The Islander | Active & Pending Condos

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Destin Condos › The Islander

Islander Condos for Sale on Holiday Isle, Destin

The Islander is a gated Gulf-front condo community at 502 Gulf Shore Drive on Holiday Isle, next to Jetty East. Every unit is the same 2-bedroom, 2-bath plan of about 987 sq ft, which makes it one of the lowest-cost ways to own on the Gulf in Destin. Owners share two pools, hot tubs, tennis and pickleball courts, a fitness center and deeded beach access.

  • 9 for sale
  • Asking $350,000–$475,000
  • 7 sold in the last 12 months
  • HOA about $799–$980/month
Call Jason (850) 797-6227

Listing counts and prices from the Emerald Coast MLS, checked November 11, 2026. The listings below update automatically.

What The Islander condos are selling for

Unit type Sales (12 mo) Sold range Median $/sq ft Asking now
2BR/2BA · about 987 sq ft 7 $380,000–$450,000 ~$441 $350,000–$475,000
What this means for buyers: Because every unit has the same floor plan, Islander prices fall in a tight band. All seven sales in the past year closed between $380,000 and $450,000, usually 1% to 6% under list. The nine units for sale now are asking $350,000 to $475,000, so the top of the range is priced above anything that has actually sold. Floor height, Gulf view and renovation level decide where a unit lands. One thing to check carefully is rental rules: one listing’s MLS fields say short-term rentals are not allowed, but its description reports active vacation-rental income. Confirm the current rental rules with the association before you count on rental income.

The Islander at a glance

Address
502 Gulf Shore Dr, Destin, FL 32541
Area
Holiday Isle, between Jetty East and Holiday Surf & Racquet Club
Built
1981
Building
Gated Gulf-front mid-rise with elevators
Unit mix
All 2BR/2BA, about 987 sq ft
Rentals
Listings conflict; confirm short-term rental rules with the association
HOA
About $799–$980 per month in current listings; includes insurance, cable, water, sewer, trash, grounds and management

Amenities

Beach
Deeded beach access
Pools
Two pools (one heated seasonally) and hot tubs
Security
Gated community
Sports
Tennis, pickleball, basketball and shuffleboard
Fitness
Fitness center and game room
Outdoor
Pavilion, grills, picnic area, playground and fishing
Storage
Separate owner storage and on-site laundry

Building details come from MLS listing data and public sources, and should be confirmed with the association's current documents before you buy.

Buying it as a rental?

Get a rental income estimate for the unit you're looking at, based on comparable The Islander rentals, with HOA, insurance and management costs included.

Own at The Islander?

Find out what your unit would sell for today, priced against recent sales of the same floor plan and view.

Get your condo value

The Islander FAQ

Can you rent out an Islander condo?

Current listings disagree. One listing’s MLS fields say short-term rentals are not allowed, while its description reports active vacation-rental income. Confirm the current rental rules with the association before you buy.

How much are Islander HOA fees?

Current listings show HOA dues of about $799 to $980 per month, covering insurance, cable TV, water, sewer, trash, grounds and management.

How much do Islander condos cost?

Units for sale now are asking $350,000 to $475,000. In the past 12 months, seven units sold for $380,000 to $450,000, about $441 per square foot.

Is the Islander on the beach?

Yes. It is a Gulf-front community on Holiday Isle with deeded beach access.

Are pets allowed at the Islander?

Current MLS listings show pets not allowed. Confirm the current pet policy with the association.

Are there special assessments or inspection issues?

The building dates from 1981, so ask for the association’s current budget, reserve study, structural integrity reserve study (SIRS) and milestone inspection status before you make an offer. Jason can request these for any unit you are considering.

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