Kailua Homes with Wooded Lot Features

Welcome to Kailua, a hidden gem nestled on the stunning east coast of Oahu, Hawaii. Known for its breathtaking beaches, lush landscapes, and vibrant community, Kailua offers a unique blend of island lifestyle and suburban charm. With its pristine shores like Lanikai Beach and Kailua Beach Park, residents enjoy a plethora of outdoor activities such as kayaking, paddleboarding, and hiking. The picturesque backdrop of the Ko'olau Mountains adds to the allure, making this city a haven for nature lovers and adventure seekers alike.

Kailua is not just about beautiful beaches; it’s a community rich in culture and warmth. Local farmers' markets, boutique shops, and delightful eateries line the streets, providing a taste of the island's flavors and creativity. The friendly atmosphere and strong sense of community make Kailua a perfect place for families and individuals seeking a welcoming environment.

For those dreaming of a home surrounded by nature, Kailua offers a variety of properties with wooded lot features. Imagine waking up to the sound of birds chirping and the gentle rustle of leaves in your own private oasis. These homes provide a serene escape from the hustle and bustle, allowing you to enjoy the tranquility of nature right at your doorstep. With spacious yards and lush greenery, these wooded lots are perfect for outdoor entertaining, gardening, or simply unwinding after a long day.

Whether you’re looking for a cozy cottage or a luxurious retreat, Kailua’s real estate options with wooded lot features promise a harmonious blend of comfort and natural beauty. Come discover the enchanting lifestyle that Kailua has to offer!

Newest Kailua Homes with Wooded Lot Features

$1,985,000

4 Beds ⋅ 3 Baths ⋅ 202613204 MLS ⋅ FS - Fee Simple Tenure ⋅ 23 DOM

Discover a private sanctuary at the top of Maunawili Estates, one of Kailua’s most private neighborhoods, where old-school island charm meets some of the finest views in all of Kailua. Set on a 20,000-square-foot lot near the end of a quiet cul-de-sac and priced $234,700 below the current tax-assessed value, this distinctive 4BR/3BA home offers approximately 3,403 square feet of interior living area, plus 1,122 square feet of lanai, attic, and garage space. Custom Polynesian-inspired woodwork, handcrafted metal details, natural stone accents, curved architectural elements, and built-ins give the home character rarely found today. The light-filled main level features 3 bedrooms, 2 baths, an expansive primary suite, cooling valley breezes, and a wraparound lanai framing sweeping views of Kailua Bay, Olomana, and the Ko'olau Mountains. The flexible lower level includes a large bonus room and separate-entry 1BR/1BA apartment with private outdoor space. Terraced gardens, elevated lookout areas, 17 photovoltaic panels, a Tesla charger, two-car garage, and no rear neighbors complete this rare opportunity for a buyer ready to add personal touches and create an exceptional Kailua retreat.

1350 Lopaka Place, Kailua

$1,799,000

202507960 MLS ⋅ FS - Fee Simple Tenure ⋅ 491 DOM

Here is your opportunity to create your dream space with an expansive lot, zoned AG-2 (General Agricultural), to build your custom dream home surrounded by the natural beauty of the Koolau Mountains. With a building permit already available, you can get started right away. Whether you envision a classic island-style home, a modern farmhouse, or a sustainable oasis, this property is your blank canvas. With AG-2 zoning, you can even explore the joys of small-scale farming or gardening — all while enjoying the privacy and serenity that country living provides. Features: • Building Permit Ready: Start construction without delay • Zoned AG-2: Ideal for a custom country home with space for gardens • Breathtaking Views: Koolau Mountain vistas and lush surroundings • Expansive Lot: Ample room for outdoor living and entertaining • Prime Location: Just a short drive to Kailua town and world-renowned beaches Embrace the tranquility of a rural lifestyle while enjoying the convenience of being just minutes from Kailua’s stunning beaches, local shops, and vibrant dining.

42-311 Old Kalanianaole 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.