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 swimming pools and air conditioning. Prices start at $167 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

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

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:

  • Kaiaka Bay Beach Park (0.9 mi / 1.5 km)
  • Laniakea Beach (2 mi / 3.3 km)
  • Waimea Bay (4.1 mi / 6.6 km)
  • Waimea Bay Beach Park (4.2 mi / 6.7 km)
  • Waimea Valley (4.6 mi / 7.4 km)
  • Sharks Cove (4.8 mi / 7.8 km)
How to get there

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.

What are the top vacation rentals in or near Haleiwa?

From extravagant condos to intimate cottages, Vrbo has properties to fit all budgets and tastes. Here are some of the top vacation rentals in Haleiwa:

  • "Sandy Beachfront /direct Oceanfront - Allowed One Rental Per 30 Day Period": If you're on the hunt for a comfy living space in Pacific States, this rental won't let you down. It comes with 1 bedroom and quality amenities including a fireplace and shopping.
  • "Beautiful Oceanfront Home Pool": Located in Honolulu County, this top-rated option has 4 bedrooms and lots of handy amenities. A private pool and a toaster are just a couple you'll find here.

For even more great options, use the search bar at the top of the page to find the perfect Haleiwa vacation rental for you.

What are the best tiny house vacation rentals in or near Haleiwa?

For a unique vacation experience, book one of Vrbo's tiny house rentals in Haleiwa. A word of caution though — after you've lived the tiny house life, the urge to move into one of these pint-sized digs will be tough to resist!

  • You can look forward to a simpler way of life at "New Tiny House Big Yard Fruit Trees Fire Pit Ocean Views Beach Gear". Amenities at this small wonder in Honolulu County include a smart TV and children's toys.
  • Alternatively, book a weekend at "Tiny House Best Location In Kailua". Located in Honolulu County, this petite abode comes with a hair dryer and a fridge.

What are the top-rated vacation rentals for weekend getaways in or near Haleiwa?

There's nothing like a quick break to make you feel alive again. Pack your carry-on bag and settle into one of these weekend getaways in and around Haleiwa:

  • "Kailua Beachside - 5 - Bedroom" is an outstanding option around 25 miles southeast of the center of Haleiwa. You'll never have to go far to find something to do around this escape. Get outdoors and explore Spitting Cave of Portlock and Makiki Valley Loop & Manoa Cliffs Circuit. Activities like windsurfing and basketball will add the finishing touch to your whirlwind break.
  • Alternatively, switch into vacation mode at "Beautiful Oceanfront Home Pool". Approximately 4 miles northwest of Haleiwa, activities around here include kayaking and water skiing. Rather visit some of the sights? Don't miss Sherwood Beach and Mokuleia Beach Park.

Can I find studio apartments for rent in and around Haleiwa?

Yes, you can. If you'd like a simple yet stylish stay, you can't go past a studio apartment. These compact properties exude charm and are often conveniently placed in the heart of town. Check out the following options in or near Haleiwa:

  • Get away on your own or take a few buddies along to "Sandy Beachfront /direct Oceanfront - Allowed One Rental Per 30 Day Period". You'll have lots of amenities at your fingertips, including a nearby beach and nearby museums.
  • Or, use "Charming Ocean Front/ Beach Front" as a base to check off the best attractions around you. This comfy home away from home comes with a restaurant dining guide, a kitchen and more.

Can I find short term rentals in or near Haleiwa?

From affordable studio apartments to extravagant houses, Vrbo has your mini break sorted. Here are some of our most popular stays in and around Haleiwa:

  • Within easy reach of central Haleiwa, "Luxury Beachfront Ocean Villa 217 With Newest Interior Remodel Turtle Bay Resort" rolls out the welcome mat for short-term guests. When you're not kicking back in your cozy digs, get out and discover what's around you.
  • "Large Corner Condo In Beach Tower Steps To Beach" is also ideally located. Put your feet up here and find out why guests rate this getaway highly.

