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. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (251 reviews)
"I had a good time in my stay"
United States
Dawa
$140 nightly
The price is $167
Nov 2 - Nov 3
Total with taxes and fees
Napili Village Hotel

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,409 reviews)
"Great Stay"
United States
Roopa Rani
$222 nightly
The price is $264
Nov 26 - Nov 27
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, (1,908 reviews)
"Very nice location and grounds. Throughly enjoyed our stay!"
United States
Steve
$231 nightly
The price is $274
Oct 27 - Oct 28
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

4. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
8.0 out of 10, Very good, (3,313 reviews)
"The staff was very nice"
United States
Angel
$192 nightly
The price is $228
Nov 8 - Nov 9
Total with taxes and fees
Aston Waikiki Sunset

5. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,310 reviews)
"Great place"
United States
Iurii
$133 nightly
The price is $158
Oct 27 - Oct 28
Total with taxes and fees
Skyline Island Colony Hotel

6. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (507 reviews)
"Amazing stay!"
United States
zachary
$561 nightly
The price is $666
Oct 28 - Oct 29
Total with taxes and fees
The Whaler Resort Kaanapali Beach

7. 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, (131 reviews)
"Great place to stay for a night!"
United States
Anna H.
$150 nightly
The price is $175
Nov 11 - Nov 12
Total with taxes and fees
The Surf Hideaway is walking distance to everything Kona

8. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
9.0 out of 10, Wonderful, (1,034 reviews)
"Possibly the nicest resort on Oahu. The Disney hospitality puts it over the top. It gets very crowded but service never suffers."
United States
David
$634 nightly
The price is $752
Oct 27 - Oct 28
Total with taxes and fees
Aulani, Disney Vacation Club Villas

9. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (636 reviews)
"Great stay and location."
United States
Armando
$210 nightly
The price is $249
Oct 27 - Oct 28
Total with taxes and fees
Royal Kuhio

10. 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, (151 reviews)
"My wife and I had an incredible time at the studio.The location is perfect, the amenities were very helpful (beach chairs, umbrella, parking pass, etc).Daniel was easy to communicate with and answered any questions we had.Your stay in the north shore will be pricey, but this place was a bright spot for the wallet and made our time that much better!"
United States
Kade W.
$288 nightly
The price is $337
Nov 1 - Nov 2
Total with taxes and fees
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

11. 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, (177 reviews)
"Great location in the heart of Kihei. Easy parking. Well equipped condo with view of the ocean. Owners very responsive to questions."
United States
Jo
$321 nightly
The price is $375
Oct 27 - Oct 28
Total with taxes and fees
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

12. 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, (120 reviews)
"Wonderful location and beautiful beach!"
United States
cari w.
$262 nightly
The price is $305
Oct 27 - Oct 28
Total with taxes and fees
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

13. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (261 reviews)
"Quite peaceful setting with Fantastic views. Great sunsets on the balcony."
United States
Alfred D.
$275 nightly
The price is $322
Oct 27 - Oct 28
Total with taxes and fees
Studio Kohala Big Island Ocean View

14. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,654 reviews)
"Amazing and relaxing resort"
United States
Mariano
$282 nightly
The price is $335
Nov 26 - Nov 27
Total with taxes and fees
Aston Maui Kaanapali Villas

15. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (113 reviews)
"Great location and value!"
United States
Christopher
$316 nightly
The price is $370
Nov 12 - Nov 13
Total with taxes and fees
Beautiful, Renovated, Hale Kamaole 159

16. HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees
Princeville
8.8 out of 10, Excellent, (109 reviews)
"We enjoyed our stay! Beautiful place. "
United States
Rhonda R.
$337 nightly
The price is $393
Nov 1 - Nov 2
Total with taxes and fees
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

17. WAIKIKI 1 BR CRN, FREE PKG NO RESORT FEE BEACH ITEMS, CALLS YOUTUBE, NETFLIX

WAIKIKI 1 BR CRN, FREE PKG NO RESORT FEE BEACH ITEMS, CALLS YOUTUBE, NETFLIX
Waikiki
9.4 out of 10, Exceptional, (304 reviews)
"Excellent stay"
United Kingdom
Anonymous traveler
$393 nightly
The price is $460
Oct 27 - Oct 28
Total with taxes and fees
WAIKIKI 1 BR CRN, FREE PKG NO RESORT FEE BEACH ITEMS, CALLS YOUTUBE, NETFLIX

18. 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, (281 reviews)
"Very good place to stay. Very clean 100% recommend."
United States
john
$342 nightly
The price is $399
Nov 2 - Nov 3
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

19. 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)
"Beautiful property"
United States
Kelly A.
$284 nightly
The price is $332
Oct 27 - Oct 28
Total with taxes and fees
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai

20. Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.4 out of 10, Exceptional, (46 reviews)
"Great spot close to amenities with a gorgeous view."
United States
Monica T.
$289 nightly
The price is $338
Oct 27 - Oct 28
Total with taxes and fees
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.
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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 $158, up to $865 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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