Vacation Rentals in Hawaii

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Top Cities in Hawaii

Top Vacation Rentals in Hawaii

Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!
10.0 out of 10, Exceptional, (3)
"My husband and I enjoyed six wonderful weeks in this house. From the moment we drove down that palm tree-lined road and stepped into the walled off courtyard, we knew we had picked the right place for our get-away. The house was tastefully and comfortably appointed. The kitchen, laundry room and bathrooms were all fully outfitted. We slept so well in the luxurious bedrooms, lulled by trade winds at night and waking to birds chirping in the morning. The outdoor lanai and backyard furniture made...
Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!
COZY STUDIO WITH WAIKIKI, OCEAN AND DIAMOND HEAD VIEW. FREE WI-FI.
9.6 out of 10, Exceptional, (108)
"Mike’s place was perfect! Clean, comfortable, and well appointed. He had starters for coffee, hair dryer, a beach chair and cooler and even an umbrella. Location is great - quick walk to beach, restaurants, shopping. Pool and surrounding deck was clean and very nice. Great host- I hope to stay again during my next visit to Honolulu. Mahalo Mike."
COZY STUDIO WITH WAIKIKI, OCEAN AND DIAMOND HEAD VIEW. FREE WI-FI.
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, (27)
"Great 2 bedroom condo. Spacious and very clean. Walkable to many restaurants including Whalers village which is right next door. 2 drawbacks : shower temperature was off and hard to adjust, shower was cold for at least 5 min before becoming warm and a very loud noise was always present coming from the generators in whalers village. Our balcony was on that side and it took away from the experience of just sitting outside. Recommend u get condo unit on the opposite side. But otherwise truly a...
The Whaler Resort Kaanapali Beach
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Aston Waikiki Beach Tower
4.0 star property
9.2 out of 10, Wonderful, (1635)
"The front desk is so great!!!!"
The price is $632
$799 total
includes taxes & fees
May 19 - May 20
Aston Waikiki Beach Tower
Sea Village
2.5 star property
9.2 out of 10, Wonderful, (15)
"Check in was snow, the room guaranteed by 4:00 pm, I was there at 3:40pm and they won’t let us to the room till 4:00pm, this resort didn’t provide shampoo and conditioner, it is kind of weir."
The price is $259
$306 total
includes taxes & fees
May 17 - May 18
Sea Village
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1469)
"Visited this hotel on my in-law recommends and it met my expectations. Courtesy staff and ready to help whatever is needed .. "
The price is $613
$753 total
includes taxes & fees
Jun 4 - Jun 5
Aston Mahana at Kaanapali
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (691)
"Great location, able to walk to the beach. Clean, peaceful, comfortable place to wind down after long day exploring. Would definitely stay there again if i return to Maui. "
Aston Maui Hill
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2531)
"I loved everything about this resort. "
OUTRIGGER Honua Kai Resort & Spa
The Cliffs at Princeville
3.5 star property
8.8 out of 10, Excellent, (185)
"Great location. Close to beach! Loved it."
The price is $349
$435 total
includes taxes & fees
May 16 - May 17
The Cliffs at Princeville
Makai Club Resort
3.5 star property
8.8 out of 10, Excellent, (251)
"4 of us stayed in a 1-bedroom condo and it was perfect! The area was quiet and the room was huge! Would definitely recommend staying at the Makai Club. "
Makai Club Resort
Kauai Beach Villas
4.0 star property
8.8 out of 10, Excellent, (373)
"Great location. Beach was fine. Pool was fine, access to Outrigger pools and restaurants made it easy to relax. Drive 20-30 minutes in either direction lots of beaches, sights and restaurants. "
Kauai Beach Villas
Aston Kona by the Sea
4.0 star property
8.8 out of 10, Excellent, (978)
"This resort was relaxing and enjoyable. I would definitely stay here again if I had the opportunity. The only reason that I did not give it a perfect review was due to the really weird design of the window in the bedroom. It was a corner window that faced into the outdoor entrance to the condo. We always had to keep the blackout curtains tightly shut. Now, the patio on the other side facing the pool and the ocean made up for it. This is where we spent our time when we were in the condo. It was...
The price is $227
$415 total
includes taxes & fees
May 19 - May 20
Aston Kona by the Sea
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (2996)
"Amazing views and right on the beach and pools were never packed "
The price is $263
$340 total
includes taxes & fees
May 28 - May 29
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2144)
"Beautiful grounds. Close o the pool and beach.! Castaway s great bar and restaurant. "
The price is $255
$377 total
includes taxes & fees
May 21 - May 22
Aston Maui Kaanapali Villas
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (978)
"Great view of the ocean and a well appointed condo. Snack bar is not for everyone but the food was good. Centrally located to the bigger areas and the harbor. A good price point for a nice quiet vacation. We will return"
Sugar Beach Resort
Royal Kuhio
3.5 star property
8.6 out of 10, Excellent, (329)
"I liked pretty much the whole experience of staying at this property."
The price is $230
$271 total
includes taxes & fees
May 16 - May 17
Royal Kuhio
Hilton Grand Vacations Club at Hilton Hawaiian Village
4.0 star property
8.6 out of 10, Excellent, (690)
"We had an amazing time. We will book again in the future"
The price is $339
$447 total
includes taxes & fees
Jun 7 - Jun 8
Hilton Grand Vacations Club at Hilton Hawaiian Village
The Gardens at West Maui
3.0 star property
8.4 out of 10, Very Good, (373)
"I love the fact that it was 3 minutes away walking from Napili beach . Close to Bobs rentals and close to groceries stores. The one bedroom suite was really nice!! The only thing I did not like that the roosters would start singing like at 330am so I had to turn on a video with raining sounds that way I could hear the singing of the roosters and it did help . "
The Gardens at West Maui
Kiahuna Plantation Resort Kauai by OUTRIGGER
3.0 star property
8.4 out of 10, Very Good, (849)
"Beautiful grounds. Walkable to beautiful beaches and dining choices. So quiet. We will be back!"
Kiahuna Plantation Resort Kauai by OUTRIGGER
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very Good, (616)
"We just had our first ever Hawaiian vacation at this resort. The resort was clean and the grounds were nice. The only con was no a/c but a great breeze blows through pretty frequently. A note to mention: a longer term tenant in building C third story has a real problem with kids swimming and being in the common area . Two different days the lady came out and and yelled at the kids for being in the common area before 8 and then again the next morning for an adult not being in the pool with them....
Maui Beach Vacation Club
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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 $227, up to $632 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


Hawaii Vacation Rental Travel Info

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