Kaupo Vacation Packages

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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.

Top Kaupo Vacation Deals

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
Price was CA $2,935, price is now CA $1,749 per person
CA $1,749
per person
May 28 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (535 reviews)
There were barking dogs and crowing chickens but that’s all over the island we had a great time here and would stay here again the pool hot tub bbq grills were a plus loved having a washer/dryer and kitchenette

Reviewed on Mar 3, 2026

Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Price was CA $4,100, price is now CA $2,017 per person
CA $2,017
per person
May 20 - May 27
found 24 hours ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
8.6/10 Excellent! (805 reviews)
Beautiful view right on the ocean. Super nice staff. Easy check in. Had an excellent stay

Reviewed on Mar 8, 2026

Kahana Villa

Kahana Villa

3 out of 5
Price was CA $4,719, price is now CA $2,706 per person
CA $2,706
per person
May 28 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.2/10 Very Good! (362 reviews)
Clean, safe, and friendly. Gladly stay again.

Reviewed on Mar 1, 2026

Sands of Kahana

Sands of Kahana

3 out of 5
Price was CA $3,351, price is now CA $1,969 per person
CA $1,969
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Kahului (OGG)
8.2/10 Very Good! (500 reviews)
The staff was great! Easy check in. The grounds are gorgeous, the room was spacious and clean! Our hot water heater wasn’t working one night and we had a staff member up there to fix it within an hour. We loved that it was right by the beach and had captain jacks bar! We can’t wait to come back!

Reviewed on Mar 2, 2026

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Price was CA $4,303, price is now CA $2,536 per person
CA $2,536
per person
May 10 - May 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.6/10 Exceptional! (363 reviews)
The staff was great. The location was perfect. Everything was in walking distance. The only issue was it said ocean view when it should have said partial ocean view. I was a little disappointed.

Reviewed on Feb 19, 2026

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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
The price is CA $555 per night from Mar 12 to Mar 13
CA $555
CA $730 total
Mar 12 - Mar 13
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
The location was beautiful and the perfect way to end when driving the road to Hana. The staff is amazing and the bungalows were beautiful.

Reviewed on Mar 5, 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
9.6/10 Exceptional! (433 reviews)
We could see the ocean from our deck and it was clean and nice Perfect for our family of six Loved the place

Reviewed on Mar 7, 2026

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Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Oceanview Condo in Hana-Let the ocean lull you to sleep

Oceanview Condo in Hana-Let the ocean lull you to sleep

Hana HI
The price is CA $339 per night from Mar 10 to Mar 11
CA $339
CA $635 total
Mar 10 - Mar 11
includes taxes & fees
9.2/10 Wonderful! (135 reviews)
The location of the condo is perfect. The view of the beach from the room is spectacular! Couldn’t get a better place for our overnight stay in Hana.

Reviewed on Feb 18, 2026

Oceanview Condo in Hana-Let the ocean lull you to sleep
See all 84 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.
All Inclusive Vacations
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Discover the most popular places to visit in Kaupo

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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 relaxing area's seaside, or seek out the yoga studios.

Hamoa Beach
One of my most beautiful shots of our trip to #Hana. Love this beach!

Koki Beach Park

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

Koki Beach Park
Maui Island featuring forest scenes, landscape views and a park

Garden of Eden Arboretum

Follow walking trails to discover exotic plants and a century-old tree, enjoy picnics and take photos of a rock famous for appearing in a Hollywood movie.

Garden of Eden Arboretum

What to do in Kaupo

Fun zipping in the jungle.

Maui Zipline Eco Adventure: 8 Lines through the Jungle

CA $225
per adult
100% of travellers recommend
Maui Zipline Eco Adventure: 8 Lines through the Jungle
Moloka'i Sea Cliffs & West Maui Helicopter Tour

Waterfalls of West Maui and Molokai Helicopter tour

CA $574
per traveller
Waterfalls of West Maui and Molokai Helicopter tour
Road To Hana Self-Guided Driving Audio Tour Bundle

Best of Maui: Self-Guided Driving Audio Tour Bundle

CA $34
per traveller
100% of travellers recommend
Best of Maui: Self-Guided Driving Audio Tour Bundle
See all activities in Kaupo

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.