Haleiwa Vacation Rentals

This beachfront plantation-style town is the largest community on Oahu's North Shore. Haleiwa offers plenty of dining and shopping opportunities while still retaining a laid-back and relaxed atmosphere. Vacation in Oahu's countryside and enjoy easy access to several world-famous surfing beaches, such as Sunset Beach and Waimea Bay. Haleiwa vacation rentals range from moderately priced homes and cottages to luxurious seaside retreats and villas. Find your perfect Haleiwa vacation rental below. View list of popular Haleiwa vacation rentals.

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  • Ohana House Laniakea/Turtle Beach w/ Bikes-30day min

    30 day minimum *Inquire for monthly rate* The Ohana House is located Laniakea/Turtle /Papailoa Beach (North Shore's most exclusive beach). Only 5 min walk or 2min by bike to the beach. Strategic located near Haleiwa Town (avoid North Shore ...
    Registration Number: TA-032-035-4304-01, GE-03

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    HI> Haleiwa
    2 night min stay6  reviews
    from $580 per night
      Book Now
  • Large Oceanfront Home on Historic North Shore for Family or Surf Destination

    Beautiful Private Oceanfront 3 bedrooms 2 bath home with air condition in the bedrooms LARGE PRIVATE LOT ON THE OCEAN with a full kitchen and lots of space to move around and enjoy each other with out others around you like in a hotel. You can ...
    Registration Number: TA-063-435-1616-01, 61009

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Haleiwa
    30 night min stay1  reviews
    from $338 per night
      Book Now
  • Sandy Beachfront /Direct oceanfront (Allowed one rental per 30 day period)

    *( covid cancellation policy )* Luxury awaits you in this very private sandy beach and ocean front, adults only, guesthouse of The Hale Grandiflora. The second floor accommodation, The Hoku (meaning star in Hawaiian) is where modern classic ...
    Registration Number: TA-162-356-2240-01, 16235

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Haleiwa
    7 night min stay129  reviews
    from $545 per night
      Book Now
  • Newly Remodeled Ocean-View Home With A/C, Steps From Pipeline: Ehukai Beach Hale

    This newly remodeled Haleiwa vacation rental home is just steps from the sand at Ehukai Beach Park and world-famous Banzai Pipeline. Complete with ocean views and air conditioning in the living areas, it has a chic, modern beach house feel with ...
    Registration Number: TA-143-012-9664-01, GE-14

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    HI> Haleiwa
    10 night min stay1  reviews
    from $3,097 per night
      Book Now
  • A perfect place to relax after a beach day!

    Experience local-style living in the cool, quiet, and tranquil Pupukea, a perfect place to relax! This newly remodeled studio (brand new kitchen, appliances, flooring, and paint) can accommodate 2 guests. Enjoy a private entrance and free ...
    Registration Number: TA-118-346-3936-01, GE-11

    • 0 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Haleiwa
    2 night min stay3  reviews
    from $121 per night
      Book Now
  • Hawaii Oceanfront Beach House | Paradise on the Beach | Family Activities

    Only accepting reservations 30 days or more. Wake up to the waves in this oceanfront beach house between World Famous Pipeline and Sunset Beach. The main house is 3 bedroom 2 baths. The open lanai is ideal hang-out spot for relaxing, watching ...
    Registration Number: TA-060-635-3920-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 10
    HI> Haleiwa
    1 night min stay2  reviews
    from $816 per night
      Book Now
  • Gorgeous Banzai Beachfront Home w/AC & Stunning Ocean Views - Pipeline House

    The Pipeline House is a uniquely designed piece of paradise that sits on the beach, front and center at the world famous Bonzai Pipeline! Pipeline or Ehukai Beach which means, sea spray is located on the best stretch of beach throughout all of ...
    Registration Number: TA-110-355-6608-01, GE-11

    • 3 bedroom
    • 4 bathroom
    • Sleeps 6
    HI> Haleiwa
    10 night min stay7  reviews
    from $3,499 per night
      Book Now
  • Beautiful Oceanfront Home! Pool, Spa, Sunset Views, Truly Spectacular!

