Book Hotels in Kaupo, HI
Cabins, apartments, houseboats! We offer comfortable & private vacation rentals
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
Top Kaupo hotels

Exceptional Upcountry Villa with breathtaking views
Makawao
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 Nov 21 to Nov 22
$1,158 total
Nov 21 - Nov 22
Total with taxes and fees
This villa features a garden, laundry facilities, and barbecue grills.
Love the Orchard setting, quiet, and the outdoor hot shower. Very attentive kind and helpful property manager/owner. Clean and comfortable bedrooms. Nice views. Cool air, beautiful night sky, easy access to Haleakala
Reviewed on Oct 27, 2025

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
$306 nightly
The price is $356 total per night from Dec 5 to Dec 6
$356 total
Dec 5 - Dec 6
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
We had a brief one night stay as we arrived late in the day and left early the next morning. Fisher’s Hana Bay Hale was clean and comfortable and only a 10’ drive from Waiʻānapanapa State Park.
Reviewed on Nov 14, 2025

Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools
Hana
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

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
Hana
This vacation home features free WiFi in public areas, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
We loved our 4-night stay at this lovely 2-bedroom house. It’s very quiet and private, surrounded by lush tropical plants. Both bedrooms and the deck have lovely eastern ocean views. (The house is not actually on the beach— it’s across the road and uphill from the water.)
Reviewed on Nov 13, 2025

Fisher's Hana Bay Hale, Across from Hana Bay
Kahului
$343 nightly
The price is $399 total per night from Dec 17 to Dec 18
$399 total
Dec 17 - Dec 18
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
This was our 2nd stay at this home. We love it in Hana. Such a great place to relax and enjoy the beautiful island. The walk across to the ocean is just a sunrise waiting to be seen.
Reviewed on Oct 1, 2025

Oceanview Condo in Hana-Let the ocean lull you to sleep
Hana
$398 nightly
The price is $463 total per night from Nov 23 to Nov 24
$463 total
Nov 23 - Nov 24
Total with taxes and fees
This apartment features a garden, laundry facilities, and barbecue grills.
Amazing stay! Direct access to the ocean and stunning sunrise view right from your balcony. Ocean is too rough to swim but stunning black sand beach. Peaceful and quiet ( stayed in October). Perfect spot for romantic gateway and convenient location to get to the waterfall and National Park hiking ...
Reviewed on Nov 11, 2025

Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy Hana HI
Fully refundableReserve now, pay when you stay
$654 nightly
The price is $771 total per night from Nov 18 to Nov 19
$771 total
Nov 18 - Nov 19
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
$225 nightly
The price is $262 total per night from Nov 18 to Nov 19
$262 total
Nov 18 - Nov 19
Total with taxes and fees
Free WiFi in public areas and a garden are available at this bed & breakfast.
As advertised
Reviewed on Oct 12, 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.
Frequently asked questions
Recent Kaupo hotel reviews by fellow wanderers
Hana-Maui Resort, a Destination by Hyatt Residence
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"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 food truck and nearby Huli Huli chicken. That and some provisions we picked up along the way filled us up after hiking and exploring. We would have tried room service but it was not app based and involved calling the restaurant across the street and maybe going to pick up. Instead, we just enjoyed the accommodations and ate banana bread for dessert. The staff were lovely and accommodating. The restaurant for breakfast was pretty good but not amazing. The property, tranquil ocean views and sounds, large bungalow and adjacent adventure are worth staying here to be off the grid in a semi luxurious environment surrounded by nature."
A verified traveler from Gates Mills stayed at Hana-Maui Resort, a Destination by Hyatt Residence
Explore More Ways to Travel with Travelocity
- Cottages in Haou
- Nahiku Hotels
- 5 Star Hotels in Upcountry Maui
- Farmstay in Upcountry Maui
- Apartments in Upcountry Maui
- B&B in Upcountry Maui
- Cabins in Upcountry Maui
- Condos in Upcountry Maui
- Cottages in Upcountry Maui
- Extended Stay Hotels in Upcountry Maui
- Guest Houses in Upcountry Maui
- Hostels in Upcountry Maui
- Adults Only Resorts & in Upcountry Maui
- Crh - Condominium Rentals Hawaii Hotels in Upcountry Maui
- Golf Resorts & in Upcountry Maui
- Historic Hotels in Upcountry Maui
- Hotels with Free Parking in Upcountry Maui
- Pet Friendly Hotels in Upcountry Maui
- Romantic Getaways & Hotels in Upcountry Maui
- Hotels with Shopping in Upcountry Maui
- Spa Resorts & in Upcountry Maui
- Upcountry Maui Hotels
- Houseboats in Upcountry Maui
- Vacation Homes in Upcountry Maui
- Resorts in Upcountry Maui
- Villas in Upcountry Maui
- Hotels near Waianapanapa State Park
- B&B in Hana
- Condos in Hana
- Cottages in Hana
- Hostels in Hana
- Cheap Hotels in Hana
- Hana Hotels
- Vacation Homes in Hana
- Resorts in Hana
- Treehouses in Hana
- Hotels near Wailua Falls
- Hotels near Bamboo Forest
- Condos in Kipahulu
- Guest Houses in Kipahulu
- Kipahulu Hotels
- Vacation Homes in Kipahulu
- Resorts in Kipahulu
- Hotels near Haleakala Crater
- Hotels near Puaʻa Kaʻa State Wayside Park
- Hotels near Hana Lava Tubes
- Hotels near Palapala Hoomau Church
- Kahoolawe Hotels
- Hotels near Hana Maui Botanical Gardens
- Hotels near Fagan's Memorial
- Hana Forest Reserve Hotels
- Hotels near Koki Beach Park
- Hotels near Hana
- Hotels near Haleakala National Park
- Hotels near Magnetic Peak
- 4 Star Hotels in Puuiki
- 5 Star Hotels in Puuiki
- Cottages in Puuiki
- Vacation Homes in Puuiki
- Hotels near Kalahaku Overlook
- Kahikinui Forest Reserve Hotels
- Hotels near Ohe'o Gulch
- Hotels near Pools of Oheo
- Hotels near Blue Pool
- Hotels near Kaʻeleku Caverns
- Hotels near Haleakalā Visitor Center
- Hotels near Kipahulu Visitor Center
- Hotels near Hamoa Beach
- Hotels near Red Sand Beach
- Hotels near Charles Lindbergh's Grave
- Hotels near Ke'anae Arboretum
- Flights from Atlanta to Upcountry Maui
- Flights from Austin to Upcountry Maui
- Flights from Dallas to Upcountry Maui
- Flights from Houston to Upcountry Maui
- Flights from New York to Upcountry Maui
- Flights from Philadelphia to Upcountry Maui
- Flights from Seattle to Upcountry Maui
- Flights from Fort Lauderdale to Upcountry Maui
- Flights to Hana
- Flights to Maui




