Kawailoa Kailua Homes with Fee Simple Land tenure

Welcome to Kawailoa in Kailua, a hidden gem nestled on the stunning windward coast of Oahu, Hawaii. Known for its breathtaking beaches, lush landscapes, and a laid-back atmosphere, Kawailoa offers an idyllic lifestyle that perfectly blends the beauty of island living with a strong sense of community.

This charming neighborhood is characterized by its picturesque streets lined with swaying palm trees and vibrant tropical flora. Residents enjoy easy access to the pristine shores of Kailua Beach and Lanikai Beach, both renowned for their soft sands and crystal-clear waters, making it a paradise for water sports enthusiasts and sunbathers alike. Whether you’re kayaking in the calm waters or taking a leisurely stroll along the beach at sunset, the natural beauty of Kawailoa is truly captivating.

Homes in Kawailoa boast Fee Simple land tenure, providing homeowners with full ownership of their property. This is a significant advantage, allowing for greater flexibility and investment potential. The architectural styles here range from charming beach cottages to modern luxury homes, catering to a variety of tastes and lifestyles. With spacious yards and proximity to nature, families and individuals alike will find their perfect oasis in this serene neighborhood.

Beyond the beaches, Kawailoa is conveniently located near local shops, cafes, and restaurants, offering a taste of the vibrant local culture. With its welcoming community and stunning surroundings, Kawailoa in Kailua is not just a place to live; it’s a lifestyle waiting to be embraced. Discover your piece of paradise in this enchanting neighborhood today!

Newest Kawailoa Kailua Homes with Fee Simple Land tenure

$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.