Hawaii Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Top Holiday Rentals Destinations in Hawaii

Skyline Island Colony Hotel

3.0 star property
Waikiki
7.2 out of 10, Good, (2131)
"Have stayed here a couple of times and always had a great experience "
Canada
Aida
The price is NZ$331
includes taxes & fees
10 Dec - 11 Dec
Skyline Island Colony Hotel

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
Lahaina
8.8 out of 10, Excellent, (2880)
"Wonderful stay! "
United States
Quiauna
The price is NZ$1,509
includes taxes & fees
11 Dec - 12 Dec
OUTRIGGER Honua Kai Resort & Spa

Aston Waikiki Sunset

4.0 star property
Waikiki
7.8 out of 10, Good, (3068)
"Staff pleasant, great location , laundry on every floor, older but clean. "
Canada
Constance
The price is NZ$383
includes taxes & fees
22 Dec - 23 Dec
Aston Waikiki Sunset

The Whaler Resort Kaanapali Beach

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (313)
"great time, great resort, helpful staff"
Canada
Prableen
The price is NZ$1,331
includes taxes & fees
8 Jan - 9 Jan 2026
The Whaler Resort Kaanapali Beach

Napili Shores Maui by OUTRIGGER

3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1708)
"Excellent stay. "
United States
casey william
The price is NZ$672
includes taxes & fees
10 Dec - 11 Dec
Napili Shores Maui by OUTRIGGER

Kahana Beach Vacation Club

3.0 star property
Lahaina
8.4 out of 10, Very good, (750)
"Excellent Resort from all areas "
United States
Kausik
Kahana Beach Vacation Club

Aston Kaanapali Shores

3.5 star property
Lahaina
8.6 out of 10, Excellent, (3907)
"Best hotel I stayed at "
United States
Nohely
The price is NZ$774
includes taxes & fees
10 Dec - 11 Dec
Aston Kaanapali Shores

Aston Kona by the Sea

4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1154)
"Clean courteous and very nice place"
United States
David
The price is NZ$770
includes taxes & fees
15 Dec - 16 Dec
Aston Kona by the Sea

Maui Beach Vacation Club

2.5 star property
North Kihei
8.2 out of 10, Very good, (818)
"A excelent service in the office. Nice and clean room y all the hotel. I recommend this hotel."
United States
Blanca I
Maui Beach Vacation Club

Aston Maui Kaanapali Villas

3.0 star property
Lahaina
8.8 out of 10, Excellent, (2513)
"Great place! Very clean, friendly staff, beautiful grounds, lots to do with in walking distance. The best part that we enjoyed was the beach it was outstanding! highly recommend."
Canada
Natalia
The price is NZ$801
includes taxes & fees
1 Jan - 2 Jan 2026
Aston Maui Kaanapali Villas

Aston at the Waikiki Banyan

3.0 star property
Waikiki
7.2 out of 10, Good, (2676)
"Amazing check on smooth friendly amazing room and view will only stay here when I visit now! "
United States
John
The price is NZ$387
includes taxes & fees
4 Jan - 5 Jan 2026
Aston at the Waikiki Banyan

Bishop Suites At The Executive Centre

4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (69)
"great"
China
Jiachen
The price is NZ$357
includes taxes & fees
4 Jan - 5 Jan 2026
Bishop Suites At The Executive Centre

Aston Waikiki Beach Tower

4.0 star property
Waikiki
9.2 out of 10, Wonderful, (1806)
"Excellent service, great location, and beautiful views from our 2/2 condo balcony beachside. "
United States
Mary
The price is NZ$1,418
includes taxes & fees
4 Jan - 5 Jan 2026
Aston Waikiki Beach Tower

Aston Maui Hill

3.0 star property
South Kihei
9.0 out of 10, Wonderful, (848)
"The accommodations were comfortable, very roomy, nice view from the balcony, and staff was helpful and friendly."
United States
David
The price is NZ$590
includes taxes & fees
10 Dec - 11 Dec
Aston Maui Hill

Banyan Harbor Resort

3.0 star property
Nawiliwili
8.6 out of 10, Excellent, (1115)
"Second time here. Love this place"
United States
Jacob A
The price is NZ$454
includes taxes & fees
10 Dec - 11 Dec
Banyan Harbor Resort

Castle Waikīkī Shore

3.0 star property
Waikiki
8.4 out of 10, Very good, (1232)
"I got what I paid for. Excellent service! Excellent room!"
United States
Cinthia
Castle Waikīkī Shore

Castle Kama'ole Sands

3.0 star property
South Kihei
8.0 out of 10, Very good, (2276)
"great stay for my family"
United States
Jasmin
Castle Kama'ole Sands

Royal Kuhio

3.5 star property
Waikiki
8.6 out of 10, Excellent, (525)
"Very clean, great location, we enjoyed our stay."
United States
Kris Parkinson
The price is NZ$367
includes taxes & fees
10 Dec - 11 Dec
Royal Kuhio

Kiahuna Plantation Resort Kauai by OUTRIGGER

4.0 star property
Poipu
8.4 out of 10, Very good, (979)
"Great place to stay we go there everybyear"
United States
mark
Kiahuna Plantation Resort Kauai by OUTRIGGER

Espacio The Jewel Of Waikiki

5.0 star property
Waikiki
9.8 out of 10, Exceptional, (21)
"The hotel was great, the staff were amazing, and the view from the balcony was beautiful."
United States
Andrew
The price is NZ$6,005
includes taxes & fees
11 Dec - 12 Dec
Espacio The Jewel Of Waikiki
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$331 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.