Holiday Isle Vacations from $553

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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 $871, price is now $553 per person
$553
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
7.8/10 Good! (3,800 reviews)
Absolutely beautiful inside and out. Very clean and staff was nice and hospitable.

Reviewed on Aug 23, 2025

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $1,031, price is now $667 per person
$667
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,000 reviews)
LOVED staying here! I I’ll definitely go back. We went for vacation with our 3 small children.

Reviewed on Aug 23, 2025

Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Save 100% on your flight
Price was $868, price is now $575 per person
$575
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
9/10 Wonderful! (152 reviews)
It was a beautiful place to stay and the staff were so friendly and helpful.

Reviewed on Jul 3, 2025

Santa Rosa Beach Apartments Landing

Santa Rosa Beach Apartments Landing

4 out of 5
Save 100% on your flight
Price was $1,656, price is now $1,116 per person
$1,116
per person
Oct 1 - Oct 7
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
6/10 (2 reviews)
A beautiful place to stay and has the convenience’s of home

Reviewed on Jul 17, 2025

Hilton Sandestin Beach Golf Resort & Spa

Hilton Sandestin Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $833, price is now $626 per person
$626
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
8.8/10 Excellent! (1,012 reviews)
Beautiful beach! Sushi is amazing@

Reviewed on Aug 19, 2025

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
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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
$266 nightly
The price is $301 total per night from Sep 8 to Sep 9
$301 total
Sep 8 - Sep 9
Total with taxes and fees
8.2/10 Very Good! (83 reviews)
"Loved it was private access to the beach. Would love beach towels in room and a cooler to take to the beach."

Reviewed on Aug 11, 2025

Sandpiper Cove
Best Gulf-Front Beach View in Destin! Best designed condo 2015*

Best Gulf-Front Beach View in Destin! Best designed condo 2015*

Destin
9.2/10 Wonderful! (114 reviews)
"One of the cleanest places we have ever stayed in! Location and beach access were great! Only negative is the sofa bed was not useable (mattress was good but bed itself was not). The couch/loveseat could be replaced along with master bedroom dresser. Also could use ceiling fans."

Reviewed on Aug 4, 2025

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Best Gulf-Front Beach View in Destin! Best designed condo 2015*
Sparkling Studio with Shared Pools, Hot Tubs, Golf, Tennis, & a Private Beach

Sparkling Studio with Shared Pools, Hot Tubs, Golf, Tennis, & a Private Beach

Destin
$153 nightly
The price is $170 total per night from Sep 2 to Sep 3
$170 total
Sep 2 - Sep 3
Total with taxes and fees
7.8/10 Good! (22 reviews)
Good
"Very clean"

Reviewed on Aug 11, 2025

Sparkling Studio with Shared Pools, Hot Tubs, Golf, Tennis, & a Private Beach
See all 1,926 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

4.5/5(568 reviews)

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

Destin Beaches
Big Kahuna's Water and Adventure Park

Big Kahuna's Water and Adventure Park

4/5(109 reviews)

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
Ajs chili cheese dog

Destin Harbor Boardwalk

4.5/5(751 reviews)

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 lively bars.

Destin Harbor Boardwalk

Things to do

Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

$40
per adult
98% of travellers recommend
Dolphin & Sunset Cruises
Sky High Parasailing from Marina Cafe in Destin Florida

Sky High Parasailing From Marina Cafe - Destin Florida

$70
per adult
100% of travellers recommend
Sky High Parasailing From Marina Cafe - Destin Florida
Destin: Snorkeling Cruise with 2 Stops and Dolphin Watching

Destin: Snorkeling Cruise with 2 Stops and Dolphin Watching

$45
per adult
100% of travellers recommend
Destin: Snorkeling Cruise with 2 Stops and Dolphin Watching
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.