Hawaii Holiday Rentals

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Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

Condo in Pahala

Sea Mountain
2.5 star property
9.0 out of 10, Wonderful, (505)
"Great price for a great place!"
United States
sara
The price is NZ$332
includes taxes & fees
15 Jan - 16 Jan 2026
Sea Mountain

Aparthotel in Waikiki

Skyline Island Colony Hotel
3.0 star property
7.2 out of 10, Good, (2135)
"Have stayed here a couple of times and always had a great experience "
Canada
Aida
The price is NZ$377
includes taxes & fees
8 Jan - 9 Jan 2026
Skyline Island Colony Hotel

Aparthotel in Lahaina

Aston Kaanapali Shores
3.5 star property
8.8 out of 10, Excellent, (3928)
"Loved the 2 pools and 2 hot tub, staff is great…thank you!"
United States
Candida
The price is NZ$619
includes taxes & fees
24 Dec - 25 Dec
Aston Kaanapali Shores

Aparthotel in Nawiliwili

Banyan Harbor Resort
3.0 star property
8.6 out of 10, Excellent, (1121)
"Perfect for our needs and even our wants! Loved the balcony’s and very clean and spacious especially if you have little ones. "
United States
Dillon
The price is NZ$635
includes taxes & fees
6 Jan - 7 Jan 2026
Banyan Harbor Resort

Aparthotel in Waikiki

Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (3083)
"Slightly dated and older carpets/hallways but rooms are clean and it has everything you need. Great place to stay for a reasonable price in Waikiki. "
Canada
Josh
The price is NZ$384
includes taxes & fees
6 Jan - 7 Jan 2026
Aston Waikiki Sunset

Condo resort in Lahaina

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2886)
"Wonderful stay! "
United States
Quiauna
The price is NZ$1,753
includes taxes & fees
15 Jan - 16 Jan 2026
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
9.6 out of 10, Exceptional, (325)
"great time, great resort, helpful staff"
Canada
Prableen
The price is NZ$1,309
includes taxes & fees
22 Jan - 23 Jan 2026
The Whaler Resort Kaanapali Beach
9.6 out of 10, Exceptional, (261)
"Nice and quiet, peaceful, and cozy. Not a big place; perfect little romantic place for two."
United States
David
The price is NZ$333
includes taxes & fees
30 Dec - 31 Dec
A Private Getaway in the Rainforest. One mile from Volcano National Park.

Apartment in South Kihei

The Ocean View Residence
3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is NZ$1,003
includes taxes & fees
24 Dec - 25 Dec
The Ocean View Residence
10.0 out of 10, Exceptional, (267)
"Great stay"
United States
Noah C.
The price is NZ$656
includes taxes & fees
9 Jan - 10 Jan 2026
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
9.4 out of 10, Exceptional, (26)
"As described , beautiful cozy"
United States
Ankita
The price is NZ$333
includes taxes & fees
15 Jan - 16 Jan 2026
Tropical 1-bedroom cabin. Five minute drive to Hawaii Volcanoes National Park.
9.4 out of 10, Exceptional, (133)
"Quiet clean studio condo in beautiful vacation neighborhood. Hope to stay here again"
United States
Jessica
The price is NZ$448
includes taxes & fees
5 Jan - 6 Jan 2026
Sandpiper 133B - updated and renovated studio in Princeville

Apartment in Keaukaha

Plumeria Hilo Hotel
3.0 star property
8.6 out of 10, Excellent, (20)
"Great place to stay"
United States
Mildred
The price is NZ$391
includes taxes & fees
31 Dec - 1 Jan 2026
Plumeria Hilo Hotel
9.2 out of 10, Wonderful, (132)
"Very beautiful and cozy spot, highly recommend "
United States
Scott
The price is NZ$404
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Hawaiian studio just minutes to the beach and town. No minimum stay

Aparthotel in Holualoa Village

Aston Kona by the Sea
4.0 star property
8.8 out of 10, Excellent, (1165)
"Clean courteous and very nice place"
United States
David
The price is NZ$1,008
includes taxes & fees
23 Jan - 24 Jan 2026
Aston Kona by the Sea

Aparthotel in Lahaina

Napili Shores Maui by OUTRIGGER
3.0 star property
9.0 out of 10, Wonderful, (1716)
"Excellent stay. "
United States
casey william
The price is NZ$710
includes taxes & fees
24 Dec - 25 Dec
Napili Shores Maui by OUTRIGGER

Condo in Waikiki

Royal Kuhio
3.5 star property
8.6 out of 10, Excellent, (532)
"Very clean, great location, we enjoyed our stay."
United States
Kris Parkinson
The price is NZ$473
includes taxes & fees
9 Jan - 10 Jan 2026
Royal Kuhio
9.6 out of 10, Exceptional, (287)
"Great room, affordable, clean, sufficient, well maintained, easy access"
United States
John K.
The price is NZ$656
includes taxes & fees
5 Jan - 6 Jan 2026
AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
9.8 out of 10, Exceptional, (128)
"Perfect location and stay"
United States
Lesley B.
The price is NZ$630
includes taxes & fees
13 Jan - 14 Jan 2026
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
3.0 star property
10.0 out of 10, Exceptional, (2)
"great all around experience. would come here exclusively if the price remained the same"
Canada
Andrew
The price is NZ$792
includes taxes & fees
29 Dec - 30 Dec
Hilo Apartment w/ Lanai - 2 Mi to Beaches!
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$307 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.