A coastal landscape with a beach, ocean waves, and lush green hills.

Hawaii Holiday Rentals

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Top Cities in Hawaii

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, (247 reviews)
"We loved how quiet and relaxing the property was. The employees and atmosphere were amazing."
United States
Joshua
The price is NZ$345
includes taxes & fees
7 Nov - 8 Nov
Napili Village Hotel

2. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,647 reviews)
"Great place will stay again!"
United States
Joseph
The price is NZ$567
includes taxes & fees
16 Nov - 17 Nov
Aston Maui Kaanapali Villas

3. @ 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

4. 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, (150 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$593
includes taxes & fees
19 Oct - 20 Oct
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

5. 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)
"Friendly beach house and atmosphere, close to everything in Kailua-Kona. We enjoyed talking with Marc and exploring the area."
United States
Joelyn H.
The price is NZ$280
includes taxes & fees
20 Oct - 21 Oct
The Surf Hideaway is walking distance to everything Kona

6. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (498 reviews)
"We loved everything and the location was perfect!!"
United States
Lenore
The price is NZ$1,162
includes taxes & fees
20 Oct - 21 Oct
The Whaler Resort Kaanapali Beach

7. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,385 reviews)
"Great Stay"
United States
Roopa Rani
The price is NZ$460
includes taxes & fees
30 Oct - 31 Oct
Aston Kaanapali Shores

8. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
9.0 out of 10, Wonderful, (1,032 reviews)
"Beautiful Resort"
United States
Karla
The price is NZ$1,331
includes taxes & fees
28 Oct - 29 Oct
Aulani, Disney Vacation Club Villas

9. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,903 reviews)
"We loved our stay there. We will definitely come again."
United States
Kim
The price is NZ$518
includes taxes & fees
20 Oct - 21 Oct
Napili Shores Maui by OUTRIGGER

10. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (260 reviews)
"Quite peaceful setting with Fantastic views. Great sunsets on the balcony."
United States
Alfred D.
The price is NZ$558
includes taxes & fees
20 Oct - 21 Oct
Studio Kohala Big Island Ocean View

11. 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$527
includes taxes & fees
27 Oct - 28 Oct
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

12. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,310 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
The price is NZ$389
includes taxes & fees
3 Nov - 4 Nov
Aston Waikiki Sunset

13. 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$618
includes taxes & fees
23 Oct - 24 Oct
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

14. Closest to Beach, Ritz-Carlton & Lush Trails - Steps from Pool & Grill

Closest to Beach, Ritz-Carlton & Lush Trails - Steps from Pool & Grill
Kahuku
10.0 out of 10, Exceptional, (163 reviews)
"Very clean and well equipped. Excellent location. Excellent directions and easy to get checked in."
United States
Jeffrey F.
The price is NZ$1,068
includes taxes & fees
24 Oct - 25 Oct
Closest to Beach, Ritz-Carlton & Lush Trails - Steps from Pool & Grill

15. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,307 reviews)
"Great place"
United States
Iurii
The price is NZ$270
includes taxes & fees
19 Oct - 20 Oct
Skyline Island Colony Hotel

16. Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.4 out of 10, Exceptional, (466 reviews)
"Place was clean and perfect for our stay."
United States
David B.
The price is NZ$768
includes taxes & fees
11 Nov - 12 Nov
Fisher's Hana Bay Hale, Across from Hana Bay

17. 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, (175 reviews)
"Our favourite place to stay!! Our third time staying there and can’t wait to book again next year."
United States
Michelle M.
The price is NZ$653
includes taxes & fees
28 Oct - 29 Oct
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

18. 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$542
includes taxes & fees
21 Oct - 22 Oct
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai

19. Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park
Volcano
9.6 out of 10, Exceptional, (125 reviews)
"Beautiful cottage close to the park!"
United States
Wendy E.
The price is NZ$489
includes taxes & fees
22 Oct - 23 Oct
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park

20. Whale House w/ AC @ Kehena Beach, Hawaii (Oceanfront)

Whale House w/ AC @ Kehena Beach, Hawaii (Oceanfront)
Kehena Beach Estates
9.6 out of 10, Exceptional, (120 reviews)
"Beautiful location."
United States
Alysia N.
The price is NZ$405
includes taxes & fees
2 Nov - 3 Nov
Whale House w/ AC @ Kehena Beach, Hawaii (Oceanfront)
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$270 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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