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

Sea Mountain

Sea Mountain
2.5 star property
Pahala
9.0 out of 10, Wonderful, (540 reviews)
"great location, friendly staff"
United States
Rodolfo
The price is NZ$260
includes taxes & fees
19 July - 20 July
Sea Mountain

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (433 reviews)
"Great location! We enjoyed being right by Whaler’s Village with all the restaurants and shops. It’s also close to Black Rock which is great for snorkeling. We will be coming back for future Maui trips."
United States
Julie
The price is NZ$1,185
includes taxes & fees
9 Aug - 10 Aug
The Whaler Resort Kaanapali Beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,833 reviews)
"Perfect place to relax has everything you need you can stay in and cook for yourself or you can go to the restaurant plenty of options up the street perfect place to be in paradise"
United States
monica gene
The price is NZ$424
includes taxes & fees
5 Aug - 6 Aug
Napili Shores Maui by OUTRIGGER

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,184 reviews)
"We were very happy with our stay."
United States
Joni
The price is NZ$494
includes taxes & fees
18 July - 19 July
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,588 reviews)
"Nice stay! snorkeling right on beach front from room,, reef"
United States
Adrian
The price is NZ$573
includes taxes & fees
1 Aug - 2 Aug
Aston Maui Kaanapali Villas

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is NZ$690
includes taxes & fees
20 July - 21 July
Comfy and Modern Condo By Waikiki

Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
The price is NZ$543
includes taxes & fees
21 July - 22 July
Island Elegance Prime Spot

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, (122 reviews)
"Great place to stay for a night!"
United States
Anna H.
The price is NZ$261
includes taxes & fees
21 July - 22 July
The Surf Hideaway is walking distance to everything Kona

2022 Red 4Runner

2022 Red 4Runner
1.0 star property
Anahola
The price is NZ$601
includes taxes & fees
21 July - 22 July
2022 Red 4Runner

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

Tropical 1-bedroom cabin. Five minute drive to Hawaii Volcanoes National Park.
Volcano
8.6 out of 10, Excellent, (55 reviews)
"Clean place, comfortable bed, friendly host"
United States
Allison
The price is NZ$291
includes taxes & fees
28 July - 29 July
Tropical 1-bedroom cabin. Five minute drive to Hawaii Volcanoes National Park.

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,001 reviews)
"Great location"
United States
Ryan
The price is NZ$1,452
includes taxes & fees
16 Aug - 17 Aug
OUTRIGGER Honua Kai Resort & Spa

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, (114 reviews)
"It was excellent location.Walking to lots of different restaurants in other hotels and the beach. The bathroom was a little musty smelling, so I had to buy a plugin"
United States
Cheri
The price is NZ$566
includes taxes & fees
22 July - 23 July
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

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, (304 reviews)
"Exceptional host, comfy beds and pillows, great location!"
United States
Brenda C.
The price is NZ$701
includes taxes & fees
14 Aug - 15 Aug
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

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, (1,550 reviews)
"Awesome place and location. Ocean view and wrap around balcony incredible. Very spacious for our family. Could not be happier!"
United States
Joseph C
The price is NZ$1,184
includes taxes & fees
31 July - 1 Aug
Aston at The Whaler on Kaanapali Beach

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,227 reviews)
"Loved our stay"
United States
Randal
The price is NZ$441
includes taxes & fees
2 Aug - 3 Aug
Aston Waikiki Sunset

Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.8 out of 10, Exceptional, (39 reviews)
"This is a lovely apartment. Very clean. Location is great for everything. The ocean breeze is unforgettable! Quite at night. Beds are comfy. Will come back!"
United States
Zhi
The price is NZ$548
includes taxes & fees
22 July - 23 July
Ocean View Condo in the Heart of Kona

ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.

ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.
Kaunakakai
9.2 out of 10, Wonderful, (120 reviews)
"Excellent views and sightlines for leaping whales."
United States
David K.
The price is NZ$598
includes taxes & fees
19 July - 20 July
ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
5.0 out of 10, (2 reviews)
The price is NZ$726
includes taxes & fees
20 July - 21 July
Skyline Island Stay-2 Adjoining Studios

Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,239 reviews)
"The condo was spacious, clean, and located in a great area. Definitely recommend."
United States
Lisa
The price is NZ$486
includes taxes & fees
3 Aug - 4 Aug
Banyan Harbor Resort

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Kailua-Kona
10.0 out of 10, Exceptional, (196 reviews)
"This is our favorite placevto stay on the big island!"
United States
Shannon P.
The price is NZ$691
includes taxes & fees
8 Aug - 9 Aug
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
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$381 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