Discover a selection of 300 vacation rentals in Hawaii, US 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 private pools. Prices start at $127 per night, and houses and villas are popular options for a stay in Hawaii. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Hawaii
Destination guide

Tropical paradise at vacation home rentals in Hawaii

Aloha, and welcome to the most laid-back spot in the US. Hawaii is a place to kick back, leave your worries at home and get stuck into the pleasure of living. When you think of the Polynesian islands, you'll likely visualize lush tropical forests and powdery beaches, flanked by swaying palms and dotted with surfers. Maybe you've seen photos of the smoky volcanoes, the colorful coral reefs or the famously orange melting sunsets. It's exactly as you imagine, and you can see it all if you stay at a Hawaii vacation rental.

Things to do

Layers of Hawaiian history to discover

Hawaii, like the rest of this Pacific region, has a fascinating heritage, which can be discovered in the Polynesian Cultural Center. In more recent history, the Japanese bombing of Pearl Harbor in 1941 triggered the US's entry into WWII. If you stay in a Hawaii vacation rental, you can learn about that shocking event on one of the daily tours throughout the high season. If you really want to get into the swing of things, consider donning your grass skirt and signing up for hula classes. Other spots to check out include the Iolani Palace and Bishop Museum on Oahu.


Surf's up in Hawaii

Life in Hawaii ticks along at a slower pace. People here work to live, not the other way around. With such a balmy climate, it's no surprise that most vacationers' time is spent outdoors, whether it's hitting the world-famous surf or horseback riding along the equestrian trails. When you stay in a Hawaii vacation rental, you'll probably need nothing more than a quiet spot on one of the powdery beaches, from which you can splash around in the shallows. If you can drag yourself away, you can charter one of the boats and fish for mahi mahi and tuna.


Balmy evenings in Hawaii, year-round

Flocks of vacationers descend upon Hawaii between December and March for a little winter sun. If you are planning a getaway around this time, be sure to book up your Hawaii vacation rental early, particularly if it's around Christmas and New Year. Arguably the best time to visit is the shoulder seasons of spring and fall, when you miss the summer family crowds and the weather is still deliciously warm. If that's not enough of a reason to tempt you in, the dip in pricing between April and June or September and November surely will.

Natural features

Dolphins, whales and turtles in Hawaii

Hawaii's isolated spot in the Pacific has contributed to its unique biodiversity. What it lacks in land-dwelling mammals on its volcanic shores, it sure makes up for in the waters that surround them. Humpback whales migrate into the bays and gracefully fluke, as do orcas. Bottlenose dolphins are commonly sighted and, if you dive under the surface, there's a whole underwater world of sea turtles, Hawaiian monk seals and colorful exotic schools of fish. You'll never be far away from nature when you stay at a Hawaii vacation rental.

How to get there

Transportation options to and around Hawaii

Fly into Kona Intl. Airport (KOA), the closest airport, located 31.8 mi (51.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Hilo Intl. Airport (ITO), which is 37.5 mi (60.3 km) away.

If you'd rather travel by train, the main station is Lahaina Sugar Cane Train Station.

What are the top-rated vacation rentals for weekend getaways in Hawaii?

Whether you're organizing a quick family vacation, some romantic time out or a few nights away on your own, we have weekend getaways in Hawaii to suit your style. Throw some clothes into an overnight bag and stay at one of these favorite escapes:

  • "Amazing Ocean View, Top Floor, Across St From Beach" - Located in Maui County, there's oodles of wonderful stuff to see and do right on the doorstep of this rental property. Handy extras like an ice maker and games are the cherries on top!
  • "Whaler 502 - Fabulous Direct Oceanfront 2bedroom 2ba W" - This is another top pick with all the things that make up a wonderful weekend away. You'll have access to coffee and tea making facilities and towels at this Kaanapali rental.

Can I find studio apartments for rent in Hawaii?

If you want someplace with more personality than a cookie-cutter hotel room, you'll like our studio apartments in Hawaii. Get creative in your kitchen, read a book on the lounge and feel totally at home. Take a peek at some of our coziest digs:

  • "Amazing Ocean View, Top Floor, Across St From Beach" in Maui County squeezes a lot of convenient amenities into its single room space, including a smart TV and an in-room safe.
  • Alternatively, use "Oceanfront Corner Unit - #201 - Panoramic 180 Degree Ocean View" as a base to explore the area. This popular retreat is in Kaanapali and comes with free toiletries and WiFi.

Can I find short term rentals in Hawaii?

