Kawailoa Kailua Homes for Sale

Welcome to Kawailoa Kailua, a hidden gem nestled on the stunning windward coast of Oahu. This enchanting neighborhood is renowned for its serene beaches, lush landscapes, and a tight-knit community that embodies the spirit of Aloha. With the majestic Ko'olau Mountains as a backdrop and the gentle waves of the Pacific Ocean just a stone's throw away, Kawailoa offers an idyllic setting for those seeking a tranquil yet vibrant lifestyle.

Kawailoa Kailua is perfect for outdoor enthusiasts and families alike, boasting an array of recreational activities. Enjoy leisurely strolls or invigorating runs along the pristine white sands of Kailua Beach, known for its crystal-clear waters and breathtaking sunsets. The nearby Lanikai Beach, often hailed as one of the best beaches in the world, is just a short bike ride away, providing an ideal spot for swimming, kayaking, or simply soaking up the sun.

The neighborhood is characterized by its charming single-family homes, many of which feature spacious yards and tropical landscaping, creating a warm and inviting atmosphere. If you're considering a move to Kawailoa Kailua, you'll find a variety of homes for sale that cater to different tastes and budgets. From cozy bungalows to modern beachside retreats, there's something for everyone in this picturesque community.

With a rich local culture, excellent schools, and convenient access to shopping and dining in Kailua town, Kawailoa Kailua isn't just a place to live—it's a lifestyle. Discover your dream home in this enchanting neighborhood and embrace the beauty and tranquility that Oahu has to offer!

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.