    Enjoy this new oceanfront home, completed in 2015. The home sits on a half acre of oceanfront land which is fully landscaped including gardens and fruit trees, The property boasts dramatic 180 degree ocean, island and coastline views. There is...
    Registration Number: TA-048-487-6288-03, 61003

    • 4 bedroom
    • 4 bathroom
    • Sleeps 8
    HI> Haleiwa
    6 night min stay104  reviews
    from $1,352 per night
      Book Now
  • 'Sunset Hale' Close to Beach

    Aloha!! Thank you for considering Sunset Hale. The "hale" is nestled in a beautiful country neighborhood and is a relaxing place to stay while you enjoy the North Shore. Situated privately, on the bottom 1/3 of our family's acre, with ...
    Registration Number: TA-010-526-5152-01, GE-01

    • 0 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Haleiwa
    5 night min stay121  reviews
    from $226 per night
      Book Now
  • Oceanfront, private, gated, great views, AC, large property

    Welcome to Hale Pono! The North Shore of Oahu’s premier luxury getaway. Please email me with any questions about available bookings. This hidden, elegant beauty sits on pristine property within the exclusive, gated community of the Sunset ...
    Registration Number: TA-166-809-3952-01, GE-16

    • 4 bedroom
    • 5 bathroom
    • Sleeps 8
    HI> Haleiwa
    29 night min stay124  reviews
    from $863 per night
      Book Now
  • Beachfront Home at the world famous Banzai Pipeline

    Location, Location, Location .... This (100ft frontage) gated sandy beachfront property is located along the famous North Shore 'Banzai Pipeline' and offers panoramic breathe taking views. The home was recently fully remodeled and when combined...
    Registration Number: TA-001-938-6368-01, GE-00

    • 1 bedroom
    • 2 bathroom
    • Sleeps 5
    HI> Haleiwa
    3 night min stay47  reviews
    from $600 per night
      Book Now
  • Smokie Acre Blossoms - North Shore Oahu, Sunset Beach

    Capturing beautiful breezes and scents of a 2-acre Plumeria (Frangipani) flower farm surrounded by tropical fruit & foliage, owned & operated by the late Raynel Foster and her husband Frank. This upstairs, 3-bedroom 2-bath home, with its ...
    Registration Number: TA-104-468-6848-01, GE-10

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Haleiwa
    3 night min stay36  reviews
    from $485 per night
      Book Now
  • ESPECIAL DISCOUNT FOR SEPT 2022, Escape to Islandretreat to work or play

    TAX ID #TA057-911-5008-02 GE#057-911-5008-02 Our guest area is a great place to come and work from our guest area (we have excellent internet connection) we accept 30 nights stay or longer and try to accommodate your travel needs. For your ...
    Registration Number: TA-057-911-5008-02, 59004

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Haleiwa
    30 night min stay89  reviews
    from $120 per night
      Book Now
  • Open w bikes Sunset Pt./ Oahu Law *1 stay per 30 days

    ALOHA is what Sunsetyards is all about. This classic beach house is deep in surf history and is located on the tip of Sunset Pt. Windows and garden all around create beautiful ocean and garden light. Lanai is half covered with ...
    Registration Number: TA-151-548-3136-01, GE-15

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Haleiwa
    29 night min stay55  reviews
    from $336 per night
      Book Now
  • Beautiful Private Home Right There at Sharks Cove.

    In compliance with City and County Of Honolulu Ordinance Section 19-18, our house is available to rent for a period of 30 days or more. Please contact the owner to find out about shorter stays. By law, the property cannot have other tenants ...
    Registration Number: TA-051-248-7424-01, 15900

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Haleiwa
    30 night min stay135  reviews
    from $562 per night
      Book Now

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