Hawaii Vacation 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 vacation rentals

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is CA $173
CA $831 total
includes taxes & fees
May 11 - May 12
Comfy and Modern Condo By Waikiki

Sea Mountain

Sea Mountain
2.5 star property
Pahala
9.0 out of 10, Wonderful, (528 reviews)
"Our rental was perfect! "
United States
Elisha
The price is CA $197
CA $233 total
includes taxes & fees
May 6 - May 7
Sea Mountain

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (23 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is CA $65
CA $703 total
includes taxes & fees
May 6 - May 7
Signature Residences at Maui Banyan

Rooftop Camper Experience Fully Equip

Rooftop Camper Experience Fully Equip
1.0 star property
Anahola
The price is CA $258
CA $678 total
includes taxes & fees
May 13 - May 14
Rooftop Camper Experience Fully Equip

Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
The price is CA $124
CA $443 total
includes taxes & fees
May 12 - May 13
Island Elegance Prime Spot

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.6 out of 10, Excellent, (14 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is CA $495
CA $660 total
includes taxes & fees
May 13 - May 14
Royal Lahaina Bungalows & Spa

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (905 reviews)
"We really enjoyed the pool & hot tub area. The staff was very friendly & helpful & everything was great, we really enjoyed our stay at Maui Hill."
United States
Kelly
The price is CA $337
CA $400 total
includes taxes & fees
May 13 - May 14
Aston Maui Hill

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (2 reviews)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is CA $158
CA $904 total
includes taxes & fees
May 11 - May 12
The Residences at Kamaole Sands Resort

The Surf Hideaway is walking distance to everything Kona

The Surf Hideaway is walking distance to everything Kona
Historic Kailua Village
9.6 out of 10, Exceptional, (105 reviews)
"Exactly what we needed!"
United States
Nicki
The price is CA $110
CA $208 total
includes taxes & fees
May 8 - May 9
The Surf Hideaway is walking distance to everything Kona

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is CA $85
CA $746 total
includes taxes & fees
Jun 2 - Jun 3
The Ocean View Residence

Island Colony hotel

Island Colony hotel
2.5 star property
Waikiki
10.0 out of 10, Exceptional, (1 review)
"The only down side is the parking structure as I paid for 5 days but could not park in it on 1 of the nights."
United States
Jesus
The price is CA $180
CA $457 total
includes taxes & fees
May 11 - May 12
Island Colony hotel

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
10.0 out of 10, Exceptional, (273 reviews)
"Perfectly situated on Maui island to easily visit everything and come back to condo to sleep."
Canada
Jean-Philippe R.
The price is CA $135
CA $533 total
includes taxes & fees
May 6 - May 7
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
8.0 out of 10, Very good, (3 reviews)
"My stay was okay. "
United States
Rosalba
The price is CA $172
CA $932 total
includes taxes & fees
May 9 - May 10
The Kalama Residence

Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,001 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
The price is CA $838
CA $995 total
includes taxes & fees
May 10 - May 11
Aulani, Disney Vacation Club Villas

Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.0 star property
Kahaluu-Keauhou
The price is CA $114
CA $432 total
includes taxes & fees
May 6 - May 7
Sunset Shores - Unit B Kauipoho

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Central Kihei
10.0 out of 10, Exceptional, (111 reviews)
"Beautiful views, lovely beach, convenient parking and good amenities nearby. "
United States
Tesha T.
The price is CA $251
CA $681 total
includes taxes & fees
May 16 - May 17
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,193 reviews)
"We would definitely stay here again "
United States
Duane
The price is CA $230
CA $329 total
includes taxes & fees
May 21 - May 22
Aston Waikiki Sunset

The Cliffs at Princeville

The Cliffs at Princeville
3.5 star property
Princeville
8.8 out of 10, Excellent, (258 reviews)
"Great accommodation not far from many beaches"
United States
Gary Lee
The price is CA $400
CA $504 total
includes taxes & fees
May 11 - May 12
The Cliffs at Princeville

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
9.6 out of 10, Exceptional, (299 reviews)
"Great attentive host. Location very close to the beach!"
United States
Mary G.
The price is CA $142
CA $546 total
includes taxes & fees
May 23 - May 24
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.8 out of 10, Exceptional, (34 reviews)
"Perfect "
United States
sylvia
The price is CA $121
CA $454 total
includes taxes & fees
May 19 - May 20
Ocean View Condo in the Heart of Kona
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hawaii vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hawaii vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hawaii vacation rentals we have selected for you start as low as CA $270 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 vacation 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 vacation.

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.