Kawailoa North Shore Homes with Fee Simple Land tenure

Kawailoa North Shore Homes with Fee Simple Land tenure

Welcome to Kawailoa, a hidden gem nestled in the breathtaking North Shore of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and vibrant local culture, Kawailoa offers a unique blend of island living that captivates residents and visitors alike. This charming neighborhood, part of the historic town of Haleiwa, is a paradise for those who appreciate the beauty of nature and the laid-back lifestyle that Hawaii is famous for.

One of the standout features of Kawailoa is its picturesque coastline, where you can enjoy world-class surfing, snorkeling, and sunbathing. The nearby Waimea Bay and Sunset Beach are not just renowned for their surf breaks but also for their stunning sunsets, making them perfect spots for evening relaxation. The area is also home to a variety of local shops, eateries, and art galleries, providing a taste of the vibrant North Shore culture.

For those considering a home in Kawailoa, you’ll be pleased to know that many properties come with fee simple land tenure. This means you’ll own both the home and the land it sits on, offering you peace of mind and ultimate flexibility in your investment. Whether you’re looking for a cozy beach cottage or a luxurious oceanfront estate, Kawailoa has a diverse range of real estate options to suit every lifestyle.

Embrace the tranquil lifestyle of Kawailoa, where every day feels like a vacation and the spirit of aloha is alive and well. Your dream home awaits in this idyllic North Shore paradise!

Newest Kawailoa North Shore Homes with Fee Simple Land tenure

$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.

$1,398,000
3 Beds ⋅ 3 Baths ⋅ 202607238 MLS ⋅ FS - Fee Simple Tenure
Embrace the ultimate North Shore lifestyle at 61-116 Ikuwai Place. This 3-bedroom, 2.5-bath residence is perfectly positioned off Kamehameha Highway across from Alligator Rock, providing unparalleled access to world-class surf breaks Leftovers and Chun’s Reef on the way to legendary Waimea Bay. Beach access steps from your door makes this a true sanctuary for surfers and ocean lovers alike. Situated in a tight-knit enclave of 35 homes on Ikuwai Place & Ikuwai Way, this home offers a rare opportunity to own in the highly coveted Kawailoa neighborhood. Priced below assessed value and located in Flood Zone D, the home offers incredible potential to be restored, renovated, or reimagined—the possibilities are endless. Minutes from Historic Haleiwa Town, enjoy the best of the North Shore; boutique shopping, top-rated dining, farmers’ markets and some of the best surf breaks and beaches in the world. Don't miss this rare chance to create your dream home in one of Hawaii’s most sought-after coastal communities. Property sold "As Is". Click the reel link for additional photos.

61-116 Ikuwai Place, Haleiwa

Listing courtesy of REMAX Hawaii.

$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.

$4,500,000
5 Beds ⋅ 5 Baths ⋅ 202604580 MLS ⋅ FS - Fee Simple Tenure
Located directly along the legendary stretch of sand at 61-651 Kamehameha Highway, this rare beachfront property sits on the world-famous Laniakea Beach — one of Oahu’s most vibrant and sought-after coastal neighborhoods. This is a place where the rhythm of the ocean defines daily life, sea turtles bask onshore, and world-class surf breaks like Laniakea and Himalayas fire just steps from your door. The home itself offers a generous footprint and flexible layout, well-suited for multi-generational living or a dual-unit configuration, and is ready for your vision and improvement. With ocean views from nearly every bedroom, the setting delivers something irreplaceable: direct connection to the Pacific Ocean and an address that simply cannot be replicated. This is a property where the value is rooted in land, frontage, and lifestyle. Set behind a gated entry, the residence includes two full laundry rooms, solar hot water, A/C in every room, Wi-Fi throughout, a security system, and is pre-wired for a beachfront hot tub. The expansive grounds offer direct beach access, inviting you to surf, wing foil, kite-surf, or simply walk out barefoot and feel the pulse of the North Shore.

61-651 Kamehameha Highway, Haleiwa

Listing courtesy of Turtle Bay Condos & Realty LLC.

$2,250,000
5 Beds ⋅ 2 Baths ⋅ 202507049 MLS ⋅ FS - Fee Simple Tenure
This stunning beachfront home offers direct access to some of the most famous surf and swim spots, making it a paradise for ocean lovers. With breathtaking panoramic views from both levels and two spacious lanais, you’ll enjoy spectacular sunrises, sunsets, and the soothing sound of the waves. The layout includes a separate entrance, perfect for extended family or guests, while ample parking ensures convenience. Nestled in the heart of the beach, you'll share the shoreline with sea turtles, playful dolphins, and majestic whales. Plus, you're less than a mile from a grocery store and just a seven-minute drive from historic Haleiwa Town, where you can explore amazing restaurants, charming shops, and vibrant farmers' markets. This is the ultimate blend of coastal beauty and island convenience.

61-275 Kamehameha Highway, Haleiwa

Listing courtesy of Compass.

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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.