Hawaii Holiday Rentals

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Top Cities in Hawaii

Top Holiday Rentals Destinations in Hawaii

Hypo-allergenic bedding, in-room safe, blackout curtains
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (2994)
"Best location and easy access to shopping restaurants and beach"
The price is NZ$564
includes taxes & fees
3 Jun - 4 Jun
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2142)
"Beautiful beachfront property. Well maintained with a friendly, helpful staff. Free coffee every morning available between 6:00 am and 9:00 am Nice restaurant/bar with great breakfast and view of the ocean. "
The price is NZ$559
includes taxes & fees
15 May - 16 May
Aston Maui Kaanapali Villas
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!
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4 outdoor pools
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
Suite, 2 Bedrooms, Ocean View
Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (2718)
"Location is great. Building itself is old but it’s very typical in Waikiki area. Elevators sometimes will need some waiting time. "
The price is NZ$513
includes taxes & fees
19 May - 20 May
Aston Waikiki Sunset
Lobby sitting area
Kuhio Banyan Club
2.0 star property
6.8 out of 10, (1667)
"This place was amazing "
The price is NZ$307
includes taxes & fees
14 May - 15 May
Kuhio Banyan Club
Suite, 2 Bedrooms | Living area
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, (615)
"Great location! We used the pool and the beach. Loved exploring a new town than we usually visit and the staff was very helpful and friendly. "
Maui Beach Vacation 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
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, (335)
"The staff was extremely friendly and amenable to our request for any help. We got a two bedroom suite, but it only had one bathroom (I didn’t pay close enough attention); but it all worked out for our party."
The price is NZ$1,057
includes taxes & fees
3 Jun - 4 Jun
Regency on Beachwalk Waikiki by OUTRIGGER
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1467)
"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 NZ$1,250
includes taxes & fees
16 May - 17 May
Aston Mahana at Kaanapali
Interior entrance
Aston at the Waikiki Banyan
3.0 star property
7.2 out of 10, Good, (2379)
"The customer service was very good. The people at front desk are helpful, nice, and really good people. The property needs up dating and so do the rooms, but views so beautiful from our room."
The price is NZ$428
includes taxes & fees
12 Jun - 13 Jun
Aston at the Waikiki Banyan
Outdoor pool
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (977)
"Nice views "
Sugar Beach Resort
Aerial view
Plantation Hale Suites
3.0 star property
8.0 out of 10, Very good, (1460)
"Friendly & responsive staff, strong Aloha spirit. However, the place is dated, ie still popcorn ceilings. Need pest control (roaches), asked us to take shoes off but floor carpet felt uncomfortably moist, couldn’t really decide the cleanness of carpet due to color, bathroom smells odd, slippery bathtub, low shower pressure. The room itself needs air freshener. No beach towels, they supply only bath towels 1/person no extras. You have to exchange if you want new ones. Low quality paper towels,...
The price is NZ$647
includes taxes & fees
26 May - 27 May
Plantation Hale Suites
Outdoor pool, pool loungers
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
Standard Room, 1 Bedroom | Living area
Kahana Beach Vacation Club
3.0 star property
8.2 out of 10, Very good, (542)
"Quiet place overlooking the ocean. Nearby there is a grocery store, cafe, gas station. 45 min drive to the airport."
Kahana Beach Vacation Club
Beach nearby
Royal Kuhio
3.5 star property
8.6 out of 10, Excellent, (323)
"A Nice place that is surrounded by shops, restaurants, and the beach. Also both the zoo and aquarium is only an 20-30 min walk."
The price is NZ$451
includes taxes & fees
14 May - 15 May
Royal Kuhio
Studio, Ocean View (Unit #1305)
Waikiki Shore by OUTRIGGER
3.0 star property
8.0 out of 10, Very good, (370)
"Waikiki Shore is great, great location, great view from balcony, easy, clean. We will be back. "
Waikiki Shore by OUTRIGGER
View from property
Aston Waikiki Beach Tower
4.0 star property
9.2 out of 10, Wonderful, (1635)
"The front desk is so great!!!!"
The price is NZ$1,263
includes taxes & fees
19 May - 20 May
Aston Waikiki Beach Tower
Outdoor pool
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, (1329)
"nice "
Aston at Papakea Resort
Suite, 1 Bedroom
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
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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.

Everything you need to know about Hawaii holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hawaii holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hawaii holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hawaii holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hawaii. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hawaii holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hawaii holiday rentals we have selected for you start as low as NZ$238 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hawaii rentals

At Expedia, we put the best Hawaii holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hawaii rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hawaii holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hawaii. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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