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, (533 reviews)
"great location, friendly staff"
United States
Rodolfo
The price is NZ$292
includes taxes & fees
7 June - 8 June
Sea Mountain

2022 Red 4Runner

2022 Red 4Runner
1.0 star property
Anahola
The price is NZ$559
includes taxes & fees
6 June - 7 June
2022 Red 4Runner

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is NZ$980
includes taxes & fees
8 June - 9 June
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$563
includes taxes & fees
28 June - 29 June
Sunset Shores - Unit B Kauipoho

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,810 reviews)
"Perfect place to stay, good location"
United States
Aurelia
The price is NZ$532
includes taxes & fees
7 June - 8 June
Napili Shores Maui by OUTRIGGER

Simple & Fun Rooftop Camper SUV Gear

Simple & Fun Rooftop Camper SUV Gear
1.0 star property
Anahola
The price is NZ$599
includes taxes & fees
6 June - 7 June
Simple & Fun Rooftop Camper SUV Gear

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, (110 reviews)
"Exactly what we needed!"
United States
Nicki
The price is NZ$278
includes taxes & fees
7 June - 8 June
The Surf Hideaway is walking distance to everything Kona

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.2 out of 10, Very good, (16 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is NZ$806
includes taxes & fees
18 June - 19 June
Royal Lahaina Bungalows & Spa

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
2.0 out of 10, (1 review)
The price is NZ$1,028
includes taxes & fees
8 June - 9 June
Skyline Island Stay-2 Adjoining Studios

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, (434 reviews)
"Great stay thanks! "
United States
Stephanie C.
The price is NZ$690
includes taxes & fees
22 June - 23 June
Fisher's Hana Bay Hale, Across from Hana Bay

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.4 out of 10, Exceptional, (75 reviews)
"We loved our stay! Great location"
United States
Madison
The price is NZ$582
includes taxes & fees
19 June - 20 June
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

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, (276 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$676
includes taxes & fees
25 June - 26 June
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (308 reviews)
"Great place, easy access and parking. Host communication was exceptional, would not hesitate to rent again."
United States
M P.
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
The price is NZ$551
includes taxes & fees
8 June - 9 June
Island Elegance Prime Spot

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, (101 reviews)
"We enjoyed our stay! Beautiful place. "
United States
Rhonda R.
The price is NZ$636
includes taxes & fees
16 June - 17 June
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

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$566
includes taxes & fees
13 June - 14 June
Kona Condo with all the comforts of home

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, (141 reviews)
"Great view, clean apartment, which had all we needed for a nice stay. "
Australia
Helen H.
The price is NZ$591
includes taxes & fees
10 June - 11 June
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

Romantic Tree Cottage in the Rainforest

Romantic Tree Cottage in the Rainforest
Ohia Estates
9.8 out of 10, Exceptional, (124 reviews)
"Really cute place, comfortable and excellent location!"
United States
Julie O.
The price is NZ$576
includes taxes & fees
21 June - 22 June
Romantic Tree Cottage in the Rainforest

Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,001 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
The price is NZ$1,672
includes taxes & fees
9 June - 10 June
Aulani, Disney Vacation Club Villas

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, (119 reviews)
"Wonderful greetings, tasty fruit and great accommodations. "
United States
J J.
The price is NZ$497
includes taxes & fees
6 June - 7 June
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai
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$355 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.