Hawaii Holiday Rentals

  • 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

Our top choices for Hawaii holiday rentals

Condo in Pahala

Sea Mountain
2.5 star property
9.0 out of 10, Wonderful, (507 reviews)
"Great price for a great place!"
United States
sara
The price is NZ$277
includes taxes & fees
25 Jan - 26 Jan
Sea Mountain

Aparthotel in Lahaina

Aston Kaanapali Shores
3.5 star property
8.8 out of 10, Excellent, (3,957 reviews)
"Clean room, very nice furniture, great staff, excellent amenities, beautiful property! Will stay there again!"
United States
Richard
The price is NZ$679
includes taxes & fees
23 Jan - 24 Jan
Aston Kaanapali Shores

Condo resort in Lahaina

Kuleana Club - 509
3.0 star property
Kuleana Club - 509

Aparthotel in Waikiki

Island Colony hotel
2.5 star property
The price is NZ$616
includes taxes & fees
31 Jan - 1 Feb
Island Colony hotel

Condo resort in South Kihei

Signature Residences at Maui Banyan
4.5 star property
8.4 out of 10, Very good, (6 reviews)
"Roaches, bugs, rusty appliances, appliances didn’t work. Aesthetically it was disappointing. There were no matching towels. The silverware didn’t match. The closet doors didn’t close, the mirrors were chipped.. I specifically asked the rental company if the property was updated and they said it was tiptop condition. It’s a total lie."
United States
Dean
The price is NZ$906
includes taxes & fees
23 Jan - 24 Jan
Signature Residences at Maui Banyan

Aparthotel in Waikiki

Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (3,116 reviews)
"Great views and location is very good"
United States
Allen Barett
The price is NZ$381
includes taxes & fees
4 Feb - 5 Feb
Aston Waikiki Sunset

Holiday Home in Kahaluu-Keauhou

Sunset Shores - Unit B Kauipoho
2.0 star property
The price is NZ$696
includes taxes & fees
7 Feb - 8 Feb
Sunset Shores - Unit B Kauipoho

Apartment in Keaukaha

Plumeria Hilo Hotel
3.0 star property
9.2 out of 10, Wonderful, (23 reviews)
"Most comfortable hotel bed of my life. Super spacious, too!"
United States
Samantha
The price is NZ$393
includes taxes & fees
26 Jan - 27 Jan
Plumeria Hilo Hotel

Holiday Home in Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
8.6 out of 10, Excellent, (20 reviews)
"It is a cozy place. It has all the amenities. It feels like home"
United States
Roberto
The price is NZ$480
includes taxes & fees
25 Jan - 26 Jan
Yonegan Maui Getaways - Haiku
9.8 out of 10, Exceptional, (106 reviews)
"Very clean, private, easy to find and access. Very close to the Volcano National Park. We enjoyed our stay. "
Canada
Mark
The price is NZ$475
includes taxes & fees
30 Jan - 31 Jan
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park
9.6 out of 10, Exceptional, (106 reviews)
"Very cozy and comfortable home. The setting is very quiet and tropical. The beds were very comfy and the amenities were perfect! The host communicated very clear and prompt. "
United States
Susan W.
The price is NZ$526
includes taxes & fees
11 Feb - 12 Feb
Create one of the most unique experiences on the beautiful Lā’ie country side.

Holiday Home in Hana Town Center

Fisher's Hana Bay Hale, Across from Hana Bay
9.6 out of 10, Exceptional, (413 reviews)
"Great location"
United States
peter
The price is NZ$671
includes taxes & fees
24 Jan - 25 Jan
Fisher's Hana Bay Hale, Across from Hana Bay
9.4 out of 10, Exceptional, (196 reviews)
"Very quiet safe place. "
Canada
Monica
The price is NZ$749
includes taxes & fees
24 Jan - 25 Jan
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
4.0 star property
10.0 out of 10, Exceptional, (1 review)
"Le condo était impeccable. Le service tout simplement parfait. Merci "
Canada
Francois
The price is NZ$942
includes taxes & fees
15 Feb - 16 Feb
Waikiki Banyan Condo w/ King Bed & Parking, Near Beach

Aparthotel in Lahaina

Napili Shores Maui by OUTRIGGER
3.0 star property
9.0 out of 10, Wonderful, (1,741 reviews)
"Beautiful and quiet piece of paradise. "
United States
Amy
The price is NZ$785
includes taxes & fees
9 Feb - 10 Feb
Napili Shores Maui by OUTRIGGER

Aparthotel in Lahaina

Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2,538 reviews)
"Nice clean room, nice staff and very quiet. "
United States
Marjie
The price is NZ$895
includes taxes & fees
25 Jan - 26 Jan
Aston Maui Kaanapali Villas

Holiday Home in Kahaluu-Keauhou

Island Elegance Prime Spot
2.0 star property
The price is NZ$671
includes taxes & fees
17 Feb - 18 Feb
Island Elegance Prime Spot

Apartment in Waikiki

Panoramic Oceanview Resort
4.0 star property
The price is NZ$1,444
includes taxes & fees
3 Feb - 4 Feb
Panoramic Oceanview Resort

Aparthotel in Lahaina

Royal Lahaina Bungalows & Spa
5.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is NZ$1,067
includes taxes & fees
26 Jan - 27 Jan
Royal Lahaina Bungalows & Spa
10.0 out of 10, Exceptional, (269 reviews)
"Great stay"
United States
Noah C.
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
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 favorite 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 depends 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 selected for you start as low as NZ$298 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.