Kaupo Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Kaupo vacation package deals
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
9.4/10 Exceptional! (1,000 reviews)
Nov 12 - Nov 20
8 night stay
Denver (DEN) to Kahului (OGG)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,275, price is now $2,860 per person
$2,860
per person
found 1 day ago
2.5-star property
Maui Beach Vacation Club
North Kihei
8.4/10 Very Good! (926 reviews)
Nov 1 - Nov 6
5 night stay
Denver (DEN) to Kahului (OGG)
Southwest Airlines • Coach
Kahului (OGG) to Denver (DEN)
Alaska Airlines • Coach
Save 100% on your flight
Price was $1,979, price is now $1,156 per person
$1,156
per person
found 1 day ago
4.5-star property
Wailea Beach Resort - Marriott, Maui
Wailea
9.2/10 Wonderful! (1,005 reviews)
Oct 15 - Oct 18
3 night stay
Denver (DEN) to Kahului (OGG)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,469, price is now $1,670 per person
$1,670
per person
found 1 day ago
Staff was great, but there was construction that echoed throughout the rooms
Reviewed on Aug 21, 2026
Top rated hotels for your Kaupo vacation package
Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy Hana HI
Free Cancellation
Reserve now, pay when you stay
11.98 mi from city center
$494 nightly
The price is $586 total per night
$586 total
Sep 18 - Sep 19
Total with taxes and fees
Guests of Hana-Maui Resort, a Destination by Hyatt Residence have access to a full-service spa, 2 outdoor pools, and a gym. If you drive, self parking is USD 15 per night, and there's also a free beach shuttle. The front desk is staffed 24/7 to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this spa resort include a sauna, free WiFi in public areas, and conference space.
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana HI
11.99 mi from city center
$337 nightly
The price is $394 total per night
$394 total
Aug 23 - Aug 24
Total with taxes and fees
At this cottage, guests have access to a gym, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
12.17 mi from city center
$332 nightly
The price is $388 total per night
$388 total
Aug 31 - Sep 1
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
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.
Things to do
Road to Hana Maui Tour: Self-Guided Audio Drive
$17
per traveler
84% of travellers recommend
Haleakala Zipline 6 Line Adventure
$167
per adult
100% of travellers recommend
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