Discover a selection of 500 vacation rentals in Haleiwa, HI that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including air conditioning and swimming pools. Prices start at $85 per night, and houses and bungalows are popular options for a stay in Haleiwa. Either way, you'll find a rental for everyone's needs.
AsyncDestinationUrgency
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
Destination guide

Sun, sand and surf in Haleiwa

Known for its world-class breaks and laidback vibes, Haleiwa is a 7th heaven for surfers. While it was once a plantation-era town, today it lures a mix of families, sun seekers and surfers. The city sits on Oahu's iconic North Shore and is a great place to get a taste of Hawaii's insatiable appetite for waves. Planning a surf break? From family-sized beach houses to compact condos, Haleiwa vacation rentals unlock access to this slice of Pacific paradise. Spend your rest days beach hopping along the coast, shopping at bohemian boutiques and devouring food truck fare.

Things to do

Bite into Haleiwa's pineapple plantation

While sun and sand are top priorities, Haleiwa offers plenty for landlubbers. Just 10 minutes away is the pineapple-shaped Dole Plantation Maze. Venture inside and you'll find yourself lost in over 2.5 miles of paths lined with tropical plants. You can also tour the plantation, which is considered the birthplace of Hawaii's flourishing pineapple industry. Want to try your hand at strumming the state's signature instrument? Check out the Ukulele Store, which retails a dizzying array of the pint-sized guitars. Art lovers will swoon over local institutions like the Iwa Gallery, which showcases island-inspired works from across Hawaii.

Activities

Hang 10 at Haleiwa's iconic Sunset Beach

World-class breaks are Haleiwa's biggest draw, with most surfers making a beeline for Sunset Beach. If you're not keen to paddle out, the 2-mile stretch of sand is a fantastic place to top up your tan and admire the local talent. Thanks to a hungry population of surfers, Haleiwa offers plenty in the way of refreshments, with juice bars, seafood grills and vegetarian cafes on every corner. Haleiwa is also famous for its food trucks, which serve up hotdogs, Hawaiian shave ice and everything in-between.

Weather

Cheer on the pros at Haleiwa's Triple Crown of Surfing

Winter is high season in Haleiwa, when the Triple Crown of Surfing lures surfers from across the globe. The season kicks off with the Hawaiian Pro in mid-November. Haleiwa also hosts the Vans World Cup of Surfing at Sunset Beach and the legendary Billabong Pipe Masters. Want to catch the action? Just steps from the sand, Haleiwa vacation rentals offer front row seats to the best surf competitions on the planet. Crowds also soar over late April and early May. This is considered the "Golden Week" and sees many Japanese vacationers descend on Hawaii.

Natural features

Fiery Hawaiian sunsets in Haleiwa

Covering a 20-acre footprint, Aliʻi Beach Park is fringed by gleaming sand and a wide grassy area dotted with picnic tables. It boasts some of the North Shore's best surf, with waves often topping 40 feet. You can also head to Laniakea Beach, where you'll often see Hawaiian green sea turtles basking on the rocks. Haleiwa is famous for its fiery sunsets, with both Aliʻi Beach Park and Sunset Beach offering unbeatable views. For the best views in town, don't miss the chance to snap up an oceanfront Haleiwa vacation rental.

How to get there

How to get to and around Haleiwa

The nearest airport is in Honolulu, HI (HNL-Daniel K. Inouye Intl.), located 19.4 mi (31.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Kapolei, HI (JRF-Kalaeloa), which is 19.9 mi (32 km) away.

How many vacation rentals are available around Haleiwa, HI?

Our 2020 property listings offer a large selection of 705 vacation rentals around Haleiwa. From 386 house rentals to 21 bungalow rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Haleiwa?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Haleiwa:

  • Waikiki: 2,459 vacation rentals
  • Hawaii Kai: 3,116 vacation rentals
  • Diamond Head - Kapahulu - St. Louis: 1,852 vacation rentals
  • Lanikai: 150 vacation rentals
  • Ala Moana: 966 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Haleiwa?

Vrbo offers a large selection of vacation rentals near lovely places in Haleiwa. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • North Shore Surf & Cultural Museum: 1,285 vacation rentals
  • Waimea Valley: 852 vacation rentals
  • Haleiwa Art Gallery: 1,302 vacation rentals
  • Pu'u o Mahuka Heiau State Monument: 847 vacation rentals
  • Waimea National Audubon Society: 847 vacation rentals

But there are many other points of interest around Haleiwa listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Haleiwa?

Yes, of course. Vrbo has 386 Houses in Haleiwa. Our other popular types of vacation rentals in Haleiwa include:

  • Bungalows: 21 rentals available
  • Condos/Apartments: 269 rentals available
  • Cottages: 21 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Villas and more.

Can I find a vacation rental with pool in Haleiwa?

Yes, you can select your preferred vacation rental with pool among our 319 vacation rentals with pool available in Haleiwa. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around Haleiwa

    Kapolei
    672 vacation rentals
    Kahuku
    597 vacation rentals
    Waianae
    837 vacation rentals
    Hauula
    581 vacation rentals
    Kailua
    3,142 vacation rentals
    Honolulu
    3,147 vacation rentals
    Waialua
    448 vacation rentals
    Laie
    577 vacation rentals
    Kaneohe
    3,270 vacation rentals
    Waimanalo
    370 vacation rentals
    Ka'a'awa
    153 vacation rentals
    Waipahu
    3,553 vacation rentals
    Mililani
    3,857 vacation rentals
    Aiea
    3,619 vacation rentals
    Wahiawa
    728 vacation rentals
    Ewa Beach
    3,872 vacation rentals
    Pearl City
    3,671 vacation rentals
    Pearl Harbor
    3,833 vacation rentals
    Waipio
    149 vacation rentals
    Kunia
    500 vacation rentals