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.
Napili Shores Maui by OUTRIGGER
Save 100% on your flight
Price was $1,809, price is now $1,117 per person
$1,117
per person
Feb 25 - Mar 2
found 16 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Book a stay at this beach aparthotel in Napili. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Mana Kai Maui- Official Onsite Rental
South Kihei
Price was $3,510, price is now $1,569 per person
$1,569
per person
Mar 31 - Apr 6
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach North are located nearby.
Kahana Beach Vacation Club
Save 100% on your flight
Price was $2,681, price is now $1,328 per person
$1,328
per person
Mar 31 - Apr 6
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Stay at this 3-star beach condo in Kahana. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Kahana Villa
Save 100% on your flight
Price was $2,951, price is now $1,673 per person
$1,673
per person
Mar 31 - Apr 6
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Stay at this condo in Kahana. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Maui Banyan Vacation Club
South Kihei
Save 100% on your flight
Price was $2,549, price is now $1,489 per person
$1,489
per person
Mar 31 - Apr 6
found 16 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 garden. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
Price was $2,846, price is now $1,693 per person
$1,693
per person
Mar 31 - Apr 6
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village 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, Mar 10 - Wed, Mar 11
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$73 Roundtrip, found 1 day ago
$73
Roundtrip
found 1 day ago
Wed, Mar 4 - Tue, Mar 10
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$78 Roundtrip, found 12 hours ago
$78
Roundtrip
found 12 hours ago
Wed, Mar 4 - Tue, Mar 10
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$78 Roundtrip, found 12 hours ago
$78
Roundtrip
found 12 hours ago
Mon, Feb 16 - Tue, Feb 24
LAX
Los Angeles Intl.
OGG
Kahului
$239 Roundtrip, just found
$239
Roundtrip
just found
Wed, Feb 18 - Mon, Feb 23
LAX
Los Angeles Intl.
OGG
Kahului
$271 Roundtrip, just found
$271
Roundtrip
just found