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

Vacation Rentals in Hawaii

Top Cities in Hawaii

Our top choices for Hawaii vacation rentals

1. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,285 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
$187 nightly
The price is $223
Oct 14 - Oct 15
Total with taxes and fees
Aston Waikiki Sunset

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,337 reviews)
"Great Stay"
United States
Roopa Rani
$248 nightly
The price is $295
Sep 29 - Sep 30
Total with taxes and fees
Aston Kaanapali Shores

3. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,885 reviews)
"Love this place!"
United States
Diana
$262 nightly
The price is $311
Sep 29 - Sep 30
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

4. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (628 reviews)
"The location was great, it’s within walking distance to every thing."
United States
MARIA ISABEL
$249 nightly
The price is $296
Oct 14 - Oct 15
Total with taxes and fees
Royal Kuhio

5. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,300 reviews)
"Great place"
United States
Iurii
$128 nightly
The price is $152
Oct 1 - Oct 2
Total with taxes and fees
Skyline Island Colony Hotel

6. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
9.0 out of 10, Wonderful, (1,026 reviews)
"Beautiful Resort"
United States
Karla
$634 nightly
The price is $752
Oct 18 - Oct 19
Total with taxes and fees
Aulani, Disney Vacation Club Villas

7. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (236 reviews)
"thank you for the best stay! perfect location, stunning beach with walking distance to beach, cafe, and rentals. room had everything we needed, recommend upgrading to ocean view it was a treat!"
United States
ASHLEY
$182 nightly
The price is $216
Oct 1 - Oct 2
Total with taxes and fees
Napili Village Hotel

8. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very good, (611 reviews)
"Nice beach view, clean room, great location."
United States
Zhengrong
$626 nightly
The price is $679
Sep 30 - Oct 1
Total with taxes and fees
Waikiki Shore by OUTRIGGER

9. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (478 reviews)
"Great place"
United States
Alessio
$561 nightly
The price is $666
Oct 7 - Oct 8
Total with taxes and fees
The Whaler Resort Kaanapali Beach

10. 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, (129 reviews)
"Budget friendly Big Island experience."
United States
Courtney W.
$140 nightly
The price is $163
Oct 1 - Oct 2
Total with taxes and fees
The Surf Hideaway is walking distance to everything Kona

11. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (977 reviews)
"The property was very welcoming and respectful. Love the swimming pool . We went in it every day. We meet a lot of people who has timeshares and respect their surroundings. Mahalo 🌺"
United States
Lisa
$285 nightly
The price is $339
Oct 28 - Oct 29
Total with taxes and fees
Aston Maui Hill

12. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (101 reviews)
"Awesome"
United States
Gerald
$739 nightly
The price is $877
Oct 3 - Oct 4
Total with taxes and fees
Honua Kai Konea Resort by KBM

13. 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, (308 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
$321 nightly
The price is $377
Sep 29 - Sep 30
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

14. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (257 reviews)
"an excellant place to stay. peaceful, accomodating, overall perfect."
United States
Sandra H.
$260 nightly
The price is $306
Sep 29 - Sep 30
Total with taxes and fees
Studio Kohala Big Island Ocean View

15. 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, (469 reviews)
"Great place to stay while exploring Hana"
Canada
Igor G.
$347 nightly
The price is $409
Oct 16 - Oct 17
Total with taxes and fees
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

16. Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest
Mountain View
9.4 out of 10, Exceptional, (85 reviews)
"Was a great stay and close to the park."
United States
Pamela W.
$232 nightly
The price is $272
Sep 29 - Sep 30
Total with taxes and fees
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

17. 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)
"Beautiful cottage close to the park!"
United States
Wendy E.
$211 nightly
The price is $248
Sep 30 - Oct 1
Total with taxes and fees
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

18. Oceanfront cottage w/ AC @ Kehena Beach, Hawaii

Oceanfront cottage w/ AC @ Kehena Beach, Hawaii
Kehena Beach Estates
9.4 out of 10, Exceptional, (66 reviews)
"We loved it"
United States
Haochen
$160 nightly
The price is $187
Sep 29 - Sep 30
Total with taxes and fees
Oceanfront cottage w/ AC @ Kehena Beach, Hawaii

19. 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
$321 nightly
The price is $377
Sep 29 - Sep 30
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

20. Islands at Mauna Lani Ocean View 4-bedroom Ml-4220 by KBM

Islands at Mauna Lani Ocean View 4-bedroom Ml-4220 by KBM
4.5 star property
Kamuela
$3,116 nightly
The price is $3,772
Oct 3 - Oct 4
Total with taxes and fees
Islands at Mauna Lani Ocean View 4-bedroom Ml-4220 by KBM
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 $152, up to $679 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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