Holiday Isle Vacations from $373

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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
Price was $516, price is now $373 per person
$373
per person
Jan 29 - Feb 1
found 7 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
7.8/10 Good! (3,828 reviews)
Wonderful view, friendly staff

Reviewed on Nov 2, 2025

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was $1,137, price is now $824 per person
$824
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,007 reviews)
Everything was lovely. We had such a nice time. Guest service was excellent. Housekeeping was amazing. Dining was great as well. A special thank you to the manager of Sprinkles who went above and beyond to assist us.

Reviewed on Oct 22, 2025

Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $527, price is now $403 per person
$403
per person
Jan 29 - Feb 1
found 7 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
9/10 Wonderful! (153 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

Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

3 out of 5
Price was $835, price is now $658 per person
$658
per person
Jan 29 - Feb 1
found 7 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
9.6/10 Exceptional! (1,000 reviews)
Everyone has been great there. The place was clean and friendly.. we loved staying here and look forward to come back again.

Reviewed on Oct 29, 2025

Hilton Sandestin Beach Golf Resort & Spa

Hilton Sandestin Beach Golf Resort & Spa

4 out of 5
Price was $599, price is now $491 per person
$491
per person
Jan 29 - Feb 1
found 7 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
8.8/10 Excellent! (1,002 reviews)
Would highly recommend this hotel. Everything

Reviewed on Nov 2, 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
$242 nightly
The price is $274 total per night from Nov 5 to Nov 6
$274 total
Nov 5 - Nov 6
Total with taxes and fees
8.2/10 Very Good! (103 reviews)
Nice place but very poor communication. Was told the room was ready before it actually was. Vacasa’s team came in and brought needed supplies quickly but was a bit frustrating at first. The condo itself was nice, clean, and quiet. Would recommend.

Reviewed on Oct 12, 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

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HARBOR OASIS-WATERFRONT/BOAT/PWC SLIPS/Dock/Pool/Spa/ Kayaks/Bikes/Volleyball++
Wow!!! Updated Beach Front Resort 3rd Fl Condo with amazing view.

Wow!!! Updated Beach Front Resort 3rd Fl Condo with amazing view.

Destin
9.4/10 Exceptional! (179 reviews)
It was a wonderful weekend stay!

Reviewed on Oct 26, 2025

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Wow!!! Updated Beach Front Resort 3rd Fl Condo with amazing view.
See all 1,921 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 waterfront, or simply savor its top-notch 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
96% of travellers recommend
Dolphin & Sunset Cruises
Beautiful waters of Destin

Jetski Waverunner Rental - Destin

$95
per traveler
92% of travellers recommend
Jetski Waverunner Rental - Destin
Spectacular Sunset Cruise

Spectacular Sunset Cruise

$38
per adult
80% of travellers recommend
Spectacular Sunset 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.