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.
2.5-star property
Maui Beach Vacation Club
North Kihei
8.2/10 Very Good! (814 reviews)
Feb 22 - Feb 27
5 night stay
Denver (DEN) to Kahului (OGG)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,703, price is now $1,115 per person
$1,115
per person
found 1 day ago
Great place and very easy check in
Reviewed on Dec 31, 2025
3.5-star property
Mana Kai Maui- Official Onsite Rental
South Kihei
8.8/10 Excellent! (1,002 reviews)
Mar 22 - Mar 27
5 night stay
Denver (DEN) to Kahului (OGG)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,896, price is now $1,538 per person
$1,538
per person
found 1 day ago
Great location the place is beautiful and right on the beach. It is also close(about 8 minutes driving) to lots of restaurants and shops.
Reviewed on Oct 4, 2025
3.5-star property
Palms at Wailea Maui
Wailea
8.4/10 Very Good! (513 reviews)
Mar 5 - Mar 10
5 night stay
Los Angeles (LAX) to Kahului (OGG)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $2,078, price is now $1,241 per person
$1,241
per person
found 1 day ago
Beautiful property. Quiet apartments with gorgeous views. Landscaping and pool are gorgeous. Close to everything.
Reviewed on Jul 22, 2024
3.0-star property
Maui Kamaole - Maui Condo & Home
South Kihei
8.8/10 Excellent! (396 reviews)
Mar 20 - Mar 27
7 night stay
Los Angeles (LAX) to Kahului (OGG)
Alaska Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,572, price is now $1,669 per person
$1,669
per person
found 1 day ago
Beautiful grounds and very nice unit. Carpeting in unit a little tired. We stayed in a first floor unit and could hear all the foot fall from the unit above. Very loud.
Reviewed on Dec 18, 2021
3.0-star property
Maui Banyan Vacation Club
South Kihei
8/10 Very Good! (351 reviews)
Mar 22 - Mar 27
5 night stay
Denver (DEN) to Kahului (OGG)
American Airlines • Non-stop roundtrip • Coach
Price was $1,922, price is now $1,249 per person
$1,249
per person
found 1 day ago
Property was exceptionally clean and welcoming. People at the poolside were nice. Pool was never crowded. The room I had was managed by Soliel and was impeccably clean, including the exhaust fan cover in the bathroom. I have never seen that anywhere before in all my travels. The property was beautiful and having free parking was a great amenity.
Reviewed on Feb 12, 2023
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
11.96 mi from city center
$614 nightly
The price is $728 total per night
$728 total
Jan 31 - Feb 1, 2026
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 luggage storage, securing valuables, and concierge services. Other amenities at this spa resort include a sauna, free WiFi in public areas, and conference space.
Pool
Spa
Exceptional Upcountry Villa with breathtaking views
Makawao HI
16.57 mi from city center
Guests staying at this vacation home enjoy an outdoor pool, a sauna, and a hot tub. Additional amenities include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
12.17 mi from city center
$300 nightly
The price is $352 total per night
$352 total
Jan 24 - Jan 25, 2026
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
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.
Explore More Ways to Travel with Travelocity
- 3 Star Hotels in Upcountry Maui
- Farmstay in Upcountry Maui
- Cottages in Upcountry Maui
- Extended Stay Hotels in Upcountry Maui
- Guest Houses in Upcountry Maui
- Hostels in Upcountry Maui
- Boutique Hotels in Upcountry Maui
- Cheap Hotels in Upcountry Maui
- Kid Friendly Hotels in Upcountry Maui
- Hotels with Pool in Upcountry Maui
- Hotels with Bar in Upcountry Maui
- Hotels with Free Breakfast in Upcountry Maui
- Pet Friendly Hotels in Upcountry Maui
- Upcountry Maui Hotels
- Vacation Homes in Upcountry Maui
- Resorts in Upcountry Maui
- Villas in Upcountry Maui
- Hotels near Kalahaku Overlook
- Hotels near Haleakala Crater
- Hotels near Puʻuʻulaʻula
- Hotels near Bamboo Forest
- Hotels near Hana Lava Tubes
- Hotels near Koki Beach Park
- Hotels near Haleakalā Visitor Center
- B&B in Kipahulu
- Cottages in Kipahulu
- Kipahulu Hotels
- Vacation Homes in Kipahulu
- Hotels near Hamoa Beach
- Hotels near Waikamoi Preserve
- Hotels near Science City
- Hotels near Kipahulu Visitor Center
- Hana Forest Reserve Hotels
- Hotels near Charles Lindbergh's Grave
- Hotels near Hanawi Falls
- Hotels near Leleiwi Overlook
- 3 Star Hotels in Puuiki
- 4 Star Hotels in Puuiki
- 5 Star Hotels in Puuiki
- Cottages in Puuiki
- Guest Houses in Puuiki
- Hotels near The Skyline Trail
- Hotels near Haleakala National Park
- Hotels near Magnetic Peak
- Hotels near Hana Coast Gallery
- Apartments in Hana
- Cabin Rentals in Hana
- Condo Rentals in Hana
- Cottages in Hana
- Guest Houses in Hana
- Hana Hotels
- Vacation Homes in Hana
- Resorts in Hana
- Treehouses in Hana
- Condo Rentals in Haou
- Haou Hotels
- Flights from Upcountry Maui
- Flights from Newark to Upcountry Maui
- Flights to Maui
- Flights from Honolulu to Maui
- Flights from Seattle to Maui
- Flights to Hawaii
- Flights from Kipahulu
- Flights from Puuiki
- Flights from Honolulu to Hana
- Flights from Maui to Hana
- Flights from Kapalua to Hana
- Flights from Haou
- Haiku Vacations
- Mauiwine
- Wailea Emerald Golf Course
- Haleakala Bike Company
- Hanawi Natural Forest Reserve
- Maui Vacations
- Hana Lava Tubes
- Maui Garden Of Eden - Botanical Gardens & Arboretum
- Kula Vacations
- Keokea Vacations
- Wailea Vacations
- Koki Beach Park
- Kamaole Beach Park 3
- Hamoa Beach
- Hoʻomana Spa Maui
- Nanu'alele Point Beach
- Hana Bay Beach Park
- Kalaloa Point
- Maui Agricultural Research Center
- Kailua Vacations
- Aliʻi Kula Lavender
- Makawao Vacations
- Hanawi Falls
- Kihei Regional Park
- Makena State Park Beach
- Maluaka Beach
- Makena Vacations
- Kokomo Vacations
- Maui Nui Golf Club
- Hana Vacations
