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Hawaii Holiday Rentals

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Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

Sea Mountain

Sea Mountain
2.5 star property
Pahala
9.0 out of 10, Wonderful, (535 reviews)
"great location, friendly staff"
United States
Rodolfo
The price is NZ$340
includes taxes & fees
6 July - 7 July
Sea Mountain

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is NZ$679
includes taxes & fees
30 June - 1 July
Comfy and Modern Condo By Waikiki

Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.0 star property
Kahaluu-Keauhou
The price is NZ$564
includes taxes & fees
11 July - 12 July
Sunset Shores - Unit B Kauipoho

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, (115 reviews)
"It worked great for our needs for our last night of vacation."
United States
ROBERT E.
The price is NZ$289
includes taxes & fees
28 June - 29 June
The Surf Hideaway is walking distance to everything Kona

2022 Red 4Runner

2022 Red 4Runner
1.0 star property
Anahola
The price is NZ$622
includes taxes & fees
3 July - 4 July
2022 Red 4Runner

Walk to Dining & Local Markets! Hilo Getaway

Walk to Dining & Local Markets! Hilo Getaway
3.0 star property
Hilo
The price is NZ$532
includes taxes & fees
30 June - 1 July
Walk to Dining & Local Markets! Hilo Getaway

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, (455 reviews)
"Great place to stay while exploring Hana"
Canada
Igor G.
The price is NZ$680
includes taxes & fees
10 July - 11 July
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.

ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.
Kaunakakai
9.2 out of 10, Wonderful, (119 reviews)
"Excellent views and sightlines for leaping whales."
United States
David K.
The price is NZ$656
includes taxes & fees
19 July - 20 July
ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,582 reviews)
"The villa we stayed was new, beautiful and quiet. Perfect for a serene and private get away. Felt non touristy and accessible."
United States
Aylin
The price is NZ$652
includes taxes & fees
27 June - 28 June
Aston Maui Kaanapali Villas

Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.6 out of 10, Exceptional, (439 reviews)
"Great stay thanks! "
United States
Stephanie C.
The price is NZ$717
includes taxes & fees
10 July - 11 July
Fisher's Hana Bay Hale, Across from Hana Bay

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,151 reviews)
"Great Stay!!"
United States
Christopher
The price is NZ$555
includes taxes & fees
29 June - 30 June
Aston Kaanapali Shores

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,825 reviews)
"Beautiful property, beach access was terrific."
United States
Alison
The price is NZ$553
includes taxes & fees
27 June - 28 June
Napili Shores Maui by OUTRIGGER

Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
The price is NZ$564
includes taxes & fees
29 June - 30 June
Island Elegance Prime Spot

Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (107 reviews)
"Excellent room"
United States
Rene
The price is NZ$617
includes taxes & fees
3 July - 4 July
Beautiful, Renovated, Hale Kamaole 159

Simple & Fun Rooftop Camper SUV Gear

Simple & Fun Rooftop Camper SUV Gear
1.0 star property
Anahola
The price is NZ$622
includes taxes & fees
27 June - 28 June
Simple & Fun Rooftop Camper SUV Gear

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens - 10% off JULY!

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens - 10% off JULY!
Hana
10.0 out of 10, Exceptional, (515 reviews)
"Beautiful place. Excellent host. "
United States
Darryl S.
The price is NZ$773
includes taxes & fees
28 June - 29 June
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens - 10% off JULY!

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, (114 reviews)
"It was excellent location.Walking to lots of different restaurants in other hotels and the beach. The bathroom was a little musty smelling, so I had to buy a plugin"
United States
Cheri
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.8 out of 10, Exceptional, (36 reviews)
"This is a lovely apartment. Very clean. Location is great for everything. The ocean breeze is unforgettable! Quite at night. Beds are comfy. Will come back!"
United States
Zhi
The price is NZ$558
includes taxes & fees
28 June - 29 June
Ocean View Condo in the Heart of Kona

Kona Condo with all the comforts of home

Kona Condo with all the comforts of home
Holualoa Village
9.2 out of 10, Wonderful, (89 reviews)
"Walking distance from the pool, marketplace, shops and food "
Australia
Lauren T.
The price is NZ$597
includes taxes & fees
2 July - 3 July
Kona Condo with all the comforts of home

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, (103 reviews)
"We enjoyed our stay! Beautiful place. "
United States
Rhonda R.
The price is NZ$723
includes taxes & fees
11 July - 12 July
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees
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$308 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.