Kawailoa Kailua Homes with Fee Simple Land tenure

Welcome to Kawailoa Kailua, a hidden gem nestled on the stunning windward coast of Oahu, Hawaii. This idyllic neighborhood is renowned for its breathtaking natural beauty, friendly community, and laid-back island lifestyle. With its pristine beaches, lush landscapes, and majestic mountains, Kawailoa is the perfect retreat for those seeking tranquility and adventure in equal measure.

Kawailoa is characterized by its charming homes, many of which come with fee simple land tenure, allowing homeowners to enjoy the full benefits of ownership. This means you not only own your home but also the land it sits on, providing a sense of permanence and investment that is highly sought after in Hawaii’s real estate market. The properties here often feature spacious yards, making them ideal for families and those looking to embrace the outdoor lifestyle that Hawaii offers.

The neighborhood is just a stone's throw away from the stunning Kawailoa Beach, where residents can enjoy sunbathing, surfing, and swimming in crystal-clear waters. The area is also home to a vibrant local community, with farmers' markets, boutique shops, and delicious dining options that showcase the rich flavors of Hawaiian cuisine.

For nature enthusiasts, the nearby Lanikai Pillbox hike offers breathtaking views of the coastline and the iconic Mokulua Islands. With its blend of natural beauty, community spirit, and attractive real estate options, Kawailoa Kailua is more than just a place to live; it’s a lifestyle waiting to be embraced. Come discover your piece of paradise in this enchanting neighborhood!

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.