What are the best romantic weekend getaways in or near Haleiwa?

Nothing says "I love you" quite like a romantic weekend together. If you're eager to spend a couple of relaxing nights away with your sweetheart, we've got some romantic getaways in and around Haleiwa that will set your hearts aflutter:

  • Sneak away on Friday afternoon for a few passion-filled nights at "Sandy Beachfront /direct Oceanfront - Allowed One Rental Per 30 Day Period". Roughly 4 miles from Haleiwa, this place comes with plenty of nice touches, including massage services and a sauna.
  • Otherwise, spend your escape sipping wine and canoodling at "Charming Ocean Front/ Beach Front", around 7 miles from Haleiwa. Beauty services and a dining table will help set the scene for romance.

What are the best large group vacation rentals in or near Haleiwa?

Sneak a peek at these large group vacation rentals in or near Haleiwa where you won't have to leave anyone off your guest list:

  • A great range of amenities including a nearby waterfront and an ocean view make "Licensed Short Term Rental Beach Front" a favorite with groups. This expansive getaway has 5 bedrooms and sleeps up to 14 guests. From central Haleiwa, it's around 20 miles away to the southeast.
  • "Large Beachfront 5 Bedroom Home" is another fantastic option. It's around 7 miles to the northeast of Haleiwa, has 5 bedrooms and sleeps as many as 20 guests. A kitchen and a garden are among the things designed to make your group getaway even more comfortable.

What are the best houses for rent with a pool in or near Haleiwa?

A pool is often a must-have when choosing where to spend your vacation, especially if you're bringing the kids along. Check out these houses with a pool in or near Haleiwa and fill your days with splashing good fun:

  • Treat your loved ones to an unforgettable break at "Waimea Point Oceanfront House - - With Air Conditioning". There's plenty to love about this retreat apart from its pool, such as nearby ecotour services and a kitchen island.
  • Otherwise, recharge your batteries at "Beachfront Palaypa - Former Mission House". In addition to its inviting pool, you'll also have use of a dishwasher and a TV.

Not sure what the weather is like in Haleiwa? It has a tropical savanna climate, with average summertime temperatures ranging from 75 ºF to 80 ºF. If you're searching for more inspiration on places to stay in this popular destination, use the search bar at the top of the page and adjust the filters to check out our entire range of Haleiwa vacation rentals.

What are the best large family vacation rentals in or near Haleiwa?

A family getaway should be all about spending quality time together and having new experiences. If you're searching for a home away from home that's big enough for all the gang, check out some of our large family vacation rentals in and around Haleiwa:

  • Sleeping up to 10 guests spread out over 5 bedrooms, "Kailua Beachside - 5 - Bedroom" is always popular with big families. It comes with a DVD player and nearby birdwatching activities and is located around 25 miles to the southeast of Haleiwa.
  • Another comfortable family escape is "Beautiful Oceanfront Home Pool". Around 4 miles northwest of Haleiwa, it comes with 4 bedrooms, space for up to 8 guests, a garden and a balcony.

What are the best large houses to rent with indoor pools in or near Haleiwa?

Add an extra touch of indulgence to your getaway by booking a place with a private indoor pool. These beautiful large houses in or near Haleiwa have a swimming space that's your very own, along with tons of room for whoever is fortunate enough to be coming with you:

  • Invite your loved ones over for a refreshing swim at "Wifi, View Mountain, Fitness, Swimming Pool". This home has space to spare, with 3 bedrooms comfortably sleeping up to 7 people. A garden and ski-in/ski-out facilities are other things your group will love about this place.
  • In addition to its inviting indoor pool, "Beautiful Island Beach Home, Steps To Beach. Make Memories" comes with a swimming pool and a garden. It has 3 bedrooms that can accommodate up to 8 people, so you can bring the whole crew along.

If you need more options, use the search bar at the top of the page and adjust the filters to find the Haleiwa vacation rental that's perfect for your needs.