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Kawailoa Real Estate Search

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The Kawailoa Neighborhood: Our Specialty

Papailoa road real estateKawailoa on the North Shore (not to be confused with Kailua's Kawailoa) is one of the quintessential coastal Oahu neighborhoods.  All the houses in this North Shore neighborhood are walking distance to the beach, and roughly half of the total properties categorized as Kawailoa are oceanfront.   Some of the famous surf spots that are located in Kawailoa are Chuns Reef, Jockos, Laniakea, Alligator Rock, Uppers, & Leftovers. As a property owner, the offshore winds of this area are desireable becase it means less salt spray on your home (and therefore less maintenance) than many other areas of the island.  Oceanfront homes for sale in Kawailoa range from rocky to sandy frontage, and the sand in some locations ebbs and flows during season. 

The most prestigious address on the whole North Shore is Papailoa Road, which is located in the Kawailoa area.  Papailoa property boasts very large lot sizes (some in excess of an acre on the beach), and has white sand beaches and surf spots fronting it.  Other notable exclusive streets in this neighborhood include Pohaku Loa Way, No name road (Kamehameha Hwy. addresses), Kamehameha Hwy, and Tutu place.  Tutu place is the newest subdivision in this area, and offers excellent ocean views from the ready to build vacant lot home sites with underground utilities.  The properties on this stretch of coast are rarely available and much of the time no listings will be available.   Because of the rare nature of Kawailoa & Papailoa real estate, you need an educated, intelligent, and dilligent real estate agent to help you make the right decision.  If you want informed representation on this stretch of coast, you've come to the right place.  

CLICK HERE to see all Kawailoa Oceanfront properties on the market

Newest Kawaiola Listings

61-724 Papailoa Road, Haleiwa image
61-724 Papailoa Road, Haleiwa $3,785,000

STRIKING ISLAND INSPIRED NORTH SHORE RESIDENCE ON PAPAILOA ROAD. Beautifully renovated & reflecting true pride of ownership, this exceptional home is located on coveted P...

  • 4 Beds
  • 4 Baths
  • 202612452 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

61-300 Kamehameha Highway, Haleiwa image
61-300 Kamehameha Highway, Haleiwa $1,975,000

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 ...

  • 3 Beds
  • 3 Baths
  • 202612413 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

61-116 Ikuwai Place, Haleiwa image
61-116 Ikuwai Place, Haleiwa $1,398,000

Embrace the ultimate North Shore lifestyle at 61-116 Ikuwai Place. This 3-bedroom, 2.5-bath residence is perfectly positioned off Kamehameha Highway across from Alligator...

  • 3 Beds
  • 3 Baths
  • 202607238 MLS
  • FS - Fee Simple Tenure
Courtesy of REMAX Hawaii

Listing courtesy of REMAX Hawaii.

61-1010 Tutu Place, Haleiwa image
61-1010 Tutu Place, Haleiwa $3,500,000

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 gar...

  • 4 Beds
  • 5 Baths
  • 202606358 MLS
  • FS - Fee Simple Tenure
Courtesy of Outlive Homes LLC

Listing courtesy of Outlive Homes LLC.

61-104 Iliohu Way, Haleiwa image
61-104 Iliohu Way, Haleiwa $5,995,000 ▲

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 c...

  • 4 Beds
  • 3 Baths
  • 202606359 MLS
  • FS - Fee Simple Tenure
Courtesy of Outlive Homes LLC

Listing courtesy of Outlive Homes LLC.

61-651 Kamehameha Highway, Haleiwa image
61-651 Kamehameha Highway, Haleiwa $4,500,000

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 m...

  • 5 Beds
  • 5 Baths
  • 202604580 MLS
  • FS - Fee Simple Tenure
Courtesy of Turtle Bay Condos & Realty LLC

Listing courtesy of Turtle Bay Condos & Realty LLC.

61-707 Papailoa Road, Haleiwa image
61-707 Papailoa Road, Haleiwa $5,000,000 ▼

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 san...

  • 5 Beds
  • 4 Baths
  • 202521091 MLS
  • FS - Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

61-560 Pohaku Loa Way, Haleiwa image
61-560 Pohaku Loa Way, Haleiwa $1,760,000

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 o...

  • 202519839 MLS
  • FS - Fee Simple Tenure
Courtesy of Sterman Realty

Listing courtesy of Sterman Realty.

61-275 Kamehameha Highway, Haleiwa image
61-275 Kamehameha Highway, Haleiwa $2,250,000 ▼

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 view...

  • 5 Beds
  • 2 Baths
  • 202507049 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

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.

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Orion Barels, BS Economics
Luxury Property Specialist
COMPASS | RS 64269
orion@coastalhawaii.com
(808) 228-7195

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