Haleiwa vacation rentals

We found 736 vacation rentals — enter your dates for availability

Select from 150 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

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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.**

Top attractions in and around Haleiwa

Haleiwa, Hawaii, is an ideal destination for outdoor enthusiasts and beach lovers, offering stunning scenery and a vibrant cultural experience. Visitors can explore beautiful beaches, serene bays, and local farms. Key points of interest include the popular Haleiwa Harbor, perfect for water activities, and various seating areas to relax and soak in the atmosphere. Whether you're seeking adventure or leisurely exploration, Haleiwa has something for everyone.

  1. Sunset Beach: Known for its stunning sunsets, this beach offers a relaxed atmosphere perfect for sunbathing and swimming. The beach vibes are complemented by soft sands and gentle waves, making it an ideal spot for both relaxation and fun.
  2. Waimea Bay: Famous for its spectacular scenery, Waimea Bay invites outdoor enthusiasts to enjoy swimming, snorkeling, and breathtaking views. The beach vibes here are invigorating, especially during the summer when the waters are calm.
  3. Waimea Valley: Located 5 miles from Haleiwa, this lush valley offers adventure seekers a chance to explore hiking trails and discover waterfalls. The outdoor vibes are perfect for those looking to connect with nature.

Things to do recommended for couples

For a romantic getaway in Haleiwa, indulge in the luxury vibes at the Hawaii Polo Club, just 5 miles away, or embark on an exciting adventure with Kuuloa Kai Charters, only 1 mile from town. Both experiences promise unforgettable moments together.

Things to do recommended for families

Families can unwind at Wahiawa Freshwater State Recreation Area, located 8 miles from Haleiwa, offering a serene atmosphere perfect for relaxation and wellness. Enjoy picnicking, swimming, and exploring nature trails, making it an ideal spot for quality time together in Hawaii's beautiful outdoors.

Where to stay in and around Haleiwa

Haleiwa, a charming town on Oahu's North Shore, offers a perfect blend of relaxation and adventure. Explore its vibrant streets filled with local shops and delightful eateries, while enjoying easy beach access for sunbathing and surfing. Immerse yourself in Hawaiian culture through music and art, and embark on family-friendly excursions that highlight the area's stunning scenery. With its romantic atmosphere and outdoor activities, Haleiwa is an ideal destination for a memorable Hawaiian getaway.

  • Oahu: Oahu, known as "The Gathering Place," is a vibrant island located 10 miles from Haleiwa. Renowned for its outdoor adventures and family-friendly atmosphere, Oahu offers a plethora of activities, from ziplining through lush landscapes to relaxing at picturesque beaches. Visitors can explore shopping malls and centers that provide a range of dining and retail options. Local landmarks include stunning beaches, family-friendly shores, and a lively tourist precinct, making it a perfect blend of excitement and relaxation.
  • Waialua: Situated just 2 miles from Haleiwa, Waialua is a charming city that captivates visitors with its beautiful scenery and outdoor experiences. Known for its tranquil beaches and vibrant community, Waialua is an ideal spot for those seeking adventure, whether through underwater sports or activities at local private clubs. The bay area provides a stunning backdrop for relaxation and exploration, allowing travelers to soak in the natural beauty that defines this coastal gem.
  • Pupukea: Nestled within the Haleiwa area, Pupukea is a picturesque village known for its breathtaking beaches and outdoor activities. This destination is perfect for adventure seekers, as it offers opportunities for both underwater sports and shopping at local centers. The family-friendly beaches and scenic bays provide a relaxing environment for visitors to unwind while enjoying the stunning coastal views. Pupukea is a hidden treasure that beautifully combines adventure and tranquility.

**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.

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