Kaupo Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
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Kaupo Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Valle Isle
Save 100% on your flight
Price was $1,724, price is now $1,155 per person
$1,155
per person
Dec 2 - Dec 10
found 14 hours ago
Roundtrip flight included
San Francisco (SFO) to Kahului (OGG)
Stay at this 3-star beach apartment in Kahana. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Kahana Villa
Save 100% on your flight
Price was $2,673, price is now $1,751 per person
$1,751
per person
Dec 2 - Dec 10
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kahului (OGG)
Stay at this 3-star condo in Kahana. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Kapalua Villas Maui
Save 100% on your flight
Price was $1,957, price is now $1,464 per person
$1,464
per person
Dec 2 - Dec 10
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kahului (OGG)
Stay at this 4-star golf aparthotel in Kapalua. Enjoy 3 outdoor pools, 8 restaurants, and 5 bars/lounges. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Royal Kahana Maui by OUTRIGGER
Save 100% on your flight
Price was $1,971, price is now $1,522 per person
$1,522
per person
Dec 2 - Dec 10
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kahului (OGG)
Stay at this aparthotel in Kahana. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was $8,333, price is now $6,441 per person
$6,441
per person
Dec 2 - Dec 10
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kahului (OGG)
Stay at this 5-star luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Maui Beach Hotel
Save 100% on your flight
Price was $1,574, price is now $1,226 per person
$1,226
per person
Dec 2 - Dec 10
found 14 hours ago
Roundtrip flight included
San Francisco (SFO) 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.
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.
Sat, Aug 15 - Tue, Aug 25
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$140 Roundtrip, found 5 days ago
$140
Roundtrip
found 5 days ago
Sun, Nov 30 - Sun, Dec 7
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$258 Roundtrip, found 3 days ago
$258
Roundtrip
found 3 days ago
Tue, Dec 30 - Mon, Jan 12
SFO
San Francisco Intl.
OGG
Kahului
$263 Roundtrip, found 4 hours ago
$263
Roundtrip
found 4 hours ago
Wed, Dec 3 - Tue, Dec 9
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$358 Roundtrip, found 3 days ago
$358
Roundtrip
found 3 days ago
Wed, Dec 3 - Tue, Dec 9
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$372 Roundtrip, found 3 days ago
$372
Roundtrip
found 3 days ago