Vacation Rentals in Hawaii

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Top Cities in Hawaii

Our top choices for Hawaii vacation rentals

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (906 reviews)
"We really enjoyed the pool & hot tub area. The staff was very friendly & helpful & everything was great, we really enjoyed our stay at Maui Hill."
United States
Kelly
$198 nightly
The price is $235
Jun 8 - Jun 9
Total with taxes and fees
Aston Maui Hill

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,793 reviews)
"Super clean room with fantastic view of the sea. Short walk to Napili beach. Great breakfast at the Gazebo restaurant "
United States
Mark
$234 nightly
The price is $278
May 20 - May 21
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
$509 nightly
The price is $604
May 11 - May 12
Total with taxes and fees
Comfy and Modern Condo By Waikiki

Sea Mountain

Sea Mountain
2.5 star property
Pahala
9.0 out of 10, Wonderful, (528 reviews)
"Our rental was perfect! "
United States
Elisha
$144 nightly
The price is $171
May 11 - May 12
Total with taxes and fees
Sea Mountain

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.6 out of 10, Excellent, (14 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
$350 nightly
The price is $415
May 26 - May 27
Total with taxes and fees
Royal Lahaina Bungalows & Spa

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (397 reviews)
"Great staff, clean room, felt at home"
Canada
Matthew
$613 nightly
The price is $728
May 14 - May 15
Total with taxes and fees
The Whaler Resort Kaanapali Beach

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
9.0 out of 10, Wonderful, (22 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
$447 nightly
The price is $531
Jun 5 - Jun 6
Total with taxes and fees
Signature Residences at Maui Banyan

The Cliffs at Princeville

The Cliffs at Princeville
3.5 star property
Princeville
8.8 out of 10, Excellent, (259 reviews)
"Great accommodation not far from many beaches"
United States
Gary Lee
$309 nightly
The price is $367
May 13 - May 14
Total with taxes and fees
The Cliffs at Princeville

Rooftop Camper Experience Fully Equip

Rooftop Camper Experience Fully Equip
1.0 star property
Anahola
$401 nightly
The price is $476
May 25 - May 26
Total with taxes and fees
Rooftop Camper Experience Fully Equip

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (2 reviews)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
$481 nightly
The price is $571
May 18 - May 19
Total with taxes and fees
The Residences at Kamaole Sands Resort

Aston Kona by the Sea

Aston Kona by the Sea
4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1,232 reviews)
"Beautiful location and very quiet…great for relaxing!"
United States
Michele
$354 nightly
The price is $421
May 14 - May 15
Total with taxes and fees
Aston Kona by the Sea

Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
$273 nightly
The price is $324
May 12 - May 13
Total with taxes and fees
Island Elegance Prime Spot

The Surf Hideaway is walking distance to everything Kona

The Surf Hideaway is walking distance to everything Kona
Historic Kailua Village
9.6 out of 10, Exceptional, (106 reviews)
"Exactly what we needed!"
United States
Nicki
$131 nightly
The price is $153
May 12 - May 13
Total with taxes and fees
The Surf Hideaway is walking distance to everything Kona

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
$527 nightly
The price is $625
Jun 10 - Jun 11
Total with taxes and fees
The Ocean View Residence

@ Marbella Lane - Breezy Studio@diamond Head Beach Hotel

@ Marbella Lane - Breezy Studio@diamond Head Beach Hotel
3.0 star property
Diamond Head - Kapahulu - St. Louis
$379 nightly
The price is $441
May 13 - May 14
Total with taxes and fees
@ Marbella Lane - Breezy Studio@diamond Head Beach Hotel

Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very Good, (1,193 reviews)
"We had a wonderful stay. Staff were very kind and attentive. "
United States
Cassie
$252 nightly
The price is $299
May 17 - May 18
Total with taxes and fees
Banyan Harbor Resort

Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,001 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
$697 nightly
The price is $828
May 19 - May 20
Total with taxes and fees
Aulani, Disney Vacation Club Villas

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (570 reviews)
"I just wanted to say the room was perfect for my short stay there . Very clean, spacious although I was told there was construction going on they did not affect or disturbed my stay… I do appreciate the on-site parking, which makes it extremely convenient. I would definitely stay there again much Mahalo."
United States
Benjami
$210 nightly
The price is $249
May 11 - May 12
Total with taxes and fees
Royal Kuhio

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
8.0 out of 10, Very Good, (3 reviews)
"My stay was okay. "
United States
Rosalba
The Kalama Residence

Kuleana Club - 701

Kuleana Club - 701
3.5 star property
Lahaina
$401 nightly
The price is $476
May 28 - May 29
Total with taxes and fees
Kuleana Club - 701
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.
Save an average of 15% on thousands of hotels when you're signed in

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 $1,017 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