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, (459 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
$555 nightly
The price is $659
Oct 1 - Oct 2
Total with taxes and fees
The Whaler Resort Kaanapali Beach

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,291 reviews)
"Great location!"
United States
Shad
$199 nightly
The price is $237
Sep 10 - Sep 11
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, (1,867 reviews)
"Love this place!"
United States
Diana
$258 nightly
The price is $307
Sep 5 - Sep 6
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

4. 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.
$131 nightly
The price is $153
Sep 8 - Sep 9
Total with taxes and fees
The Surf Hideaway is walking distance to everything Kona

5. 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
$327 nightly
The price is $388
Sep 10 - Sep 11
Total with taxes and fees
Aston Maui Hill

6. Tropical 1-bedroom cabin. Five minute drive to Hawaii Volcanoes National Park.

Tropical 1-bedroom cabin. Five minute drive to Hawaii Volcanoes National Park.
Volcano
8.6 out of 10, Excellent, (58 reviews)
"Clean place, comfortable bed, friendly host"
United States
Allison
$156 nightly
The price is $182
Sep 7 - Sep 8
Total with taxes and fees
Tropical 1-bedroom cabin. Five minute drive to Hawaii Volcanoes National Park.

7. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,038 reviews)
"Beautiful property, kind staff, Dukes restaurant was awesome & located on property!! Will definitely come back again!!"
United States
Diana
$881 nightly
The price is $956
Sep 7 - Sep 8
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, (1,275 reviews)
"Close to most of places to visit"
United States
Bernadette
$217 nightly
The price is $258
Oct 5 - Oct 6
Total with taxes and fees
Banyan Harbor Resort

9. 2021 SUPREME TACOMA TRD

2021 SUPREME TACOMA TRD
1.0 star property
Anahola
$284 nightly
The price is $338
Oct 1 - Oct 2
Total with taxes and fees
2021 SUPREME TACOMA TRD

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 6 - Sep 7
Total with taxes and fees
Studio Kohala Big Island Ocean View

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

Oceanfront cottage w/ AC @ Kehena Beach, Hawaii
Kehena Beach Estates
9.4 out of 10, Exceptional, (64 reviews)
"We loved it"
United States
Haochen
$167 nightly
The price is $195
Sep 9 - Sep 10
Total with taxes and fees
Oceanfront cottage w/ AC @ Kehena Beach, Hawaii

12. 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, (1,556 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
$392 nightly
The price is $466
Sep 28 - Sep 29
Total with taxes and fees
Aston at The Whaler on Kaanapali Beach

13. Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.6 out of 10, Exceptional, (43 reviews)
"Everything was perfect!"
United States
Agassy
$291 nightly
The price is $340
Sep 13 - Sep 14
Total with taxes and fees
Ocean View Condo in the Heart of Kona

14. 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!

15. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,624 reviews)
"Loved the waterfront cafe and beautiful beach!"
United States
Sabrina
$292 nightly
The price is $347
Sep 14 - Sep 15
Total with taxes and fees
Aston Maui Kaanapali Villas

16. 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.
$300 nightly
The price is $350
Sep 8 - Sep 9
Total with taxes and fees
Beautiful, Renovated, Hale Kamaole 159

17. 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, (108 reviews)
"We enjoyed our stay! Beautiful place. "
United States
Rhonda R.
$323 nightly
The price is $377
Sep 8 - Sep 9
Total with taxes and fees
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

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 7 - Sep 8
Total with taxes and fees
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

19. Experience historic charm near Kailua Pier - Walk to restaurants, shops,AC,Wifi

Experience historic charm near Kailua Pier - Walk to restaurants, shops,AC,Wifi
Historic Kailua Village
9.6 out of 10, Exceptional, (224 reviews)
"I traveled s as lone and found my stay very easy"
United States
Virgilia A.
$228 nightly
The price is $267
Sep 12 - Sep 13
Total with taxes and fees
Experience historic charm near Kailua Pier - Walk to restaurants, shops,AC,Wifi

20. 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 8 - Sep 9
Total with taxes and fees
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
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 $215, up to $730 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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