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Hawaii Holiday Rentals

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Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

1. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,865 reviews)
"Napili Shores is an awesome place and great Hawaiian vibe! Quiet and serene let alone Napili Bay and the famous Gazebo Restaurant! Beautiful views!"
Canada
Kevin
The price is NZ$544
includes taxes & fees
1 Sept - 2 Sept
Napili Shores Maui by OUTRIGGER

2. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (962 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 NZ$567
includes taxes & fees
28 Sept - 29 Sept
Aston Maui Hill

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,285 reviews)
"Great location!"
United States
Shad
The price is NZ$467
includes taxes & fees
30 Aug - 31 Aug
Aston Kaanapali Shores

4. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,015 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
The price is NZ$1,314
includes taxes & fees
31 Aug - 1 Sept
Aulani, Disney Vacation Club Villas

5. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,032 reviews)
"We found this resort clean, family friendly,"
United States
Amanda
The price is NZ$1,573
includes taxes & fees
29 Sept - 30 Sept
OUTRIGGER Honua Kai Resort & Spa

6. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,274 reviews)
"The staff on this property are great."
United States
Romeo Paul Teel
The price is NZ$399
includes taxes & fees
30 Aug - 31 Aug
Banyan Harbor Resort

7. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (456 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
The price is NZ$1,067
includes taxes & fees
30 Aug - 31 Aug
The Whaler Resort Kaanapali Beach

8. The Cottages at Makai Club

The Cottages at Makai Club
4.0 star property
Princeville
The Cottages at Makai Club

9. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,292 reviews)
"Staff was super nice"
United States
Luis
The price is NZ$309
includes taxes & fees
31 Aug - 1 Sept
Skyline Island Colony Hotel

10. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (97 reviews)
"This was our second stay here, the property was perfect in every way (again). It suited our family perfect, from the beautiful ocean view, two spacious bedrooms, kitchen, washer dryer, bbq, cleanliness, so many swimming pools to choose from, pool slide, so close to restaurants, dukes is a staple to eat at, beach rentals, and beach access. Best experience ever."
United States
Pamela
The price is NZ$3,109
includes taxes & fees
7 Sept - 8 Sept
Honua Kai Konea Resort by KBM

11. Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
8.0 out of 10, Very good, (5 reviews)
"Great location and stay!! Had everything we needed and more. Was comfortable and easy."
United States
Alex
The price is NZ$821
includes taxes & fees
30 Aug - 31 Aug
Skyline Island Stay-2 Adjoining Studios

12. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,622 reviews)
"Great place"
United States
Luis MANUEL
The price is NZ$604
includes taxes & fees
13 Sept - 14 Sept
Aston Maui Kaanapali Villas

13. 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, (1,557 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is NZ$707
includes taxes & fees
31 Aug - 1 Sept
Aston at The Whaler on Kaanapali Beach

14. Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest
Mountain View
9.4 out of 10, Exceptional, (82 reviews)
"Clean and spacious. Loved our stay!"
United States
Helen L.
The price is NZ$458
includes taxes & fees
6 Sept - 7 Sept
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

15. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.2 out of 10, Very good, (600 reviews)
"Room 614. Good location with a view of the water, as the accommodation is on the beachfront. Room had its own washer and dryer, which was fantastic. Close to everything."
Australia
Michael James
The price is NZ$1,195
includes taxes & fees
1 Sept - 2 Sept
Waikiki Shore by OUTRIGGER

16. Lovely home with hot tub near Volcano National Park

Lovely home with hot tub near Volcano National Park
Volcano
10.0 out of 10, Exceptional, (277 reviews)
"Wonderful place - close to National Park with the amenities and extras."
United States
David M.
The price is NZ$734
includes taxes & fees
1 Sept - 2 Sept
Lovely home with hot tub near Volcano National Park

17. 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 NZ$423
includes taxes & fees
30 Aug - 31 Aug
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

18. Romantic Tree Cottage in the Rainforest

Romantic Tree Cottage in the Rainforest
Ohia Estates
9.8 out of 10, Exceptional, (128 reviews)
"Really cute place, comfortable and excellent location!"
United States
Julie O.
The price is NZ$558
includes taxes & fees
1 Sept - 2 Sept
Romantic Tree Cottage in the Rainforest

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$664
includes taxes & fees
30 Aug - 31 Aug
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

20. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (315 reviews)
"Kevin was a great host! Communication was prompt and he gave wonderful suggestions on places to eat, things to do.The condo was beautiful, very cozy and clean.We would definitely stay here again"
United States
Janet M.
The price is NZ$672
includes taxes & fees
11 Sept - 12 Sept
10% 7 Day Discount! Kihei 1Br Top Floor - 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 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$309 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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