Kawailoa North Shore Real Estate

Welcome to Kawailoa, a hidden gem nestled on the breathtaking North Shore of Oahu, Hawaii. This enchanting neighborhood, located just a stone's throw from the charming town of Haleiwa, offers a unique blend of laid-back island living and vibrant community spirit.

Kawailoa is renowned for its stunning natural beauty, featuring pristine beaches, lush greenery, and the mesmerizing turquoise waters of the Pacific Ocean. Residents and visitors alike are drawn to the area for its world-class surf breaks, including the iconic Waimea Bay and Sunset Beach, making it a surfer's paradise. Whether you're catching waves or simply soaking up the sun, the beach lifestyle here is second to none.

The neighborhood boasts a strong sense of community, with friendly locals and a welcoming atmosphere. You’ll find a mix of quaint shops, delightful eateries, and local art galleries that showcase the rich culture and creativity of the island. The famous Haleiwa town is just a short drive away, offering a variety of dining options, from fresh poke to mouthwatering shave ice, perfect for a post-surf treat.

Kawailoa is also a nature lover's dream, with nearby hiking trails that lead to breathtaking vistas and secluded spots perfect for picnicking. The area is rich in wildlife, making it a great place for birdwatching and exploring the beautiful landscapes.

Whether you're looking to invest in a vacation home, a permanent residence, or simply seeking a slice of paradise, Kawailoa North Shore offers a lifestyle that embodies the true essence of Hawaii. Come experience the magic of this idyllic community and discover why so many are proud to call Kawailoa home!

Newest Listings in Kawailoa North Shore

$3,500,000

4 Beds ⋅ 5 Baths ⋅ 202606358 MLS ⋅ FS - Fee Simple Tenure ⋅ 151 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 ⋅ 151 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

$5,000,000

5 Beds ⋅ 4 Baths ⋅ 202521091 MLS ⋅ FS - Fee Simple Tenure ⋅ 345 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

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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.