking a peaceful garden retreat with a waterfall pond. A large covered lanai creates a wonderful setting for outdoor dining, entertaining, or simply enjoying Kailua’s relaxed island lifestyle. The inviting, gated entry is surrounded by mature tropical landscaping, including citrus and fig trees, heliconia, palms, and other lush plantings. Additional features include a fully fenced backyard, solar water heater, workshop, and two storage sheds. Offering privacy, versatility, mountain views, and beautifully landscaped outdoor spaces, this special property is ready to welcome its next owner.

1308 Kuuna Street, Kailua

$1,350,000

2 Beds ⋅ 1 Baths ⋅ 202613552 MLS ⋅ FS - Fee Simple Tenure ⋅ 58 DOM

Beautiful newly constructed 2-bedroom, 1-bath single-level home in the desirable Keolu Hills neighborhood of Kailua. Thoughtfully positioned toward the back of the property. This home offers ample parking, room for a boat, and exciting potential for a future front dwelling or expansion, subject to buyer verification and applicable regulations. Inside, enjoy the modern finishes throughout, including a well-appointed kitchen with under-cabinet LED lighting, a large deep sink, and a sleek stone countertops. The spacious bathroom features under-cabinet LED lighting and a generously sized walk-in shower designed for both comfort and convenience. Ideally located near Enchanted Lake Shopping Center, restaurants, schools, and the world-famous beaches of Kailua. This property offers the perfect blend of island living and future possibilities. Don't miss this unique opportunity to own a beautiful new home in one of Kailua's most sought-after neighborhoods!

1436 Hele Street, Kailua

$1,775,000

6 Beds ⋅ 2 Baths ⋅ 202612433 MLS ⋅ FS - Fee Simple Tenure ⋅ 67 DOM

Step into your own private tropical retreat in desirable Keolu Hills. This beautifully updated 6-bedroom, 2-bath home offers exceptional flexibility with 3 bedrooms and 1 bath upstairs and 3 bedrooms and 1 bath downstairs, each with its own entrance—ideal for multigenerational living, extended family, guests, or a variety of living arrangements. Modern upgrades blend seamlessly with the home's classic island charm and include 21 owned PV panels, a solar water heater, solar attic fan, split AC systems, laminate and tile flooring, and stainless steel appliances. The fully fenced property feels like a private botanical garden, filled with mature tropical landscaping and fruit trees. The backyard is truly a showstopper, featuring a stunning waterfall, relaxing jacuzzi, a majestic mango tree known for its delicious fruit, and an expansive covered lanai of approximately 1,000 square feet—perfect for entertaining, outdoor dining, or simply unwinding in your own island oasis. This is a rare opportunity to own a versatile home that offers the best of the Windward lifestyle, just minutes from Kailua's world famous Beach, shopping, hiking, restaurants and more.

1237 Hele Street, Kailua

$1,659,000

4 Beds ⋅ 2 Baths ⋅ 202612545 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM

Desirable Keolu Hills ~ Your Opportunity Awaits! Discover the potential in this spacious single-level 4-bedroom, 2-bath home, ready for your personal touches. Designed for both comfort and functionality, this home offers generous living spaces and a versatile layout perfect for everyday living. Inside, enjoy an open-concept design featuring a den/office area, dining space, and a large family room - ideal for gatherings and relaxation. The main living areas are enhanced with Koa-style luxury vinyl flooring and travertine tile, while the kitchen showcases granite countertops and abundant cabinetry. Step outside and unwind in your private backyard oasis, or take advantage of the upper terraced lot, leading to a viewing deck with breathtaking panoramic views of Kailua Beach, Waimanalo, and Rabbit Island. Conveniently located just minutes from shopping, dining, schools, and world-renowned beaches, this home offers both lifestyle and location. Don’t miss this incredible opportunity!

1494 Kina Street, Kailua

$1,999,000

4 Beds ⋅ 3 Baths ⋅ 202525463 MLS ⋅ FS - Fee Simple Tenure ⋅ 163 DOM

Hands down the best value in all of Kailua at under $580/sqft for a custom built, move in ready home!!! For buyers' peace of mind, the pre-listing home inspection was completed in 2025 with minimal findings. This home presents an incredible opportunity...don't miss out!! The 3/2 main level features a deck, lg living room transitioning into chefs kitchen w/ island & walk-in pantry + family room w/ wet bar & laundry rm w/ extra storage. Main bedroom includes a tasteful en-suite bathroom & walk-in closet. Outside is a landscaped, fully fenced yard, & covered patio w/ utility sink. Upstairs living area is substantial & unique including a lg office leading to the huge ~750 sqft bedroom with its own entertainment area & oversized walk-in closet. The bathroom includes dual sinks, vanity, linen closet & open format shower. Sliding doors lead to the fully enclosed ~280 sq. ft. private deck. There is a 2 car garage with workshop space & storage, and a total of 5 parking. Original construction was done with post tension slabs to ensure structural stability. The home also includes an insulated attic, 4 split ac units, 40 owned PV panels, 3 Tesla batteries & Tesla power charger.

1386 Nanialii Street, Kailua

$1,440,000

5 Beds ⋅ 3 Baths ⋅ 202519336 MLS ⋅ FS - Fee Simple Tenure ⋅ 373 DOM

Amazing opportunity to own in Kailua! This flexible floor plan offers endless possibilities with a well-maintained 4-bedroom, 2-bath main home (currently configured as a 3/1 plus a spacious studio). An additional remodeled studio (5th bedroom), separated by the saltwater pool, enjoys treetop and mountain views of Enchanted Lake, along with cool breezes and privacy. Ideal for multigenerational living, a home office, or rental income potential. The property is fully fenced and landscaped with a sprinkler system—perfect for your fur babies! Conveniently located near world-famous Kailua beaches, parks, shops, and restaurants, with easy access to the H-3 and Pali Highway—without having to fight traffic in Kailua town. Put this home on your must-see list! Number of bedrooms differs from tax records. One or more photos have been enhanced.

1233 Keolu Drive, 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.