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 Beach Vacation Club
North Kihei
CA $2,839
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very good! (961 reviews)
My husband, two kids, and I stayed here for three nights and loved it! The view of the ocean was beautiful, we loved the pool, and the proximity to Kihei beaches. The room was perfect, with a pullout couch for the kids and a full kitchen. We will absolutely be returning and recommending to friends too!
Reviewed on Oct 16, 2026
Hotel Wailea Maui
Wailea
CA $6,172
per person
Dec 22 - Dec 29
found 1 hour ago
Roundtrip non-stop flight included
Edmonton (YEA) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Spacious and updates rooms with everything you need. The service is simply outstanding. The pool was never crowded. The food at the restaurants was so good!
Reviewed on Oct 15, 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 $636
CA $830 total
Nov 17 - Nov 18
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Room was very large and slightly dated but clean and comfortable. Lyman was courteous, helpful, friendly and went out of his way to accommodate our stay. Chelsea also was extremely friendly, accommodating and always smiling! Breakfast was delicious, the fruit plate especially!"
Reviewed on Oct 16, 2026
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
CA $276
CA $615 total
Nov 10 - Nov 11
includes taxes & fees
9.6/10 Exceptional! (472 reviews)
"We only spent one night at the place, but it was just right: easy to get to, clean, and equipped with all the essentials. We can recommend this place to anyone who needs a decent place to sleep for a relaxing Road to Hana experience."
Reviewed on Oct 15, 2026
Fisher's Hana Bay Hale, Across from Hana Bay
Kahului HI
CA $276
CA $615 total
Nov 5 - Nov 6
includes taxes & fees
9.4/10 Exceptional! (466 reviews)
"Great location . Will stay again!"
Reviewed on Oct 7, 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
From Maui: Road to Hana Rainforest and Waterfall Experience
CA $308
per adult
Frequently asked questions
How much does a Kaupo vacation package cost?
You'll find cheap prices from CA $2,839 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.
