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 renowned for its breathtaking natural beauty, pristine beaches, and a laid-back island lifestyle that beckons both locals and visitors alike. Just a short drive from the vibrant town of Kailua, Kawailoa offers a serene escape with its lush landscapes and charming residential streets.

Kawailoa is home to some of the most picturesque beaches in Hawaii, including the famous Kailua Beach and Lanikai Beach, both known for their soft golden sands and crystal-clear turquoise waters. Whether you enjoy swimming, paddleboarding, or simply soaking up the sun, these beaches provide the perfect backdrop for your island adventures. The neighborhood is also surrounded by lush hiking trails, offering breathtaking views of the coastline and the majestic Ko'olau mountains.

For those looking to call Kawailoa home, the real estate market features a variety of homes for sale that cater to diverse tastes and budgets. From charming beach cottages to modern luxury estates, each property offers a unique blend of Hawaiian charm and contemporary living. Imagine waking up to the sound of ocean waves and enjoying your morning coffee on a lanai with stunning views.

Living in Kawailoa Kailua means embracing a community that values outdoor living, with local farmers' markets, boutique shops, and delightful dining options just a stone's throw away. This neighborhood is not just a place to live; it’s a lifestyle filled with adventure, relaxation, and the spirit of aloha. Explore the homes for sale in Kawailoa Kailua and discover your own slice of paradise today!

Newest Kawailoa Kailua Homes for Sale

$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.