Holiday Isle Homes, Destin

Nestled between the Gulf of Mexico and the picturesque harbor, Holiday Isle homes offer owners the most diverse lifestyle along the. Located along Gulf Shore Drive in Destin, FL, Holiday Isle features beach and harbor front homes and condominiums, all with easy access to boating and beach activities. The exciting HarborWalk Village with its fresh seafood restaurants, marina and entertainment is also closeby.

View listings for Holiday Isle homes, below, or read more about this popular Destin resort area and view aerial videos of canal lots and harbor. Browse only Holiday Isle condos, or recently sold listings in Holiday Isle.

Holiday Isle Real Estate for Sale

Sort by:

Holiday Isle Real Estate for Sale - Market Stats

Holiday Isle sales data is provided by the Emerald Coast Association of Realtors and reflects 12 months of sales data.

  # Listings Avg. DOM Avg. Price Highest Price Lowest Price Avg. Price/SqFt Highest Price/SqFt Lowest Price/SqFt
Active 3,048 135 $1,314,348 $31,250,000 $39,900 $442 $5,993 $39
Sold (Last Year) 7,121 308 $774,491 $41,000,000 $24,000 $396 $586,000 $22

Last Year Sales By Month

Highest Sales by Month

Jan 2025 - 38 S Cartagena Lane, Rosemary Beach, FL
Sold
38 S Cartagena Lane, Rosemary Beach
Experience an unmatched lifestyle at 38 South Cartagena Lane, a stunning gulf-front residence in the heart of Rosemary Beach. This exquisite property, featuring a three-bedroom, three-and-one-half-bathroom main house and an elegant carriage house, offers a...

Detached Single Family

4 Beds
5 Baths
4,506 SqFt
View Details
Feb 2025 - 1938 E County Hwy 30a, Santa Rosa Beach, FL
Sold
1938 E County Hwy 30a, Santa Rosa Beach
Entered for comp purposes only.

Detached Single Family

3 Beds
5 Baths
3,248 SqFt
View Details
Mar 2025 - 70 Whitten Way, Inlet Beach, FL
Sold
70 Whitten Way, Inlet Beach
This Somerset Home features streetscapes characterized by white garden walls in a quiet place in Alys Beach. A neighborhood that is bit more ''Country'' than ''Town.'' Much emphasis was placed on outdoor living with an open arrangement of interior spaces...

Detached Single Family

4 Beds
5 Baths
3,403 SqFt
View Details
Apr 2025 - 101 S Founders Lane, Watersound, FL
Sold
101 S Founders Lane, Watersound
Draped amongst the stunning dunescape of WaterSound Beach, discover an exquisite gulf front masterpiece at 101 S Founder Lane offering timeless elegance and unmatched luxury. Expertly crafted by Regal Stephens with sophisticated design by Tracery...

Detached Single Family

6 Beds
7 Baths
5,050 SqFt
View Details
May 2025 - 245 Paradise By The Sea Boulevard, Inlet Beach, FL
Sold
245 Paradise By The Sea Boulevard, Inlet Beach
Entered for Comp purposes

Detached Single Family

6 Beds
7 Baths
7,571 SqFt
View Details
Jun 2025 - 20 Shinbone Court, Inlet Beach, FL
Sold
20 Shinbone Court, Inlet Beach
Description Copy: Fronting Sea Garden Pedestrian Path South of 30A in Alys Beach, 20 Shinbone Court, designed by acclaimed architect Gary Justiss and built by Davis Dunn Construction, offers the highest level of craftsmanship and quality of finishes that...

Detached Single Family

4 Beds
6 Baths
4,120 SqFt
View Details
Jul 2025 - 66 Shell Seekers Cove, Santa Rosa Beach, FL
Sold
66 Shell Seekers Cove, Santa Rosa Beach
A rare opportunity in exclusive Shell Seekers Cove, this stunning five-bedroom, five-bathroom gulf-front villa offers the ultimate in coastal luxury. Spanning 4,452 square feet on a generous 0.38-acre lot, this exquisite home is a true beachfront...

