Kawailoa North Shore Real Estate

Kawailoa North Shore Real Estate

Welcome to Kawailoa, a hidden gem nestled in the heart of Oahu’s North Shore, just a stone's throw from the charming town of Haleiwa. This enchanting neighborhood is a paradise for those seeking a blend of laid-back island living and vibrant natural beauty. With its pristine beaches, lush landscapes, and welcoming community, Kawailoa offers a unique lifestyle that’s hard to resist.

The shoreline here is a surfer’s dream, with world-renowned waves that attract enthusiasts from around the globe. Whether you’re catching a wave at the famous Waimea Bay or enjoying a peaceful day at the beach, the ocean is always just a short stroll away. The area is also perfect for beachcombing, snorkeling, and simply basking in the sun, making it an ideal spot for families and outdoor enthusiasts alike.

Kawailoa boasts a tight-knit community that celebrates the spirit of aloha. Local farmers' markets, art fairs, and cultural events foster a sense of connection among residents. You’ll find charming eateries and food trucks offering delicious local cuisine, from fresh poke to mouthwatering shave ice, ensuring that your culinary adventures are as exciting as your outdoor pursuits.

Nature lovers will appreciate the nearby hiking trails that wind through lush greenery, offering breathtaking views of the coastline and the majestic mountains. With its tranquil ambiance and stunning scenery, Kawailoa provides a serene retreat while still being conveniently located near the vibrant shops and restaurants of Haleiwa.

Discover the magic of Kawailoa, where the beauty of Oahu’s North Shore meets the warmth of community living. Your dream home awaits in this idyllic paradise!

Newest Listings in Kawailoa North Shore

$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.

$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.

$5,000,000
5 Beds ⋅ 4 Baths ⋅ 202521091 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of eXp Realty.

$1,760,000
202519839 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Sterman Realty.

$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.