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Hawaii Holiday Rentals

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Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

1. Newly renovated Waikiki Studios

Newly renovated Waikiki Studios
3.0 star property
Waikiki
The price is NZ$426
includes taxes & fees
1 Nov - 2 Nov
Newly renovated Waikiki Studios

2. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
8.0 out of 10, Very good, (3,314 reviews)
"The staff was very nice"
United States
Angel
The price is NZ$407
includes taxes & fees
29 Nov - 30 Nov
Aston Waikiki Sunset

3. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (256 reviews)
"I had a good time in my stay"
United States
Dawa
The price is NZ$350
includes taxes & fees
2 Nov - 3 Nov
Napili Village Hotel

4. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,419 reviews)
"Great stay at a great price"
United States
Dina
The price is NZ$496
includes taxes & fees
30 Nov - 1 Dec
Aston Kaanapali Shores

5. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,909 reviews)
"Very nice location and grounds. Throughly enjoyed our stay!"
United States
Steve
The price is NZ$517
includes taxes & fees
1 Nov - 2 Nov
Napili Shores Maui by OUTRIGGER

6. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (511 reviews)
"Amazing stay!"
United States
zachary
The price is NZ$1,165
includes taxes & fees
1 Dec - 2 Dec
The Whaler Resort Kaanapali Beach

7. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,312 reviews)
"Great place"
United States
Iurii
The price is NZ$286
includes taxes & fees
15 Nov - 16 Nov
Skyline Island Colony Hotel

8. Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Princeville
9.8 out of 10, Exceptional, (151 reviews)
"Easy parking and a great location. The balcony view was amazing with mountain and forest right outside. It was just what we wanted during our stay."
United States
Anonymous traveller
The price is NZ$569
includes taxes & fees
2 Nov - 3 Nov
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

9. Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
Waipouli
9.4 out of 10, Exceptional, (122 reviews)
"Wonderful location and beautiful beach!"
United States
cari w.
The price is NZ$581
includes taxes & fees
3 Nov - 4 Nov
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

10. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (262 reviews)
"Quite peaceful setting with Fantastic views. Great sunsets on the balcony."
United States
Alfred D.
The price is NZ$539
includes taxes & fees
2 Nov - 3 Nov
Studio Kohala Big Island Ocean View

11. @ Marbella Lane - Executive Suite Steps to Beach

@ Marbella Lane - Executive Suite Steps to Beach
4.0 star property
Waikiki
@ Marbella Lane - Executive Suite Steps to Beach

12. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,658 reviews)
"Amazing and relaxing resort"
United States
Mariano
The price is NZ$601
includes taxes & fees
1 Dec - 2 Dec
Aston Maui Kaanapali Villas

13. The Surf Hideaway is walking distance to everything Kona

The Surf Hideaway is walking distance to everything Kona
Historic Kailua Village
9.4 out of 10, Exceptional, (134 reviews)
"Great place to stay for a night!"
United States
Anna H.
The price is NZ$275
includes taxes & fees
11 Nov - 12 Nov
The Surf Hideaway is walking distance to everything Kona

14. Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
South Kihei
10.0 out of 10, Exceptional, (177 reviews)
"Great location in the heart of Kihei. Easy parking. Well equipped condo with view of the ocean. Owners very responsive to questions."
United States
Jo
The price is NZ$712
includes taxes & fees
13 Nov - 14 Nov
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

15. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (638 reviews)
"Great stay and location."
United States
Armando
The price is NZ$462
includes taxes & fees
2 Nov - 3 Nov
Royal Kuhio

16. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (113 reviews)
"Great location and value!"
United States
Christopher
The price is NZ$636
includes taxes & fees
13 Nov - 14 Nov
Beautiful, Renovated, Hale Kamaole 159

17. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
9.0 out of 10, Wonderful, (1,034 reviews)
"Possibly the nicest resort on Oahu. The Disney hospitality puts it over the top. It gets very crowded but service never suffers."
United States
David
The price is NZ$1,336
includes taxes & fees
8 Nov - 9 Nov
Aulani, Disney Vacation Club Villas

18. Modern Island Studio

Modern Island Studio
Princeville
9.8 out of 10, Exceptional, (292 reviews)
"This a a fabulous studio in a great North Shore location! Kimberlee provides all the amenities you need and more, including beach towels, chairs, umbrella, boogie boards and snorkeling equipment! The bed and furniture are very comfortable. The A/C and fans work really well, and the lanai (patio) is a great place to unwind after a long day exploring. Highly recommend!"
United States
Chuck
The price is NZ$583
includes taxes & fees
3 Nov - 4 Nov
Modern Island Studio

19. HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees
Princeville
8.8 out of 10, Excellent, (110 reviews)
"We enjoyed our stay! Beautiful place. "
United States
Rhonda R.
The price is NZ$692
includes taxes & fees
4 Nov - 5 Nov
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

20. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very good, (627 reviews)
"Nice beach view, clean room, great location."
United States
Zhengrong
The price is NZ$1,026
includes taxes & fees
29 Nov - 30 Nov
Waikiki Shore by OUTRIGGER
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

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$286 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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