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Hawaii Holiday Rentals

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Our top choices for Hawaii holiday rentals

1. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (250 reviews)
"I had a good time in my stay"
United States
Dawa
The price is NZ$314
includes taxes & fees
1 Nov - 2 Nov
Napili Village Hotel

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,405 reviews)
"Great Stay"
United States
Roopa Rani
The price is NZ$431
includes taxes & fees
7 Nov - 8 Nov
Aston Kaanapali Shores

3. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,908 reviews)
"Very nice location and grounds. Throughly enjoyed our stay!"
United States
Steve
The price is NZ$480
includes taxes & fees
25 Oct - 26 Oct
Napili Shores Maui by OUTRIGGER

4. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
8.0 out of 10, Very good, (3,313 reviews)
"The staff was very nice"
United States
Angel
The price is NZ$351
includes taxes & fees
24 Nov - 25 Nov
Aston Waikiki Sunset

5. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,310 reviews)
"Great place"
United States
Iurii
The price is NZ$277
includes taxes & fees
26 Oct - 27 Oct
Skyline Island Colony Hotel

6. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (505 reviews)
"Amazing stay!"
United States
zachary
The price is NZ$1,152
includes taxes & fees
28 Oct - 29 Oct
The Whaler Resort Kaanapali Beach

7. 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, (131 reviews)
"Great place to stay for a night!"
United States
Anna H.
The price is NZ$308
includes taxes & fees
11 Nov - 12 Nov
The Surf Hideaway is walking distance to everything Kona

8. 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$1,320
includes taxes & fees
25 Oct - 26 Oct
Aulani, Disney Vacation Club Villas

9. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (636 reviews)
"Great stay and location."
United States
Armando
The price is NZ$437
includes taxes & fees
25 Oct - 26 Oct
Royal Kuhio

10. 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)
"My wife and I had an incredible time at the studio.The location is perfect, the amenities were very helpful (beach chairs, umbrella, parking pass, etc).Daniel was easy to communicate with and answered any questions we had.Your stay in the north shore will be pricey, but this place was a bright spot for the wallet and made our time that much better!"
United States
Kade W.
The price is NZ$575
includes taxes & fees
2 Nov - 3 Nov
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

11. 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, (176 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$648
includes taxes & fees
25 Oct - 26 Oct
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

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

Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
Waipouli
9.2 out of 10, Wonderful, (120 reviews)
"Wonderful location and beautiful beach!"
United States
cari w.
The price is NZ$532
includes taxes & fees
27 Oct - 28 Oct
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

13. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (261 reviews)
"Quite peaceful setting with Fantastic views. Great sunsets on the balcony."
United States
Alfred D.
The price is NZ$553
includes taxes & fees
28 Oct - 29 Oct
Studio Kohala Big Island Ocean View

14. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,651 reviews)
"Amazing and relaxing resort"
United States
Mariano
The price is NZ$594
includes taxes & fees
23 Nov - 24 Nov
Aston Maui Kaanapali Villas

15. 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$628
includes taxes & fees
12 Nov - 13 Nov
Beautiful, Renovated, Hale Kamaole 159

16. 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, (109 reviews)
"We enjoyed our stay! Beautiful place. "
United States
Rhonda R.
The price is NZ$669
includes taxes & fees
1 Nov - 2 Nov
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

17. WAIKIK1 1BD NO RESORT FEE FREE PARKING BEACH ITEMS NETFLIX YOUTUBE NOT A STUDIO!

WAIKIK1 1BD NO RESORT FEE FREE PARKING BEACH ITEMS NETFLIX YOUTUBE NOT A STUDIO!
Waikiki
9.4 out of 10, Exceptional, (304 reviews)
"Excellent stay"
United Kingdom
Anonymous traveller
WAIKIK1 1BD NO RESORT FEE FREE PARKING BEACH ITEMS NETFLIX YOUTUBE NOT A STUDIO!

18. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (281 reviews)
"Very good place to stay. Very clean 100% recommend."
United States
john
The price is NZ$679
includes taxes & fees
2 Nov - 3 Nov
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

19. Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai

Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai
Hakalau
9.8 out of 10, Exceptional, (122 reviews)
"Beautiful property"
United States
Kelly A.
The price is NZ$572
includes taxes & fees
25 Oct - 26 Oct
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai

20. Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.4 out of 10, Exceptional, (46 reviews)
"Great spot close to amenities with a gorgeous view."
United States
Monica T.
The price is NZ$590
includes taxes & fees
27 Oct - 28 Oct
Ocean View Condo in the Heart of Kona
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$277 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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