Holiday Isle Vacations from $466

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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.
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $606, price is now $466 per person
$466
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
8.6/10 Excellent! (638 reviews)
Building is old, in disrepair, and carpets are dirty. There was minstruel blood on the bedspread and the curtains were ripped. We stayed in the older side of the building and it was dark and dingy. The ceiling tiles look old and in disrepair.

Reviewed on Jan 31, 2026

Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,209, price is now $861 per person
$861
per person
Apr 6 - Apr 9
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
7.8/10 Good! (3,841 reviews)
We love staying here been a couple times always great.

Reviewed on Nov 13, 2025

Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $1,666, price is now $1,236 per person
$1,236
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
9/10 Wonderful! (154 reviews)
Stayed here many times. It is my happy place and will continue to go! Plenty to do and the beach is always a crowd pleaser. The resort is family friendly, safe and has so much to offer.

Reviewed on Oct 25, 2025

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was $2,005, price is now $1,495 per person
$1,495
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,000 reviews)
Too many extra fees.

Reviewed on Jan 26, 2026

Landing Apartments Santa Rosa Beach

Landing Apartments Santa Rosa Beach

4 out of 5
Save 100% on your flight
Price was $1,271, price is now $974 per person
$974
per person
Mar 26 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
9/10 Wonderful! (6 reviews)
Very clean. And well maintained. Has everything you need for a longer stay.

Reviewed on Nov 29, 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
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
$257 nightly
The price is $290 total per night from Feb 8 to Feb 9
$290 total
Feb 8 - Feb 9
Total with taxes and fees
8.2/10 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

Sandpiper Cove
Ninth-Floor Suite in Beachfront Complex w/ WiFi, AC, Shared Pool, & Tennis Court

Ninth-Floor Suite in Beachfront Complex w/ WiFi, AC, Shared Pool, & Tennis Court

Destin FL
8.6/10 Excellent! (9 reviews)
Beach views were outstanding. Just steps from beach. Condo was very spacious and clean.

Reviewed on Oct 28, 2025

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Ninth-Floor Suite in Beachfront Complex w/ WiFi, AC, Shared Pool, & Tennis Court
Twin Palms - Beachfront Duplex with Ocean Views & Direct Beach Access

Twin Palms - Beachfront Duplex with Ocean Views & Direct Beach Access

Destin FL
8.8/10 Excellent! (38 reviews)
Nice place, enjoyed our stay!

Reviewed on Dec 27, 2025

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Twin Palms - Beachfront Duplex with Ocean Views & Direct Beach Access
See all 1,785 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 lively bars.

Destin Harbor Boardwalk

Things to do

Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

$40
per adult
94% 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
Southern Star Dolphin Cruise in Destin

Southern Star Dolphin Cruise in Destin

$43
per adult
100% of travellers recommend
Southern Star Dolphin Cruise in 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.