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Hawaii Holiday Rentals

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Our top choices for Hawaii holiday rentals

1. Sea Mountain

Sea Mountain
2.5 star property
Pahala
9.0 out of 10, Wonderful, (543 reviews)
"Whenever I use Expedia for stays and flights, I am satisfied with their quality of service"
United States
Kim
The price is NZ$259
includes taxes & fees
16 Aug - 17 Aug
Sea Mountain

2. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (441 reviews)
"Beach view was excellent. Property is close to shopping and restaurants."
United States
Susan
The price is NZ$1,080
includes taxes & fees
9 Aug - 10 Aug
The Whaler Resort Kaanapali Beach

3. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,841 reviews)
"This was a great stay! Highly recommend!"
United States
Christina
The price is NZ$485
includes taxes & fees
15 Aug - 16 Aug
Napili Shores Maui by OUTRIGGER

4. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,216 reviews)
"Great location, good value for the money."
United States
ANGELO
The price is NZ$564
includes taxes & fees
14 Aug - 15 Aug
Aston Kaanapali Shores

5. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,601 reviews)
"Great location and friendly staff"
Canada
Daniel
The price is NZ$621
includes taxes & fees
16 Aug - 17 Aug
Aston Maui Kaanapali Villas

6. The Pacifica Inn

The Pacifica Inn
3.0 star property
Volcano
The price is NZ$416
includes taxes & fees
4 Aug - 5 Aug
The Pacifica Inn

7. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,011 reviews)
"Everything, great room, just wish they had a free breakfast. Loved our stay"
United States
Heidi
The price is NZ$1,433
includes taxes & fees
30 Aug - 31 Aug
OUTRIGGER Honua Kai Resort & Spa

8. 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)
"Safe place and quiet night. Thank you!"
United States
Emily
The price is NZ$278
includes taxes & fees
2 Aug - 3 Aug
The Surf Hideaway is walking distance to everything Kona

9. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,010 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
The price is NZ$1,322
includes taxes & fees
28 Aug - 29 Aug
Aulani, Disney Vacation Club Villas

10. 2022 Red 4Runner

2022 Red 4Runner
1.0 star property
Anahola
The price is NZ$597
includes taxes & fees
2 Aug - 3 Aug
2022 Red 4Runner

11. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,273 reviews)
"There was a roach in the bathroom on night 1."
United States
Sandra
The price is NZ$295
includes taxes & fees
4 Aug - 5 Aug
Skyline Island Colony Hotel

12. Tropical 1-bedroom cabin. Five minute drive to Hawaii Volcanoes National Park.

Tropical 1-bedroom cabin. Five minute drive to Hawaii Volcanoes National Park.
Volcano
8.6 out of 10, Excellent, (56 reviews)
"Clean place, comfortable bed, friendly host"
United States
Allison
The price is NZ$309
includes taxes & fees
8 Aug - 9 Aug
Tropical 1-bedroom cabin. Five minute drive to Hawaii Volcanoes National Park.

13. Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
The price is NZ$545
includes taxes & fees
23 Aug - 24 Aug
Island Elegance Prime Spot

14. 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, (1,552 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is NZ$1,048
includes taxes & fees
1 Aug - 2 Aug
Aston at The Whaler on Kaanapali Beach

15. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,241 reviews)
"Happy with our stay. Good amenities."
United States
Robinson D
The price is NZ$438
includes taxes & fees
31 Aug - 1 Sept
Aston Waikiki Sunset

16. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (606 reviews)
"Great location"
United States
Rodolfo Luz
The price is NZ$463
includes taxes & fees
26 Aug - 27 Aug
Royal Kuhio

17. 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)
"This is a great property in a great location. "
United States
Pam R.
The price is NZ$665
includes taxes & fees
4 Aug - 5 Aug
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

18. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (254 reviews)
"Lovely view, comfortable digs, kind host. It was a great visit."
United States
Lynn P.
The price is NZ$541
includes taxes & fees
2 Aug - 3 Aug
Studio Kohala Big Island Ocean View

19. Rooftop Camper Experience Fully Equip

Rooftop Camper Experience Fully Equip
1.0 star property
Anahola
The price is NZ$597
includes taxes & fees
4 Aug - 5 Aug
Rooftop Camper Experience Fully Equip

20. Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
6.8 out of 10, (3 reviews)
"Parking was pricy and a hit or miss. Other than that the place was perfect."
United States
Ola rachel
The price is NZ$737
includes taxes & fees
5 Aug - 6 Aug
Skyline Island Stay-2 Adjoining Studios
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$295 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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