
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
Kahana Beach Vacation Club
8.4/10 Very Good! (744 reviews)
May 12 - May 17
5 night stay
Dallas (DAL) to Kahului (OGG)
Southwest Airlines • Non-stop • Coach
Kahului (OGG) to Dallas (DAL)
Delta • Non-stop • Coach
Save 100% on your flight
Price was $2,117, price is now $1,347 per person
$1,347
per person
found 10 hours ago
Highly recommended! Gorgeous ocean views, clean room, nice staff.
Reviewed on Sep 7, 2025

2.5-star property
Maui Beach Vacation Club
North Kihei
8.2/10 Very Good! (814 reviews)
Apr 19 - Apr 25
6 night stay
Dallas (DAL) to Kahului (OGG)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,697, price is now $1,609 per person
$1,609
per person
found 1 day ago
Excellent place to stay. Kīhei is one of the best areas of Maui to stay. Low key and not overly crowded but still areas close by for more action.
Reviewed on Jan 3, 2026

3.0-star property
Kahana Villa
8/10 Very Good! (351 reviews)
May 12 - May 17
5 night stay
Dallas (DAL) to Kahului (OGG)
Southwest Airlines • Non-stop • Coach
Kahului (OGG) to Dallas (DAL)
Delta • Non-stop • Coach
Save 100% on your flight
Price was $2,348, price is now $1,452 per person
$1,452
per person
found 10 hours ago
The beach property spaciousness and courtesy of the staff. I enjoyed my stay and plan to return.
Reviewed on Apr 27, 2023

4.0-star property
OUTRIGGER Honua Kai Resort & Spa
8.8/10 Excellent! (2,864 reviews)
Apr 19 - Apr 25
6 night stay
Dallas (DAL) to Kahului (OGG)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,965, price is now $1,902 per person
$1,902
per person
found 1 day ago
Beautiful resort with great amenities. We loved having the condo space and kitchen so we could have meals in the condo or go out if we wanted to. Pools were great, beach was amazing. The only thing I will say is the lighting in the condo was very dim. Those of us with eyes over 40 could use more light at night.
Reviewed on Mar 14, 2025

3.5-star property
OUTRIGGER Kaanapali Beach Resort
9/10 Wonderful! (1,465 reviews)
May 12 - May 17
5 night stay
Dallas (DAL) to Kahului (OGG)
Southwest Airlines • Non-stop • Coach
Kahului (OGG) to Dallas (DAL)
Delta • Non-stop • Coach
Price was $2,077, price is now $1,394 per person
$1,394
per person
found 10 hours ago
The Outrigger was an amazing place to stay. We walked out the door and to the beach about 100 yards away. We went snorkeling right off the beach and saw turtles, and so many beautiful fish and coral. The people who ran the Outrigger had many complimentary, fun things to do at the hotel every day, like weaving baskets, hula dancing lessons, and learning to play different instruments.
All of the people working there were very friendly and helpful. If we have the chance to go back to Maui, we would definitely stay there again.
Reviewed on Jun 16, 2025
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
$534 nightly
The price is $633 total per night
$633 total
Mar 3 - Mar 4
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, luggage storage, and tours or tickets. Other amenities at this spa resort include a sauna, free WiFi in public areas, and conference space.
Pool
Spa
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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