Vacation Rentals in Hawaii

Top Cities in Hawaii

Top Vacation Rentals in Hawaii

Hypo-allergenic bedding, in-room safe, blackout drapes
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3009)
"Parking spots are quite small. Luckily we had a small car. "
The price is $238
$310 total
includes taxes & fees
May 27 - May 28
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2153)
"The property is in a great location it’s just a little bit outdated , the place I mean. In spite of my opinion I would go for a second time. Maybe a different time of the year."
The price is $238
$357 total
includes taxes & fees
May 27 - May 28
Aston Maui Kaanapali Villas
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2534)
"We went to the Honua Kai with our 3-year-old daughter as a recommendation from a friend who had gone earlier in the year with their one-year-old. We went for the ability to have washer-dryer, kitchenette, pools that were family-friendly, and an on-site store and restaurant. It lived up to our requirements with regards to everything. I also used the gym which was adequate for what I used it for (primarily treadmill running - when I didn't run on the beach, that is). Would recommend!"
The price is $287
$868 total
includes taxes & fees
Jun 10 - Jun 11
OUTRIGGER Honua Kai Resort & Spa
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Suite, 2 Bedrooms, Ocean View | In-room safe, desk, iron/ironing board, free cribs/infant beds
Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (2720)
"Overall everything was great. I gave it a 4 because we paid for the week of parking and 3/5 days they oversold the parking so we had to park and pay at the zoo. Also bigger vehicles not a good idea as we couldn’t park one of our vehicles here at all due to height. We know for next time to get a smaller car too. But we paid for 5 days of parking and 3/5 days ended up paying somewhere else for parking. Property also didn’t fill our soaps and towels fully each time so we had to ask for...
The price is $179
$253 total
includes taxes & fees
Jun 19 - Jun 20
Aston Waikiki Sunset
Condo, 1 Bedroom, City View (Unit 55 ,1Bath) | Terrace/patio
Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
8.0 out of 10, Very Good, (337)
"Jacques was amazing and so helpful!! Everyone who worked there was so friendly and helpful!! The outside of the hotel wasn’t impressive, but the room was really nice and updated. The full kitchen was awesome with so many appliances with the rice cooker and the blender. It was very comfortable and functional. Worked perfectly for me and my kids. "
The price is $181
$624 total
includes taxes & fees
Jun 15 - Jun 16
Regency on Beachwalk Waikiki by OUTRIGGER
Standard Room, 1 Bedroom | Living area | TV, DVD player
Kahana Beach Vacation Club
3.0 star property
8.2 out of 10, Very Good, (542)
"Probably one of the cleanest rooms I’ve stayed in. The balcony directly faced the ocean with Molokai in full view."
Kahana Beach Vacation Club
Lobby sitting area
Kuhio Banyan Club
2.0 star property
6.8 out of 10, (1668)
"This place was amazing "
The price is $106
$167 total
includes taxes & fees
May 25 - May 26
Kuhio Banyan Club
Exterior
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
On the beach
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, (1473)
"Very clean and pretty!!! Staff is very helpful and friendly! Would recommend to anyone!!"
Napili Shores Maui by OUTRIGGER
Pool
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!
Suite, 2 Bedrooms | Living area | TV
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very Good, (618)
"Nice and clean. Great value for the price "
Maui Beach Vacation Club
Aerial view
Plantation Hale Suites
3.0 star property
8.0 out of 10, Very Good, (1461)
"It was good for our one night stop over. Steep on price for an old hotel… but the people working here are nice, rooms, rooms were clean and the pools were nice. Hate carpet in old hotels and the pull out was beyond uncomfortable. "
The price is $198
$263 total
includes taxes & fees
May 27 - May 28
Plantation Hale Suites
Interior entrance
Aston at the Waikiki Banyan
3.0 star property
7.2 out of 10, Good, (2390)
"It was great only thing was food was left behid in refrigerator and cabinets found some molded bread in cabinet… couplle roaches in tub…."
The price is $151
$216 total
includes taxes & fees
May 27 - May 28
Aston at the Waikiki Banyan
Aerial view
Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very Good, (288)
"Everything was close to us enjoyed our stay planning a second trip soon "
Maui Banyan Vacation Club
Outdoor pool, sun loungers
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (693)
"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
Suite, 1 Bedroom | Iron/ironing board, free WiFi
The Gardens at West Maui
3.0 star property
8.4 out of 10, Very Good, (376)
"We loved staying here!!! The best location- walkable to Napili and Kapalua. Clean, nice pool and hot tub. We will definitely be back!!"
The Gardens at West Maui
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1472)
"The views are amazing. I watched dolphins swim by from my couch but… My couch was infested with tiny ants and the HVAC in the living room was so loud, I learned to spend time only in the bedroom or outside. The place was safe, quiet, friendly. The other guests were friendly and well mannered. The location was great. Off the beaten path but convenient to amazing snorkeling and easy access to food. My place was dated and not well cleaned. Dried rice grains on the couch, a hair on the pillow,...
The price is $525
$649 total
includes taxes & fees
May 27 - May 28
Aston Mahana at Kaanapali
View from property
Aston Waikiki Beach Tower
4.0 star property
9.2 out of 10, Wonderful, (1637)
"Very boutique service and the staff was extremely responsive. "
The price is $719
$901 total
includes taxes & fees
Jun 4 - Jun 5
Aston Waikiki Beach Tower
Studio, Ocean View (Unit #1305) | In-room safe, individually decorated, individually furnished
Waikiki Shore by OUTRIGGER
3.0 star property
8.0 out of 10, Very Good, (374)
"Waikiki Shore is great, great location, great view from balcony, easy, clean. We will be back. "
Waikiki Shore by OUTRIGGER
Cottage, 2 Bedrooms, Non Smoking | Private kitchen | Full-size fridge, microwave, oven, stovetop
Makai Club Resort
3.5 star property
9.0 out of 10, Wonderful, (254)
"One of the best places we've stayed at in our 7 trips together to Hawaii. We always stay in Princeville when in Kauai, but this will be our new go-to place now."
Makai Club Resort
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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.

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 , up to 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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