Hawaii has short-term rentals to suit all budgets and tastes. Spend your mini break in a cozy cabin, a luxurious apartment or whatever else suits. Below are two popular options to get you started:

  • "Amazing Ocean View, Top Floor, Across St From Beach" in Maui County is a perfect place for a short-term stay. It's only a stone's throw from the center of town, so you can go out and explore all the top sights without having to travel too far.
  • Another excellent option is "Whaler 502 - Fabulous Direct Oceanfront 2bedroom 2ba W" in Kaanapali. Whether you're on a quick stopover or making the most of a few days off, this comfortable vacation rental will make you feel right at home.

What are the best romantic weekend getaways in Hawaii?

Whether you've been with each other for a couple of months, a year or an eternity, there's nothing like a romantic weekend getaway to keep passions burning. If you're searching for somewhere idyllic to spend a couple of days with your honey, you'll fall headfirst for these escapes:

  • Catch up on quality time and plenty of cuddles at "Upcountry Kula - Private House On The Slopes Of Haleakala" in Maui County. A fireplace and winery tours are just two of the little touches on offer here.
  • Another tempting option is "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom" in Wailea. Enjoy amenities here including a villa and massage services, in addition to each other's company.

What are the best large group vacation rentals in Hawaii?

If your idea of the perfect trip away is to bring along all your besties, you're going to need a whole lot of space. Luckily, there are many vacation rentals in Hawaii that will accommodate large groups, starting with these sprawling retreats:

  • "Quiet Beachfront Large Family Estate. . . Great For Multiple Families": With 8 bedrooms, everyone can join the fun at this popular getaway in South Maui. An ocean view and a garden are among the amenities available here.
  • "Oceanfront - Studio - Marriott's Maui Ocean Club: Lahaina - Marriott's Maui Ocean Club": You'll get your crew's seal of approval at this Kaanapali option which features a nearby waterfront, a firepit and more. It has 7 bedrooms that will easily accommodate everyone on your invitation list.

Are there large vacation rentals that sleep 30 or more in Hawaii?

Whether you're organizing a stay with a large family group, a big birthday bash or even a wedding, Vrbo will help you find the perfect space. Gather your loved ones and compare these large vacation rentals in Hawaii:

  • "Special 20% For Select April": With 4 bedrooms sleeping up to 99 people, there's plenty of space at this sizable rental in Stone Harbor. Handy amenities here include a beach view and a chef.
  • "Maui Resort Rentals: Brand New Luana Garden Villas": Located in Kaanapali, this retreat offers amenities like a garden and a fireplace. It has 12 bedrooms and can comfortably accommodate up to 32 guests.

What are the best large family vacation rentals in Hawaii?

At Vrbo, we've got properties that are roomy enough to fit the extended branches of your family tree. And if you'd rather not invite a certain aunt or uncle, just stretch your limbs and enjoy the extra space! Check out these large family vacation rentals in Hawaii:

  • Located in Wailea, "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom" has 3 bedrooms and can fit up to 8 guests. Amenities at this retreat include nearby whale-watching activities and childrens activities.
  • Or, treat the gang to a few nights at "Family - Friendly Housewalk To Beach". This Maui County gem boasts 4 bedrooms and can easily accommodate 8 guests. Settle in and enjoy amenities such as a TV and a DVD player.

Looking for some entertainment? There's no shortage of family-friendly attractions in Hawaii to check out, like Maui Ocean Center and Hawaiian Islands Humpback Whale Sanctuary Visitor Center. Maui Fish Pipe is also a favorite with traveling families.

What are the best large houses to rent with indoor pools in Hawaii?

Take a dip in the morning, noon or even midnight — it's completely up to you when you opt for one of our Hawaii escapes with an indoor pool. And best of all, there's room for your whole crew to join the fun.

  • Offering 3 bedrooms that can sleep up to 8 guests, "Westin Nanea Book 1bdr Now Whale Season Is Here" in Kaanapali is the perfect spot to spend time with the ones you love. As well as a private indoor pool, you'll also have use of a swimming pool and a nearby waterfront.
  • Alternatively, spend your vacation at "Stunning Ocean And Pool Views, Ac Papakea K402" in Napili-Honokowai. When you're not splashing about and having fun, take advantage of a garden and a swimming pool. This rental property has 3 bedrooms accommodating up to 8 guests.

If you need more ideas and inspiration, make use of the search bar at the top of the page and adjust the filters to see our great selection of Hawaii vacation rentals.

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