Kaupo Vacation Packages
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Top Kaupo vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Hampton Inn & Suites Maui North Shore
9.2/10 Wonderful! (235 reviews)
Jul 23 - Jul 28
5 night stay
Dallas (DFW) to Kahului (OGG)
American Airlines • Roundtrip • Coach
Price was $1,969, price is now $1,375 per person
$1,375
per person
found 1 day ago
no ocean. Clean room. Friendly staff. Excellent service
Reviewed on Mar 13, 2026
5.0-star property
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
9.4/10 Exceptional! (1,003 reviews)
Jul 3 - Jul 10
7 night stay
Dallas (DFW) to Kahului (OGG)
American Airlines • Coach
Kahului (OGG) to Dallas (DFW)
Alaska Airlines • Coach
Price was $6,541, price is now $4,370 per person
$4,370
per person
found 1 day ago
Very serene, not crowded and no children. Perfect for an intimate getaway.
Reviewed on Mar 22, 2025
5.0-star property
Fairmont Kea Lani Maui
Wailea
9.6/10 Exceptional! (1,001 reviews)
Jul 23 - Jul 28
5 night stay
Dallas (DFW) to Kahului (OGG)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $4,714, price is now $3,273 per person
$3,273
per person
found 1 day ago
Overall for the price point, I expected a higher quality of service. The staff were not attentive or acted like they cared. It was just this overall unprofessional attitude and anytime we would ask for help they would
Reviewed on Dec 25, 2025
2.5-star property
Grand Champions
Wailea
9.2/10 Wonderful! (5 reviews)
Jul 20 - Jul 26
6 night stay
Dallas (DFW) to Kahului (OGG)
American Airlines • Non-stop • Coach
Kahului (OGG) to Dallas (DFW)
Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,557, price is now $2,520 per person
$2,520
per person
found 21 hours ago
3.5-star property
Mana Kai Maui- Official Onsite Rental
South Kihei
9/10 Wonderful! (1,003 reviews)
Jul 23 - Jul 28
5 night stay
Dallas (DFW) to Kahului (OGG)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,712, price is now $1,954 per person
$1,954
per person
found 1 day ago
Excellent experience with this resort! Astonishing views with sunset! Fantastic snorkeling condition with tons of fish!
Reviewed on Jan 1, 2026
Top rated hotels for your Kaupo vacation package
Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy Hana HI
11.98 mi from city center
$434 nightly
The price is $515 total per night
$515 total
May 17 - May 18
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 securing valuables, tours or tickets, and luggage storage. Other amenities at this spa resort include a sauna, free WiFi in public areas, and conference space.
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
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens
Hana HI
11.99 mi from city center
$377 nightly
The price is $441 total per night
$441 total
May 18 - May 19
Total with taxes and fees
At this guesthouse, guests have access to a gym, laundry facilities, and barbecue grills. This smoke-free guesthouse also has 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.
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