Kawailoa North Shore Homes with Fee Simple Land tenure

Welcome to Kawailoa North Shore, a hidden gem nestled on the breathtaking North Shore of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and vibrant local culture, Kawailoa offers a unique blend of tranquility and adventure. This charming neighborhood is just a stone’s throw away from Haleiwa, a historic town that captures the essence of island life with its surf shops, local eateries, and artistic flair.

One of the standout features of Kawailoa is its commitment to community and nature. Here, you’ll find a variety of outdoor activities, from world-class surfing at Waimea Bay to serene hikes along the picturesque coastline. The neighborhood is also home to beautiful parks and recreational areas, perfect for families and nature lovers alike.

When it comes to real estate, Kawailoa North Shore boasts homes with fee simple land tenure, providing homeowners with complete ownership of their property. This is a significant advantage for those seeking stability and investment potential in one of Hawaii's most sought-after locations. The homes here reflect the island's charm, often featuring open layouts, stunning ocean views, and lush tropical gardens.

Whether you’re looking for a permanent residence, a vacation home, or an investment opportunity, Kawailoa North Shore offers a slice of paradise that is hard to resist. Embrace the aloha spirit and discover the magic of this enchanting neighborhood, where every day feels like a vacation. Come experience the laid-back lifestyle and vibrant community that make Kawailoa a truly special place to call home.

Newest Kawailoa North Shore Homes with Fee Simple Land tenure

$3,785,000

4 Beds ⋅ 4 Baths ⋅ 202612452 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 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 ⋅ 116 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 ⋅ 116 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 ⋅ 162 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 ⋅ 310 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 ⋅ 332 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

$2,250,000

5 Beds ⋅ 2 Baths ⋅ 202507049 MLS ⋅ FS - Fee Simple Tenure ⋅ 508 DOM

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

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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.