Kawailoa North Shore Homes with Garden View

Welcome to Kawailoa, a hidden gem nestled on the stunning North Shore of Oahu, Hawaii. This enchanting neighborhood is a paradise for those seeking a tranquil lifestyle surrounded by natural beauty. With its lush landscapes, pristine beaches, and a welcoming community, Kawailoa is the perfect place to call home.

As you explore this captivating area, you’ll find homes that offer breathtaking garden views, providing a serene backdrop for your daily life. Imagine waking up to the gentle rustle of palm trees and the vibrant colors of tropical flowers just outside your window. Many properties in Kawailoa feature expansive outdoor spaces that invite you to unwind, entertain, or simply soak in the beauty of your surroundings.

Kawailoa is not just about picturesque views; it’s also a community rich in culture and history. The nearby town of Haleiwa is known for its charming boutiques, local eateries, and vibrant art scene. Enjoy a leisurely stroll along the historic streets, where you can savor delicious shave ice or fresh seafood while soaking in the laid-back island vibe.

For outdoor enthusiasts, the North Shore is famous for its world-class surfing, with legendary spots like Waimea Bay and Sunset Beach just a short drive away. Whether you prefer paddleboarding, snorkeling, or simply lounging on the beach, there’s something for everyone in this coastal paradise.

Discover the allure of Kawailoa and experience the magic of island living. With its stunning homes, breathtaking garden views, and a community that feels like family, you’ll find that Kawailoa is not just a place to live, but a place to thrive.

Newest Kawailoa North Shore Homes with Garden View

$3,785,000

4 Beds ⋅ 4 Baths ⋅ 202612452 MLS ⋅ FS - Fee Simple Tenure

STRIKING ISLAND INSPIRED NORTH SHORE RESIDENCE ON PAPAILOA ROAD. Beautifully renovated & reflecting true pride of ownership, this exceptional home is located on coveted Papailoa Road w/deeded beach access across the street. Offering 4 BD, 3.5 BA, the spacious floor plan features rich hardwood floors, multiple lounge & living areas, and expansive covered lanais designed for relaxed indoor-outdoor living. The primary suite is a private retreat w/dual vanities, Brizo fixtures, deep soaking tub, oversized walk-in shower, custom walk-in closet, office area & dedicated laundry space. Three additional bedrooms enjoy garden & mountain views, including one w/direct lanai access. The chef's kitchen features Thermador refrigerator & freezer columns, wine refrigerator, large center island w/gas cooktop & seating, dual ovens, Miele built-in coffee system, ice maker, quartz countertops & a breakfast nook w/built-in seating. Additional features include Control4 home automation, air conditioning, motorized bedroom shades & security system. Situated on a fully gated 14,649 sq ft parcel with mature trees, tropical landscaping, and manicured gardens, just moments from Laniakea Beach and Haleiwa Town.

61-724 Papailoa Road, Haleiwa

Listing courtesy of Coldwell Banker Realty.

$1,975,000

3 Beds ⋅ 3 Baths ⋅ 202612413 MLS ⋅ FS - Fee Simple Tenure

NORTH SHORE BEAUTY WITH BEACH ACCESS JUST ACROSS THE STREET. Exceptional North Shore Opportunity Below Replacement Value. Striking custom Balinese-inspired 3 BD, 2.5 BA + den island HM across the street from “Alligator’s” Beach on Oahu’s famed North Shore. Thoughtfully designed w/exceptional craftsmanship & beautiful natural materials, this custom beach house blends island character w/incredible coastal lifestyle near world-renowned beaches & surf breaks. Intricate hand-carved teak front doors welcome you into warm interiors accented by rich hardwood floors, vaulted ceilings, numerous custom details throughout. Wraparound lanais overlook tropical gardens & ocean vistas, creating a seamless indoor-outdoor island setting. Spacious chef’s kitchen features granite countertops, center island w/dine-in seating & custom cabinetry. Primary suite enjoys a spa-inspired bath w/dual vanities, onyx sinks, walk-in shower & soaking tub. Enclosed & gated, the property is surrounded by mature palms & features a private hot tub. Ideally located a short bike ride or drive to Waimea Bay, Haleiwa Town, the Seven Mile Miracle coastline, surfing, foiling, paddle boarding, & endless ocean activities.

61-300 Kamehameha Highway, Haleiwa

Listing courtesy of Coldwell Banker Realty.

$3,500,000

4 Beds ⋅ 5 Baths ⋅ 202606358 MLS ⋅ FS - Fee Simple Tenure

Your slice of paradise on O?ahu’s North Shore. This stunning 4-bedroom, 4.5-bath home offers incredible ocean views, a private home gym that also doubles as a two-car garage, a 10-person sauna, solar power with Tesla batteries, and a massive primary suite with an oversized balcony and sweeping views. Set in one of the newest and quietest neighborhoods in the area, this modern residence features clean architectural finishes and thoughtful attention to detail throughout. Enjoy easy access to world-class surf and beaches, with Hale?iwa just a short drive away for shopping, dining, and daily essentials.

61-1010 Tutu Place, Haleiwa

Listing courtesy of Outlive Homes LLC.

$5,995,000

4 Beds ⋅ 3 Baths ⋅ 202606359 MLS ⋅ FS - Fee Simple Tenure

An exceptionally rare offering on Oahu’s North Shore, this legal NUC-permitted vacation rental is one of the last few fully permitted vacation rentals in the entire zip code. With annual income exceeding $500,000, it represents a compelling blend of established performance, long-term rarity, and an elegantly configured coastal property designed to support multiple private guest experiences. In a market defined by strict limitations and enduring demand, this is a true legacy-caliber STR asset.

61-104 Iliohu Way, Haleiwa

Listing courtesy of Outlive Homes LLC.

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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.