Holiday Harbor Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Holiday Package Deals in Holiday Harbor

Price found within the past 48 hours. Click for updated prices.
Beachside Resort Hotel

Beachside Resort Hotel

2 out of 5
Price was CA $1,298, price is now CA $1,001 per person
CA $1,001
per person
Jun 6 - Jun 11
found 15 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Pensacola (PNS)
8/10 Very Good! (1,609 reviews)
SO MUCH FUNNNN ME AND MY FAMILY LOVEEDDDD EVERYTHING ABOUT ALABAMA OUT HERE BEAUTIFUL BEACH RESORT STAY HOTEL EVERYTHING WAS CONVENIENT AND PERFECT

Reviewed on Apr 30, 2026

The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
Price was CA $1,989, price is now CA $1,496 per person
CA $1,496
per person
Jun 6 - Jun 11
found 15 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Pensacola (PNS)
9.2/10 Wonderful! (1,005 reviews)
Great location on the beach and within the park. Beautiful wild beach and pools. Access to bikes was available to explore the park. Several dining options available.

Reviewed on May 2, 2026

Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Price was CA $1,494, price is now CA $1,129 per person
CA $1,129
per person
Jun 6 - Jun 11
found 15 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Pensacola (PNS)
9.4/10 Exceptional! (1,005 reviews)
Clean and friendly staff

Reviewed on Apr 28, 2026

Landing Apartments Gulf Shores

Landing Apartments Gulf Shores

3.5 out of 5
Price was CA $1,309, price is now CA $1,053 per person
CA $1,053
per person
Jun 6 - Jun 11
found 15 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Pensacola (PNS)
10/10 Exceptional! (1 review)
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Downtown Pensacola
Price was CA $2,488, price is now CA $2,017 per person
CA $2,017
per person
Jun 6 - Jun 11
found 15 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Pensacola (PNS)
9.6/10 Exceptional! (21 reviews)
Absolutely beautiful. Will definitely stay here again

Reviewed on Oct 18, 2025

Where to stay in Holiday Harbor

Find the best Holiday Harbor areas and neighborhoods for the activities you enjoy most. Learn more about Holiday Harbor
Downtown Pensacola

Downtown Pensacola

3 out of top 10 points of interest in this area

If you're spending some time in Downtown Pensacola, Saenger Theatre and Historic Pensacola Village are top sights worth seeing.

Find hotels in Downtown Pensacola

Holiday Harbor Hotel Deals

Hilton Garden Inn Orange Beach Beachfront

Hilton Garden Inn Orange Beach Beachfront

3 out of 5
23092 Perdido Beach Blvd Orange Beach AL
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from May 17 to May 18
CA $207
CA $240 total
May 17 - May 18
includes taxes & fees
8/10 Very Good! (1,517 reviews)
The unit was old and dated. Could tell the property was an off brand hotel before & Hilton put there name on it. My BIGGEST ISSUE WAS wanting to charge us for EVERY SINGLE THING. We’ve stayed at Hiltons and Hampton Inns a lot. Never have signed up for Honors club, so that’s on me, but to pay that ...

Reviewed on May 1, 2026

Hilton Garden Inn Orange Beach Beachfront
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $366 per night from May 6 to May 7
CA $366
CA $419 total
May 6 - May 7
includes taxes & fees
9.6/10 Exceptional! (3,068 reviews)
Very Nice!

Reviewed on May 2, 2026

The Pensacola Beach Resort
Beachside Resort Hotel

Beachside Resort Hotel

2 out of 5
610 W Beach Blvd Gulf Shores AL
Fully refundable
The price is CA $121 per night from May 17 to May 18
CA $121
CA $140 total
May 17 - May 18
includes taxes & fees
8/10 Very Good! (1,608 reviews)
SO MUCH FUNNNN ME AND MY FAMILY LOVEEDDDD EVERYTHING ABOUT ALABAMA OUT HERE BEAUTIFUL BEACH RESORT STAY HOTEL EVERYTHING WAS CONVENIENT AND PERFECT

Reviewed on Apr 30, 2026

Beachside Resort Hotel
See all 17,658 properties in Holiday Harbor
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Holiday Harbor vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Holiday Harbor from just CA $1,001. And the more you bundle, the more you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Holiday Harbor?
Combine your hotels and flights, throw in extras such as tours, and save with a Holiday Harbor vacation package. You won't just land big discounts on your escape — you'll have plenty of choice at your fingertips too. When you book through Expedia, you'll have your pick of over 550 airlines and 1,000,000 hotels worldwide. Your next affordable adventure starts right here, right now!
Where should I stay in Holiday Harbor?
Travelers come from near and far to see Pensacola Naval Air Station and Pensacola Bay Center in Holiday Harbor. Book yourself a room near these fantastic attractions to make sightseeing a breeze.
What are the top hotels in Holiday Harbor?
If it's comfort and convenience you're looking for, you can't beat Low As 185/nt Aug 6 - 18 @ Terrific Waterfront Home With Sugar Sand Beach. Spend your evenings relaxing here and your days discovering Holiday Harbor's best sights.
How far in advance should I book my Holiday Harbor vacation?
It can be hard to know when the best time is to book your vacation to Holiday Harbor. But usually the earlier you book, the cheaper the prices. Sometimes, you can book your flights and hotels nearly 12 months prior to your departure date. If you're thinking of a last-minute getaway, no need to worry! There are fantastic deals featured on Expedia every day.
What does an Expedia Holiday Harbor travel package include?
Hotels, flights and a reliable car for all your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you've made your booking, add on some sightseeing tours and watch your savings stack up. When it comes to crafting your Holiday Harbor break, you're the one in control!
Can I choose my airline with a Holiday Harbor Expedia vacation package?
Yes, of course. We have more than 550 airline partners globally, so pick the carrier that fits your budget needs.
If I'm not able to travel, can I cancel my Holiday Harbor vacation package?
Yes, you can. We understand that life happens, so we're happy to help if you need to make changes to your Holiday Harbor vacation package. You may be able to cancel or amend your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Holiday Harbor

Fort Barrancas NAS Pensacola

Pensacola Naval Air Station

5/5(8 reviews)

After visiting Pensacola Naval Air Station, make a plan to see the other sights and activities in Pensacola. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Pensacola Naval Air Station
Aerial view of the beach at Perdido Key

Perdido Key Beach

5/5(1 review)

Why not spend a lazy afternoon at Perdido Key Beach during your trip to Pensacola? Experience the area's great live music and acclaimed theater scene.

Perdido Key Beach
Pensacola_UniversityofWestFlorida_6127826-10

University of West Florida

5/5(3 reviews)

Enjoy the collegiate vibe when you visit University of West Florida, during your trip to Ferry Pass. Wander the beautiful beaches in this family-friendly area.

University of West Florida

Things to do

Orange Beach: Dolphin-Watching Eco-Boat Tour

Orange Beach: Dolphin-Watching Eco-Boat Tour

CA $47
per adult
100% of travellers recommend
Orange Beach: Dolphin-Watching Eco-Boat Tour
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

CA $54
per adult
98% of travellers recommend
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
2-Hour Dolphin and Nature Eco Tour from Orange Beach

2-Hour Dolphin and Nature Eco Tour from Orange Beach

CA $52
per adult
96% of travellers recommend
2-Hour Dolphin and Nature Eco Tour from Orange Beach
See all activities in Pensacola
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.