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Hawaii Holiday Rentals

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Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

1. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (614 reviews)
"Great location"
United States
Rodolfo Luz
The price is NZ$425
includes taxes & fees
17 Aug - 18 Aug
Royal Kuhio

2. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,851 reviews)
"Wonderful Beach and right next door to kapalua!"
United States
joe
The price is NZ$600
includes taxes & fees
2 Sept - 3 Sept
Napili Shores Maui by OUTRIGGER

3. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,252 reviews)
"Very good view and nice hotel"
United States
Tirrell
The price is NZ$431
includes taxes & fees
31 Aug - 1 Sept
Aston Waikiki Sunset

4. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (448 reviews)
"Amazing views and location. Great employees."
United States
Ramon
The price is NZ$1,086
includes taxes & fees
15 Aug - 16 Aug
The Whaler Resort Kaanapali Beach

5. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,256 reviews)
"Great location, clean rooms and great service!"
Mexico
Monique Nicole
The price is NZ$495
includes taxes & fees
1 Sept - 2 Sept
Aston Kaanapali Shores

6. The Pacifica Inn

The Pacifica Inn
3.0 star property
Volcano
The price is NZ$419
includes taxes & fees
18 Aug - 19 Aug
The Pacifica Inn

7. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very good, (595 reviews)
"The front desk staff was great Zac and Jack were awesome. There was a small problem that was taken care of immediately and I was 100% happy with the management. I think her name was Marietta I am terrible with names but she is a good manager that cares. We’re were very happy with the property!!!"
United States
Jason
The price is NZ$1,225
includes taxes & fees
16 Aug - 17 Aug
Waikiki Shore by OUTRIGGER

8. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,260 reviews)
"Clean, large space, loved the central location. Would stay again!"
United States
Hannah
The price is NZ$422
includes taxes & fees
16 Aug - 17 Aug
Banyan Harbor Resort

9. Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
7.6 out of 10, Good, (4 reviews)
"Location is perfect ! Close to everything important in Waikiki ! Easy walk to anything you need. Pool was clean. Rooms pleasant. Would stay here again !"
United States
Donald
The price is NZ$711
includes taxes & fees
28 Aug - 29 Aug
Skyline Island Stay-2 Adjoining Studios

10. 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, (125 reviews)
"Great place to stay for a night!"
United States
Anna H.
The price is NZ$279
includes taxes & fees
17 Aug - 18 Aug
The Surf Hideaway is walking distance to everything Kona

11. Sea Mountain

Sea Mountain
2.5 star property
Pahala
9.0 out of 10, Wonderful, (548 reviews)
"We had a great stay"
United States
Haochen
The price is NZ$260
includes taxes & fees
17 Aug - 18 Aug
Sea Mountain

12. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,279 reviews)
"The "
United States
Sebastian
The price is NZ$264
includes taxes & fees
31 Aug - 1 Sept
Skyline Island Colony Hotel

13. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,614 reviews)
"Great location and friendly staff"
Canada
Daniel
The price is NZ$624
includes taxes & fees
1 Sept - 2 Sept
Aston Maui Kaanapali Villas

14. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,012 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
The price is NZ$1,329
includes taxes & fees
31 Aug - 1 Sept
Aulani, Disney Vacation Club Villas

15. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,554 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is NZ$1,020
includes taxes & fees
18 Aug - 19 Aug
Aston at The Whaler on Kaanapali Beach

16. Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.6 out of 10, Exceptional, (43 reviews)
"Everything was perfect!"
United States
Agassy
Ocean View Condo in the Heart of Kona

17. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,020 reviews)
"We found this resort clean, family friendly,"
United States
Amanda
The price is NZ$1,485
includes taxes & fees
13 Sept - 14 Sept
OUTRIGGER Honua Kai Resort & Spa

18. 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, (305 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 NZ$664
includes taxes & fees
9 Sept - 10 Sept
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

19. Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Kailua-Kona
10.0 out of 10, Exceptional, (200 reviews)
"Great location"
United States
Sara L.
The price is NZ$732
includes taxes & fees
20 Aug - 21 Aug
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

20. 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, (123 reviews)
"Loved this place! Clean, quiet, fully equipped kitchen, comfortable beds, beautifully furnished. Would ddefinitely book again."
United States
Sherree F.
The price is NZ$474
includes taxes & fees
15 Aug - 16 Aug
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park
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 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$264 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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