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

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens
Hana HI
$347 nightly
The price is $404 total per night from Dec 21 to Dec 22
$404 total
Dec 21 - Dec 22
Total with taxes and fees
A gym is featured at this guesthouse, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Terry was very kind and attentive. We felt like we were being hosted by family.
Reviewed on Dec 6, 2025

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Kula HI
$1,025 nightly
The price is $1,200 total per night from Jan 14 to Jan 15
$1,200 total
Jan 14 - Jan 15, 2026
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
This vacation home features a garden, laundry facilities, and barbecue grills.
Property was as advertised and in a great location
Reviewed on Nov 29, 2025

Kailani Suite at Hana Kai Resort
4865 Uakea Rd Hana HI
$355 nightly
The price is $419 total per night from Dec 19 to Dec 20
$419 total
Dec 19 - Dec 20
Total with taxes and fees
This hotel features a garden, laundry facilities, and free self parking. A picnic area is also provided.
Great place!
Reviewed on Dec 16, 2025

Fisher's Hana Bay Hale, Across from Hana Bay
Kahului HI
$341 nightly
The price is $399 total per night from Jan 8 to Jan 9
$399 total
Jan 8 - Jan 9, 2026
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 24 to Dec 25
$460 total
Dec 24 - Dec 25
Total with taxes and fees
This apartment features a garden, laundry facilities, and barbecue grills.
The view and sound of the ocean waves crashing on the beach was soothing And beautiful. No TV allowed time to reflect, read, write. Kitchen fully stocked and if you don’t want to cook, food trucks nearby with delicious choices!I love Kaumaka 102!
Reviewed on Nov 22, 2025

Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy Hana HI
$580 nightly
The price is $688 total per night from Jan 18 to Jan 19
$688 total
Jan 18 - Jan 19, 2026
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 ...
Clean room, quiet, great view. 2 outdoor pool and offering multiple activities. Wonderful stay.
Reviewed on Dec 11, 2025

Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.
Hana HI
$264 nightly
The price is $308 total per night from Dec 20 to Dec 21
$308 total
Dec 20 - Dec 21
Total with taxes and fees
Free WiFi in public areas and a garden are available at this bed & breakfast.
Thank you Frank for being a very genuine and thoughtful host. Your place is just what we were looking for! - Mark and Karin
Reviewed on Nov 16, 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

Kailani Suite at Hana Kai Resort
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Great place!"
A verified traveler stayed at Kailani Suite at Hana Kai Resort
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