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, (1,863 reviews)
"Napili Shores is an awesome place and great Hawaiian vibe! Quiet and serene let alone Napili Bay and the famous Gazebo Restaurant! Beautiful views!"
Canada
Kevin
$329 nightly
The price is $391
Sep 1 - Sep 2
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

2. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (962 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
$284 nightly
The price is $337
Sep 24 - Sep 25
Total with taxes and fees
Aston Maui Hill

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,281 reviews)
"Great location!"
United States
Shad
$230 nightly
The price is $273
Aug 27 - Aug 28
Total with taxes and fees
Aston Kaanapali Shores

4. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,015 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
$655 nightly
The price is $777
Aug 31 - Sep 1
Total with taxes and fees
Aulani, Disney Vacation Club Villas

5. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,027 reviews)
"We found this resort clean, family friendly,"
United States
Amanda
$768 nightly
The price is $834
Aug 29 - Aug 30
Total with taxes and fees
OUTRIGGER Honua Kai Resort & Spa

6. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very Good, (1,271 reviews)
"The staff on this property are great."
United States
Romeo Paul Teel
$228 nightly
The price is $271
Aug 30 - Aug 31
Total with taxes and fees
Banyan Harbor Resort

7. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (455 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
$536 nightly
The price is $636
Aug 27 - Aug 28
Total with taxes and fees
The Whaler Resort Kaanapali Beach

8. The Cottages at Makai Club

The Cottages at Makai Club
4.0 star property
Princeville
$8,713 nightly
The price is $10,344
Sep 4 - Sep 5
Total with taxes and fees
The Cottages at Makai Club

9. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,288 reviews)
"Staff was super nice"
United States
Luis
$154 nightly
The price is $183
Aug 31 - Sep 1
Total with taxes and fees
Skyline Island Colony Hotel

10. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (97 reviews)
"This was our second stay here, the property was perfect in every way (again). It suited our family perfect, from the beautiful ocean view, two spacious bedrooms, kitchen, washer dryer, bbq, cleanliness, so many swimming pools to choose from, pool slide, so close to restaurants, dukes is a staple to eat at, beach rentals, and beach access. Best experience ever."
United States
Pamela
$1,617 nightly
The price is $1,919
Sep 21 - Sep 22
Total with taxes and fees
Honua Kai Konea Resort by KBM

11. Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
8.0 out of 10, Very Good, (5 reviews)
"Great location and stay!! Had everything we needed and more. Was comfortable and easy."
United States
Alex
$412 nightly
The price is $489
Aug 27 - Aug 28
Total with taxes and fees
Skyline Island Stay-2 Adjoining Studios

12. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,620 reviews)
"Great place"
United States
Luis MANUEL
$308 nightly
The price is $365
Sep 1 - Sep 2
Total with taxes and fees
Aston Maui Kaanapali Villas

13. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,557 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
$355 nightly
The price is $421
Aug 31 - Sep 1
Total with taxes and fees
Aston at The Whaler on Kaanapali Beach

14. 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, (82 reviews)
"Clean and spacious. Loved our stay!"
United States
Helen L.
$271 nightly
The price is $317
Aug 27 - Aug 28
Total with taxes and fees
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

15. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very Good, (598 reviews)
"Room 614. Good location with a view of the water, as the accommodation is on the beachfront. Room had its own washer and dryer, which was fantastic. Close to everything."
Australia
Michael James
$653 nightly
The price is $711
Sep 10 - Sep 11
Total with taxes and fees
Waikiki Shore by OUTRIGGER

16. Lovely home with hot tub near Volcano National Park

Lovely home with hot tub near Volcano National Park
Volcano
10.0 out of 10, Exceptional, (276 reviews)
"Wonderful place - close to National Park with the amenities and extras."
United States
David M.
$377 nightly
The price is $441
Aug 28 - Aug 29
Total with taxes and fees
Lovely home with hot tub near Volcano National Park

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)
"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
Aug 29 - Aug 30
Total with taxes and fees
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

18. Romantic Tree Cottage in the Rainforest

Romantic Tree Cottage in the Rainforest
Ohia Estates
9.8 out of 10, Exceptional, (128 reviews)
"Really cute place, comfortable and excellent location!"
United States
Julie O.
$292 nightly
The price is $341
Aug 28 - Aug 29
Total with taxes and fees
Romantic Tree Cottage in the Rainforest

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
$344 nightly
The price is $403
Aug 27 - Aug 28
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

20. 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, (315 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 11 - Sep 12
Total with taxes and fees
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
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 $183, up to $834 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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