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Gulf Highlands Vacation Packages

Gulf Highlands Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Price was $926, price is now $716 per person
$716
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Orange Beach. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gulf Shores Beach and The Wharf are located nearby.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Price was $1,044, price is now $786 per person
$786
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Okaloosa Island Beach and HarborWalk Village are located nearby.
El Matador

El Matador

4 out of 5
Okaloosa Island
Price was $1,354, price is now $1,027 per person
$1,027
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Stay at this condo in Fort Walton Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Okaloosa Island Beach and Liza Jackson Park are located nearby.
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Price was $974, price is now $759 per person
$759
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Pensacola Beach Gulf Pier and Casino Beach are located nearby.
Portofino Island Resort

Portofino Island Resort

4 out of 5
Save 100% on your flight
Price was $1,392, price is now $1,088 per person
$1,088
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this beach aparthotel in Pensacola Beach. Enjoy free WiFi, free parking, and 8 outdoor pools. Our guests praise the property condition in our reviews. Popular attractions Park East On-Leash Dog Beach and Tiger Point Golf and Country Club are located nearby.
Emerald Isle

Emerald Isle

3 out of 5
Villa Primera
Save 100% on your flight
Price was $1,232, price is now $976 per person
$976
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this beach condo in Pensacola Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Pensacola Beach Boardwalk and Pensacola Beach Gulf Pier are located nearby.
Beach Club Resort Residence and Spa

Beach Club Resort Residence and Spa

4.5 out of 5
Villa Primera
Price was $1,041, price is now $836 per person
$836
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this luxury aparthotel in Pensacola Beach. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Pensacola Beach Boardwalk and Pensacola Beach Gulf Pier are located nearby.
Eagle Cottages at Gulf State Park

Eagle Cottages at Gulf State Park

3 out of 5
Save 100% on your flight
Price was $1,922, price is now $1,544 per person
$1,544
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Stay at this cottage in Gulf Shores. Enjoy free breakfast, free WiFi, and 3 restaurants. Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.

3-4 Night Vacations in Gulf Highlands

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Price was $926, price is now $716 per person
$716
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Price was $974, price is now $759 per person
$759
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Portofino Island Resort

Portofino Island Resort

4 out of 5
Save 100% on your flight
Price was $1,392, price is now $1,088 per person
$1,088
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Emerald Isle

Emerald Isle

3 out of 5
Villa Primera
Save 100% on your flight
Price was $1,232, price is now $976 per person
$976
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)

5-7 Night Vacations in Gulf Highlands

Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Price was $1,044, price is now $786 per person
$786
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Price was $1,161, price is now $856 per person
$856
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
El Matador

El Matador

4 out of 5
Okaloosa Island
Price was $1,354, price is now $1,027 per person
$1,027
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Embassy Suites By Hilton Gulf Shores Beach Resort

Embassy Suites By Hilton Gulf Shores Beach Resort

3.5 out of 5
Price was $1,251, price is now $973 per person
$973
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)

Cheap Hotel Deals in Gulf Highlands

Plantation East

Plantation East

3.5 out of 5
400 Plantation Rd Gulf Shores AL
Book a stay at this beach condo in Gulf Shores. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Kiva Dunes Golf Course and Edith Hammock ...
Opens in a new windowPlantation East
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Tue, Feb 17 - Tue, Feb 24
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$109 Roundtrip, found 3 hours ago
$109
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Feb 17 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Tue, Feb 24, priced at $109 found 3 hours ago
Spirit Airlines
Wed, Feb 25 - Wed, Mar 4
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Feb 25 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Wed, Mar 4, priced at $143 found 1 day ago
Frontier Airlines
Thu, Feb 26 - Mon, Mar 2
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$148 Roundtrip, found 1 day ago
$148
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Baltimore Washington Intl. Thurgood Marshall to Pensacola Intl., returning Mon, Mar 2, priced at $148 found 1 day ago
Frontier Airlines
Thu, Feb 19 - Sat, Feb 21
MSP
Minneapolis - St. Paul Intl.
PNS
Pensacola Intl.
$148 Roundtrip, found 5 hours ago
$148
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Minneapolis - St. Paul Intl. to Pensacola Intl., returning Sat, Feb 21, priced at $148 found 5 hours ago