Kaupo Vacations from $954
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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.
The Latest Kaupo vacation packages
Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club
South Kihei
$954
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8/10 Very Good! (395 reviews)
Good. Well equipped, microwave and kitchen. Standing shower. Clise to kamaole beaches
Reviewed on Oct 12, 2026
Hotel Wailea Maui
Wailea
$2,282
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!
Reviewed on Oct 19, 2026
Kihei Surfside - Maui Condo & Home
South Kihei
$1,732
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.6/10 Excellent! (70 reviews)
We booked this room because we had planned a family trip for my mother's 60th birthday and traveled with 3 other families that also booked rooms in the same building.
As soon as we walked in we noticed the disgusting carpet that is stained, worn, wrinkled and just felt disgusting to step on. Then the pullout couch was old and broken. Just touching the cushions felt like we needed to wash our hands. Then the bedroom comforter and bed was disgusting and old. Looked orginal from 1980's same with all the furniture in the room was just old and grungy. My allergies which are not bad we're completely triggered every night with the musty nasty mix of humid carpet and old furniture and bed sheet smell. It was terrible. Then they do not provide any beach towels and only provided 5 shower towels for a 5 night 6 day stay. We had to email for more shower towels which they brought 3. Even the coffee machine was old and gross. The drapes are old and gross and had to call maintenance because the cord to pull them up and down broke. Just over all terrible place to stay!
On the flip side, the other family rooms were completely updated, beautiful, smelt clean, and comfortable.
This owner clearly doesn't care to upkeep or care about customer experience. We paid really good money for this unit and the only reason I gave two stars is because of the view.
I would not recommend to anyone. Save your money and poor experience.
Reviewed on Jul 29, 2026
What to do in Kaupo
Road to Hana Maui Tour: Self-Guided Audio Drive
$17
per traveler
84% of travellers recommend
Waterfall, Chocolate Tour, Rainforest, Royal Historical
$139
per adult
100% of travellers recommend
Kaupo Hotel Deals
Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy Hana HI
Fully refundableReserve now, pay when you stay
$497 nightly
$589 total
Nov 21 - Nov 22
Total with taxes and fees
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!
Hana HI
$902 nightly
$1,057 total
Oct 25 - Oct 26
Total with taxes and fees
9.6/10 Exceptional! (41 reviews)
"We loved Hana! This our first trip to Maui. If we would have known how beautiful this rental is, we would have stayed here the whole time!"
Reviewed on Sep 22, 2026
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
$369 nightly
$432 total
Nov 1 - Nov 2
Total with taxes and 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
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.
Find the Best Kaupo Vacation Packages
Kaupo Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
Max Temp Winter | 75ºF |
Max Temp Summer | 80ºF |
Top Sights | Hamoa Beach, Red Sand Beach and Hana Lava Tubes |
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Frequently asked questions
How much does a Kaupo vacation package cost?
You'll find cheap prices from $954 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 vacation to Kaupo costs.
What are the cheapest months to go to Kaupo?
You can typically find reduced prices and greater availability in October, November and December. Take a look at our cheap Kaupo vacation packages and you could score some great off-season deals.
How many days is enough for Kaupo?
With a well-planned schedule, you can easily hit the most popular Kaupo attractions in a handful of days. But if you want to discover hidden gems or take day trips, consider booking your Kaupo vacation 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 vacation package well in advance.
Is it cheaper to book a Kaupo vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations 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 vacation 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 your dates: What you'd like to do in Kaupo and your favorite season will help you decide when to get away.
- Work out your budget: Make sure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodations will probably be the largest expense during your trip to Kaupo.
- Explore Kaupo with our trip planning tool: Gain insights into the top attractions and best properties for your trip to Kaupo. You can also save your favorite locations, collaborate with friends and family and manage all your plans in one place.
- Decide your trip length: Think about how long you'd like to spend discovering Kaupo. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Kaupo vacation package.
- Book activities and experiences in advance: Whether it's a ticket to a big attraction or a day trip, you won't have to worry about missing out on Kaupo's best offerings. Find all the fun things to do in Kaupo with our dedicated travel guide.
Does Expedia offer Book Now, Pay Later Kaupo vacation packages?
Secure your perfect trip to Kaupo with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
