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

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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 3,564 128 $1,332,221 $32,000,000 $39,000 $446 $8,500 $27
Sold (Last Year) 8,036 296 $823,551 $41,000,000 $27,501 $320 $5,370 $14

Last Year Sales By Month

Highest Sales by Month

Aug 2025 - 264 Grace Point Way, Watersound, FL
Sold
264 Grace Point Way, Watersound
Welcome to 264 Grace Point Way, a breathtaking coastal residence nestled within the exclusive, boutique enclave of Grace Point. Set along Florida's iconic Emerald Coast, this extraordinary home offers the rare blend of refined architectural design,...

Detached Single Family

7 Beds
9 Baths
7,391 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 - 25 Falmouth Lane, Inlet Beach, FL
Sold
25 Falmouth Lane, Inlet Beach
Entered for comp purposes

Detached Single Family

4 Beds
4 Baths
3,214 SqFt
View Details
Feb 2026 - 117 Whalebone Aly, Inlet Beach, FL
Sold
117 Whalebone Aly, Inlet Beach
A masterfully designed retreat in the heart of Alys Beach, 117 Whalebone Aly blends striking architecture, artisanal craftsmanship, and luxurious comfort into a timeless coastal sanctuary. Positioned on a prime corner homesite along the Turtle Bale...

Detached Single Family

5 Beds
7 Baths
4,861 SqFt
View Details
Mar 2026 - 4845 W County Hwy 30a, Santa Rosa Beach, FL
Sold
4845 W County Hwy 30a, Santa Rosa Beach
Nestled along the coveted 30A coastline, this exceptional property, exquisitely designed by renowned architect Matt Savois, offers an unparalleled blend of luxury, sophistication, and coastal living. Boasting an expansive 6,994 square feet of living space,...

Detached Single Family

8 Beds
9 Baths
6,994 SqFt
View Details
Apr 2026 - 8016 E Co Highway 30a, Inlet Beach, FL
Sold
8016 E Co Highway 30a, Inlet Beach
Welcome to your dream Gulf front home on 30A! This stunning property features 9 bedrooms, 9 bathrooms and 2 half baths spread over multiple levels, providing ample space for your family and guests to relax and enjoy the breathtaking views of the Gulf of...

Detached Single Family

9 Beds
11 Baths
8,800 SqFt
View Details
May 2026 - 53 Sea Castle Aly, Alys Beach, FL
Sold
53 Sea Castle Aly, Alys Beach
Property is under contract subject to a seventy-two (72) hour kick-out clause. Along the pristine shores of Florida's Emerald Coast, where architectural restraint meets sun-washed serenity, Alys Beach unveils its newest Gulf-front jewel. Rising above a...

Detached Single Family

5 Beds
8 Baths
5,214 SqFt
View Details
Jun 2026 - 118 Shingle Lane, Watersound, FL
Sold
118 Shingle Lane, Watersound
ENTERED FOR COMP PURPOSES. Positioned along the pristine shores of the premier WaterSound Beach community, this one-of-a-kind GULF FRONT haven presents the epitome of coastal elegance. A four-bedroom primary home and a two-bedroom guest house encompass...

Detached Single Family

5 Beds
7 Baths
6,173 SqFt
View Details
Jul 2026 - 556 Blue Mountain Road, Santa Rosa Beach, FL
Sold
556 Blue Mountain Road, Santa Rosa Beach
556 Blue Mountain Road | Santa Rosa Beach An Iconic Gulf-Front Estate on 30A Rising from over 100 linear feet of pristine Gulf frontage and positioned more than 30 feet above sea level, this exceptional Blue Mountain Beach estate commands one of the...

Detached Single Family

7 Beds
8 Baths
7,649 SqFt
View Details
Aug 2026 - 9 Old Cellar Lane, Alys Beach, FL
Sold
9 Old Cellar Lane, Alys Beach
Entered for MLS COMP purposes. Property was purchased during construction. The recorded sales price of $10,380,000 reflects the combined purchase price of $6,880,000 and additional construction costs to complete of $3,500,000.

Detached Single Family

4 Beds
6 Baths
3,511 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.

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