Kawailoa North Shore Homes with Fee Simple Land tenure

Welcome to Kawailoa North Shore, a hidden gem nestled on the picturesque North Shore of Oahu, Hawaii. This idyllic neighborhood, located within the charming city of Haleiwa, boasts an enchanting blend of natural beauty, rich culture, and a laid-back lifestyle that is quintessentially Hawaiian.

Kawailoa is renowned for its stunning beaches, where the golden sands meet the azure waters of the Pacific Ocean. Residents and visitors alike enjoy world-class surfing, snorkeling, and sunbathing, with iconic spots like Waimea Bay and Sunset Beach just a stone's throw away. The vibrant local community is infused with a spirit of aloha, offering an array of farmers' markets, art galleries, and quaint shops that reflect the unique character of the North Shore.

One of the standout features of Kawailoa is the opportunity for homeownership with Fee Simple land tenure. This means that homeowners not only own their homes but also the land beneath them, providing a sense of stability and investment that is highly sought after in Hawaii's real estate market. The homes in Kawailoa range from charming beach cottages to luxurious oceanfront estates, catering to a variety of lifestyles and preferences.

Living in Kawailoa North Shore offers more than just a home; it provides a lifestyle steeped in natural beauty, community spirit, and endless outdoor adventures. Whether you're catching waves, exploring lush hiking trails, or simply soaking in the breathtaking sunsets, Kawailoa is a place where dreams of island living come to life. Come discover your piece of paradise in this enchanting neighborhood!

Newest Kawailoa North Shore Homes with Fee Simple Land tenure

$3,785,000

4 Beds ⋅ 4 Baths ⋅ 202612452 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM

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

$3,500,000

4 Beds ⋅ 5 Baths ⋅ 202606358 MLS ⋅ FS - Fee Simple Tenure ⋅ 129 DOM

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

$5,995,000

4 Beds ⋅ 3 Baths ⋅ 202606359 MLS ⋅ FS - Fee Simple Tenure ⋅ 129 DOM

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

$4,500,000

5 Beds ⋅ 5 Baths ⋅ 202604580 MLS ⋅ FS - Fee Simple Tenure ⋅ 175 DOM

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

$5,000,000

5 Beds ⋅ 4 Baths ⋅ 202521091 MLS ⋅ FS - Fee Simple Tenure ⋅ 323 DOM

Experience exceptional beachfront living on coveted Papailoa Road along Oahu's world-famous North Shore. This private 5-bedroom, 3.5-bath residence boasts 119 feet of sandy ocean frontage with panoramic views from Ka?ena Point to Waimea Bay. Lush tropical landscaping, a wraparound lawn, and meandering garden paths create a peaceful island retreat. Step from your lanai onto the beach to swim with sea turtles, enjoy breathtaking sunsets, or dine under the stars. Designed for flexibility, the home features two interconnected living areas, each with its own kitchen, making it ideal for multi-generational living, guests, or rental opportunities. Enjoy direct access to renowned surf breaks including Laniakea and Himalayas, with surfing, snorkeling, kayaking, paddleboarding, kite surfing, and wing foiling just outside your door. A gated electric entry and fenced perimeter provide privacy, while historic Hale?iwa Town's shops, cafés, art galleries, and restaurants are just a scenic one-mile stroll along the shoreline. This rare legacy property offers the perfect blend of tranquility, adventure, and timeless island elegance in one of Oahu's most sought-after beachfront communities.

61-707 Papailoa Road, Haleiwa

$1,760,000

202519839 MLS ⋅ FS - Fee Simple Tenure ⋅ 345 DOM

Incredible "Double Lot" Beach-Side of Kamehameha Highway and just a few steps to several sandy beaches and several famous Surf Breaks (Laniakea on one side, Chun's Reef on the other and Jockos right out front). Zoned for at least 2 Homes - subject to "approvals". . . And - future CPR Possibilities. Sell one and live in the other home!? Feel free to drive by and picture yourself living this close to world-class Surf Breaks! Fully enclosed property with 6' Rock Walls around the perimeter. Two Gates (one on Kamehameha Highway and the other on Pohaku Loa Way). Ocean view from any second Floor rooms of either of the two possible homes!

61-560 Pohaku Loa Way, Haleiwa

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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.