Kaupo Holidays

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  • Better together

    Save up to €900 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Top hotels in Kaupo

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

4 out of 5
5031 Hana Hwy Hana HI
Fully refundableReserve now, pay when you stay
The price is €470 per night from 4 Dec to 5 Dec
€470
4 Dec - 5 Dec
includes taxes & fees
Hana-Maui Resort, a Destination by Hyatt Residence
Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay

Kahului HI
Fully refundable
The price is €398 per night from 13 Nov to 14 Nov
€398
13 Nov - 14 Nov
includes taxes & fees
9.4/10 Exceptional! (470 reviews)
"We didn’t want to do the roads to Hana all in one day. This was perfect for breaking up the trip. They were only two of us, but this house easily could’ve held four and even six people. The location was awesome easy to find and everything was clean. There was also a washer and dryer they came in ..."

Reviewed on 8 Nov 2026

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

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

Hana HI
The price is €389 per night from 21 Nov to 22 Nov
€389
21 Nov - 22 Nov
includes taxes & fees
9.6/10 Exceptional! (478 reviews)
"Saw a dead cockroach fully visible near the sofa. It was clear that it was not vacuumed before arrival because it was too visual. Sofa smelled really bad and place is noticeably not clean. We left the day of and decided not to stay. Understand that Hana is safe overall but we didnt feel comfortable, ..."

Reviewed on 8 Nov 2026

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
See all 82 properties in Kaupo
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.

What to do in Kaupo

From Maui: Road to Hana Rainforest and Waterfall Experience

From Maui: Road to Hana Rainforest and Waterfall Experience

€157
per adult
From Maui: Road to Hana Rainforest and Waterfall Experience
Road To Hana Self-Guided Driving Audio Tour Bundle

Best of Maui: Self-Guided Driving Audio Tour Bundle

€22
per traveller
100% of travellers recommend
Best of Maui: Self-Guided Driving Audio Tour Bundle
sunset at haleakala

Haleakala Sunset and Stargazing Audio Tour

€18
per traveller
Haleakala Sunset and Stargazing Audio Tour
See all activities in Kaupo

Frequently asked questions

How much does a Kaupo holiday package cost?
You'll find cheap prices on Expedia for your Kaupo break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Kaupo costs.
What are the cheapest months to go to Kaupo?
January, February and June are the best times to look for cheap Kaupo holiday packages. Travelling in quieter periods means you can usually find lower prices on flights and hotels.
How many days is enough for Kaupo?
With a well-planned schedule, you can easily hit the most popular Kaupo sights in a few days. But if you'd like to explore off the beaten track or take day trips, think about booking your Kaupo holiday for longer.
How to find the best Kaupo package deals?
Use Expedia's filters to find some tempting Kaupo package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Kaupo package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Kaupo holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking accommodation and flights individually. Better still, you can tailor your Kaupo escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Kaupo?
If you're planning an impromptu Kaupo adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Kaupo?

  1. Choose when to get away: Check your calendar and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to holiday in Kaupo.
  2. Budget wisely: As well as the cost of your stay, you should factor in other expenses too. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Kaupo.
  3. Work out your trip length: Think about how much time you want to spend exploring Kaupo. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Kaupo holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.