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.
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
CA $4,453
per person
Oct 17 - Oct 24
found 15 hours ago
Roundtrip flight included
Edmonton (YEA) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.
Reviewed on Jul 25, 2026
Mana Kai Maui- Official Onsite Rental
South Kihei
CA $1,453
per person
Sep 7 - Sep 10
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Kahului (OGG)
9/10 Wonderful! (1,005 reviews)
The beach is the best! Loved the two-bedroom, two-bathroom setup. Perfect for families.
Reviewed on Aug 6, 2026
Royal Lahaina Bungalows & Spa
CA $2,366
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8/10 Very good! (22 reviews)
I had an absolutely fantastic stay at the Royal Lahaina Bungalows & Spa. Highly recommend this hotel if you are looking for a beautiful beach front hotel minus the large resort/casino vibes. I did a lot of research before booking to stay here and boy am I glad I did! Could not have been happier. Traveled with family and we stayed in two of the beachfront bungalows (building C) which were so comfortable, peaceful and the best views. There were always chairs available around the pools. The staff would set up an umbrella and chairs for us on the beach when we wanted. Happy hour had great drinks by the pool bar. Nightly musical entertainment was a bonus. All of the staff at the hotel were friendly and welcoming.
Reviewed on Aug 3, 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 $713
CA $921 total
Aug 13 - Aug 14
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 Aug 1, 2026
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana HI
CA $294
CA $552 total
Aug 16 - Aug 17
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 Aug 5, 2026
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
CA $273
CA $544 total
Aug 14 - Aug 15
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 Jul 17, 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
CA $195
per adult
90% of travellers recommend
Best of Maui: Self-Guided Driving Audio Tour Bundle
CA $35
per traveller
100% of travellers recommend
Frequently asked questions
How much does a Kaupo vacation package cost?
You'll find cheap prices from CA $1,139 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.
