Kaupo Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Your Kaupo Vacation
Enjoy amazing adventures when you lock in a Kaupo vacation package. Whether you're a foodie, history buff or just a traveler who loves discovering new places, there's something for everyone in this lively city. Any trip to Kaupo needs a well-planned itinerary. Fill yours with attractions like Bamboo Forest, Oheo Gulch and Pools of Oheo. Check out Expedia's extensive range of travel options and book your ideal vacation to Kaupo today.
Top Kaupo Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club
South Kihei
CA $2,014
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Kahului (OGG)
8/10 Very good! (385 reviews)
Check in was smooth, Rooms were a lot smaller then when looking to book. Air conditioning did not see to work right. Room fan also did not work right, bed was not as comfortable
Reviewed on Aug 22, 2026
Palms at Wailea Maui
Wailea
CA $2,539
per person
Nov 14 - Nov 20
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Kahului (OGG)
8.4/10 Very good! (547 reviews)
We had an amazing time. We were close to the shops and beaches. The kids loved the pool and we had a beautiful view of the ocean. We would definitely stay there again.
Reviewed on Aug 12, 2026
Ready to book your vacation to Kaupo?
Kaupo Hotel Deals
Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy Hana HI
Fully refundableReserve now, pay when you stay
CA $622
CA $811 total
Sep 18 - Sep 19
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"IT IS A BEAUTIFUL PROPERTY, VERY NICE & SPACIOUS BUNGALOWS & GREAT FACILITIES. THE STAFF WAS VERY COORTEOUS & HELPFUL. THE PLACE WAS A LITTLE OUTDATED BUT WE STILL HAD A GREAT TIME!!"
Reviewed on Aug 24, 2026
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana HI
CA $291
CA $539 total
Sep 5 - Sep 6
includes taxes & fees
10/10 Exceptional! (525 reviews)
"The property is absolutely gorgeous and worth the drive!"
Reviewed on Aug 26, 2026
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
CA $270
CA $535 total
Aug 31 - Sep 1
includes taxes & fees
9.6/10 Exceptional! (463 reviews)
"It was great. It’s good there every year we come."
Reviewed on Aug 18, 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
CA $35
per traveller
100% of travellers recommend
Waterfall, Chocolate Tour, Rainforest, Royal Historical
CA $195
per adult
100% of travellers recommend
Frequently asked questions
How much does a Kaupo vacation package cost?
You'll find cheap prices from CA $1,882 on Expedia for your Kaupo break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Kaupo costs.
What are the cheapest months to go to Kaupo?
If you're hoping to book a cheap Kaupo vacation package, consider travelling in January, February and June. You're likely to find lower prices on airfares and hotels during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Kaupo?
Generally, a handful of days is enough to go to the top sights during your Kaupo vacation. However, if you want to have some time to chill out or go on day trips, consider extending your itinerary.
How to find the best Kaupo package deals?
Bagging a cheap Kaupo package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most affordable Kaupo package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Kaupo vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Kaupo vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Kaupo?
If you're planning a spur-of-the-moment Kaupo vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Kaupo?
- Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Kaupo.
- Figure out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Kaupo.
- Determine how many days away: Start by making a list of all the activities and sights you want to get to in Kaupo. Then, estimate how long you'll need at each, including any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Kaupo vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
