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.

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  • THE MIRACLE HOUSE! Direct beach access to Pipe

    Welcome to the Miracle House! Capture the best of the North Shore in this beachfront sanctuary with views of the world famous Pipeline waves. ...
    Registration Number: TA-186-246-1952-01, GE-18

    • 5 bedroom
    • 2 bathroom
    • Sleeps 12
    HI> Haleiwa
    2 night min stay1  reviews
    $900 per night
      Book Now
  • "Hale Noa" Private. Beachfront. Fenced. Excellent Location.

    Clean, Quiet, Comfortable, 1-step to Ke Iki Beach. 3-Bedroom 2-Bath home. Single home on a fenced-in private property. Minimum Rental is 30 ...
    Registration Number: GE-112-286-3104-02, TA-11

    • 3 bedroom
    • 3 bathroom
    • Sleeps 6
    HI> Haleiwa
    1 night min stay21  reviews
    $513 per night
      Book Now
  • Haliewa Surf Pad Blocks From the Beach

    This newly remodeled suite is blocks from Haliewa Alii beach and less than a mile from coffee shops, grocery stores, and countless restaurants ...
    Registration Number: GE-187-786-9568-01, TA-18

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Haleiwa
    2 night min stay1  reviews
    $70 per night
      Book Now
  • Right on the Water, Newly Constructed Home!

    New Bill 89 allows for only one contract per 30 day period. Even if you are only in Hawaii for a week, we might be able to fit your stay into ...
    Registration Number: GE-151-625-8304-01, TA-15

    • 4 bedroom
    • 5 bathroom
    • Sleeps 9
    HI> Haleiwa
    5 night min stay12  reviews
    $675 per night
      Book Now
  • Sunset Beach Retreat, One Block Walk to the Beach

    Sunset Beach Retreat is only a one block walk to the famous Sunset Beach and Backyards on the North Shore of Oahu. This spacious upstairs 3 ...
    Registration Number: 590010040006, TA-131-721-

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Haleiwa
    30 night min stay4  reviews
    $233 per night
      Book Now
  • Luxurious,Private,Sandy Beachfront,Spa Boutique Resort & Ocean Amenities Galore

    Luxury awaits you in this very private sandy beach and ocean front, adults only, guesthouse of The Hale Grandiflora. The second floor ...
    Registration Number: TA-162-356-2240-01, GE-16

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Haleiwa
    6 night min stay108  reviews
    $299 per night
      Book Now
  • North Shore Private Estate

    This lush private estate offers sweeping ocean and mountain views from a hilltop above the beach. Custom throughout and fully equipped, the main ...
    Registration Number: GE-211-430-6048-01, TA-21

    • 4 bedroom
    • 3 bathroom
    • Sleeps 8
    HI> Haleiwa
    29 night min stay1  reviews
    $550 per night
      Book Now
  • Hale Komodo - Oahu's Newest Luxury North Shore Rental

    Escape to a place that surpasses architectural magnificence and exudes handcrafted perfection. A place that will fill your soul and refresh your ...
    Registration Number: GE-057-076-2240-01, TA-05

    • 5 bedroom
    • 7 bathroom
    • Sleeps 10
    HI> Haleiwa
    7 night min stay2  reviews
    $5,000 per night
      Book Now
  • North Shore Plantation House***************************** Tax ID W51792723-01

    This island-style, 4800 square foot house is brand new as of October 2006. Every room has it's own bathroom and huge deck. The kitchen is extra ...
    Registration Number: GE-033-061-0688-01, TA-03

    • 4 bedroom
    • 5 bathroom
    • Sleeps 8
    HI> Haleiwa
    7 night min stay27  reviews
    $267 per night
      Book Now
  • Luxurious Oceanfront home with Sweeping Tropical Views. You can Surf Backyards.

    Lots of magnificent glass in front invite sightseeing from most all of the living spaces in this stunning beachfront home. The kitchen, dining ...
    Registration Number: 590010260002, TA-203-096-

    • 5 bedroom
    • 5 bathroom
    • Sleeps 10
    HI> Haleiwa
    3 night min stay21  reviews
    $950 per night
      Book Now
  • BEACHFRONT 2 BEDROOM HOUSE AT SUNSET BEACH

    Please inquire for availability. 30 day minimum rental is required. Experience the North Shore of Oahu in this 2 bedroom home perfect for ...
    Registration Number: TA-111-701-8112-01, 59002

    • 2 bedroom
    • 2 bathroom
    • Sleeps 5
    HI> Haleiwa
    10 night min stay1  reviews
    $550 per night
      Book Now
  • Modern Haleiwa Beachfront Luxury

    This architecturaly significant home has large sliding glass doors that open to a beautiful deck with stunning ocean views. The white sand beach ...
    Registration Number: GE-014-441-4720-01, TA-01

    • 2 bedroom
    • 3 bathroom
    • Sleeps 6
    HI> Haleiwa
    7 night min stay12  reviews
    $1,500 per night
      Book Now
  • Ke Nui Cottage (Beach Front)

    Aloha, Current or Potential Renters, We kindly ask that you take a few moments to review the latest updates for Hawaii & Oahu regarding our ...
    Registration Number: TA-099-180-7488-01, GE-09

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Haleiwa
    5 night min stay62  reviews
    $395 per night
      Book Now
  • Northshore Pupukea Getaway up the hill from the best beaches on of Oahu

    Pupukea Highlands sits above Waimea Bay and the magnificent beaches that are referred to as the “7 mile miracle” that makes up the North ...
    Registration Number: TA-078-298-3168-01, GE-07

    • 2 bedroom
    • 1 bathroom
    • Sleeps 6
    HI> Haleiwa
    3 night min stay2  reviews
    $152 per night
      Book Now
  • Pipeline House (Oahu KC) - PIPELINE PARADISE! Sits on the sand at the World Famous Bonzai Pipeline!

    The Pipeline House is a uniquely designed piece of paradise that sits on the beach, front and center at the world famous Bonzai Pipeline! ...
    Registration Number: TA-110-355-6608-01, GE-11

    • 3 bedroom
    • 4 bathroom
    • Sleeps 6
    HI> Haleiwa
    7 night min stay7  reviews
    $1,200 per night
      Book Now
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