Kaupo Vacations from $696

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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
South Kihei
Save 100% on your flight
Price was $1,231, price is now $696 per person
$696
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
16/10 Exceptional! (351 reviews)
Room was cozy. Liked having the kitchenette to store items and make coffee. Staff were polite and helpful. Only improvement would be to have checked the room prior for toiletries. The soap dispenser in the shower was empty upon arrival.

Reviewed on Nov 10, 2025

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $2,254, price is now $1,193 per person
$1,193
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Kahului (OGG)
8.2/10 Very Good! (450 reviews)
The condo we stayed in was nice and it was massive. The restaurant on site is so good and the pools and beach access was nice! I didn’t have a problem with this because of the time of year, but there isn’t A/C in the units, so keep that in mind if you’re looking for that or your trip is in the warmer months.

Reviewed on Oct 30, 2025

Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 out of 5
Price was $2,451, price is now $1,460 per person
$1,460
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.2/10 Wonderful! (66 reviews)
everything was great!!

Reviewed on Oct 23, 2025

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,569, price is now $1,563 per person
$1,563
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Kahului (OGG)
18/10 Exceptional! (1,458 reviews)
Definitely clean rooms we had to change the rooms 3 times because of different issues, but all of them were vey clean almost like new. Location was perfect we could “almost slide” from our room to the beach😄 very clean property. If you can talk to Helene I definitely recommend.She is great. Even though we had to pay for upgrades because our room was connected to room next door though the bathroom door and we could hear conversations, the rooms itself were very nice. We did not have breakfast on the premises but there was one. Towels were available at any time, restaurants all around, perfect location for hotel. Had to pay for renting umbrella and chairs. Overall good stay.

Reviewed on Nov 16, 2025

Valle Isle

Valle Isle

3 out of 5
Save 100% on your flight
Price was $1,948, price is now $1,225 per person
$1,225
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
20/10 Exceptional! (1 review)
We had a wonderful stay, and will be coming back soon Aloha !! and Mahalo!! And always God bless🙏

Reviewed on Sep 1, 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 relaxing 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

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 romantic area.

Black Sand Beach

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 Horseback Adventure at Circle M Ranch With Real Cowboys

Maui Horseback Adventure at Circle M Ranch With Real Cowboys

$185
per adult
100% of travellers recommend
Maui Horseback Adventure at Circle M Ranch With Real Cowboys
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

4 out of 5
5031 Hana Hwy Hana HI
Fully refundableReserve now, pay when you stay
$654 nightly
The price is $771 total per night from Nov 21 to Nov 22
$771 total
Nov 21 - Nov 22
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Gorgeous, peaceful bungalow with an ocean view. This is a great way to get away from it all and experience the road to Hana and beyond. We stayed two nights and really enjoyed it. Food options for dinner were several food trucks or a restaurant across the street that we passed on. We tried the Mexican ...

Reviewed on Nov 15, 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 HI
$306 nightly
The price is $356 total per night from Dec 5 to Dec 6
$356 total
Dec 5 - Dec 6
Total with taxes and fees
9.6/10 Exceptional! (405 reviews)
The screened proch was lovely, we ate out on it and played games!

Reviewed on Nov 13, 2025

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

Hana
9.6/10 Exceptional! (229 reviews)
Everything was just perfect! We did not realize that it was quite so far from Hana, however! We like to dine out for dinner and it was a long drive in the dark. Totally our fault for not researching in advance. Mercury is fabulous and we would stay with her again. Thank you!

Reviewed on Oct 28, 2025

Get rates
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools
See all 85 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 $696 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.