AsyncDestinationUrgency
Top rated rentals — Hawaii
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

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

Whether you're organising a quick family holiday, 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 favourite 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 cosy 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 centre 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 holiday 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's the best place to stay if you're looking to rent a house for a weekend in Hawaii?

If you like the idea of sliding open the balcony doors to sparkling ocean views, stay at Kohanaiki Beach Park in Kalaoa. Browse our beachfront holiday rentals here and spend a few relaxing days catching some rays and dozing off to the sounds of lapping waves.

What are the best large group holiday 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 holiday 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 holiday rentals that sleep 30 or more in Hawaii?

Whether you're organising 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 holiday 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 Harbour. 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 holiday 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 holiday 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 Centre and Hawaiian Islands Humpback Whale Sanctuary Visitor Centre. Maui Fish Pipe is also a favourite with travelling 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 holiday 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 holiday rentals.

Explore destinations around Hawaii

Kihei
4,379 holiday rentals
Wailea
4,233 holiday rentals
Princeville
1,249 holiday rentals
Holualoa
1,819 holiday rentals
Kamuela
364 holiday rentals
Kailua
4,365 holiday rentals
Kailua-Kona
1,891 holiday rentals
Kahuku
630 holiday rentals
Kapaa
989 holiday rentals
Hilo
356 holiday rentals
Haleiwa
726 holiday rentals
Volcano
143 holiday rentals
Laie
608 holiday rentals
Paia
589 holiday rentals
Hanamaulu
950 holiday rentals
Honolulu
4,405 holiday rentals
Hana
51 holiday rentals
Hanalei
1,512 holiday rentals
Hauula
605 holiday rentals
Lihue
2,455 holiday rentals