Book The Best Hotels in Kaupo, HI for 2026 from CA $800 - Fully Refundable Options

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Our top choices for Kaupo hotels

Hana Town Center

1. Hana-Maui Resort, a Destination by Hyatt Residence

Hana Town Center

Si Lu

CA $800 total

includes taxes & fees

Aug 28 - Aug 29

2. Kailani Suite at Hana Kai Resort

Hana Town Center

Betty Joann

CA $810 total

includes taxes & fees

Aug 1 - Aug 2

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Learn more about Kaupo

Check out Haleakala National Park—just one of the popular sights to explore around Kaupo.

See all hotels in Kaupo

A two-lane road with a white dividing line, surrounded by vegetation and hills in the distance.

Top Kaupo Hotel Reviews

Hana-maui Resort

10/10 Excellent

"Great staff concierge staff was very helpful especially Hunter"

Haleakala Sunrise Home, Kula, Maui, Hawaii

8/10 Good

"This is an excellent location for Haleakalā sunrise and also the back road to Hana. I highly recommend leaving early and doing the back road to Hana, it was amazing to have the road basically to yourself until you reach PipiWai Trail. As for the property, it is beautiful and clean and the views are lovely. Delightful hosts. But honestly the setup is a bit odd-you can really hear every little thing the hosts are doing in the kitchen, so it isn’t truly private. Just a flimsy plastic door separates you in the downstairs. And the only available sink is the bathroom sink so if you want to rinse off dishes you use or fill your hiking water bladder, etc, you use the bathroom sink. So it’s a nice place but I wouldn’t stay more than two nights."

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

8/10 Good

"Great stay, perfect location. Research locations to eat before you arrive. Really enjoyed the overall atmosphere of Hana, the people were amazing, and the overall stay was good. Please remember there is no air-conditioning, Wish communication from host was better."

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

10/10 Excellent

"We (3 50'ish siblings and our 88 year old mother) were looking for something other than a condo-farm to stay in on Maui and this house was perfect for that. The sunset views were amazing--you could see down to the ocean on the western side of the house and all the way up to the observatory on Haleakala behind the house. The yard was full of fruit trees--there were goats next door but you could barely see any other houses around. It was wonderfully isolated and quiet.Everything was clean and in working order--as other reviews have said, there are several small steps up/down getting around the house and master bedroom.We were able to use beach towels, cooler, etc. on our day trips.The host met us at checkin to show us around the house and was nearby for any concerns or missing items with a fast response time.Air conditioning was in bedrooms only so the common areas were warmer mid-day (but you could open up several sliding doors to create a pleasant cross-breeze to keep things cooler). We all enjoyed sitting outside in the evenings at the end of long days of exploring.Groceries/restaurants were about a 10-15 minute drive away so convenient.We also enjoyed the location for quicker access to the road to Hana and to Haleakala, while not being too far from beaches/ocean activities."

Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.

8/10 Good

"The property was very well landscaped with lots of interesting plants although there was a fair amount of construction material in the yard and it needed mowing. We didn’t see the owners while there. No cell service and couldn’t get the WiFi to work."

Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

10/10 Excellent

"Absolutely beautiful property, did not disappoint in any way! Peaceful well appointed accommodations in an amazing setting. The fine details of the property are too many to describe. If you want to wind down on the Hāna side of Maui this remote location is recommended."

More cheap stays in Kaupo

Kailani Suite at Hana Kai Resort

4865 Uakea Rd Hana HI

CA $626

CA $810 total

Aug 1 - Aug 2

includes taxes & fees

9.4/10 Exceptional! (45 reviews)

Hotels in Kaupo with star rating

Frequently asked questions

When is the best time to go to Kaupo?

The best time to visit Kaupo is typically during the dry season, from April to October, when you'll experience more sunshine and less rain.

During these months, the weather is generally warm and pleasant, making it ideal for outdoor activities like exploring the coastal areas or driving the scenic Piilani Highway. You're more likely to have clear skies for stargazing, which is a popular activity in this less light-polluted part of Maui.

For those looking to avoid larger crowds and potentially find better value on accommodation, visiting in the shoulder months of April, May, September, or October can be particularly appealing. The weather remains excellent, but you'll experience a more tranquil atmosphere compared to the peak summer months.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Kaupo.

How much is the nightly rate at a Kaupo hotel?

Prices for hotels in Kaupo often vary, but you can find a great deal from CA $800 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Our top choices for Kaupo hotels

1. Hana-Maui Resort, a Destination by Hyatt Residence

2. Kailani Suite at Hana Kai Resort

Learn more about Kaupo

Top Kaupo Hotel Reviews

Hana-maui Resort

Fisher's Hana Bay Hale, Across from Hana Bay

Haleakala Sunrise Home, Kula, Maui, Hawaii

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

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.

Exceptional Upcountry Villa with breathtaking views

Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

Oceanview Condo in Hana-Let the ocean lull you to sleep

More cheap stays in Kaupo

Kailani Suite at Hana Kai Resort

EQC Hotel 309 - ComplianceSelfCertificationTool - must be on StopSale

Hana-maui Resort

EQC Hotel 168

EQC Hotel 615 - ComplianceSelfCertificationTool - must be on StopSale

EQC Hotel 588

Hotels in Kaupo with star rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app

Find hotels in Kaupo, HI from CA $800

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Kaupo

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Kaupo hotels

1. Hana-Maui Resort, a Destination by Hyatt Residence

2. Kailani Suite at Hana Kai Resort

Learn more about Kaupo

Top Kaupo Hotel Reviews

Hana-maui Resort

More cheap stays in Kaupo

Kailani Suite at Hana Kai Resort

Hotels in Kaupo with star rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app