Holiday Isle Real Estate - Holiday Isle Homes for Sale

Discover the latest homes, condos, lots, and real estate for sale on Holiday Isle in Destin, FL. Focus your search on the homes, townhomes, and condominiums that compose this harbor-front community, or explore other Emerald Coast communities and listings. Read More

Current Holiday Isle Homes, Destin FL

Holiday Isle Homes for Sale

Destin's real estate inventory remains low, and the market is still competitive. Gain the edge by joining our Market Hotlist to be notified instantly when new Destin property hits the market.
Holiday Isle Homes March 28, 2023
11
Listed
118
Avg. DOM
$1,043.65
Avg. $ / Sq.Ft.
$2,500,000
Med. List Price
Refine Results
11 Properties
515 Gulf Shore Drive Destin, FL 32541
$1,900,000
Neighborhood: Holiday Isle
515 Gulf Shore Drive
Destin, FL 32541
2
Beds
2
Baths
1,260
Sq.Ft.
1974
Year Built
11
Days on Site
919239
MLS
Holiday Isle Lot with two wide large Boat Slips. House sold AS-IS and docks need upgrade. Perfect location for anyone looking to build their dream home across from the beach, with boat slips, fast...
MLS #: 919239
602 Magnolia Drive Destin, FL 32541
$3,200,000
Neighborhood: Holiday Isle
602 Magnolia Drive
Destin, FL 32541
4
Beds
4F11/2
Baths
3,028
Sq.Ft.
1983
Year Built
14
Days on Site
918924
MLS
BOATERS DELIGHT -- ''Vista Marina'' is the quintessence of waterfront living and boating, with approximately 217 feet of deep water (with a 160 ft boardwalk) and an inlet cut with two COVERED boat...
MLS #: 918924
320 Gulf Shore Drive Destin, FL 32541
$1,649,995
Neighborhood: Holiday Isle
320 Gulf Shore Drive
Destin, FL 32541
3
Beds
2
Baths
1,924
Sq.Ft.
1979
Year Built
23
Days on Site
918345
MLS
Laze in the sunshine with views of the gulf, harbor and Destin jetties from this single-family home that fully delivers on the charm of the Old Florida lifestyle. Not currently on a rental program,...
MLS #: 918345
3591 Rosalie Drive Destin, FL 32541
$2,995,000
Neighborhood: Destin Pointe
3591 Rosalie Drive
Destin, FL 32541
5
Beds
4F11/2
Baths
2,952
Sq.Ft.
2022
Year Built
32
Days on Site
917759
MLS
One of the last new construction opportunities in Destin Pointe! Currently under development, this beautiful coastal getaway is thoughtfully designed to maximize rental potential without compromising...
MLS #: 917759
3596 Waverly Circle Destin, FL 32541
$1,545,000
Neighborhood: Destin Pointe
3596 Waverly Circle
Destin, FL 32541
3
Beds
3
Baths
2,679
Sq.Ft.
1997
Year Built
56
Days on Site
915881
MLS
Phenomenal Location!! LAKEFRONT, Close to the Beach, Restaurants, and Activities! Located south of 98 on Holiday Isle, Destin Pointe is a beautiful gated community that boasts multiple beach...
MLS #: 915881
3584 Waverly Circle Destin, FL 32541
$1,675,000
Neighborhood: Destin Pointe
3584 Waverly Circle
Destin, FL 32541
3
Beds
3F11/2
Baths
1,958
Sq.Ft.
2023
Year Built
68
Days on Site
914342
MLS
Construction estimated to be complete early March. This brand new, custom-built home has been thoughtfully designed to maximize rental potential without compromising livability as your permanent...
MLS #: 914342
24 Norriego Road Destin, FL 32541
$4,950,000
Neighborhood: Holiday Isle
24 Norriego Road
Destin, FL 32541
5
Beds
5F11/2
Baths
5,081
Sq.Ft.
2014
Year Built
87
Days on Site
914155
MLS
Welcome to 24 Norriego Road of the prestigious Holiday Isle waterfront community in Destin, Florida!This trophy property, a yachtsman's deep-water dream estate, was constructed new in 2014 and...
MLS #: 914155
65 LANDS END DRIVE Drive Destin, FL 32541
$4,950,000
Neighborhood: Destin Pointe
65 LANDS END DRIVE Drive
Destin, FL 32541
4
Beds
3
Baths
2,896
Sq.Ft.
2000
Year Built
113
Days on Site
912594
MLS
Welcome to Destin Pointe's ''Sawlty Dawg,'' a beautifully updated BEACHFRONT POURED CONCRETE home in a gated community, with unobstructed views of the Gulf and the Emerald Coast's beautiful white...
MLS #: 912594
61 Lands End Drive Destin, FL 32541
$4,800,000
Neighborhood: Destin Pointe
61 Lands End Drive
Destin, FL 32541
7
Beds
6F11/2
Baths
5,538
Sq.Ft.
2002
Year Built
250
Days on Site
903560
MLS
You have all of the views - Gulf, Beach, East Pass & the Jetties from this GULF FRONT home. Living and Entertaining fun on all three floors with an elevator from the ground floor up - main floor...
MLS #: 903560
3580 Waverly Circle Destin, FL 32541
$1,095,000
Neighborhood: Destin Pointe
3580 Waverly Circle
Destin, FL 32541
2
Beds
2
Baths
1,120
Sq.Ft.
2000
Year Built
301
Days on Site
900048
MLS
Beautiful two-bedroom cottage on Lake Caroline within walking distance to the beach! Step inside to find a bright and welcoming interior featuring modern furnishings, beautiful floors, high ceilings...
MLS #: 900048
517 Osceola Drive Destin, FL 32541
$2,500,000
Neighborhood: Holiday Isle
517 Osceola Drive
Destin, FL 32541
3
Beds
2
Baths
2,308
Sq.Ft.
1981
Year Built
355
Days on Site
895288
MLS
Canal Front home with 90 ft of waterfrontage. This home comes with TWO BOAT SLIPS with lifts, 2 jet ski lifts, A sparkling pool and a hot jacuzzi to relax in. This home has lot's more... like two...
MLS #: 895288

