Kawailoa North Shore Homes with Sunset View

Welcome to Kawailoa, a hidden gem nestled on the North Shore of Oahu, where the beauty of nature meets the charm of community living. This picturesque neighborhood, located just a stone's throw away from the vibrant town of Haleiwa, offers an idyllic lifestyle characterized by stunning ocean views, lush landscapes, and a laid-back atmosphere that perfectly embodies the spirit of Hawaii.

Kawailoa is renowned for its breathtaking homes that boast spectacular sunset views. Imagine unwinding on your lanai with a refreshing drink in hand, as the sun dips below the horizon, painting the sky in hues of orange, pink, and purple. Each evening becomes a magical experience, making it easy to understand why so many are drawn to this enchanting area.

The neighborhood is a haven for outdoor enthusiasts, with pristine beaches just minutes away, ideal for surfing, paddleboarding, and snorkeling. The nearby Waimea Bay and Sunset Beach are world-famous for their waves, attracting surfers from all corners of the globe. For those who prefer a more tranquil experience, the calm waters of the nearby lagoons provide a perfect setting for swimming and sunbathing.

Kawailoa is not just about breathtaking views and outdoor adventures; it also fosters a close-knit community spirit. Local farmers' markets, art galleries, and charming cafes add to the area's unique character, making it a delightful place to call home. With its blend of natural beauty, vibrant culture, and a welcoming atmosphere, Kawailoa on the North Shore is truly a slice of paradise waiting for you to discover.

Newest Kawailoa North Shore Homes with Sunset View

$5,000,000

5 Beds ⋅ 4 Baths ⋅ 202618578 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 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

$3,500,000

4 Beds ⋅ 5 Baths ⋅ 202606358 MLS ⋅ FS - Fee Simple Tenure ⋅ 176 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 ⋅ 176 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

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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.