Book Hotels in Kaupo, HI
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Top Kaupo hotels

Exceptional Upcountry Villa with breathtaking views
Makawao HI
This vacation home features an outdoor pool and a hot tub. Enjoy the sauna and conveniences like a garden and laundry facilities.
Incredible stay! Off the grid and an amazing view of the whole island. Everything was clean and organized and the pool and Hot tub and sauna combo made it feel like I was down at the resorts except with my own peace and serenity. Would come again
Reviewed on Oct 20, 2025

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Kula HI
$996 nightly
The price is $1,158 total per night from Dec 3 to Dec 4
$1,158 total
Dec 3 - Dec 4
Total with taxes and fees
This villa features a garden, laundry facilities, and barbecue grills.
Beautiful home with fantastic master bedroom suite, dining room walls of sliding glass doors, very peaceful setting, surrounded by flowers and lemon, fig, avocado trees. Owner was very friendly and helpful. Wish we could have stayed longer.
Reviewed on Nov 5, 2025

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
$304 nightly
The price is $354 total per night from Dec 5 to Dec 6
$354 total
Dec 5 - Dec 6
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
We enjoyed a very comfortable stay. The cottage was attractive, clean, and well stocked. The kitchen had all the equipment we needed to prepare the food we brought, and the outdoor BBQ was a plus. We dined on the screened porch; it was a perfect temperature and bug-free. Thank you!
Reviewed on Nov 23, 2025

Stay in Hana #2
Hana HI
$298 nightly
The price is $347 total per night from Dec 3 to Dec 4
$347 total
Dec 3 - Dec 4
Total with taxes and fees
Stay at this apartment in Hana. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Hana Bay Beach and Ke'anae Arboretum are located ...
Easy to find, and very comfortable. Nice coffee and granola bars for the morning!
Reviewed on Nov 10, 2025

Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools
Hana HI
This apartment includes a garden and barbecue grills.
Everything was just perfect! We did not realize that it was quite so far from Hana, however! We like to dine out for dinner and it was a long drive in the dark. Totally our fault for not researching in advance. Mercury is fabulous and we would stay with her again. Thank you!
Reviewed on Oct 28, 2025

Fisher's Hana Bay Hale, Across from Hana Bay
Kahului HI
$341 nightly
The price is $397 total per night from Dec 18 to Dec 19
$397 total
Dec 18 - Dec 19
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Very cute, clean, well stocked on supplies such as bathroom and kitchen necessities. Books, boardgames and a ping pong table. Beautiful view
Reviewed on Nov 16, 2025

Oceanview Condo in Hana-Let the ocean lull you to sleep
Hana HI
$395 nightly
The price is $460 total per night from Dec 8 to Dec 9
$460 total
Dec 8 - Dec 9
Total with taxes and fees
This apartment features a garden, laundry facilities, and barbecue grills.
The view is so awesome
Reviewed on Nov 13, 2025

Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy Hana HI
Fully refundableReserve now, pay when you stay
$562 nightly
The price is $663 total per night from Dec 3 to Dec 4
$663 total
Dec 3 - Dec 4
Total with taxes and fees
This resort features a full-service spa, 2 outdoor pools, and a restaurant. Families will appreciate the mini golf and onsite laundry facilities. Enjoy the gym ...
Gorgeous, peaceful bungalow with an ocean view. This is a great way to get away from it all and experience the road to Hana and beyond. We stayed two nights and really enjoyed it. Food options for dinner were several food trucks or a restaurant across the street that we passed on. We tried the Mexican ...
Reviewed on Nov 15, 2025

Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.
Hana HI
$266 nightly
The price is $310 total per night from Dec 6 to Dec 7
$310 total
Dec 6 - Dec 7
Total with taxes and fees
Free WiFi in public areas and a garden are available at this bed & breakfast.
Exactly what we needed. Thank you, Anya. And the fruit was delicious!
Reviewed on Nov 8, 2025
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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Recent Kaupo hotel reviews by fellow wanderers

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
5 out of 5
Posted 7 days ago
Travelocity Verified Review
"We enjoyed a very comfortable stay. The cottage was attractive, clean, and well stocked. The kitchen had all the equipment we needed to prepare the food we brought, and the outdoor BBQ was a plus. We dined on the screened porch; it was a perfect temperature and bug-free. Thank you!"
A verified traveler stayed at Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
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