Holiday Isle Relocation Guide


If happiness is a salty life, look no further than Destin’s neighborhood of Holiday Isle. Nestled between the Destin Harbor and the Gulf of Mexico, this three-mile peninsula has the charm of a small beach town. It is a popular location for boaters and fishermen for its deepwater docks and easy access to the Gulf, the Harbor, the Bay, and the sun lovers’ hangout, Crab Island (Aerial Video). Holiday Isle residents also enjoy Gulfside beaches and its proximity to downtown Destin. If beaches and boating are your goals, Holiday Isle has the best of both worlds.

There are a few restaurants on Holiday Isle. One is Louisiana Lagniappe, and it gets fantastic reviews. It’s a Creole-style seafood restaurant with waterfront views located in Sandpiper Cove. If you live off one of the canals or directly on the Harbor, it’s fun to call a water taxi to drop you off for dinner at one of the many great harborfront restaurants nearby.

Lousiana Lagniappe Waterfront

Nearby Local Favorites

The median price for the area is around $600K, but a broad range of price points is available. If you want maintenance-free living, there are various condominiums on Holiday Isle along Gulf Shore Drive, such as the Tides of Destin, Harbor Landing, East Pass Towers, and more. The “Destin Jewel” is an iconic home on Holiday Isle and can be rented.

Holiday Isle Public Beach Access Points

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Click here for directions to Holiday Isle: Gulf Shore Drive, Destin, FL 32541.


*All information provided is deemed reliable but is not guaranteed accurate. Users should confirm accuracy.

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Holiday Isle Videos
Holiday Isle Highlight Video | Destin, FL
If you crave a waterfront lifestyle, look no further than Destin’s neighborhood of Holiday Isle. Nestled between the Destin Harbor and the Gulf of Mexico, this three-mile peninsula has the charm of a small beach town.
Crab Island Highlight Video | Destin, FL
A tourist destination for families, friends, locals, and tourists alike – and a unique landmark that has garnered headlines that traveled to every corner of the globe – Crab Island is a man-made phenomenon that brings thousands of beach lovers together every season
Crab Island, Destin Florida
Drone shots of Destin, Destin Harbor, Crab Island, The Pass and Okaloosa Island. Music Credit to Marshmello, Glitch Mob and Siren Screen.
Destin Pointe, Destin Florida
Take a look at the amazing beachside community in the heart of Destin Florida, Destin Pointe. This community sits on the edge of Holiday Isle and is within walking distance of The Gulf of Mexico, The East Pass, and The Destin Harbor. A perfect spot to the be in the middle of it all yet tucked
Destin, FL - Blue Destination - Drone Footage
Summer trip to Destin, Florida. Amazing clear blue water and hot summer days with interesting clouds from passing storms. Great vacation destination with the signature sugar-white sand and emerald-green waters of Florida's Emerald Coast.
Osteen Beach Access Destin, Florida
Destin Jewel, Destin Florida
Book this iconic gulf front vacation home in Destin, FL. Escape to Holiday Isle and enjoy a luxurious experience like no other with Five Star Properties.
Consult a True local real estate expert from TrueSouthCoastalHomes.com at (404) 395-4381. We specialize in the coastal communities on Florida's Emerald Coast from 30A to Destin and Niceville to Freeport. We are committed to your 5-star experience and finding the perfect home matching your wishes and needs.