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Hawaii Holiday Rentals

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Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

1. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (451 reviews)
"We love The Whaler!"
United States
Jacob
The price is NZ$1,068
includes taxes & fees
23 Aug - 24 Aug
The Whaler Resort Kaanapali Beach

2. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (961 reviews)
"Everything was perfect and clean"
United States
Kathy
The price is NZ$520
includes taxes & fees
20 Sept - 21 Sept
Aston Maui Hill

3. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,859 reviews)
"Wonderful Beach and right next door to kapalua!"
United States
joe
The price is NZ$511
includes taxes & fees
4 Sept - 5 Sept
Napili Shores Maui by OUTRIGGER

4. 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, (1,555 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is NZ$708
includes taxes & fees
31 Aug - 1 Sept
Aston at The Whaler on Kaanapali Beach

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, (126 reviews)
"Great place to stay for a night!"
United States
Anna H.
The price is NZ$257
includes taxes & fees
24 Aug - 25 Aug
The Surf Hideaway is walking distance to everything Kona

6. 2022 Red 4Runner

2022 Red 4Runner
1.0 star property
Anahola
The price is NZ$591
includes taxes & fees
25 Aug - 26 Aug
2022 Red 4Runner

7. 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, (58 reviews)
"Clean place, comfortable bed, friendly host"
United States
Allison
The price is NZ$306
includes taxes & fees
25 Aug - 26 Aug
Tropical 1-bedroom cabin. Five minute drive to Hawaii Volcanoes National Park.

8. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,026 reviews)
"We found this resort clean, family friendly,"
United States
Amanda
The price is NZ$1,470
includes taxes & fees
26 Aug - 27 Aug
OUTRIGGER Honua Kai Resort & Spa

9. 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 NZ$643
includes taxes & fees
9 Sept - 10 Sept
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10. 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
The price is NZ$589
includes taxes & fees
16 Sept - 17 Sept
Ocean View Condo in the Heart of Kona

11. 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, (117 reviews)
"Great location, close to the beach, the pool and shopping centers."
United States
Tania
The price is NZ$529
includes taxes & fees
23 Aug - 24 Aug
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

12. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,618 reviews)
"Great place"
United States
Luis MANUEL
The price is NZ$611
includes taxes & fees
10 Sept - 11 Sept
Aston Maui Kaanapali Villas

13. 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 NZ$522
includes taxes & fees
17 Sept - 18 Sept
Studio Kohala Big Island Ocean View

14. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,271 reviews)
"Great location!"
United States
Shad
The price is NZ$468
includes taxes & fees
26 Aug - 27 Aug
Aston Kaanapali Shores

15. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,265 reviews)
"Clean, large space, loved the central location. Would stay again!"
United States
Hannah
The price is NZ$381
includes taxes & fees
29 Aug - 30 Aug
Banyan Harbor Resort

16. Rooftop Camper Experience Fully Equip

Rooftop Camper Experience Fully Equip
1.0 star property
Anahola
The price is NZ$588
includes taxes & fees
20 Sept - 21 Sept
Rooftop Camper Experience Fully Equip

17. Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.4 out of 10, Exceptional, (456 reviews)
"Great stay thanks! "
United States
Stephanie C.
The price is NZ$679
includes taxes & fees
24 Aug - 25 Aug
Fisher's Hana Bay Hale, Across from Hana Bay

18. Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
Hana Town Center
9.6 out of 10, Exceptional, (64 reviews)
"Nice location "
United States
janie h.
The price is NZ$584
includes taxes & fees
23 Aug - 24 Aug
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

19. 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 NZ$670
includes taxes & fees
26 Aug - 27 Aug
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

20. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,013 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
The price is NZ$1,307
includes taxes & fees
23 Aug - 24 Aug
Aulani, Disney Vacation Club Villas
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 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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