Hawaii Holiday Rentals

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Top Holiday Rentals Destinations in Hawaii

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3756)
"We had an amazing stay and cannot wait to book our next vacation with them!!"
The price is AU$520
includes taxes & fees
29 Sept - 30 Sept
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2461)
"Great family resort! Huge room that was perfect for our family of 5. 2 bedrooms and a huge kitchen/living room made for the perfect staycation on Island. "
The price is AU$571
includes taxes & fees
7 Oct - 8 Oct
Aston Maui Kaanapali Villas

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2995)
"We had a nice trip "
The price is AU$279
includes taxes & fees
14 Oct - 15 Oct
Aston Waikiki Sunset

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (250)
"We had a lovely stay! I would recommend this place especially for honeymooners. "
The price is AU$1,072
includes taxes & fees
27 Oct - 28 Oct
The Whaler Resort Kaanapali Beach

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2649)
"Location, friendly staff, kitchen "
The price is AU$300
includes taxes & fees
12 Oct - 13 Oct
Aston at the Waikiki Banyan

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

10.0 out of 10, Exceptional, (265)
"Great location. "
The price is AU$1,167
includes taxes & fees
2 Oct - 3 Oct
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Aston Waikiki Beach Tower

4.0 star property
9.2 out of 10, Wonderful, (1782)
"Beautiful beach front property. Great location, walkable to many restaurants and shops. We stayed here twice Sep. 2024 & 2025 We’ll definitely be back!"
The price is AU$1,137
includes taxes & fees
15 Oct - 16 Oct
Aston Waikiki Beach Tower

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (929)
"rooms were nice , clean, staff was friendly "
Kahana Falls Maui by VRI Americas

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2840)
"Great stay"
The price is AU$1,255
includes taxes & fees
26 Oct - 27 Oct
OUTRIGGER Honua Kai Resort & Spa

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (828)
"Very nice and budget friendly."
The price is AU$541
includes taxes & fees
28 Sept - 29 Sept
Aston Maui Hill

Espacio The Jewel Of Waikiki

5.0 star property
9.6 out of 10, Exceptional, (19)
"The hotel was great, the staff were amazing, and the view from the balcony was beautiful."
The price is AU$4,757
includes taxes & fees
7 Oct - 8 Oct
Espacio The Jewel Of Waikiki

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1667)
"The location was great to restaurants and the beach."
The price is AU$485
includes taxes & fees
11 Oct - 12 Oct
Napili Shores Maui by OUTRIGGER

Banyan Harbor Resort

3.0 star property
8.6 out of 10, Excellent, (1089)
"Very good location and ambience"
The price is AU$401
includes taxes & fees
28 Sept - 29 Sept
Banyan Harbor Resort

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (799)
"Just a great stay! "
Maui Beach Vacation Club

Skyline Island Colony Hotel

3.0 star property
7.2 out of 10, Good, (2070)
"Nice stay "
The price is AU$224
includes taxes & fees
29 Sept - 30 Sept
Skyline Island Colony Hotel

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 star property
8.2 out of 10, Very good, (427)
"Staff is very friendly and the location is convenient. Plenty of room for a family of 4."
Regency on Beachwalk Waikiki by OUTRIGGER

Kona Bali Kai

2.0 star property
8.4 out of 10, Very good, (48)
"The views were stunning and the place was clean and had everything we needed and more. I would absolutely come back to this property again. "
The price is AU$565
includes taxes & fees
28 Sept - 29 Sept
Kona Bali Kai

Waikiki Shore by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (535)
"Great location and amazing views. Clean and quiet. Bonus was the Steak Shack on ground level!"
Waikiki Shore by OUTRIGGER

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1119)
"Beautiful views and nice pool area close to Kona restaurants."
The price is AU$623
includes taxes & fees
29 Sept - 30 Sept
Aston Kona by the Sea

Bishop Suites At The Executive Centre

4.0 star property
7.6 out of 10, Good, (64)
"Absolutely loved my stay! The only thing I was thrown off about was an extra fifty eight dollar charge when checking in and a separate deposit charge of two hundred and fifty. Currently still awaiting my money back on that."
The price is AU$298
includes taxes & fees
2 Oct - 3 Oct
Bishop Suites At The Executive Centre
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.
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Top Hawaii Hotel Reviews

Find out more about Hawaii

Find out more about Hawaii

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 favourite 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 depend 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 chosen for you start as low as AU$224 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.