Holiday Homes in Hawaii

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Cities in Hawaii

Featured Holiday Homes in Hawaii

Holiday Home in Haiku

3.0 star property
9.2 out of 10, Wonderful, (9)
"Loved having the hot tub to come home to!!"
United States
Pedro
The price is NZ$434
includes taxes & fees
23 Nov - 24 Nov
Yonegan Maui Getaways - Haiku

Holiday Home in Hana Town Center

9.6 out of 10, Exceptional, (409)
"Great stay. "
United States
Anthony A.
The price is NZ$637
includes taxes & fees
5 Dec - 6 Dec
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Holiday Home in Mountain View

2.0 star property
9.6 out of 10, Exceptional, (37)
"We enjoyed our stay in the close proximity to volcano national Park"
United States
Sandra S.
The price is NZ$410
includes taxes & fees
23 Nov - 24 Nov
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

Holiday Home in Kailua-Kona

10.0 out of 10, Exceptional, (162)
"Excellent choice and enjoyable stay"
United States
Arvind B.
The price is NZ$747
includes taxes & fees
19 Dec - 20 Dec
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Holiday Home in Kekaha

10.0 out of 10, Exceptional, (307)
"Absolutely loved this place! Perfect for exploring Waimea Canyon!"
United States
James
Hawaiian Charm..Just Steps From The Ocean..On Kauai's Sunny W Side * TVNC4216

Holiday Home in Waianae

9.2 out of 10, Wonderful, (37)
"The view of the ocean was amazing. We saw turtles coming in and laying on the nearby beach almost every day. Wish we could have stayed longer."
United States
Tina M.
Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly.

Holiday Home in lahina

9.8 out of 10, Exceptional, (80)
"Really enjoyed this home! "
United States
Linsey R.
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

Holiday Home in Kahuku

8.0 out of 10, Very good, (11)
"The location is great, although advertising of it not accurate and misrepresented. Couldn’t get inside initially , zero response from host or follow up when help was requested. Upon entry place was full of live and dead cockroaches and geckos . Was not clean . Stove was deplorable . Dead spiders and cobwebs everywhere . Random left over food, condiments and frozen meals in containers in fridge . Pretty sure someone had been living there the day before or something . We got in during the middle...
Canada
Kathryn
The price is NZ$846
includes taxes & fees
29 Nov - 30 Nov
Turtle Bay 2 bedroom Short Walk To Beach

Holiday Home in Kailua

9.6 out of 10, Exceptional, (206)
"Excellent rental. Close to beach and short walk to dining and shopping. Great to have a pool as alternative to beach would recommend. Great location. "
United States
Paul B.
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

Holiday Home in Pahoa

9.4 out of 10, Exceptional, (358)
"Property was beautiful. Liv was wonderful to communicate with. View was gorgeous."
United States
Amy M.
Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room

Holiday Home in Keaau

9.8 out of 10, Exceptional, (180)
"Location was wonderful, neighbors quiet, house lovey but warm, hosts were gracious and easily reached. "
United States
Jamie S.
Large comfy house big enough for 2 families next to ocean on Kaloli point

Holiday Home in Volcano

9.4 out of 10, Exceptional, (117)
"Very cozy home with everything we needed for our stay. So close to the national park we could rush there in 5 minutes when we saw te volcano was erupting. Downstairs resident nice older gentleman with small dog we enjoyed visiting with. Future guests may appreciate knowing there is a dog downstairs in case that is an issue, it was not for us at all."
United States
Shannon M.
The price is NZ$701
includes taxes & fees
29 Nov - 30 Nov
Hale Mauna Loa Volcano Vacation Getaway-Upper Level Volcanoes National Park

Holiday Home in Hana Town Center

9.6 out of 10, Exceptional, (408)
"We only stayed one night but it was fantastic, clean and cozy! Check in was super simple and we were able to get in and out quickly to enjoy the rest of our trip."
United States
Jarah A.
The price is NZ$711
includes taxes & fees
17 Dec - 18 Dec
Fisher's Hana Bay Hale, Across from Hana Bay

Holiday Home in Pupukea

10.0 out of 10, Exceptional, (189)
"Greeted by host with overall explanations of home and shared Hawaii tips."
United States
Marisa L.
RENOVATED! Short Walk to Beach, Air con. Please inquire about shorter stays!

Holiday Home in Kalaoa

9.8 out of 10, Exceptional, (50)
"We really enjoyed the views from the Lanai and the comfortable accommodations. The beds were soft and comfortable. The kitchen was great and it was nice to be able to cook a few meals. We also used the beach chairs and beach toys that were provided which was a great perk."
United States
Chuck B.
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Holiday Home in Keaau

9.8 out of 10, Exceptional, (221)
"Loved our stay! Beautiful house in quiet area. Very close to Volcano National Park. "
United States
Angelina
Family Friendly Home, with a Man Cave!

Holiday Home in Poipu

9.6 out of 10, Exceptional, (19)
"This house was perfect for our family of 5! So close to the beach and shopping. The house had everything we needed for our vacation. It was super clean. The air conditioning worked well. We will definitely stay here again when we come back to Kauai! "
United States
Evin C.
The price is NZ$1,012
includes taxes & fees
23 Nov - 24 Nov
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

Holiday Home in Royal Hawaiian Estates

10.0 out of 10, Exceptional, (35)
"Perfectly located in beautiful location. Great place to stay."
United States
Lukasz R.
The price is NZ$578
includes taxes & fees
1 Dec - 2 Dec
Rustic Cabin in Volcano Village

Holiday Home in Lahaina

9.8 out of 10, Exceptional, (84)
"Everything was great!"
United States
Adam V.
Stunning Views & Tropical Tranquility 429 LS

Holiday Home in Kahuku

9.8 out of 10, Exceptional, (110)
"We had a great stay. It was nice to have a home base with the family. Plenty of room for everyone. "
United States
CrossRoads Technologies C.
Secluded Sands ~ Private Beach Access, A/C
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.

Black Friday Sale

Save up to 40% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Hawaii Hotel Reviews

Find out more about Hawaii

Hawaii Holiday Homes information

Number of reviews
2,676
Accommodation
4013 Holiday Homes
Lowest Price
NZ$410
Highest Price
NZ$1,012

Explore a world of travel with Expedia