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Hawaii Holiday Rentals

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Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,004 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
The price is NZ$1,705
includes taxes & fees
15 July - 16 July
Aulani, Disney Vacation Club Villas

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,831 reviews)
"Perfect quiet location for a relaxing visit. We had a beautiful garden view!"
United States
Carlene
The price is NZ$609
includes taxes & fees
13 July - 14 July
Napili Shores Maui by OUTRIGGER

Sea Mountain

Sea Mountain
2.5 star property
Pahala
9.0 out of 10, Wonderful, (539 reviews)
"great location, friendly staff"
United States
Rodolfo
The price is NZ$264
includes taxes & fees
12 July - 13 July
Sea Mountain

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,172 reviews)
"We were very happy with our stay."
United States
Joni
The price is NZ$545
includes taxes & fees
13 July - 14 July
Aston Kaanapali Shores

Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,237 reviews)
"The condo was spacious, clean, and located in a great area. Definitely recommend."
United States
Lisa
The price is NZ$378
includes taxes & fees
28 July - 29 July
Banyan Harbor Resort

Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.6 out of 10, Exceptional, (92 reviews)
"Great deal, great stay, great place! We would definitely book again. The rental had everything we needed and were so accommodating when we needed assistance."
United States
Agnes
The price is NZ$5,502
includes taxes & fees
9 Aug - 10 Aug
Honua Kai Konea Resort by KBM

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,586 reviews)
"Nice stay! snorkeling right on beach front from room,, reef"
United States
Adrian
The price is NZ$639
includes taxes & fees
19 July - 20 July
Aston Maui Kaanapali Villas

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (429 reviews)
"Great location! We enjoyed being right by Whaler’s Village with all the restaurants and shops. It’s also close to Black Rock which is great for snorkeling. We will be coming back for future Maui trips."
United States
Julie
The price is NZ$1,202
includes taxes & fees
9 Aug - 10 Aug
The Whaler Resort Kaanapali Beach

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,264 reviews)
"Friendly staff, walking distance to the beach. Flat rate for parking would be ideal."
United States
Megan
The price is NZ$333
includes taxes & fees
21 July - 22 July
Skyline Island Colony Hotel

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is NZ$724
includes taxes & fees
12 July - 13 July
Comfy and Modern Condo By Waikiki

The Cliffs at Princeville

The Cliffs at Princeville
3.5 star property
Princeville
8.8 out of 10, Excellent, (270 reviews)
"Beautiful overlook of the cliffs! We enjoyed the two lanais and having in unit laundry and a kitchen was very convenient for traveling as a family. The unit was very spacious. Would stay here again!"
United States
Sarah
The price is NZ$776
includes taxes & fees
22 July - 23 July
The Cliffs at Princeville

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,994 reviews)
"Very good property It’s slightly overpriced but overall worth it"
United States
Kunj
The price is NZ$1,602
includes taxes & fees
25 July - 26 July
OUTRIGGER Honua Kai Resort & Spa

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (596 reviews)
"Parking was Great"
United States
David
The price is NZ$432
includes taxes & fees
16 July - 17 July
Royal Kuhio

Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,550 reviews)
"Awesome place and location. Ocean view and wrap around balcony incredible. Very spacious for our family. Could not be happier!"
United States
Joseph C
The price is NZ$1,180
includes taxes & fees
31 July - 1 Aug
Aston at The Whaler on Kaanapali Beach

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
5.0 out of 10, (2 reviews)
The price is NZ$780
includes taxes & fees
13 July - 14 July
Skyline Island Stay-2 Adjoining Studios

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, (120 reviews)
"It worked great for our needs for our last night of vacation."
United States
ROBERT E.
The price is NZ$265
includes taxes & fees
21 July - 22 July
The Surf Hideaway is walking distance to everything Kona

Aston Kona by the Sea

Aston Kona by the Sea
4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1,254 reviews)
"Hotel n room area was wonderful Staff was even better which makes ur stay pleasant."
United States
Kimaline
The price is NZ$924
includes taxes & fees
27 July - 28 July
Aston Kona by the Sea

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana Town Center
9.6 out of 10, Exceptional, (458 reviews)
"Great place to stay while exploring Hana"
Canada
Igor G.
The price is NZ$693
includes taxes & fees
3 Aug - 4 Aug
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Kailua-Kona
10.0 out of 10, Exceptional, (195 reviews)
"This was a beautiful house and that was perfect for our short stay! Host was very communicative and super nice too! "
United States
Kylee D.
The price is NZ$772
includes taxes & fees
14 July - 15 July
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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
9.8 out of 10, Exceptional, (279 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is NZ$708
includes taxes & fees
11 July - 12 July
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
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$333 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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