Photo by Tim & Nat ✈

Kaupo Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    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

Browse Select Kaupo Vacation Homes

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

9.6 out of 10, Exceptional, (394)
"The property was excellent, highly recommend. "
The price is CA $240
CA $491 total
includes taxes & fees
Sep 9 - Sep 10
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

9.8 out of 10, Exceptional, (140)
"Wonderful property and so beautiful! "
The price is CA $482
CA $911 total
includes taxes & fees
Aug 29 - Aug 30
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (399)
"Lovely getaway after our long on the road to Hana drive. Provided everything we needed with kitchen, 1bedroom and nice full-size bed tucked in the corner off the TV room. Loved the woody walls, plenty of ceiling fans and distant view of the bay. Check this place out folks!"
The price is CA $269
CA $547 total
includes taxes & fees
Sep 8 - Sep 9
Fisher's Hana Bay Hale, Across from Hana Bay

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

10.0 out of 10, Exceptional, (67)
"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."
The price is CA $1,979
CA $3,884 total
includes taxes & fees
Sep 10 - Sep 11
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

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

9.8 out of 10, Exceptional, (229)
"Wonderful location!"
The price is CA $414
CA $869 total
includes taxes & fees
Sep 3 - Sep 4
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

9.8 out of 10, Exceptional, (76)
"This place was more than enough for our family of 5! We could have fit another family with us! Very clean, easy check in. The instructions on finding the place were spot on. We would definitely stay here again!"
The price is CA $757
CA $1,359 total
includes taxes & fees
Sep 8 - Sep 9
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Hana Homestead by the Beach

9.8 out of 10, Exceptional, (134)
"This property is amazing! Not right on the water but great view of the ocean, can hear the ocean and 3minute walk to the beach!! Beautiful property and plenty of extras such as a jacuzzi, sauna, boogie boards, beach chairs, beach toys for the kids, and an on-site private outside shower to clean up after walking or playing in the beach. "
The price is CA $711
CA $1,746 total
includes taxes & fees
Sep 22 - Sep 23
Hana Homestead by the Beach
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kaupo Hotel Reviews

Find out more about Kaupo

Find out more about Kaupo

Kaupo Vacation Homes information

Number of reviews
1,062
Accommodation
43 Vacation Homes
Lowest Price
CA $240
Highest Price
CA $1,979

Explore a world of travel with Expedia

Explore a world of travel with Expedia