Haleiwa vacation rentals

We found 733 vacation rentals — enter your dates for availability

Select from 159 houses, 43 apartments, and other vacation rentals to find the perfect place for your stay in Haleiwa. Vacation homes offer the amenities you expect for you and your friends, family, or even pets, such as air conditioning and a pool. At the end of the day, you're sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Haleiwa

Showing deals for:Aug 22 - Aug 29
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Haleiwa

Find out more about Haleiwa

Why visit Haleiwa

  1. Beautiful Beaches: Enjoy stunning coastlines perfect for sunbathing, surfing, and relaxation.
  2. Outdoor Activities: Engage in various adventures like kayaking, snorkeling, and exploring local farms.
  3. Cultural Experience: Immerse yourself in Hawaiian culture through art, music, and local traditions.
  4. Charming Town Atmosphere: Stroll through vibrant streets filled with unique shops and delightful eateries.
  5. Variety of Accommodations: Choose from cozy condos to spacious vacation homes, catering to all traveler needs.

Popular types of accommodation in Haleiwa

Haleiwa vacation rentals offer a variety of options to suit every traveler’s needs. Whether you’re looking for cozy condos, spacious houses, or modern apartments, there’s something for everyone. With stunning beach vacation rentals and well-equipped vacation homes, you can enjoy the beauty of Haleiwa while feeling right at home. Explore our selection to find the perfect rental for your next getaway!

  • Condos: The top choice for vacation rentals in Haleiwa, offering modern amenities and beautiful views, perfect for couples or families.
  • Houses: A popular option, these homes provide spacious living areas and a home-like atmosphere for groups and families.
  • Apartments: Ideal for solo travelers or couples, these rentals offer convenience and comfort in a compact space.
  • Villas: Luxurious and often spacious, villas are perfect for those seeking an upscale retreat with stunning surroundings.
  • Cottages: Quaint and cozy, cottages provide a charming, intimate setting for a romantic getaway or peaceful retreat.**

What do I need to keep in mind when booking a vacation in Haleiwa

When planning your trip, whether you're traveling with a group, family, pets, or looking for extended accommodations, it's important to prioritize your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Haleiwa with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Haleiwa with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Haleiwa: For many families, a vacation isn’t truly enjoyable unless their furry companion is along for the ride. If you can relate, explore the Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Haleiwa: If you're in search of vacation rentals for a month or longer, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Best time to go to Haleiwa

If you're planning a trip to Haleiwa, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in March to April and July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January73.0°F (22.8°C)No Rain (Dry)Mostly SunnyAverageAverage
February72.5°F (22.5°C)No Rain (Dry)Mostly SunnyAverageAverage
March72.9°F (22.7°C)Light RainMostly SunnySlightly HighAverage
April74.5°F (23.6°C)No Rain (Dry)Mostly SunnySlightly HighAverage
May76.1°F (24.5°C)No Rain (Dry)Mostly SunnyAverageAverage
June77.7°F (25.4°C)No Rain (Dry)Mostly SunnyAverageSlightly High
July78.6°F (25.9°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
August79.2°F (26.2°C)No Rain (Dry)Mostly SunnyAverageAverage
September79.3°F (26.3°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
October78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
November76.5°F (24.7°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
December74.1°F (23.4°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate significantly. Also, extending your stay can often lead to substantial savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner definitely has its perks! When you join our travel rewards program, One Key, you’ll gain immediate access to member discounts, plus the opportunity to earn and redeem OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings!

**Based on Vrbo properties bookings.

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.

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.

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.

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.

Exploring the beaches and other natural features in Haleiwa

Travelers enjoy Haleiwa for its sunsets, seaside and gardens. Whether you're looking for adventure or just want to spend some time taking in the scenery, Haleiwa is a great spot to appreciate mother nature. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Pearl Harbor (19 mi / 30.6 km)
  • Haleiwa Aliʻi Beach Park (0.3 mi / 0.5 km)
  • Laniakea Beach (2 mi / 3.2 km)
  • Waimea Bay (4.1 mi / 6.6 km)
  • Waimea Bay Beach Park (4.2 mi / 6.7 km)
  • Waimea Valley (4.3 mi / 7 km)

Traveling to and around Haleiwa

The nearest airport is in Daniel K. Inouye Intl. Airport (HNL), located 21.5 mi (34.6 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Kapolei, HI (JRF-Kalaeloa), which is 19.5 mi (31.4 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Haleiwa?
The most desirable types of vacation rentals in Haleiwa are apartments. Hoping for something different? Vrbo has plenty of options to match our guests’ diverse needs, so you’ll see vacation homes in loads of sizes and shapes. The ideal home away from home is waiting for you — grab yours today.
How much does it cost to rent a vacation rental in Haleiwa?
Different factors can influence what you’ll pay for your vacation rental in Haleiwa, like the season, length of stay and type of property. Still, all our vacation homes have something in common — amazing value. Just enter your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Haleiwa?
When you travel and the size and style of the property will influence how much you’ll pay for your beachside vacation rental. Put in your Haleiwa travel dates to view your available options on Vrbo. Can’t live without a hot tub, or maybe a private pool? Use our filters to pick the features and amenities you want in your beach house.
What are popular rental amenities in Haleiwa?
Some of the most popular rental amenities guests are looking for in Haleiwa are tennis, a water view and a chef. Whether you’re on a trip with pals, family or even pets, Vrbo vacation properties feature the best amenities for chilling out with the people you cherish the most.
What are the top attractions for families in Haleiwa?
Keeping the kids occupied during your Haleiwa vacation is a breeze with these family-friendly attractions:

  • Sharks Cove
  • Waimea Bay
  • Sunset Beach

Can I find two-bedroom vacation rentals in Haleiwa?
Haleiwa has 41 two-bedroom vacation rentals for you to select from. Book a vacation home with all the space and comfort you’re looking for at a price that’s hard to resist on Vrbo.
Are there vacation rentals with WiFi in Haleiwa?
Whether you want to keep up with the headlines, check emails or surf social media, there are 100 vacation homes with WiFi in Haleiwa. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How old do you have to be to rent a vacation rental in Haleiwa?
We recommend you check with the Haleiwa vacation home you’d like on Vrbo as age restrictions differ. However, it’s generally 16, 18 or 21.
How long can I rent a vacation rental in Haleiwa for?
It’s down to the Haleiwa property. To view a list of options offering extended stays, simply type your travel dates and guest number into Vrbo’s search page. You can enjoy having the place to yourself, along with home comforts like air conditioning, a kitchen and a yard where the kids can play. Keep an eye out for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Haleiwa?
On Vrbo, we’ve got some incredible bargains and discounts for Haleiwa. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re after a short getaway or an extended stay, Vrbo has options for every budget and style.

More Vacation Rentals ideas

People also search for