Hawaii Holiday Rentals: Short-Term Accommodations for Rent

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Top Cities in Hawaii

A panoramic view of a city with a prominent mountain in the background.

A sunset over the ocean with palm trees silhouetted against the sky.

Our top choices for Hawaii holiday rentals

1. Sea Mountain

Pahala

Haochen

2. The Whaler Resort Kaanapali Beach

Lahaina

Jacob

HK$4,984 total

includes taxes & fees

19 Aug - 20 Aug

3. The Surf Hideaway is walking distance to everything Kona

Historic Kailua Village

Anna H.

HK$1,198 total

includes taxes & fees

19 Aug - 20 Aug

Premium bedding, in-room safe, desk, blackout curtains

4. Aston at The Whaler on Kaanapali Beach

Lahaina

Heidi

HK$4,684 total

includes taxes & fees

31 Aug - 1 Sept

5. Napili Shores Maui by OUTRIGGER

Lahaina

joe

HK$2,842 total

includes taxes & fees

1 Sept - 2 Sept

Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers

6. Aston Maui Kaanapali Villas

Lahaina

Luis MANUEL

HK$2,864 total

includes taxes & fees

1 Sept - 2 Sept

7. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

pablo

HK$3,081 total

includes taxes & fees

9 Sept - 10 Sept

8. 2022 Red 4Runner

Anahola

HK$2,756 total

includes taxes & fees

22 Aug - 23 Aug

9. Rooftop Camper Experience Fully Equip

Anahola

HK$2,756 total

includes taxes & fees

22 Aug - 23 Aug

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

Volcano

Allison

HK$1,426 total

includes taxes & fees

22 Aug - 23 Aug

11. Ocean View Condo in the Heart of Kona

Holualoa Village

Agassy

HK$2,653 total

includes taxes & fees

22 Aug - 23 Aug

12. Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

Waikiki

Kim S.

HK$2,278 total

includes taxes & fees

20 Aug - 21 Aug

13. Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

Waipouli

Tania

HK$2,493 total

includes taxes & fees

23 Aug - 24 Aug

14. Aston Kaanapali Shores

Lahaina

Monique Nicole

HK$2,247 total

includes taxes & fees

20 Aug - 21 Aug

15. Studio Kohala Big Island Ocean View

Kohala Estates

Nichole

HK$2,514 total

includes taxes & fees

19 Aug - 20 Aug

Outdoor pool, open 8:00 AM to 9:30 PM, pool umbrellas, pool loungers

16. Aston Maui Hill

South Kihei

Kathy

HK$2,437 total

includes taxes & fees

17 Sept - 18 Sept

17. Skyline Island Stay-2 Adjoining Studios

Waikiki

Donald

HK$3,287 total

includes taxes & fees

27 Aug - 28 Aug

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

Hana Town Center

Stephanie C.

HK$3,185 total

includes taxes & fees

24 Aug - 25 Aug

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

Princeville

Joe W.

HK$2,771 total

includes taxes & fees

20 Aug - 21 Aug

3 outdoor pools, pool cabanas (surcharge), pool umbrellas

20. Aulani, Disney Vacation Club Villas

Ko Olina

Brian

HK$6,098 total

includes taxes & fees

23 Aug - 24 Aug

View all properties

Find holiday rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Hawaii Hotel Reviews

Waikiki Resort Hotel

8/10 Good

"This place is very convenient for a family with a young child for location to Waikiki beach, breakfast was decent most days and it did save time and expenses, but I wouldn't call it award winning. The staff were friendly and gave us things for our kid to play with in the sand. They could pull 5 stars if the place had some cosmetic updates and were able to accommodate earlier check ins or later check outs a bit better. Overall I would stay here again"

Grand Wailea Maui, A Waldorf Astoria Resort

8/10 Good

"The overall experience was very good. On arrival we were very disappointed to see that the “lei greeter” was no longer a thing at this property. The greeting and the lei were great ways to get us into the aloha frame of mind. They should consider bringing that back. Also, the registration used to offer refreshing cool water during check in. During the hurricane lala storm our sliding glass door would not seal. We had a very loud screeching all night. We finally had to open the door. The screeching stopped but then the storm noise was also loud. Sleeping was very difficult. Our next door neighbors did not have that noise problem. The gardens are very well maintained. The pools are very nice. It seems the water elevator has been broken for awhile. Elevator access to rooms in two towers were serviced by only one elevator. The other has been broken for weeks. We had long waits going up and down between the rooms, lobby, and pool area."

Holiday Inn Express Waikiki by IHG

8/10 Good

"Place is nice and clean, housekeeping did our beds every morning and cleaned our room daily making sure we had clean towels, tissue and coffee all the time. Only reason I didn’t give the 5 stars is because of the parking. We paid the $49 additional daily for parking but that that didn’t warranty we would have a spot to park. On my 3rd day I couldn’t go in to the parking garage because it was full, I was given an address were I could go and pay $80 to park and walk back to the hotel. It was just frustrating because I have my kids walking at night with me from the parking garage that was a few blocks away. So if you have a rental just keep in mind even if you pay for parking it’s a first come first serve basis. By the way at I did get a refund for the days I couldn’t find parking in the hotels garage but I also ended up paying more at the other parking garage."

Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Hawaii

Honolulu

Kailua-Kona

Our top choices for Hawaii holiday rentals

1. Sea Mountain

2. The Whaler Resort Kaanapali Beach

3. The Surf Hideaway is walking distance to everything Kona

4. Aston at The Whaler on Kaanapali Beach

5. Napili Shores Maui by OUTRIGGER

6. Aston Maui Kaanapali Villas

7. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

8. 2022 Red 4Runner

9. Rooftop Camper Experience Fully Equip

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

11. Ocean View Condo in the Heart of Kona

12. Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

13. Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

14. Aston Kaanapali Shores

15. Studio Kohala Big Island Ocean View

16. Aston Maui Hill

17. Skyline Island Stay-2 Adjoining Studios

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

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

20. Aulani, Disney Vacation Club Villas

Find holiday rentals that suit your style

Top Hawaii Hotel Reviews

Waikiki Resort Hotel

Hilton Hawaiian Village Waikiki Beach Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Ramada Plaza by Wyndham Waikiki

The Twin Fin Hotel

'Alohilani Resort Waikiki Beach

Holiday Inn Express Waikiki by IHG

Aston Kaanapali Shores

Hyatt Regency Waikiki Beach Resort & Spa

Explore a world of travel with Expedia