Kaupo Vacations from $541

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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.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $910, price is now $541 per person
$541
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.4/10 Very Good! (499 reviews)
We really enjoyed our stay at Gardens at West Maui. The location was great — close to beaches, shops, and restaurants. The unit was clean, comfortable, and had everything we needed. The best part was having a washer and dryer in the unit — such a nice bonus during the trip! 🌟

Reviewed on Sep 13, 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
Price was $1,598, price is now $855 per person
$855
per person
Nov 12 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (1,448 reviews)
Clean room with exceptional ocean views. Staff were wonderful. Beach was incredible. Food was good, but lacking in GF options & quite expensive. No microwave in tower rooms to heat up leftovers tho. Free trolley to/from Whaler’s Village, however I walked there & it was not far at all. I will definitely come back!

Reviewed on Oct 1, 2025

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $1,141, price is now $635 per person
$635
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.2/10 Very Good! (446 reviews)
Great pool and beautiful beach

Reviewed on Sep 2, 2025

Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 out of 5
Save 100% on your flight
Price was $2,763, price is now $1,567 per person
$1,567
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9.4/10 Exceptional! (57 reviews)
Need better check in scheduling of cleaning

Reviewed on Oct 3, 2025

Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,054, price is now $600 per person
$600
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.4/10 Very Good! (714 reviews)
The beach front view was excellent however the lack of staff on property or in parking lot did not make me feel safe

Reviewed on Sep 30, 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

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

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
Hamoa Beach

Hamoa Beach

If a restful vacation is part of your travel plans, Hamoa Beach might be the perfect place to seek out during your trip to Hana. Amble around this romantic area's seaside, or seek out the yoga studios.

Hamoa 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
Fun zipping in the jungle.

Maui Zipline Eco Adventure: 8 Lines through the Jungle

$164
per adult
100% of travellers recommend
Maui Zipline Eco Adventure: 8 Lines through the Jungle
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
$488 nightly
The price is $576 total per night from Nov 2 to Nov 3
$576 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (1,008 reviews)
"You get what you pay for! Very nice hotel. Big rooms with a great staff. You are treated very nice here and I would return."

Reviewed on Sep 26, 2025

Hana-Maui Resort, a Destination by Hyatt Residence
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
$999 nightly
The price is $1,178 total per night from Oct 19 to Oct 20
$1,178 total
Oct 19 - Oct 20
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
"This place. So special. The crème de la creme. 5+stars. Cannot WAIT to go back!"

Reviewed on Sep 23, 2025

Hotel Wailea, Relais & Chateaux - Adults Only
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Makawao
10/10 Exceptional! (69 reviews)
"We had an amazing vacation here. We had 4 generations ranging from 4 months to 81 years and everyone had a great time. There was room to spread out and room to all gather together. Having the private pool and spa was perfect. Host was available when we needed her and the B and B was well stocked. ..."

Reviewed on Sep 19, 2025

Get rates
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
See all 150 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.

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 $541 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.