Kailua Estates Real Estate

Welcome to Kailua Estates, a hidden gem nestled on the beautiful island of Oahu, Hawaii. This enchanting neighborhood is a paradise for those seeking a serene lifestyle surrounded by stunning natural beauty. Known for its lush landscapes, Kailua Estates offers a perfect blend of coastal charm and suburban tranquility, making it an ideal place to call home.

Kailua Estates is characterized by its spacious lots and well-maintained homes, often adorned with tropical gardens and ocean views. The neighborhood exudes a friendly, community-oriented atmosphere, where neighbors become friends and outdoor activities abound. Residents enjoy easy access to the pristine beaches of Kailua and Lanikai, where soft sands and crystal-clear waters invite you to swim, paddleboard, or simply bask in the sun.

The area is rich in recreational opportunities, with nearby hiking trails leading to breathtaking vistas, such as the iconic Lanikai Pillbox Hike. For those who appreciate local culture, the charming Kailua town is just a stone's throw away, offering an array of boutique shops, farmers' markets, and delightful eateries that showcase the flavors of Hawaii.

Families will appreciate the top-rated schools and numerous parks, providing safe spaces for children to play and grow. With a strong sense of community and a laid-back lifestyle, Kailua Estates is not just a place to live; it's a lifestyle choice that embraces the spirit of aloha.

Whether you're seeking a peaceful retreat or an active lifestyle, Kailua Estates offers the perfect backdrop for your Hawaiian dream. Come experience the warmth and beauty of this remarkable neighborhood—you won't want to leave!

Newest Listings in Kailua Estates

$2,295,000

4 Beds ⋅ 3 Baths ⋅ 202619050 MLS ⋅ FS - Fee Simple Tenure

Classic Kailua charm meets modern comfort in this beautifully updated 4-bedroom, 2.5-bath home offering 2,520 square feet of living space, just a short stroll from Kailua Beach Park and the shops, restaurants, and conveniences of Kailua Town. At the heart of the home is an exceptionally spacious great room, featuring warm wood ceilings, exposed beams, and an expansive, open layout that effortlessly accommodates multiple seating and entertaining areas. Whether hosting a crowd or enjoying a quiet evening at home, this versatile space offers an uncommon combination of size, comfort, and character. The newly remodeled kitchen and bathrooms bring a fresh, modern touch, while rich wood floors and thoughtful architectural details preserve the home's timeless appeal. Situated adjacent to Triangle Park, the property enjoys a wonderful neighborhood setting where morning beach walks, afternoons on the sand, and evenings dining in Kailua Town are all within easy reach. With its generous living spaces, tasteful updates, and highly desirable location, this is an opportunity to enjoy the best of the Kailua lifestyle.

225 Awakea Road, Kailua

Listing courtesy of Carvill Sotheby's Intl. Realty.

$2,295,000

4 Beds ⋅ 4 Baths ⋅ 202612015 MLS ⋅ FS - Fee Simple Tenure

Now offered below tax assessed value — your opportunity to own in Kailua just got better! Our seller has made new improvements to make this home shine! Experience the best of island living in this beautifully upgraded 4-bed/3.5-bath home featuring a legal ADU on a large, custom-landscaped lot (11,353 sq. ft.). This property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcomes you with 3 bed/2.5 bathrooms with a well designed kitchen and 2 living rooms. Retreat to the primary suite with its soothing bathroom and walk-in California Closet. The custom-designed legal ADU was thoughtfully crafted with meticulous detail. The huge outdoor lanai extends this living space & is ideal for multi-family living, visitors or rental income. Energy efficiency abounds w/ 38 owned PV panels, 2 storage batteries and 2 solar water heaters. Add'l features include a laundry room, split AC's, storage room, covered parking for a boat or large vehicle, outdoor shower & a fully fenced landscaped yard with and automatic gate for privacy. Wonderful location just minutes from world-famous Kailua Beach!

409 Wanaao Road, Kailua

Listing courtesy of Compass.

$3,045,000

6 Beds ⋅ 3 Baths ⋅ 202608800 MLS ⋅ FS - Fee Simple Tenure

MAJOR PRICE REDUCTION! Exceptional opportunity in a desirable location within Kailua Estates! 244 Awakea Road is a beautifully remodeled plantation style property situated on a spacious 10,000 sqft lot, just a short stroll to Kailua Beach and minutes from Kailua Town. Thoughtfully renovated in 2019, this versatile property offers separate living spaces with a combined 6 bedrooms, 3 bathrooms, and approximately 3,150 sqft, ideal for multigenerational living, extended family, or rental income potential. The main residence features 4 bedrooms, 2 bathrooms plus a den, vaulted ceilings, hardwood flooring, PV, and solar hot water. The separate 2 bedroom, 1 bathroom ADU has its own electrical meter and solar hot water. A dedicated storage/yoga room provides additional flexibility. Now offered at $3,045,000, or approximately $966/sqft, below the recent Kailua Estates average of $1,046/sqft. Enjoy convenient access to Kailua and Lanikai beaches, Kalapawai Market, Buzz's, Whole Foods, boutique shops, dining, and everything Kailua has to offer. A rare opportunity to own a beautifully updated property with flexible living options in one of Kailua's most sought after neighborhoods!

244 Awakea Road, Kailua

Listing courtesy of Compass.

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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.

Kailua Estates Real Estate

Newest Listings in Kailua Estates

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