Discover a selection of 500 vacation rentals in Haleiwa 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 $100 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.
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Top rated rentals — Haleiwa
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Destination guide

Find a beach rental in Haleiwa

Located on the famous North Shore, Haleiwa is an ideal destination for beach rentals in Oahu. This laid-back surf town has a lot of fun available, from water sports and relaxing beach days to local art galleries and restaurants in historic buildings. If you want to surf, Haleiwa is home to the famous Banzai Pipeline. Known as the social and artistic hub of the region, Haleiwa offers an abundance of unique handicrafts and artwork to bring home from the trip. There's excellent cuisine in Haleiwa as well, especially the popular shaved ice, which is Hawaii's version of the snow cone to cool off on hot days.

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?

Our 2021 property listings offer a large selection of 626 vacation rentals around Haleiwa. From 355 house rentals to 22 bungalow rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.