Kaupo Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Kaupo
Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy Hana HI
Fully refundableReserve now, pay when you stay
€568
13 Aug - 14 Aug
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"There was a delay in our room and we received an upgrade. The front desk was very helpful and pleasant. The bell staff were also so patient and kind. The property is magical and we wish we had stayed an extra night. Highly recommend a stay here instead of doing road to Hana in one day. The tennis ..."
Reviewed on 1 Aug 2026
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana HI
€345
16 Aug - 17 Aug
includes taxes & fees
10/10 Exceptional! (524 reviews)
"The cottage and gardens are beautiful and very peaceful which we especially appreciated after a long flight and the drive to Hana. Terry welcomed us with fresh eggs and deliciously sweet apple bananas. Everything worked flawlessly and we loved our time at the cottage. You could not find a more lovely ..."
Reviewed on 5 Aug 2026
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
€340
14 Aug - 15 Aug
includes taxes & fees
9.6/10 Exceptional! (460 reviews)
"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."
Reviewed on 17 Jul 2026
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
Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders
€121
per adult
88% of travellers recommend
Best of Maui: Self-Guided Driving Audio Tour Bundle
€22
per traveller
100% of travellers recommend
Haleakala Sunset and Stargazing Audio Tour
€17
per traveller
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?
- 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.
- 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.
- 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.
- 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.
