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Our top choices for Kaupo hotels

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence
4.0 star property
Hana Town Center
9.0 out of 10, Wonderful, (1,002 reviews)
"All very good"
United States
MARK
$461 nightly
The price is $547
Mar 3 - Mar 4
Total with taxes and fees
Hana-Maui Resort, a Destination by Hyatt Residence

Kailani Suite at Hana Kai Resort

Kailani Suite at Hana Kai Resort
2.5 star property
Hana Town Center
9.4 out of 10, Exceptional, (44 reviews)
"Great place!"
United States
Betty Joann
$528 nightly
The price is $627
Feb 16 - Feb 17
Total with taxes and fees
Kailani Suite at Hana Kai Resort
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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Learn more about Kaupo

Venture to Haleakala National Park and Wailua Falls—just two of the sights around Kaupo.

On the back side of Haleakala crater is Kaupo, the drive is spectacular and quite different from the rest of the island. the ocean to one side and the volcano on the other. Take it slow and enjoy the drive. #GoldenHour
Photo by Tim & Nat ✈
Open Photo by Tim & Nat ✈

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Frequently asked questions

When is the best time to go to Kaupo?
The best time to visit Kaupo, Hawaii, is during the dry season, which generally runs from April to October. This period offers the most consistent weather for exploring the area's natural beauty.

During these months, you'll experience less rainfall and plenty of sunshine, making it ideal for outdoor activities like hiking along the coastline or driving the scenic portions of the Piilani Highway. The ocean conditions are also typically calmer, which is great for enjoying the natural tide pools or simply relaxing by the water.

Couples often find this time particularly appealing for a tranquil getaway. The drier weather allows for uninterrupted enjoyment of the secluded beaches and the quiet, undeveloped landscape that makes Kaupo so unique.
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 can I save on a Kaupo hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Kaupo hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $547 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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