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$293
includes taxes & fees
14 June - 15 June
Sea Mountain

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,820 reviews)
"Beautiful property, beach access was terrific."
United States
Alison
The price is NZ$564
includes taxes & fees
27 June - 28 June
Napili Shores Maui by OUTRIGGER

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is NZ$654
includes taxes & fees
16 June - 17 June
Comfy and Modern Condo By Waikiki

Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
The price is NZ$560
includes taxes & fees
14 June - 15 June
Island Elegance Prime Spot

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, (112 reviews)
"My first time to Kona. Check in was super easy. The property was a walking distance to shopping centers. My only draw back was that the small fan. It wasn't keeping the room as cool as I preferred it to be. However, overall, it was a great place to stay. I would recommend this place to people."
United States
Akariva
The price is NZ$252
includes taxes & fees
13 June - 14 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$836
includes taxes & fees
26 June - 27 June
Royal Lahaina Bungalows & Spa

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,254 reviews)
"Love the kitchenette and pool. Also amazing views of ocean, Diamondhead and the canal from the large lanai. Super awesome location as well. One of my favorite places to stay. I am a frequent local traveler. Its an older property but that doesn't bother me."
United States
Erin
The price is NZ$314
includes taxes & fees
29 June - 30 June
Skyline Island Colony Hotel

2022 Red 4Runner

2022 Red 4Runner
1.0 star property
Anahola
The price is NZ$562
includes taxes & fees
13 June - 14 June
2022 Red 4Runner

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,206 reviews)
"Loved our stay"
United States
Randal
The price is NZ$424
includes taxes & fees
16 June - 17 June
Aston Waikiki Sunset

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$341
includes taxes & fees
29 June - 30 June
Skyline Island Stay-2 Adjoining Studios

Rooftop Camper Experience Fully Equip

Rooftop Camper Experience Fully Equip
1.0 star property
Anahola
The price is NZ$816
includes taxes & fees
15 June - 16 June
Rooftop Camper Experience Fully Equip

Banyan Harbor Resort

Banyan Harbor Resort
3.0 star property
Nawiliwili
8.4 out of 10, Very good, (1,209 reviews)
"The condo was nicely updated with beautiful bathroom and kitchen. Super clean, lots of kitchen amenities. Perfect we couldn’t have gotten a better place located in the most perfect spot!"
United States
JOANN REGINE
The price is NZ$535
includes taxes & fees
15 June - 16 June
Banyan Harbor Resort

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
The price is NZ$541
includes taxes & fees
16 June - 17 June
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.0 star property
Kahaluu-Keauhou
The price is NZ$553
includes taxes & fees
15 June - 16 June
Sunset Shores - Unit B Kauipoho

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, (118 reviews)
"Wonderful greetings, tasty fruit and great accommodations. "
United States
J J.
The price is NZ$482
includes taxes & fees
13 June - 14 June
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai

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, (302 reviews)
"Exceptional host, comfy beds and pillows, great location!"
United States
Brenda C.
The price is NZ$704
includes taxes & fees
16 June - 17 June
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

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, (102 reviews)
"We enjoyed our stay! Beautiful place. "
United States
Rhonda R.
The price is NZ$611
includes taxes & fees
16 June - 17 June
HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

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, (435 reviews)
"Great stay thanks! "
United States
Stephanie C.
The price is NZ$694
includes taxes & fees
26 June - 27 June
Fisher's Hana Bay Hale, Across from Hana Bay

Aston Kona by the Sea

Aston Kona by the Sea
4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1,247 reviews)
"Hotel n room area was wonderful Staff was even better which makes ur stay pleasant."
United States
Kimaline
The price is NZ$988
includes taxes & fees
16 June - 17 June
Aston Kona by the Sea

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, (278 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$671
includes taxes & fees
13 June - 14 June
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$385 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.