Holiday Isle Vacations from $715

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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.
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was $1,005, price is now $715 per person
$715
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,014 reviews)
The staff was phenomenal. I have been to 5 continents and stayed in hotels all around the US, and they way I was treated here was in the top 5 of any property I have stayed at in 50 years of living.

Reviewed on Sep 17, 2025

WaterColor Inn & Resort

WaterColor Inn & Resort

4 out of 5
Watercolor
Save 100% on your flight
Price was $1,596, price is now $1,208 per person
$1,208
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
9.4/10 Exceptional! (252 reviews)
Beautiful pool area and great service

Reviewed on Sep 17, 2025

Gulf-view Retreat w/ Rooftop Deck + Private Pool Villa Anesi by Avantstay

Gulf-view Retreat w/ Rooftop Deck + Private Pool Villa Anesi by Avantstay

3 out of 5
Dune Allen Beach
Save 100% on your flight
Price was $3,282, price is now $2,495 per person
$2,495
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
No reviews
Coastal Getaway w/ Golf Cart, Beach Gear Villa Galini by Avantstay

Coastal Getaway w/ Golf Cart, Beach Gear Villa Galini by Avantstay

3 out of 5
Dune Allen Beach
Save 100% on your flight
Price was $2,210, price is now $1,701 per person
$1,701
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
No reviews
4BR Beachfront Home With Hot tub & Private Beach Access!

4BR Beachfront Home With Hot tub & Private Beach Access!

4.5 out of 5
Save 100% on your flight
Price was $2,719, price is now $2,108 per person
$2,108
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
No reviews

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
$269 nightly
The price is $304 total per night from Sep 21 to Sep 22
$304 total
Sep 21 - Sep 22
Total with taxes and fees
8.2/10 Very Good! (89 reviews)
"Home was clean"

Reviewed on Sep 15, 2025

Sandpiper Cove
HARBOR OASIS-WATERFRONT/BOAT/PWC SLIPS/Dock/Pool/Spa/ Kayaks/Bikes/Volleyball++

HARBOR OASIS-WATERFRONT/BOAT/PWC SLIPS/Dock/Pool/Spa/ Kayaks/Bikes/Volleyball++

Destin
9.8/10 Exceptional! (30 reviews)
"Loved this home. The outside area is fabulous!!"

Reviewed on Aug 27, 2025

Get rates
HARBOR OASIS-WATERFRONT/BOAT/PWC SLIPS/Dock/Pool/Spa/ Kayaks/Bikes/Volleyball++
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
$156 nightly
The price is $175 total per night from Sep 22 to Sep 23
$175 total
Sep 22 - Sep 23
Total with taxes and fees
8/10 Very Good! (24 reviews)
"Overall stay was great"

Reviewed on Aug 26, 2025

Sparkling Studio with Shared Pools, Hot Tubs, Golf, Tennis, & a Private Beach
See all 1,914 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 seaside, 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 top-notch restaurants.

Destin Harbor Boardwalk

Things to do

Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

$40
per adult
98% of travellers recommend
Dolphin & Sunset Cruises
Destin: Buccaneer Pirate Cruise

Destin: Buccaneer Pirate Cruise

$55
per adult
100% of travellers recommend
Destin: Buccaneer Pirate Cruise
Flippers Adventures 2 Stop Snorkeling and Dolphin Cruise

2-Stop Snorkeling and Dolphin Cruise from Destin

$43
per adult
90% of travellers recommend
2-Stop Snorkeling and Dolphin Cruise from Destin
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.