Gulf Highlands Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Gulf Highlands Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Original Romar House B&B Inn
Save 100% on your flight
Price was $1,552, price is now $1,022 per person
$1,022
per person
Mar 1 - Mar 9
found 18 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Pensacola (PNS)
Book a stay at this beach B&B in Orange Beach. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gulf Shores Beach and The Wharf are located nearby.
Phoenix West Condominiums
Save 100% on your flight
Price was $2,864, price is now $2,325 per person
$2,325
per person
Mar 1 - Mar 9
found 18 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Pensacola (PNS)
Book a stay at this beach apartment in Orange Beach. Enjoy free WiFi, a beach locale, and a lazy river. Popular attractions Gulf Shores Beach and The Wharf are located nearby.
Phoenix V Unit 816
Save 100% on your flight
Price was $2,301, price is now $1,873 per person
$1,873
per person
Mar 1 - Mar 9
found 18 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Pensacola (PNS)
Book a stay at this luxury apartment in Orange Beach. Enjoy free WiFi, a beach locale, and 5 outdoor pickleball courts. Popular attractions Gulf Shores Beach and The Wharf are located nearby.
Phoenix V 202
Price was $2,095, price is now $1,710 per person
$1,710
per person
Mar 1 - Mar 9
found 18 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Pensacola (PNS)
Book a stay at this beach condo in Orange Beach. Enjoy free WiFi, a beach locale, and 5 outdoor pickleball courts. Popular attractions Gulf Shores Beach and The Wharf are located nearby.
Phoenix V Vacation Rental Condominiums
Price was $2,095, price is now $1,710 per person
$1,710
per person
Mar 1 - Mar 9
found 18 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Pensacola (PNS)
Book a stay at this beach condo in Orange Beach. Enjoy free WiFi, a beach locale, and 5 outdoor pickleball courts. Popular attractions Gulf Shores Beach and The Wharf are located nearby.
Emerald Key 502
Save 100% on your flight
Price was $2,285, price is now $1,868 per person
$1,868
per person
Mar 1 - Mar 9
found 18 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Pensacola (PNS)
Book a stay at this beach condo in Orange Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions The Wharf and Gulf State Park are located nearby.
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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.
Thu, Jan 15 - Thu, Jan 29
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$172 Roundtrip, found 3 days ago
$172
Roundtrip
found 3 days ago
Mon, Jan 12 - Mon, Jan 26
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
Tue, Jan 27 - Tue, Feb 3
ORD
O'Hare Intl.
MOB
Mobile Regional
$211 Roundtrip, found 4 days ago
$211
Roundtrip
found 4 days ago
Thu, Jan 15 - Thu, Jan 29
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$257 Roundtrip, found 3 days ago
$257
Roundtrip
found 3 days ago
Thu, Jan 29 - Sun, Feb 1
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$263 Roundtrip, found 4 days ago
$263
Roundtrip
found 4 days ago