Hawaii Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Top Cities in Hawaii

Top Holiday Rentals Destinations in Hawaii

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3792)
"Great stay"
The price is AU$626
includes taxes & fees
15 Oct - 16 Oct
Aston Kaanapali Shores
Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (3005)
"This hotel was clean, close to the beach, easy parking and felt the aloha spirit "
The price is AU$334
includes taxes & fees
27 Oct - 28 Oct
Aston Waikiki Sunset
Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2470)
"Beautiful quiet property on the beach with dining options and shopping a short walk or shuttle ride away"
The price is AU$547
includes taxes & fees
2 Nov - 3 Nov
Aston Maui Kaanapali Villas
Aston at the Waikiki Banyan
3.0 star property
7.2 out of 10, Good, (2656)
"Location, friendly staff, kitchen "
The price is AU$308
includes taxes & fees
3 Nov - 4 Nov
Aston at the Waikiki Banyan
The Whaler Resort Kaanapali Beach
4.0 star property
9.6 out of 10, Exceptional, (264)
"Amazing views and room plan on staying there again."
The price is AU$995
includes taxes & fees
15 Oct - 16 Oct
The Whaler Resort Kaanapali Beach
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2846)
"Great stay"
The price is AU$1,245
includes taxes & fees
12 Nov - 13 Nov
OUTRIGGER Honua Kai Resort & Spa
Skyline Island Colony Hotel
3.0 star property
7.2 out of 10, Good, (2079)
"Nice stay "
The price is AU$261
includes taxes & fees
11 Nov - 12 Nov
Skyline Island Colony Hotel
Banyan Harbor Resort
3.0 star property
8.6 out of 10, Excellent, (1093)
"Very good location and ambience"
The price is AU$446
includes taxes & fees
2 Nov - 3 Nov
Banyan Harbor Resort
Kahana Falls Maui by VRI Americas
3.5 star property
8.0 out of 10, Very good, (939)
"rooms were nice , clean, staff was friendly "
Kahana Falls Maui by VRI Americas
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (834)
"Beautiful, quiet place. Great location. "
The price is AU$563
includes taxes & fees
27 Oct - 28 Oct
Aston Maui Hill
Aston Waikiki Beach Tower
4.0 star property
9.2 out of 10, Wonderful, (1782)
"Beautiful beach front property. Great location, walkable to many restaurants and shops. We stayed here twice Sep. 2024 & 2025 We’ll definitely be back!"
The price is AU$2,080
includes taxes & fees
14 Nov - 15 Nov
Aston Waikiki Beach Tower
Napili Shores Maui by OUTRIGGER
3.0 star property
9.0 out of 10, Wonderful, (1674)
"awesome stay!"
The price is AU$503
includes taxes & fees
28 Oct - 29 Oct
Napili Shores Maui by OUTRIGGER
Aston Kona by the Sea
4.0 star property
8.8 out of 10, Excellent, (1125)
"Beautiful views and nice pool area close to Kona restaurants."
The price is AU$587
includes taxes & fees
27 Oct - 28 Oct
Aston Kona by the Sea
ALA MOANA
3.5 star property
5.0 out of 10, (2)
"Refused to clean room, made them pay to add bags in room aw"
The price is AU$629
includes taxes & fees
27 Oct - 28 Oct
ALA MOANA
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, (802)
"Room was quiet, no ac but the breeze came through very nice. Comfortable and convenient location. "
Maui Beach Vacation Club
Espacio The Jewel Of Waikiki
5.0 star property
9.6 out of 10, Exceptional, (19)
"The hotel was great, the staff were amazing, and the view from the balcony was beautiful."
The price is AU$4,995
includes taxes & fees
27 Oct - 28 Oct
Espacio The Jewel Of Waikiki
The Cliffs at Princeville
3.5 star property
8.8 out of 10, Excellent, (233)
"Beautiful location Close to turtle cave Huge place and kitchen appliances were top notch "
The Cliffs at Princeville
Bishop Suites At The Executive Centre
4.0 star property
7.6 out of 10, Good, (65)
"Absolutely loved my stay! The only thing I was thrown off about was an extra fifty eight dollar charge when checking in and a separate deposit charge of two hundred and fifty. Currently still awaiting my money back on that."
The price is AU$299
includes taxes & fees
16 Oct - 17 Oct
Bishop Suites At The Executive Centre
Castle Kama'ole Sands
3.0 star property
8.0 out of 10, Very good, (2262)
"Front desk was wonderful."
Castle Kama'ole Sands
Castle Waikīkī Shore
3.0 star property
8.2 out of 10, Very good, (1216)
"Nice and quiet, love the view."
Castle Waikīkī Shore
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Hawaii Hotel Reviews

Find out more about Hawaii

Everything you need to know about Hawaii holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hawaii holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hawaii holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Hawaii holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hawaii. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hawaii holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Hawaii holiday rentals we have chosen for you start as low as AU$261 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Hawaii rentals

At Expedia, we put the best Hawaii holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hawaii rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hawaii holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hawaii. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.