Kawailoa Kailua Real Estate

Welcome to Kawailoa, a hidden gem nestled in the picturesque town of Kailua on the enchanting island of Oahu, Hawaii. This charming neighborhood offers a unique blend of natural beauty, community spirit, and a laid-back lifestyle that is hard to resist.

Kawailoa is renowned for its stunning beaches, notably the pristine shores of Kawailoa Beach, where soft golden sands meet the crystal-clear waters of the Pacific Ocean. Here, residents and visitors alike can enjoy a myriad of activities, from surfing and paddleboarding to simply basking in the sun. The gentle trade winds and breathtaking sunsets create an idyllic backdrop for outdoor enthusiasts and those seeking relaxation.

The neighborhood is characterized by its lush greenery and serene atmosphere, making it a perfect retreat from the hustle and bustle of city life. With a mix of charming single-family homes and stylish beachfront properties, Kawailoa offers a diverse range of real estate options to suit various lifestyles and preferences.

Community is at the heart of Kawailoa, with friendly neighbors and local events fostering a warm, welcoming environment. The nearby Kailua town center boasts an array of boutique shops, delightful cafes, and farm-to-table restaurants, ensuring that residents have access to the best of local flavors and culture.

Whether you're seeking a vibrant community, stunning natural beauty, or a peaceful sanctuary, Kawailoa in Kailua is a perfect choice. Discover the magic of this extraordinary neighborhood and experience the true essence of island living in Hawaii.

Newest Listings in Kawailoa Kailua

$1,495,000

2 Beds ⋅ 2 Baths ⋅ 202519242 MLS ⋅ FS - Fee Simple Tenure

Your gateway to turquoise waters, soft white sand, and the quintessential island lifestyle! Waking up to ocean breezes and a stroll across the street to world-famous Kailua Beach, this charming 2-bedroom, 2-bath cottage makes every day feel like vacation. A cozy size set on a low-maintenance parcel, it lives comfortably larger—providing all the benefits of a single-family home without the maintenance fees of a condo. Enjoy park and partial ocean views from multiple rooms, and dining al fresco on your private lanai. Wander a few minutes to Kailua or Lanikai Beach for paddleboarding, kite boarding, kayaking, snorkeling, or open-water swims. With bike paths out your front door, a restaurant a stroll away, a public charter school just up the road, and a private country club nearby, this cottage places you in the heart of Kailua’s active, outdoor lifestyle.

29 Alala Road, Kailua

Listing courtesy of Carvill Sotheby's Intl. 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.