Detached Single Family

5 Beds
5 Baths
4,452 SqFt
View Details
Aug 2025 - 291 Garfield Street, Santa Rosa Beach, FL
Sold
291 Garfield Street, Santa Rosa Beach
291 Garfield St., located in the iconic beach town of Grayton Beach is a true masterpiece. The custom home was expertly designed by renowned architect, Tom Christ and brought to life by an exceptional team of designers. Every element of this residence was...

Detached Single Family

5 Beds
6 Baths
4,232 SqFt
View Details
Sep 2025 - 96 Camp Creek Point Drive, Inlet Beach, FL
Sold
96 Camp Creek Point Drive, Inlet Beach
Located at 96 Camp Creek Point Drive in Inlet Beach, Florida, this exceptional beachfront residence offers a harmonious blend of modern elegance and timeless charm. Designed by renowned architect Geoff Chick and constructed in 2020, the home spans 6,259...

Detached Single Family

6 Beds
8 Baths
6,259 SqFt
View Details
Oct 2025 - 756 Blue Mountain Road, Santa Rosa Beach, FL
Sold
756 Blue Mountain Road, Santa Rosa Beach
Commanding 75' of Gulf frontage from the highest bluff along Florida's Emerald Coast, 756 Blue Mountain Road is more than a home; it is a fortress of refined coastal living. Completed by the renowned Davis Dunn Construction, its structure is a masterclass...

Detached Single Family

7 Beds
9 Baths
8,277 SqFt
View Details
Nov 2025 - 403 W Water Street, Rosemary Beach, FL
Sold
403 W Water Street, Rosemary Beach
Welcome to 403 W Water Street, a rare opportunity to own one of Rosemary Beach's most remarkable residences. Located on the south side of 30A, four homes from the Gulf with Gulf views, just steps from the Town Center and Western Green, this home enjoys a...

Detached Single Family

5 Beds
6 Baths
4,592 SqFt
View Details
Dec 2025 - 281 Paradise By The Sea Boulevard, Inlet Beach, FL
Sold
281 Paradise By The Sea Boulevard, Inlet Beach
For the discerning buyer seeking the utmost in privacy, scale, and exclusivity, this remarkable gulf-front estate represents a once-in-a-lifetime opportunity. Spanning three contiguous lots within 30A's most prestigious enclave, the property boasts 180...

Detached Single Family

7 Beds
11 Baths
8,911 SqFt
View Details
Jan 2026 - 24 Escape Drive, Inlet Beach, FL
Sold
24 Escape Drive, Inlet Beach
In a world that moves too fast, 24 Escape Drive invites you to slow down. Nestled behind the gates of Escape—a private enclave of just four homes thoughtfully positioned along the Gulf—this residence isn't just rare, it's remarkably intentional. From the...

Detached Single Family

5 Beds
5 Baths
3,859 SqFt
View Details

Holiday Isle Boating & Recreation

Holiday Isle canal front homes with deep water dockage and boat slips are very popular with Destin boat owners, allowing access to the Intracoastal Waterway and the Gulf of Mexico.

For those looking to buy real estate or just come for a vacation, Holiday Isle homes are the perfect choice. Not surprisingly, Destin beach homes are hugely popular and Holiday Isle has some of the largest beachfront lots available. The Destin Harbor is renowned for its fishing fleet. Fisherman routinely catch grouper, amberjack, cobia, and snapper from charters that originate from the harbor. For those that just want to relax, the Destin Commons offers upscale shopping and is just a short drive away.

Crab Island is a popular getaway: an easily accessible islet which is the local spot to swim, snorkel, have a rousing game of football or beach volleyball, or just relax on the sugar sand. Fine dining can be found at Harbor Docks and the Louisiana Lagniappe.

Holiday Isle Canal Video

See gorgeous homes overlooking canal in this Holiday Isle video. Search canal front homes here.

 

 

Aerial Beach Footage

View aerial footage of the beach, waterfront homes, the harbor, canal and surrounding area. Holiday Isle is truly a boaters dream.

 

Please don't hesitate to contact the team at Destin Real Estate, or (850) 325-0004 for more information about homes and condos in Holiday Isle.

^ Back to Holiday Isle Homes, Destin