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Hale’iwa Vacation Packages

The gateway to the seemingly endless stretch of beaches and waves of the North Shore is the cultural hub of O’ahu’s surf scene.

Hale’iwa got its start as a tourist spot with the building of the Hale’iwa Hotel in 1898. The hotel is gone, but many of the small town’s buildings have the same look they’ve had for over 100 years of laid-back living. Unlike Waikiki with its high-rises, you’ll find that Hale’iwa has small shops ready to serve the practical needs of surfers and surf-watchers. 

Start with a visit to the North Shore Surf and Cultural Museum, also known as Hale’iwa Surf Museum. See surfing photographs and memorabilia, boards from the 1930s and old posters advertising surfing competitions. Watch a video and chat with the curator to find out what’s happening in and around town. Nearby, find gear for snorkeling, surfing, boogie boarding or kayaking in one of Hale’iwa’s several surf shops.

Picnic at Hale’iwa Ali’i Beach and watch the makai (ocean-facing) side of the park to see youngsters learning to surf. Then look over your shoulder at the Kalili Surf Center; if you were a Baywatch Hawaii fan, you might recognize the headquarters for the brave and beautiful lifeguards. In July, enjoy the ArtFest with visual and performance art and numerous kids’ activities.

Walk along the shore and look for giant sea turtles. They often nest here and return to the same spot year after year. Remember that they are protected in Hawaii; it is against the law to ride, feed, or even touch a sea turtle. You can still enjoy watching them. 

For an old-fashioned experience, rent a paddleboard or outrigger canoe similar to those used in Hawaii for more than 2,000 years. Paddle up the Anahulu River, going under the Rainbow Bridge. Soon you’ll be in lush tropical jungle.

While you’re in Hale’iwa, be sure to sample a North Shore favorite: shave ice. This dessert has a shaved ice texture that absorbs flavor; a variety of local syrup choices including lychee, lilikoi or guava; and ice cream or bean paste at the bottom of a cone, with sweetened condensed milk on top. It’s not a typical snow cone. 

Hale’iwa is about an hour’s drive north of Honolulu. Some would say it’s right next to Paradise.

*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2020, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.


Top Flight + Hotel Deals in Haleiwa

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Best Lodging Options Near Haleiwa

See all 115 Properties in Haleiwa
Rocky Point Beachfront/Paradise $156
Reviewed on Feb 25, 2020
See details
 
Rocky Point Beachfront/Paradise

Rocky Point Beachfront/Paradise

59-181 Ke Nui Rd, Haleiwa, HI
     
    3.3 of 5
    2.5 out of 5.0 Stars

    The view. Absolutely amazing view. Sleeping and waking up to the sound of the waves. Don’t book if you expect a fancy room to stay in. This is beach house charm. Todd the owner is good people. Husband was doing his workout on the balcony in the morning, Todd gave him weights for duration of our stay. ...

    Backpackers Vacation Inn and Hostel
    Reviewed on Feb 4, 2020
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    Backpackers Vacation Inn and Hostel

    Backpackers Vacation Inn and Hostel

    59-788 Kamehameha Highway, Haleiwa, HI
       
      3.3 of 5
      1.5 out of 5.0 Stars

      The property was clean and acceptable for the price. Is very tired and needs so freshening up. great spot

      Quiet Mountain Retreatmana Room $98
      Reviewed on Mar 31, 2019
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      Quiet Mountain Retreatmana Room

      Quiet Mountain Retreatmana Room

      Haleiwa, HI
         
        5.0 of 5
        0.0 out of 5.0 Stars

        Comfortable quiet property located near services and the beautiful North Shore beaches. Anisa and Niv were absolutely wonderful hosts.

        Bright, Clean, Airy Rocky Point Beach 1 Bedroom Loft. Steps to Beach & Bike Path $188
        Reviewed on Sep 29, 2019
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        Bright, Clean, Airy Rocky Point Beach 1 Bedroom Loft. Steps to Beach & Bike Path

        Bright, Clean, Airy Rocky Point Beach 1 Bedroom Loft. Steps to Beach & Bike Path

        Haleiwa, HI
           
          4.5 of 5
          0.0 out of 5.0 Stars

          My daughter and I attended a wedding in Waikiki and decided to extend our trip and stay a few more days on the north shore at this property. We only say them a couple of times, but Chris and Lynsey were very warm and helpful. It’s not a new property, but it’s clean and the location was perfect for ...

          North Shore Waimea Economy Studio-30 day
          Reviewed on Jan 8, 2018
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          North Shore Waimea Economy Studio-30 day

          North Shore Waimea Economy Studio-30 day

          Haleiwa, HI
             
            4.0 of 5
            0.0 out of 5.0 Stars

            Jason was really helpful and the room was good, but the cleaning was not the best inside the room.

            Velzyland Beach Hale, Home Away From Home
            Reviewed on Feb 1, 2019
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            Velzyland Beach Hale, Home Away From Home

            Velzyland Beach Hale, Home Away From Home

            Haleiwa, HI
               
              4.6 of 5
              0.0 out of 5.0 Stars

              Kelly was very helpful. He went above and beyond to accommodate my added guests. I would recommend his place definitely.

              New One-bedroom Apartment in Sunset Beach $110
              Reviewed on Sep 12, 2019
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              New One-bedroom Apartment in Sunset Beach

              New One-bedroom Apartment in Sunset Beach

              Haleiwa, HI
                 
                4.6 of 5
                0.0 out of 5.0 Stars

                We enjoyed this property. It was quiet and away from all of the hustle and bustle. We would recommend North Shore as a destination to stay at when traveling to Oahu.

                Kalani Hawaii
                Kalani Hawaii

                Kalani Hawaii

                Sunset Beach, Haleiwa, HI
                   
                  3.0
                  of 5, from 3 reviews
                  3.0 out of 5.0 Stars

                  Situated by the ocean, this vacation home is within a 10-minute walk of Sunset Beach and Banzai Pipeline. Waimea Bay is 2.3 mi (3.7 km) away.

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