Holiday Isle Vacations from $692

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.
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $914, price is now $692 per person
$692
per person
Apr 5 - Apr 8
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

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 $887 per person
$887
per person
Apr 5 - Apr 8
found 1 day 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

5 Mins to Beach, Shared Pool, Covered Deck, Bikes Heron Cottage by Avantstay

5 Mins to Beach, Shared Pool, Covered Deck, Bikes Heron Cottage by Avantstay

3 out of 5
Grayton Cove
Save 100% on your flight
Price was $3,943, price is now $2,937 per person
$2,937
per person
Apr 10 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
No reviews
2 Condos, Steps to the Beach Pool+hot Tub, Balcony Lounge Triton & Sea Haven

2 Condos, Steps to the Beach Pool+hot Tub, Balcony Lounge Triton & Sea Haven

3 out of 5
Seagrove Beach
Save 100% on your flight
Price was $2,334, price is now $1,803 per person
$1,803
per person
Apr 16 - Apr 21
found 8 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Walton Beach (VPS)
No reviews
30A Grayt'n Greatful by Avantstay Charming Home+cottage, Walk to Western Lake

30A Grayt'n Greatful by Avantstay Charming Home+cottage, Walk to Western Lake

3 out of 5
Grayton Beach
Save 100% on your flight
Price was $2,375, price is now $1,842 per person
$1,842
per person
Apr 10 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
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
$259 nightly
The price is $293 total per night from Jan 30 to Jan 31
$293 total
Jan 30 - Jan 31
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
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

Get rates
Twin Palms - Beachfront Duplex with Ocean Views & Direct Beach Access
The Tipsea Turtle 401 | Harbor Views | Large Balcony | Heated Pool | Walk to Beach

The Tipsea Turtle 401 | Harbor Views | Large Balcony | Heated Pool | Walk to Beach

Destin FL
9.8/10 Exceptional! (18 reviews)
Manager/Staff were great with communication. The condo was extremely clean which is something important to us. We loved everything about it. The queen bunk beds were a hit with our 7 year old. Can’t say enough good things about the management team and the condo.

Reviewed on Oct 11, 2025

Get rates
The Tipsea Turtle 401 | Harbor Views | Large Balcony | Heated Pool | Walk to Beach
See all 1,924 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
Destin_BigKahunasWaterandAdventurePark_6127787_04

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
Destin Florida Harbor Boardwalk

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
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

$30
per adult
100% of travellers recommend
Sandestin Sunset Eco-Dolphin Cruise Aboard Sol y Luna
Destin: Buccaneer Pirate Cruise

Destin: Buccaneer Pirate Cruise

$55
per adult
100% of travellers recommend
Destin: Buccaneer Pirate 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.