Holiday Isle Vacations from $684

Book a Hotel + Flight or Car together to unlock savings

Your Holiday Isle Vacation

Our Holiday Isle vacation packages are a fast and practical way to organize and reserve your next escape. Uncover the magic of this unique neighborhood without the stress of planning it all yourself. Some popular nearby attractions to check out during your trip to Holiday Isle include Big Kahunas Water and Adventure Park, Destin Harbor Boardwalk and HarborWalk Village. Don't just wish for it — turn it into a reality! Lock in your ideal Holiday Isle vacation with Expedia and experience travel your way.

The Latest Holiday Isle Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,015, price is now $684 per person
$684
per person
May 27 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
7.8/10 Good! (3,848 reviews)
The staff were very courteous! And a beautiful view ofthe bay!

Reviewed on Feb 16, 2026

Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Save 100% on your flight
Price was $1,281, price is now $840 per person
$840
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
9/10 Wonderful! (156 reviews)
I absolutely love this place the most beautiful scenery ever.

Reviewed on Feb 3, 2026

Sea Love by Avantstay Coastal Retreat Near Miramar Beach Pool Access, Patio + Grill

Sea Love by Avantstay Coastal Retreat Near Miramar Beach Pool Access, Patio + Grill

3 out of 5
Save 100% on your flight
Price was $4,818, price is now $3,211 per person
$3,211
per person
May 26 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
No reviews
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $1,764, price is now $1,304 per person
$1,304
per person
May 27 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,000 reviews)
Absolutely beautiful resort. Would go again on a couples trip or with my kids. It had a private beach so it didn’t seem crowded and there was a lot of amenities to relax and enjoy. Perfect vacation. We even had a massage at their spa which was a perfect way to end our mini vacation.

Reviewed on Mar 13, 2026

Where to stay in Holiday Isle

Find the best Holiday Isle areas and neighborhoods for the activities you enjoy most. Learn more about Holiday Isle
Destin in January.

Crystal Beach

4.5/5(75 area reviews)

If you're spending some time in Crystal Beach, Henderson Beach State Park and Henderson Beach are top sights worth seeing.

Find hotels in Crystal Beach

Holiday Isle Hotel Deals

Sandpiper Cove

Sandpiper Cove

2 out of 5
775 Gulf Shore Dr Destin FL
8.4/10 Very Good! (105 reviews)
Great location and facilities. Room was cleaned with most of the amenities. Did not like the carpet and bit of road noise in the living room.

Reviewed on Jan 12, 2026

Get rates
Sandpiper Cove
Classic luxury on the beach in Destin

Classic luxury on the beach in Destin

Destin FL
$430 nightly
The price is $456 total per night from Mar 23 to Mar 24
$456 total
Mar 23 - Mar 24
Total with taxes and fees
7.8/10 Good! (78 reviews)
The unit was clean but it needs some serious updating - not only in the sense that it was very outdated, but much of the furniture was in disrepair. The photos included with the listing do not accurately depict the unit. The location was great and convenient to the beach and our party felt safe, ...

Reviewed on Dec 15, 2025

Classic luxury on the beach in Destin
Beach Front, Corner Unit Condominium on the 6th Floor. Incredible Beach View!

Beach Front, Corner Unit Condominium on the 6th Floor. Incredible Beach View!

Destin FL
9.2/10 Wonderful! (109 reviews)
Nice condo, no issues. Great location!

Reviewed on Nov 30, 2025

Get rates
Beach Front, Corner Unit Condominium on the 6th Floor. Incredible Beach View!
See all 2,031 properties in Holiday Isle
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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Holiday Isle

Beach Vacation!! #florida #beach

Destin Beaches

Nothing says vacation like spending a carefree day at Destin Beaches, a popular beach in Destin. Stroll along the area's seaside, or simply savor its seafood restaurants.

Destin Beaches
Destin_BigKahunasWaterandAdventurePark_6127787_04

Big Kahuna's Water and Adventure Park

Enjoy the thrill rides with your kiddos at Big Kahuna's Water and Adventure Park during your trip to Destin. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Big Kahuna's Water and Adventure Park
Destin Florida Harbor Boardwalk

Destin Harbor Boardwalk

Destin Harbor Boardwalk is just one of the places to see in Destin, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's beautiful beaches and enjoy its seafood restaurants.

Destin Harbor Boardwalk

Things to do

Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

$40
per adult
94% of travellers recommend
Dolphin & Sunset Cruises
SOL y LUNA cruising from the Baytowne Marina for a sunset dolphin cruise.

Sandestin Sunset Eco-Dolphin Cruise Aboard Sol y Luna

$33
per adult
100% of travellers recommend
Sandestin Sunset Eco-Dolphin Cruise Aboard Sol y Luna
Dolphin Sunset Cruise in Destin with Bathroom on board!

Sunset Dolphin Cruise

$39
per adult
100% of travellers recommend
Sunset Dolphin Cruise
See all activities in Destin
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.