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. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,629 reviews)
"Loved the waterfront cafe and beautiful beach!"
United States
Sabrina
$295 nightly
The price is $350
Oct 10 - Oct 11
Total with taxes and fees
Aston Maui Kaanapali Villas

2. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (466 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
$549 nightly
The price is $652
Oct 5 - Oct 6
Total with taxes and fees
The Whaler Resort Kaanapali Beach

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,311 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 16 - Sep 17
Total with taxes and fees
Aston Kaanapali Shores

4. Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (874 reviews)
"Perfect location !"
United States
andrew
$367 nightly
The price is $436
Oct 16 - Oct 17
Total with taxes and fees
Sheraton Kauai Resort Villas

5. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,877 reviews)
"Love this place!"
United States
Diana
$261 nightly
The price is $310
Sep 18 - Sep 19
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

6. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (656 reviews)
"Nice and clean stay! "
United States
Beverly
$281 nightly
The price is $334
Sep 16 - Sep 17
Total with taxes and fees
Napili Sunset on the Beach

7. Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,280 reviews)
"Great location"
United States
Richard
$214 nightly
The price is $254
Sep 27 - Sep 28
Total with taxes and fees
Banyan Harbor Resort

8. 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
Sep 16 - Sep 17
Total with taxes and fees
Skyline Island Stay-2 Adjoining Studios

9. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,042 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 25 - Sep 26
Total with taxes and fees
OUTRIGGER Honua Kai Resort & Spa

10. The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (531 reviews)
"We were extremely satisfied with our stay. The hotel was clean, comfortable, and welcoming, and we had a wonderful experience. We truly enjoyed our time here and would definitely love to come back again. Highly recommended!"
United States
Hassenat
$559 nightly
The price is $664
Sep 29 - Sep 30
Total with taxes and fees
The Westin Nanea Ocean Villas, Ka'anapali

11. Aston Kona by the Sea

Aston Kona by the Sea
4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1,284 reviews)
"Beautiful… would stay here again, in a heartbeat!!"
United States
Dawn E Van
$425 nightly
The price is $505
Sep 20 - Sep 21
Total with taxes and fees
Aston Kona by the Sea

12. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (228 reviews)
"Great place! It’s quite and 30 seconds to the beach."
United States
Alysson E
$213 nightly
The price is $252
Oct 16 - Oct 17
Total with taxes and fees
Napili Village Hotel

13. 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, (1,559 reviews)
"My wife and I are 100% satisfied with everything. The cleanliness, the friendliness and most of all the location. Specifically, the proximity (short walk) to Whalers Village and restaurants. And of course the beach, which is literally right there :) where we sat and watched some pretty amazing sunsets."
United States
Milton Ismael Solorzano
Aston at The Whaler on Kaanapali Beach

14. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (623 reviews)
"It was a great place to stay at—convenient and walking distance to everything."
United States
Marie Danrochelle Dionisio
$249 nightly
The price is $296
Oct 14 - Oct 15
Total with taxes and fees
Royal Kuhio

15. Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (187 reviews)
"Convenient walk to the beach, respectful guests throughout, clean space and amazing view from the pool!"
United States
Eliza Mikiye Kawazoye
$327 nightly
The price is $388
Sep 22 - Sep 23
Total with taxes and fees
Marriott Vacation Club, Waikiki

16. Plantation Hale Suites

Plantation Hale Suites
3.0 star property
Waipouli
8.0 out of 10, Very good, (1,749 reviews)
"Easy check in and out process and convenient location for what I needed to to do."
United States
Chelse
$163 nightly
The price is $194
Sep 27 - Sep 28
Total with taxes and fees
Plantation Hale Suites

17. Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (254 reviews)
"Great property very close to everything"
United States
Carroll M
$511 nightly
The price is $607
Oct 1 - Oct 2
Total with taxes and fees
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

18. @ Marbella Lane Scenic Ocean & Lagoonview Studio

@ Marbella Lane Scenic Ocean & Lagoonview Studio
3.5 star property
Waikiki
10.0 out of 10, Exceptional, (1 review)
"There was a little confusion about the check-in. Once that was resolved, the rest of the trip was Extra extraordinary. I highly recommend staying here. I will definitely stay here again. The location is amazing also."
United States
DAVID
$537 nightly
The price is $629
Sep 28 - Sep 29
Total with taxes and fees
@ Marbella Lane Scenic Ocean & Lagoonview Studio

19. Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
Waikiki
8.4 out of 10, Very good, (482 reviews)
"Great location and convenient to go anywhere"
Canada
Wai Kuan Jody
$681 nightly
The price is $731
Sep 16 - Sep 17
Total with taxes and fees
Regency on Beachwalk Waikiki by OUTRIGGER

20. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (1,158 reviews)
"All in all , it was an amazing experience, staff was great, room clean, trip was amazing."
United States
Brenda
$495 nightly
The price is $588
Sep 25 - Sep 26
Total with taxes and fees
The Westin Ka'anapali Ocean Resort Villas
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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 $194, 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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