Kaupo Vacations from $1,179

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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 Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $1,860, price is now $1,179 per person
$1,179
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (899 reviews)
If you arrive late Mark the night security is very helpful. If you need a travel consultants concierge Cecilia is awesome The whole staff is amazing. Thank you very much for everything not ready yet

Reviewed on Jul 5, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $3,550, price is now $2,141 per person
$2,141
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
If there isn’t a wedding going on watch the sunset from the front lawn area by the old ice cream truck. Better view than from the birdcage. More open and less blockage. Great high end vibe.

Reviewed on Jun 22, 2026

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Save 100% on your flight
Price was $2,810, price is now $1,810 per person
$1,810
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,007 reviews)
Beautiful views and sunsets. Room is comfortable, but a little outdated. Overall great hotel and would stay again. My kids love looking for creatures in the tide pools.

Reviewed on Jul 6, 2026

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Save 100% on your flight
Price was $2,529, price is now $1,695 per person
$1,695
per person
Sep 12 - Sep 18
found 4 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (543 reviews)
Our condo was beautiful the pool was great and the views were lovely. Exceeded all expectations, Would stay again.

Reviewed on Jun 27, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Save 100% on your flight
Price was $3,352, price is now $2,290 per person
$2,290
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.8/10 Excellent! (1,004 reviews)
The room was a nice size spacious. The staff was very accommodating. The pools were beyond fanatic. The hotel property is beautiful. We definitely enjoyed our staff.

Reviewed on Jul 6, 2026

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What to do in Kaupo

Kahului: Self-Driving Audio Tour of Road to Hana

Road to Hana Maui Tour: Self-Guided Audio Drive

$17
per traveler
84% of travellers recommend
Road to Hana Maui Tour: Self-Guided Audio Drive
Best Haleakala Downhill Self-Guided Bike Tour with Maui Sunriders

Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders

$139
per adult
86% of travellers recommend
Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders
Maui Pineapple Farm Tour

Maui Pineapple Farm Tour

$90
per adult
92% of travellers recommend
Maui Pineapple Farm Tour
See all activities in Kaupo

Kaupo Hotel Deals

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

4 out of 5
5031 Hana Hwy Hana HI
$444 nightly
The price is $526 total per night from Jul 10 to Jul 11
$526 total
Jul 10 - Jul 11
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"The first hotel on the island but very well maintained. Front desk staff was amazing and we were sad to leave."

Reviewed on Jul 4, 2026

Hana-Maui Resort, a Destination by Hyatt Residence
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Hana HI
$330 nightly
The price is $386 total per night from Jul 10 to Jul 11
$386 total
Jul 10 - Jul 11
Total with taxes and fees
9.6/10 Exceptional! (457 reviews)
"Great low key spot to stay. Feel like a local"

Reviewed on Jul 1, 2026

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens - 10% off JULY!

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens - 10% off JULY!

Hana HI
$379 nightly
The price is $443 total per night from Jul 8 to Jul 9
$443 total
Jul 8 - Jul 9
Total with taxes and fees
10/10 Exceptional! (517 reviews)
"The host was very nice, welcoming and helpful. The unit is in a very nice area, in a botanical garden-like area. All the amenities were great. The gas stove high quality pans was a very positive point. One point we liked less is the fact that there is no A/C (this was clearly mentioned) and that ..."

Reviewed on Jul 3, 2026

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens - 10% off JULY!
See all 81 properties in Kaupo
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 $1,179 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?

  1. Choose your dates: What you'd like to do in Kaupo and your favorite season will help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.