Kailua Bluffs Real Estate

Welcome to Kailua Bluffs, a hidden gem nestled on the stunning Windward Coast of Oahu, Hawaii. This enchanting neighborhood offers a perfect blend of natural beauty, vibrant community spirit, and a tranquil lifestyle that draws residents and visitors alike.

Kailua Bluffs is renowned for its breathtaking views of the Pacific Ocean and the majestic Ko'olau Mountains, creating a picturesque backdrop that changes with the seasons. The neighborhood is characterized by its lush greenery, swaying palm trees, and stunning sunsets that paint the sky in hues of orange and pink. Walking through the area, you'll discover charming streets lined with beautiful homes, each reflecting the island’s unique architectural style.

For outdoor enthusiasts, Kailua Bluffs is a paradise. The pristine beaches of Kailua and Lanikai are just a stone's throw away, inviting you to enjoy sunbathing, swimming, and water sports. The nearby Lanikai Pillbox hike offers an exhilarating trek with rewarding panoramic views, perfect for those seeking adventure and a connection to nature.

The community vibe in Kailua Bluffs is friendly and welcoming, with local shops, cafes, and restaurants that celebrate the island's rich culture and cuisine. Farmers' markets and community events foster a strong sense of belonging, making it easy to connect with neighbors and make lasting friendships.

Whether you’re looking for a serene retreat or an active lifestyle, Kailua Bluffs offers it all. Immerse yourself in the beauty and charm of this extraordinary neighborhood, where island living meets community warmth. Discover your dream home in Kailua Bluffs today!

Newest Listings in Kailua Bluffs

$1,399,000

3 Beds ⋅ 2 Baths ⋅ 202610095 MLS ⋅ FS - Fee Simple Tenure ⋅ 68 DOM

KAILUA BLUFFS. Original owners. Single story home on huge lot with 13,105 sf of land. Tons of potential! Needs TLC and cosmetic upgrades to make it your own. The second and third bedrooms have loft areas that can be utilized for den/study. Covered lanai perfect for outdoor entertaining. Home to be sold in AS-IS Condition.

1595 Kanapuu Drive, Kailua

$1,798,000

5 Beds ⋅ 3 Baths ⋅ 202608144 MLS ⋅ FS - Fee Simple Tenure ⋅ 94 DOM

With stunning upgrades in the last year,, this five bedroom home located in Kailua Bluffs has unobstructed views of the Olomana peaks, a private greenbelt backdrop, and no rear neighbors — just mountain, sky, and quiet. Inside, the home has been updated with care: fully renovated kitchen with new cabinets, countertops, appliances, and flooring. Updated bathrooms. New paint, baseboards, and canned lighting and fixtures throughout. New HVAC system with whole-home AC, including a new split system addition. It's move-in ready and thoughtfully done. The layout is flexible — two bedrooms and a full bath on the main level for multi-generational living, guests, or a home office. Soaring ceilings and an open-concept living area flow to a spacious covered patio, making indoor-outdoor living effortless. Outside, a level, private backyard with mature pomelo, avocado, and bilimbi trees. Morning light, evening breeze, and the kind of view you don't get tired of. 49 owned solar panels with two large battery banks keep energy costs low. This is a rare opportunity in one of Kailua's most sought-after neighborhoods.

1614 Paukiki Street, Kailua

$1,498,000

3 Beds ⋅ 3 Baths ⋅ 202607772 MLS ⋅ FS - Fee Simple Tenure ⋅ 96 DOM

Welcome home to this wonderful two story home that features 3 bedrooms and 2 1/2 bathrooms located in the highly desirable Kailua Bluffs neighborhood. Home features an open living area with soaring vaulted ceilings. Large covered patio located in back of home is perfect for BBQ with family and friends. Spacious primary bedroom with en suite bathroom. 2nd, 3rd bedrooms and 2nd bathroom is on the second floor. Half bathroom is located on the 1st floor. Just minutes away from world famous beaches, shops, dining and outdoor adventures. Don't miss this opportunity!

1479 Kanapuu Drive, Kailua

$1,488,000

4 Beds ⋅ 3 Baths ⋅ 202525520 MLS ⋅ FS - Fee Simple Tenure ⋅ 252 DOM

Tucked away in one of Kailua's most sought-after neighborhoods, this spacious 4-bedroom, 3-bathroom home presents a wonderful opportunity to create your dream home. This property features two 8-foot storage containers, a 1,232 sq ft deck with ocean & mountain views, ample parking for up to five cars or a boat, and a unique steel-frame construction with solid Styrofoam walls that deliver insulation, structural stability, and built-in termite resistance. Situated on a generous 9,410-square-foot lot, the property offers plenty of room to relax, entertain, and embrace the Kailua lifestyle. The versatile floor plan lends itself beautifully to multi-generational living or a rental opportunity, providing flexibility to suit your needs. Ideally located just minutes from world-famous Kailua Beach, charming boutiques, and favorite, local restaurants, this property offers the perfect blend of location, potential, and lifestyle. Whether you choose to refresh the current design or reimagine the space entirely, this home invites you to bring your vision to life in one of Oahu's most exceptional communities.

1459 Akamai 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.