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Hawaii Holiday Rentals

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Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

1. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (964 reviews)
"Dennis and the entire staff made our trip so enjoyable. We will forever have a special place in our hearts for this place. Celebrated our 10 year wedding anniversary here!"
United States
Arleen
The price is AU$545
includes taxes & fees
4 Oct - 5 Oct
Aston Maui Hill

2. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (459 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
The price is AU$896
includes taxes & fees
1 Oct - 2 Oct
The Whaler Resort Kaanapali Beach

3. The Pacifica Inn

The Pacifica Inn
3.0 star property
Volcano
The price is AU$358
includes taxes & fees
4 Sept - 5 Sept
The Pacifica Inn

4. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,291 reviews)
"Great location!"
United States
Shad
The price is AU$330
includes taxes & fees
11 Sept - 12 Sept
Aston Kaanapali Shores

5. The Surf Hideaway is walking distance to everything Kona

The Surf Hideaway is walking distance to everything Kona
Historic Kailua Village
9.4 out of 10, Exceptional, (127 reviews)
"Great place to stay for a night!"
United States
Anna H.
The price is AU$208
includes taxes & fees
4 Sept - 5 Sept
The Surf Hideaway is walking distance to everything Kona

6. 2021 SUPREME TACOMA TRD

2021 SUPREME TACOMA TRD
1.0 star property
Anahola
The price is AU$474
includes taxes & fees
12 Sept - 13 Sept
2021 SUPREME TACOMA TRD

7. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,037 reviews)
"Beautiful property, kind staff, Dukes restaurant was awesome & located on property!! Will definitely come back again!!"
United States
Diana
The price is AU$1,325
includes taxes & fees
3 Oct - 4 Oct
OUTRIGGER Honua Kai Resort & Spa

8. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,275 reviews)
"Close to most of places to visit"
United States
Bernadette
The price is AU$356
includes taxes & fees
14 Sept - 15 Sept
Banyan Harbor Resort

9. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,867 reviews)
"Love this place!"
United States
Diana
The price is AU$398
includes taxes & fees
5 Sept - 6 Sept
Napili Shores Maui by OUTRIGGER

10. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (255 reviews)
"We had a wonderful stay at Studio Kohala Big Island Ocean View! The space was comfortable, peaceful, and offered beautiful views. Loved listening to the wind at night! The hosts were thoughtful and welcoming, and they even provided yogurt and fresh fruit for us in the morning, which was such a nice touch. We truly enjoyed our stay and would happily return. Highly recommend!"
United States
Nichole
The price is AU$444
includes taxes & fees
6 Sept - 7 Sept
Studio Kohala Big Island Ocean View

11. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,267 reviews)
"It was great stay very convenient close to the beach and everything at short walking distance."
United States
Daniel
The price is AU$348
includes taxes & fees
9 Sept - 10 Sept
Aston Waikiki Sunset

12. Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana Town Center
9.6 out of 10, Exceptional, (463 reviews)
"Great place to stay while exploring Hana"
Canada
Igor G.
The price is AU$530
includes taxes & fees
14 Sept - 15 Sept
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

13. Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
Waipouli
9.2 out of 10, Wonderful, (119 reviews)
"Great location, close to the beach, the pool and shopping centers."
United States
Tania
The price is AU$461
includes taxes & fees
8 Sept - 9 Sept
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

14. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.2 out of 10, Wonderful, (1,556 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is AU$637
includes taxes & fees
28 Sept - 29 Sept
Aston at The Whaler on Kaanapali Beach

15. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (306 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
The price is AU$544
includes taxes & fees
9 Sept - 10 Sept
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

16. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,019 reviews)
"Beautiful Resort"
United States
Karla
The price is AU$1,085
includes taxes & fees
29 Sept - 30 Sept
Aulani, Disney Vacation Club Villas

17. Embrace the soothing trade winds & let the ocean breeze carry your worries away

Embrace the soothing trade winds & let the ocean breeze carry your worries away
Hilo
9.8 out of 10, Exceptional, (72 reviews)
"Excellent host. Beautiful property. Perfect location for the Hilo side of the Big Island."
United States
Aaron G.
The price is AU$580
includes taxes & fees
7 Sept - 8 Sept
Embrace the soothing trade winds & let the ocean breeze carry your worries away

18. Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park
Volcano
9.6 out of 10, Exceptional, (125 reviews)
"Loved this place! Clean, quiet, fully equipped kitchen, comfortable beds, beautifully furnished. Would ddefinitely book again."
United States
Sherree F.
The price is AU$360
includes taxes & fees
8 Sept - 9 Sept
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

19. Rooftop Camper Experience Fully Equip

Rooftop Camper Experience Fully Equip
1.0 star property
Anahola
The price is AU$490
includes taxes & fees
8 Sept - 9 Sept
Rooftop Camper Experience Fully Equip

20. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is AU$547
includes taxes & fees
5 Sept - 6 Sept
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.
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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$286 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. 

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