Holiday Homes in Hawaii

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Cities in Hawaii

Featured Holiday Homes in Hawaii

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (337)
"This is an older place that has been kept in excellent condition. Very nice, clean, and comfortable. Everything in the place is neat and clean. The instructions from the owner, impeccable. Anything and everything you could possibly need to know is described. Good location to food and beach. "
The price is AU$572
includes taxes & fees
30 Dec - 31 Dec
STHA-2017/0002 Across from Hana Bay

Breezy Lanai with a Bedroom & Bath

9.6 out of 10, Exceptional, (63)
"Super super comfortable!!! The hosts are fantastic!! Spent a whole month here & would do it again in a heart beat!!! We had such a relaxing stay"
The price is AU$141
includes taxes & fees
12 Jan - 13 Jan 2025
Breezy Lanai with a Bedroom & Bath

Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108

9.6 out of 10, Exceptional, (64)
"Perfect location for a great beach trip"
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108

Newly Constructed 1 bedroom king size bed 24 Hr Laundry Access in HPP

10.0 out of 10, Exceptional, (76)
"Host was great and rental was great and just what we needed. We talked after we left that we should have stayed another night on this side of the island."
Newly Constructed 1 bedroom king size bed 24 Hr Laundry Access in HPP

North shore Kauai w/AC & pool, near beaches

10.0 out of 10, Exceptional, (93)
"Great location. Really nice accommodations."
North shore Kauai w/AC & pool, near beaches

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

10.0 out of 10, Exceptional, (118)
"We stayed in the house at the end of our trip. We loved the decks in front and back of the house. The house has good space and nicely decorated. Host were responsive and helpful."
The price is AU$653
includes taxes & fees
20 Jan - 21 Jan 2025
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Hale Aloha - AC, Beachfront

Hale Aloha - AC, Beachfront

Aloha Adventure Home - 2 min from beach

9.2 out of 10, Wonderful, (21)
"Good location, n"
Aloha Adventure Home - 2 min from beach

Fisher's Hana Bay Hale, Across from Hana Bay

9.6 out of 10, Exceptional, (339)
"Great location and stay. It met our needs as a family of four that spent most the day out seeing the local sights. The kids shared the double bed without a problem."
The price is AU$643
includes taxes & fees
2 Jan - 3 Jan 2025
Fisher's Hana Bay Hale, Across from Hana Bay

Ocean Front Center of Kailua Bay! Best Location!!

10.0 out of 10, Exceptional, (27)
"Best place for families, our whole family enjoyed our time together in this great place!"
Ocean Front Center of Kailua Bay! Best Location!!

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

10.0 out of 10, Exceptional, (23)
"We had a wonderful stay and would highly recommend."
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Sunset View Oasis - Steps from beach

6.0 out of 10, (3)
"Great convenient location and plenty of room for our family"
Sunset View Oasis - Steps from beach

New Listing ❤️ Secluded Studio at Prestigious Sunset Beach

8.8 out of 10, Excellent, (86)
"Comfortable arrangement and super friendly hosts made the stay enjoyable."
The price is AU$630
includes taxes & fees
2 Jan - 3 Jan 2025
New Listing ❤️ Secluded Studio at Prestigious Sunset Beach

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

9.8 out of 10, Exceptional, (208)
"We had a wonderful stay. The house was as advertised regarding all amenities. Very clean, well maintained and well stocked. The only surprise was no microwave. Check in and out quite seamless. One of the better properties I've rented "
The price is AU$1,127
includes taxes & fees
16 Jan - 17 Jan 2025
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

Oceanside Estate - Spacious home with Pool & AC

9.6 out of 10, Exceptional, (4)
"Was a great stay"
Oceanside Estate - Spacious home with Pool & AC

Bayview, Poipu, Koloa Hawaii "Torview"

9.6 out of 10, Exceptional, (141)
"We just had a quick 1 night stay, and that was too short. The location was amazing and David was fabulous "
The price is AU$580
includes taxes & fees
4 Jan - 5 Jan 2025
Bayview, Poipu, Koloa Hawaii "Torview"

Oahu Paradise - AC, 1 block to beach!

8.4 out of 10, Very good, (10)
"We really enjoyed our stay here, the location is perfect and the home was clean, comfortable, and had lots of room for our large group of 8. The only reason we couldn’t give a perfect score was a few maintenance issues, like running toilets, one room with an unusable fan, and the kitchen sink sprayer that would jam on. All minor issues, we would definitely stay here again! "
Oahu Paradise - AC, 1 block to beach!

Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

9.6 out of 10, Exceptional, (20)
"Here with our family fir a 30th bday"
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

Lana’i Oasis and Gem, The Artist's House

10.0 out of 10, Exceptional, (177)
"We had such a nice time enjoying this lovely home and its beautiful patio and garden. We spent most of our time exploring the island after reading all the information that is located in a book put together by the owner. Comfortable beds! "
The price is AU$1,279
includes taxes & fees
6 Jan - 7 Jan 2025
Lana’i Oasis and Gem, The Artist's House

Luxury 1 bedroom Suite, Full Large Kitchen, king size bed, double showers in HPP

10.0 out of 10, Exceptional, (31)
"Holly's 1-bedroom VRBO was exactly as described - beautiful and spacious with a lovely back patio, huge shower and large walk-in closet. Holly was a very gracious host - check-in was a breeze. We would definitely stay there again. Carol"
The price is AU$442
includes taxes & fees
9 Jan - 10 Jan 2025
Luxury 1 bedroom Suite, Full Large Kitchen, king size bed, double showers in HPP
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.
Don't see what you're looking for?
See all available properties in Hawaii
Save an average of 15% on thousands of hotels when you're signed in