A coastal landscape with a beach, ocean waves, and lush green hills.

Hawaii Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

1. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,332 reviews)
"Great Stay"
United States
Roopa Rani
The price is NZ$520
includes taxes & fees
27 Sept - 28 Sept
Aston Kaanapali Shores

2. 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, (129 reviews)
"Budget friendly Big Island experience."
United States
Courtney W.
The price is NZ$289
includes taxes & fees
27 Sept - 28 Sept
The Surf Hideaway is walking distance to everything Kona

3. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,885 reviews)
"Love this place!"
United States
Diana
The price is NZ$580
includes taxes & fees
28 Sept - 29 Sept
Napili Shores Maui by OUTRIGGER

4. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (475 reviews)
"the staff were great and very welcoming, it had everything we needed whilst we were there"
United Kingdom
Sam
The price is NZ$1,160
includes taxes & fees
9 Oct - 10 Oct
The Whaler Resort Kaanapali Beach

5. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (256 reviews)
"an excellant place to stay. peaceful, accomodating, overall perfect."
United States
Sandra H.
The price is NZ$562
includes taxes & fees
28 Sept - 29 Sept
Studio Kohala Big Island Ocean View

6. 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, (308 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$685
includes taxes & fees
27 Sept - 28 Sept
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

7. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (235 reviews)
"Great place! It’s quite and 30 seconds to the beach."
United States
Alysson E
The price is NZ$368
includes taxes & fees
17 Oct - 18 Oct
Napili Village Hotel

8. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,636 reviews)
"The property was a fantastic place to stay. The beach that is in front of the property is excellent for swimming and snorkeling."
United States
Marie
The price is NZ$635
includes taxes & fees
10 Oct - 11 Oct
Aston Maui Kaanapali Villas

9. Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.6 out of 10, Exceptional, (45 reviews)
"Everything was perfect!"
United States
Agassy
The price is NZ$577
includes taxes & fees
29 Sept - 30 Sept
Ocean View Condo in the Heart of Kona

10. Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.6 out of 10, Exceptional, (87 reviews)
"We loved our stay! Great location"
United States
Madison
The price is NZ$598
includes taxes & fees
2 Oct - 3 Oct
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

11. 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, (1,563 reviews)
"Great location, very nice condo, pool, and beach access."
United States
Stewart
Aston at The Whaler on Kaanapali Beach

12. Oceanfront cottage w/ AC @ Kehena Beach, Hawaii

Oceanfront cottage w/ AC @ Kehena Beach, Hawaii
Kehena Beach Estates
9.4 out of 10, Exceptional, (66 reviews)
"We loved it"
United States
Haochen
The price is NZ$335
includes taxes & fees
27 Sept - 28 Sept
Oceanfront cottage w/ AC @ Kehena Beach, Hawaii

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, (120 reviews)
"Wonderful location and beautiful beach!"
United States
cari w.
The price is NZ$576
includes taxes & fees
9 Oct - 10 Oct
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

14. Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Princeville
9.8 out of 10, Exceptional, (147 reviews)
"Great property located in a great location. "
United States
Joe W.
The price is NZ$604
includes taxes & fees
11 Oct - 12 Oct
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

15. Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Poipu
9.2 out of 10, Wonderful, (127 reviews)
"A wonderful place to land very convenient to all the adventures the south had to offer. The space was clean and comfortable. Would stay here again!"
United States
Christine A.
The price is NZ$757
includes taxes & fees
27 Oct - 28 Oct
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

16. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,284 reviews)
"Great location"
United States
Richard
The price is NZ$429
includes taxes & fees
27 Sept - 28 Sept
Banyan Harbor Resort

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, (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$691
includes taxes & fees
28 Sept - 29 Sept
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

18. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,283 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
The price is NZ$407
includes taxes & fees
27 Sept - 28 Sept
Aston Waikiki Sunset

19. Hilo Hibiscus Vacation Home 2 bedrooms

Hilo Hibiscus Vacation Home 2 bedrooms
Hilo
8.6 out of 10, Excellent, (30 reviews)
"The property lists a kitchen but there is not. The is a refrigerator, plates/cups/etc and some plug in appliances, but washing dishes in a tiny bathroom sink was not ideal. There was laundry accessible and the house was very safe and comfortable during a hurricane. Just beware that if you are looking for a kitchen, there isn’t really. Otherwise the property was perfect for our stay."
United States
Karen
The price is NZ$731
includes taxes & fees
2 Oct - 3 Oct
Hilo Hibiscus Vacation Home 2 bedrooms

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, (125 reviews)
"Beautiful cottage close to the park!"
United States
Wendy E.
The price is NZ$449
includes taxes & fees
30 Sept - 1 Oct
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.
Save an average of 15% on thousands of hotels when you're signed in

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$285 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. 

Explore a world of travel with Expedia