Kawailoa Kailua Homes for Sale

Welcome to Kawailoa Kailua, a hidden gem nestled on the scenic windward coast of Oahu, Hawaii. This enchanting neighborhood is renowned for its breathtaking beaches, lush landscapes, and vibrant local culture, making it an ideal haven for families, retirees, and anyone seeking a slice of paradise. With its pristine shores and turquoise waters, Kawailoa offers residents the perfect backdrop for a relaxed island lifestyle, where outdoor adventures and serene moments blend effortlessly.

The community is characterized by its charming, laid-back atmosphere, where friendly neighbors warmly welcome newcomers. Enjoy leisurely strolls along the picturesque coastline or indulge in water activities like paddleboarding, snorkeling, and surfing at the famous Kailua Beach, just a stone’s throw away. The neighborhood is also conveniently located near an array of shops, cafes, and local eateries, ensuring that you have everything you need right at your fingertips.

For those considering a move, homes for sale in Kawailoa Kailua offer a variety of options to suit diverse tastes and lifestyles. From cozy beach cottages to stunning modern residences, each property is uniquely designed to capture the essence of island living. Many homes boast captivating ocean views, spacious yards, and easy access to the beach, making them perfect for both relaxation and entertaining.

Whether you are looking to buy your forever home or a vacation retreat, Kawailoa Kailua presents a unique opportunity to embrace the enchanting spirit of Hawaii. Discover your dream home in this idyllic neighborhood and start living the island life you’ve always envisioned!

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.