Kaupo Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Kaupo Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Gods Peace Of Maui
Price was $1,487, price is now $1,214 per person
$1,214
per person
Jul 20 - Jul 27
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this spa B&B in Makawao. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Haliʻimaile Farmer's Market and Hui Noʻeau Visual Arts Center are located nearby.
Maui Beach Vacation Club
North Kihei
Price was $1,773, price is now $1,367 per person
$1,367
per person
Jul 20 - Jul 27
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.
Maui Banyan Vacation Club
South Kihei
Price was $1,809, price is now $1,399 per person
$1,399
per person
Jul 20 - Jul 27
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Maui Seaside Hotel
Price was $2,127, price is now $1,729 per person
$1,729
per person
Jul 20 - Jul 27
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach hotel in Kahului. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Ho'aloha Park and Regal Maui Mall are located nearby.
Maui Beach Hotel
Price was $1,972, price is now $1,695 per person
$1,695
per person
Jul 20 - Jul 27
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach hotel in Kahului. Enjoy a beach locale, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center are located nearby.
Lumeria Maui Educational Retreat Center
Price was $2,146, price is now $1,850 per person
$1,850
per person
Jul 20 - Jul 27
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this boutique hotel in Makawao. Enjoy free breakfast, onsite spa services, and a garden. Popular attractions Haliʻimaile Farmer's Market and Maui Gold Pineapple Farm are located nearby.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Sep 29 - Wed, Sep 30
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Tue, Sep 29 - Wed, Sep 30
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Tue, Sep 29 - Wed, Sep 30
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$256 Roundtrip, found 1 day ago
$256
Roundtrip
found 1 day ago
Thu, Sep 24 - Tue, Oct 6
OAK
Oakland Intl.
OGG
Kahului
$338 Roundtrip, found 5 hours ago
$338
Roundtrip
found 5 hours ago
Tue, Jun 2 - Tue, Jun 9
LAX
Los Angeles Intl.
OGG
Kahului
$377 Roundtrip, found 5 days ago
$377
Roundtrip
found 5 days ago