Kawailoa Kailua Homes for Sale

Welcome to Kawailoa Kailua, a hidden gem nestled on the stunning Windward Coast of Oahu, Hawaii. This enchanting neighborhood is known for its breathtaking natural beauty, laid-back atmosphere, and a tight-knit community that welcomes newcomers with open arms. With its pristine beaches, lush greenery, and crystal-clear waters, Kawailoa offers a perfect blend of relaxation and adventure for those seeking the ultimate island lifestyle.

Kawailoa is renowned for its picturesque beaches, including the famous Kailua Beach and Lanikai Beach, where residents can enjoy swimming, paddleboarding, and sunbathing against a backdrop of swaying palm trees and turquoise waters. The nearby Mokulua Islands add to the scenic charm, inviting outdoor enthusiasts to explore their beauty via kayak or by taking a leisurely boat ride.

For families, Kawailoa is home to excellent schools and recreational facilities, making it an ideal place to raise children. The neighborhood is also dotted with local shops, cafes, and restaurants, ensuring that residents have everything they need within reach. The vibrant community spirit is palpable, with regular events and gatherings that foster connections among neighbors.

Currently, there are stunning homes for sale in Kawailoa Kailua, offering a variety of styles and price ranges to suit every buyer's needs. From charming beach cottages to luxurious oceanfront estates, these properties often feature spacious layouts, modern amenities, and breathtaking views. Whether you’re looking for a permanent residence or a vacation getaway, Kawailoa Kailua promises a lifestyle filled with beauty, tranquility, and endless opportunities for adventure. Don’t miss your chance to call this paradise home!

Newest Kawailoa Kailua Homes for Sale

$1,495,000

2 Beds ⋅ 2 Baths ⋅ 202519242 MLS ⋅ FS - Fee Simple Tenure ⋅ 325 DOM

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

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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.