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. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,891 reviews)
"Great property"
United States
Shawn
$224 nightly
The price is $266
Oct 25 - Oct 26
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,356 reviews)
"Great Stay"
United States
Roopa Rani
$264 nightly
The price is $314
Oct 10 - Oct 11
Total with taxes and fees
Aston Kaanapali Shores

3. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (241 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
$188 nightly
The price is $223
Oct 31 - Nov 1
Total with taxes and fees
Napili Village Hotel

4. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,643 reviews)
"Great place will stay again!"
United States
Joseph
$295 nightly
The price is $351
Nov 1 - Nov 2
Total with taxes and fees
Aston Maui Kaanapali Villas

5. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,029 reviews)
"Beautiful Resort"
United States
Karla
$634 nightly
The price is $752
Oct 12 - Oct 13
Total with taxes and fees
Aulani, Disney Vacation Club Villas

6. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (485 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

7. 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, (174 reviews)
"Perfect location, great parking. Excellent value and manager was wonderful. "
United States
Cheyenne M.
$320 nightly
The price is $374
Oct 14 - Oct 15
Total with taxes and fees
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

8. @ Marbella Lane - Executive Suite Steps to Beach

@ Marbella Lane - Executive Suite Steps to Beach
4.0 star property
Waikiki
$476 nightly
The price is $557
Oct 29 - Oct 30
Total with taxes and fees
@ Marbella Lane - Executive Suite Steps to Beach

9. 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, (149 reviews)
"Great property located in a great location. "
United States
Joe W.
$284 nightly
The price is $333
Oct 11 - Oct 12
Total with taxes and fees
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

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)
"Great place to stay for a night!"
United States
Anna H.
$140 nightly
The price is $163
Oct 13 - Oct 14
Total with taxes and fees
The Surf Hideaway is walking distance to everything Kona

11. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (259 reviews)
"an excellant place to stay. peaceful, accomodating, overall perfect."
United States
Sandra H.
$274 nightly
The price is $321
Oct 6 - Oct 7
Total with taxes and fees
Studio Kohala Big Island Ocean View

12. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (630 reviews)
"Great stay and location."
United States
Armando
$219 nightly
The price is $260
Nov 2 - Nov 3
Total with taxes and fees
Royal Kuhio

13. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (113 reviews)
"I’ve stayed at several units in the same complex and this one was one of the best. Nicely appointed and a great view from the lanai. The bed was very comfy and the AC worked great. It’s so nice to be able to walk across the street to such a nice beach, we even saw a turtle in the water."
United States
Daniel L.
$311 nightly
The price is $364
Oct 23 - Oct 24
Total with taxes and fees
Beautiful, Renovated, Hale Kamaole 159

14. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,288 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
$191 nightly
The price is $226
Oct 19 - Oct 20
Total with taxes and fees
Aston Waikiki Sunset

15. 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.
$319 nightly
The price is $373
Oct 10 - Oct 11
Total with taxes and fees
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

16. Comfortable Condo on Turtle Bay Golf Course Sleeps 5

Comfortable Condo on Turtle Bay Golf Course Sleeps 5
Kahuku
9.6 out of 10, Exceptional, (254 reviews)
"really enjoyed our stay - thank you!"
United States
Carl B.
$499 nightly
The price is $583
Nov 3 - Nov 4
Total with taxes and fees
Comfortable Condo on Turtle Bay Golf Course Sleeps 5

17. A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (223 reviews)
"Great location for our last night. Walk to the beach and close enough to the airport for an early flight."
United States
jeff s.
$372 nightly
The price is $436
Oct 24 - Oct 25
Total with taxes and fees
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

18. 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.
$283 nightly
The price is $329
Oct 9 - Oct 10
Total with taxes and fees
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

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
$342 nightly
The price is $399
Oct 22 - Oct 23
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

20. Modern Island Studio

Modern Island Studio
Princeville
9.8 out of 10, Exceptional, (287 reviews)
"We enjoyed our stay. It was super lovely. High quality beach gear was provided, including towels, snorkel gear, beach chairs, etc."
United States
Kyra N.
$286 nightly
The price is $335
Oct 8 - Oct 9
Total with taxes and fees
Modern Island Studio
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 $148, up to $980 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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