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. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (468 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
$549 nightly
The price is $652
Oct 7 - Oct 8
Total with taxes and fees
The Whaler Resort Kaanapali Beach

2. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,879 reviews)
"Love this place!"
United States
Diana
$228 nightly
The price is $270
Sep 29 - Sep 30
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

3. 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, (128 reviews)
"Great place to stay for a night!"
United States
Anna H.
$140 nightly
The price is $163
Sep 19 - Sep 20
Total with taxes and fees
The Surf Hideaway is walking distance to everything Kona

4. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,314 reviews)
"We loved the grounds and people. Definitely will be booking to stay there, again."
United States
Scot
$224 nightly
The price is $266
Sep 19 - Sep 20
Total with taxes and fees
Aston Kaanapali Shores

5. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (255 reviews)
"an excellant place to stay. peaceful, accomodating, overall perfect."
United States
Sandra H.
$274 nightly
The price is $321
Sep 20 - Sep 21
Total with taxes and fees
Studio Kohala Big Island Ocean View

6. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,632 reviews)
"Loved the waterfront cafe and beautiful beach!"
United States
Sabrina
$303 nightly
The price is $360
Oct 5 - Oct 6
Total with taxes and fees
Aston Maui Kaanapali Villas

7. 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
$342 nightly
The price is $399
Oct 7 - Oct 8
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

8. Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.6 out of 10, Exceptional, (45 reviews)
"Everything was perfect!"
United States
Agassy
$265 nightly
The price is $312
Sep 21 - Sep 22
Total with taxes and fees
Ocean View Condo in the Heart of Kona

9. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (230 reviews)
"Great place! It’s quite and 30 seconds to the beach."
United States
Alysson E
$184 nightly
The price is $219
Oct 19 - Oct 20
Total with taxes and fees
Napili Village Hotel

10. 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, (466 reviews)
"When can we go back? What an amazing place to stay in and a great house/host."
United States
Jeffrey F.
$330 nightly
The price is $386
Oct 16 - Oct 17
Total with taxes and fees
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

11. Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Princeville
9.8 out of 10, Exceptional, (147 reviews)
"Great property located in a great location. "
United States
Joe W.
$288 nightly
The price is $337
Sep 21 - Sep 22
Total with taxes and fees
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

12. 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
$342 nightly
The price is $399
Sep 24 - Sep 25
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

13. Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
South Kihei
10.0 out of 10, Exceptional, (173 reviews)
"Perfect location, great parking. Excellent value and manager was wonderful. "
United States
Cheyenne M.
$329 nightly
The price is $385
Sep 22 - Sep 23
Total with taxes and fees
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

14. 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)
"Wonderful location and beautiful beach!"
United States
cari w.
$272 nightly
The price is $317
Sep 20 - Sep 21
Total with taxes and fees
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

15. 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 20 - Sep 21
Total with taxes and fees
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

16. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (971 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
$276 nightly
The price is $328
Oct 18 - Oct 19
Total with taxes and fees
Aston Maui Hill

17. Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai

Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai
Hakalau
9.8 out of 10, Exceptional, (122 reviews)
"Everything was amazing! Laurel was so helpful and kind, I loved staying at her cute and cozy place❤️ We got a very thoughtful tray of local fruits from her and a home-baked banana bread which I thought was very cool."
United States
Shahrzad
$245 nightly
The price is $287
Sep 20 - Sep 21
Total with taxes and fees
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai

18. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (317 reviews)
"Kevin was a great host! Communication was prompt and he gave wonderful suggestions on places to eat, things to do.The condo was beautiful, very cozy and clean.We would definitely stay here again"
United States
Janet M.
$343 nightly
The price is $402
Sep 21 - Sep 22
Total with taxes and fees
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

19. Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.4 out of 10, Exceptional, (463 reviews)
"Such a unique property! Loved the location! I wish we could have stayed longer!!"
United States
Linda K.
$345 nightly
The price is $404
Oct 2 - Oct 3
Total with taxes and fees
Fisher's Hana Bay Hale, Across from Hana Bay

20. Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.6 out of 10, Exceptional, (84 reviews)
"We loved our stay! Great location"
United States
Madison
$295 nightly
The price is $345
Sep 23 - Sep 24
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
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 $190, up to $731 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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