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

Vacation Rentals in Hawaii

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Top Cities in Hawaii

Our top choices for Hawaii vacation rentals

1. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (964 reviews)
"Dennis and the entire staff made our trip so enjoyable. We will forever have a special place in our hearts for this place. Celebrated our 10 year wedding anniversary here!"
United States
Arleen
$250 nightly
The price is $297
Oct 1 - Oct 2
Total with taxes and fees
Aston Maui Hill

2. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (458 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
$543 nightly
The price is $644
Sep 1 - Sep 2
Total with taxes and fees
The Whaler Resort Kaanapali Beach

3. The Pacifica Inn

The Pacifica Inn
3.0 star property
Volcano
$213 nightly
The price is $253
Sep 3 - Sep 4
Total with taxes and fees
The Pacifica Inn

4. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,288 reviews)
"Great location!"
United States
Shad
$234 nightly
The price is $278
Sep 1 - Sep 2
Total with taxes and fees
Aston Kaanapali Shores

5. 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, (127 reviews)
"Great place to stay for a night!"
United States
Anna H.
$140 nightly
The price is $163
Sep 2 - Sep 3
Total with taxes and fees
The Surf Hideaway is walking distance to everything Kona

6. 2021 SUPREME TACOMA TRD

2021 SUPREME TACOMA TRD
1.0 star property
Anahola
$284 nightly
The price is $338
Sep 2 - Sep 3
Total with taxes and fees
2021 SUPREME TACOMA TRD

7. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,034 reviews)
"Definitely a go-to place to stay for my wife and I. We visit Maui almost every other year, and while we like to check out other places, Honua Kai will always be one of our constants."
United States
Benjamin
$860 nightly
The price is $931
Sep 29 - Sep 30
Total with taxes and fees
OUTRIGGER Honua Kai Resort & Spa

8. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very Good, (1,274 reviews)
"The staff on this property are great."
United States
Romeo Paul Teel
$234 nightly
The price is $277
Sep 29 - Sep 30
Total with taxes and fees
Banyan Harbor Resort

9. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,865 reviews)
"Napili Shores is an awesome place and great Hawaiian vibe! Quiet and serene let alone Napili Bay and the famous Gazebo Restaurant! Beautiful views!"
Canada
Kevin
$351 nightly
The price is $417
Sep 7 - Sep 8
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

10. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (255 reviews)
"We had a wonderful stay at Studio Kohala Big Island Ocean View! The space was comfortable, peaceful, and offered beautiful views. Loved listening to the wind at night! The hosts were thoughtful and welcoming, and they even provided yogurt and fresh fruit for us in the morning, which was such a nice touch. We truly enjoyed our stay and would happily return. Highly recommend!"
United States
Nichole
$274 nightly
The price is $321
Sep 4 - Sep 5
Total with taxes and fees
Studio Kohala Big Island Ocean View

11. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,267 reviews)
"It was great stay very convenient close to the beach and everything at short walking distance."
United States
Daniel
$196 nightly
The price is $232
Sep 22 - Sep 23
Total with taxes and fees
Aston Waikiki Sunset

12. Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana Town Center
9.6 out of 10, Exceptional, (463 reviews)
"Great place to stay while exploring Hana"
Canada
Igor G.
$332 nightly
The price is $388
Sep 14 - Sep 15
Total with taxes and fees
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

13. 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, (119 reviews)
"Great location, close to the beach, the pool and shopping centers."
United States
Tania
$284 nightly
The price is $330
Sep 7 - Sep 8
Total with taxes and fees
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

14. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.2 out of 10, Wonderful, (1,557 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
$366 nightly
The price is $435
Sep 30 - Oct 1
Total with taxes and fees
Aston at The Whaler on Kaanapali Beach

15. 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, (306 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
$336 nightly
The price is $393
Sep 9 - Sep 10
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

16. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,016 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
$655 nightly
The price is $777
Sep 2 - Sep 3
Total with taxes and fees
Aulani, Disney Vacation Club Villas

17. Embrace the soothing trade winds & let the ocean breeze carry your worries away

Embrace the soothing trade winds & let the ocean breeze carry your worries away
Hilo
9.8 out of 10, Exceptional, (72 reviews)
"Excellent host. Beautiful property. Perfect location for the Hilo side of the Big Island."
United States
Aaron G.
$362 nightly
The price is $423
Sep 1 - Sep 2
Total with taxes and fees
Embrace the soothing trade winds & let the ocean breeze carry your worries away

18. Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park
Volcano
9.6 out of 10, Exceptional, (125 reviews)
"Loved this place! Clean, quiet, fully equipped kitchen, comfortable beds, beautifully furnished. Would ddefinitely book again."
United States
Sherree F.
$219 nightly
The price is $256
Sep 1 - Sep 2
Total with taxes and fees
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

19. Rooftop Camper Experience Fully Equip

Rooftop Camper Experience Fully Equip
1.0 star property
Anahola
$294 nightly
The price is $349
Sep 4 - Sep 5
Total with taxes and fees
Rooftop Camper Experience Fully Equip

20. 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, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
$344 nightly
The price is $403
Sep 1 - Sep 2
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
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

Aloha to your slice of paradise in a Hawaii vacation rental

How much is a vacation rental in Hawaii?


Expedia has fantastic deals starting at just $184, up to $931 per night for top-end luxury vacation rentals in Hawaii. Prices depend on your travel details, such as location, dates, and property amenities.


How many vacation rentals are available in Hawaii?


There are Hawaii vacation rentals for you to choose from. At Expedia, you have a great selection of amazing properties all in one place, you just have to select your ideal stay.


Where can I find the best vacation rentals in Hawaii?


Discover the vibrant energy of a vacation rental on Oahu with North Shore’s gigantic waves, famous Waikiki beach, and exciting nightlife of Honolulu. Book a stay on Maui where spectacular waterfalls, laid-back beaches, and the luxury resort town of Wailea offer something for everyone. Get a Kauai island vacation rental to enjoy emerald mountain beauty and proximity to Poipu Beach—a gorgeous kid-friendly swimming spot. For volcanic drama, choose to  rent a property on Big Island and feel the lava power beneath you. The Hawaiian Islands each have a unique flavor, so discover your dream vacation rental with Expedia.


What type of vacation rental can I get in Hawaii?


A stay in a Hawaiian vacation rental could be a serene oceanfront cottage for two or a resort property stacked with watersports for the whole family. Condos, aparthotels, and luxury villas are just some of the vacation rentals Expedia offers in Hawaii. Use our property type search filter to pick the one for you. 


What amenities should I look out for in a vacation rental in Hawaii?


On-site casinos, hot tubs, and pools are the luxury extras that make your vacation special. And free Wi-Fi, air-conditioning, and parking can make your stay more comfortable. The right amenities can make all the difference to your Hawaii vacation rental.


What are some great ocean view vacation rentals in Hawaii?


Panoramas are par for the course in Hawaii, so why not go for the breathtaking ocean views and dramatic vistas at the exquisite Hyatt Residence Club Upper Floor Villa on Lahaina Beach in Maui. Another option is a modern oceanfront condo at Aston Kona by the Sea in the historic district of Kailua-Kona on the Big Island. And the palatial 4 bedroom villa on the 6th hole of Princeville’s Makai Golf Course on Kauai offers spectacular ocean views from the property and from your bubbling hot tub. 


Why book a vacation rental in Hawaii?


With many Hawaii vacation rentals on luxurious resorts, you get the best of the hotel experience with the freedom of your own space. That means access to incredible pools, spas, gyms, and beaches when you want them, and total privacy when you don’t. You can also rent other property types like vacation homes, you have plenty of choice.


How to get the best deal for a vacation rental in Hawaii?


Find an incredible deal on your Hawaii vacation rental by checking out the latest offers on Expedia. Or simply enter your travel dates and use our search filters to narrow your selection by price, amenities, or property type. The map makes it easy to choose a vacation rental on your favorite Hawaiian island or beach.


When is the best time to enjoy a vacation rental in Hawaii?


Hawaii’s beautiful temperatures all year makes it a fantastic vacation rental destination anytime. Visitors love travelling to Hawaii in to escape the weather at home. But low season means more deals on vacation rentals and quieter beaches in .


Why book a vacation rental with Expedia?


Expedia has incredible prices on Hawaii vacation rentals, flights, and car rentals from all the big names and bundled them together for you. And when you book these deals together, you get even bigger discounts!


Can I change or cancel my vacation rental?


Plans change—which is why we keep things flexible. You may be able to cancel your booking depending on the property and the type of deals you chose. Just go into your itinerary and follow the instructions or visit our Customer Service page for more help. For future bookings, keep an eye out for our flexible options, like free cancellation and reserve now, pay later.


Can I cancel my vacation rental?


Expedia offers free cancellation as well as reserve now, pay later options on some vacation rentals. Look out for details when you book or check your itinerary to see if your existing booking qualifies for cancellation. For more information on how to cancel or change your booking go to our Customer Service Portal


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