Kaupo Vacations from $1,145

Book a Hotel + Flight or Car together to unlock savings

Photo by Tim & Nat ✈

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.
Castle Kama'ole Sands

Castle Kama'ole Sands

South Kihei
Save 100% on your flight
$1,145
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8/10 Very Good! (2,346 reviews)
We had everything we needed.

Reviewed on Sep 1, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
Save 100% on your flight
$1,338
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (934 reviews)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
Save 100% on your flight
$2,986
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,006 reviews)
Aston Maui Hill

Aston Maui Hill

South Kihei
Save 100% on your flight
$1,511
per person
Nov 10 - Nov 17
found 6 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (964 reviews)
Clean room. Staff were pleasant. 10-15 minutes walk to beach.

Reviewed on Sep 6, 2026

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

Save 100% on your flight
$1,445
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8/10 Very Good! (26 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Kaupo
View all trips

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
Maui Pineapple Farm Tour

Maui Pineapple Farm Tour

$90
per adult
92% of travellers recommend
Maui Pineapple Farm Tour
Road To Hana Self-Guided Driving Audio Tour Bundle

Best of Maui: Self-Guided Driving Audio Tour Bundle

$25
per traveler
100% of travellers recommend
Best of Maui: Self-Guided Driving Audio Tour Bundle
See all activities in Kaupo

Kaupo Hotel Deals

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

5031 Hana Hwy Hana HI
Fully refundableReserve now, pay when you stay
$377 nightly
$447 total
Oct 5 - Oct 6
Total with taxes and fees
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
$386 total
Sep 14 - Sep 15
Total with taxes and fees
9.6/10 Exceptional! (464 reviews)
"L'emplacement et l'agencement de l'appartement sont OK.Par contre, gros problème de sécurisation du logement.On accède par une porte d'entrée avec une serrure à code. Mais il ne change pas au changement de locataire.Mais le plus ennuyant est que la baie vitrée de la chambre s'ouvre de l'extérieur ..."

Reviewed on Aug 21, 2026

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

Hana HI
$334 nightly
$391 total
Sep 22 - Sep 23
Total with taxes and fees
10/10 Exceptional! (526 reviews)
"The cottage is very private with beautiful views, tropical plants, and lovely hosts. One of our favorite and romantic stays. The cottage has a full kitchen with s supply of condiments and a washer dryer. There is a full indoor bath but the outside shower surrounded by tropical jungle is an exhilarating ..."

Reviewed on Sep 4, 2026

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
See all 79 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

More vacations you might like

Frequently asked questions

How much does a Kaupo vacation package cost?
You'll find cheap prices from $1,145 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.