Kaupo Vacations from $743

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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

Maui Banyan Vacation Club

3 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
8/10 Very Good! (341 reviews)
Property is close to the beach and many dining options. It would be great to have onsite laundry

Reviewed on Mar 6, 2025

Napili Kai Beach Resort

Napili Kai Beach Resort

3.5 out of 5
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
9.4/10 Exceptional! (1,007 reviews)
We loved this place. We had an amazing room with a balcony overlooking the ocean. It was probably the most luxurious place we’ve ever stayed as a family. The cove was wonderful - my kids and I loved snorkeling along the rocks. The restaurant and snack bar were great. We would definitely go here again!

Reviewed on Jun 22, 2025

Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
8.8/10 Excellent! (189 reviews)
It was easily accessible to the ocean.

Reviewed on Jun 14, 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
8.2/10 Very Good! (1,341 reviews)
Pretty nice place, beautiful location. We had the ocean front bungalow probably the only minus was the air conditioning being the split system and hitting directly towards the second queen bed which made it uncomfortable but other than that all great.

Reviewed on Jul 5, 2025

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
8.4/10 Very Good! (476 reviews)
It was amazing. So close to Napili bay beach. Loved having the washer and dryer. Only thing I would say negative is jacuzzi is not hot

Reviewed on Jun 19, 2025

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Discover the most popular places to visit in Kaupo

Maui Garden Of Eden - Botanical Gardens & Arboretum

Maui Garden Of Eden - Botanical Gardens & Arboretum

5/5(1 review)

Explore the great outdoors at Maui Garden Of Eden - Botanical Gardens & Arboretum, a lovely green space in Hana. Wander the beaches and seaside in this romantic area.

Maui Garden Of Eden - Botanical Gardens & Arboretum
Waianapanapa State Park

Waianapanapa State Park

4.5/5(189 reviews)

If a restful vacation is part of your travel plans, Waianapanapa State Park might be the perfect place to seek out during your trip to Hana. Wander the seaside and gardens in this romantic area.

Waianapanapa State Park
Black sand beach at maui

Black Sand Beach

Why not spend a lazy afternoon at Black Sand Beach during your trip to Hana? Stroll along the beaches or discover the sunrises in this relaxing area.

Black Sand Beach

What to do in Kaupo

Private Waterfall, Rainforest & Handcrafted Chocolate Tour

Haiku: Waterfall, Rainforest, and Handcrafted Chocolate Tour

$128
per adult
100% of travellers recommend
Haiku: Waterfall, Rainforest, and Handcrafted Chocolate Tour
Kahului: Self-Driving Audio Tour of Road to Hana

Road to Hana Maui Tour: Self-Guided Audio Drive

$14
per traveler
82% of travellers recommend
Road to Hana Maui Tour: Self-Guided Audio Drive
Road to Hana on Oahu

Day Trip to Heavenly Hana from Oahu

$525
per adult
90% of travellers recommend
Day Trip to Heavenly Hana from Oahu
See all activities in Kaupo

Kaupo Hotel Deals

Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults Only
5 out of 5
555 Kaukahi Street, Kihei, HI
Fully refundableReserve now, pay when you stay
$842 nightly
The price is $993 total per night from Jul 13 to Jul 14
$993 total
Jul 13 - Jul 14
Total includes taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"Private feel"

Reviewed on Jun 11, 2025

Hotel Wailea, Relais & Chateaux - Adults Only
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
Fully refundableReserve now, pay when you stay
$531 nightly
The price is $627 total per night from Aug 7 to Aug 8
$627 total
Aug 7 - Aug 8
Total includes taxes and fees
9/10 Wonderful! (975 reviews)
"Great hotel in a fun little town! Great staff. The hotel site was planned amazingly well especially in the 50’s when it was built"

Reviewed on Jun 18, 2025

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
$306 nightly
The price is $356 total per night from Jul 11 to Jul 12
$356 total
Jul 11 - Jul 12
Total includes taxes and fees
9.6/10 Exceptional! (381 reviews)
Love this place!!
"This is our second time staying here and we loved it just as much as the first time! Close to everything in Hana, and plenty of room for our family if 4. We stayed here for two nights so we could hike without rushing back, and it was so worth it! Highly recommend staying here."

Reviewed on Jun 29, 2025

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
See all 152 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 $743 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.