Hawaii Holiday Rentals

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Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
Comfy and Modern Condo By Waikiki

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
8.8 out of 10, Excellent, (15 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is NZ$968
includes taxes & fees
30 Mar - 31 Mar
Signature Residences at Maui Banyan

Sea Mountain

Sea Mountain
2.5 star property
Pahala
9.0 out of 10, Wonderful, (517 reviews)
"rooms are clean and Lina was very helpful"
United States
kevin
The price is NZ$298
includes taxes & fees
30 Mar - 31 Mar
Sea Mountain

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
The price is NZ$1,080
includes taxes & fees
6 Apr - 7 Apr
Skyline Island Stay-2 Adjoining Studios

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (2 reviews)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is NZ$1,244
includes taxes & fees
6 Apr - 7 Apr
The Residences at Kamaole Sands Resort

Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.0 star property
Kahaluu-Keauhou
The price is NZ$573
includes taxes & fees
20 Apr - 21 Apr
Sunset Shores - Unit B Kauipoho

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is NZ$1,063
includes taxes & fees
30 Mar - 31 Mar
The Ocean View Residence

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
9.2 out of 10, Wonderful, (7 reviews)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is NZ$801
includes taxes & fees
14 Apr - 15 Apr
Royal Lahaina Bungalows & Spa

A Private Getaway in the Rainforest. One mile from Volcano National Park.

A Private Getaway in the Rainforest. One mile from Volcano National Park.
Volcano
9.4 out of 10, Exceptional, (276 reviews)
"Clean great bed It is a little hard to see if you arrive at night but the owner gives great directions "
United States
Richard
The price is NZ$357
includes taxes & fees
9 Apr - 10 Apr
A Private Getaway in the Rainforest. One mile from Volcano National Park.

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, (99 reviews)
"Great place"
China
Forrest
The price is NZ$284
includes taxes & fees
30 Mar - 31 Mar
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, (1,218 reviews)
"Excellent staff, great location, had a great vacation."
United States
Cristi
The price is NZ$717
includes taxes & fees
16 Apr - 17 Apr
Aston Kona by the Sea

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,938 reviews)
"Great place nice people very clean and great food"
Canada
Dalen L
The price is NZ$1,473
includes taxes & fees
1 Apr - 2 Apr
OUTRIGGER Honua Kai Resort & Spa

Pacific Monarch Studio w/ Partial Ocean Views

Pacific Monarch Studio w/ Partial Ocean Views
3.5 star property
Waikiki
The price is NZ$833
includes taxes & fees
30 Mar - 31 Mar
Pacific Monarch Studio w/ Partial Ocean Views

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
8.0 out of 10, Very good, (3 reviews)
"Great stay! The place was clean, well located, and exactly as described. Smooth communication and very comfortable overall. Would definitely recommend."
France
Daniel
The Kalama Residence

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, (304 reviews)
"Everything was exactly as promoted, we had a wonderful stay."
United States
Dominick T.
The price is NZ$703
includes taxes & fees
30 Mar - 31 Mar
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$563
includes taxes & fees
26 Apr - 27 Apr
Island Elegance Prime Spot

Top floor 1BR with AC, beach gear, lanai, and mountain views. Walk to the beach!

Top floor 1BR with AC, beach gear, lanai, and mountain views. Walk to the beach!
Princeville
9.8 out of 10, Exceptional, (166 reviews)
"Very clean, amazing location, incredible host recommendations!"
United States
Carolyn W.
The price is NZ$994
includes taxes & fees
19 Apr - 20 Apr
Top floor 1BR with AC, beach gear, lanai, and mountain views. Walk to the beach!

Kona Condo with all the comforts of home

Kona Condo with all the comforts of home
Holualoa Village
9.2 out of 10, Wonderful, (87 reviews)
"Thank you. We enjoyed staying at your place. Perfect location "
United States
Suman m.
The price is NZ$572
includes taxes & fees
30 Mar - 31 Mar
Kona Condo with all the comforts of home

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, (272 reviews)
"Perfectly situated on Maui island to easily visit everything and come back to condo to sleep."
Canada
Jean-Philippe R.
The price is NZ$699
includes taxes & fees
5 Apr - 6 Apr
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Oceanfront cottage w/ AC @ Kehena Beach, Hawaii

Oceanfront cottage w/ AC @ Kehena Beach, Hawaii
Kehena Beach Estates
9.4 out of 10, Exceptional, (59 reviews)
"Fair warning to all travelers, screen shot the instructions to get into the cottage before you leave Pāhoa as the reception is spotty at best. I had to drive all the way back to Pahoa to get the information onto my phone. Cottage is quaint and small but delivers what was Expected. Clean, ac worked quite well, all the amenities you Would need. Beach across the way is an optional clothing beach so be aware if you have kids lol. It’s a taste of actually Hawaii living and not at a resort. Sofa...
United States
Thomas
The price is NZ$332
includes taxes & fees
30 Mar - 31 Mar
Oceanfront cottage w/ AC @ Kehena Beach, Hawaii
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$357 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.