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 Flight + Hotel Deals in Kaupo
Price found within the past 48 hours. Click for updated prices.
Lahaina Shores Beach Resort By Castle
€834
per person
4 Nov - 8 Nov
found 22 hours ago
Return direct flight included
Seattle (SEA) to Kahului (OGG)
9.6/10 Exceptional! (5 reviews)
This is a grand hotel,that was completely redone,and reopened 1 year ago,following the Maui fire. So far, the town around it is not rebuilt,so it's a true oasis. Amazing ocean view.
Reviewed on 20 Sept 2026
Signature Residences at Maui Banyan
South Kihei
€984
per person
4 Nov - 8 Nov
found 22 hours ago
Return direct flight included
Seattle (SEA) to Kahului (OGG)
8.8/10 Excellent! (37 reviews)
It was as good as a motel 6 bed was comfortable and my beach front condo as it was described was a room facing a mountain that you couldn’t see passed the forest of plants in front of back patio and the ac unit was very old and loud but served its purpose
Reviewed on 21 Sept 2026
Top hotels in Kaupo
Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy Hana HI
Fully refundableReserve now, pay when you stay
€558
25 Oct - 26 Oct
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Loved the location, beautiful property!"
Reviewed on 19 Sept 2026
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
€365
25 Sept - 26 Sept
includes taxes & fees
9.6/10 Exceptional! (467 reviews)
"awesome location. the place was very clean and had everything you need for a great stay in hana"
Reviewed on 18 Sept 2026
Fisher's Hana Bay Hale, Across from Hana Bay
Kahului HI
€365
5 Oct - 6 Oct
includes taxes & fees
9.4/10 Exceptional! (465 reviews)
"This property was as advertised. Not having air conditioning was uncomfortable especially in an upper apartment. Some window units would help."
Reviewed on 22 Sept 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
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
From Maui: Road to Hana Rainforest and Waterfall Experience
€189
per adult
Frequently asked questions
How much does a Kaupo holiday package cost?
You'll find cheap prices from €680 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.
