Destin · Condo Building
The Islander Condos for Sale
A seven level condominium at 502 Gulf Shore Drive on Holiday Isle, recorded in two phases of 1981 and 1984 under one continuous roofline, where the shoreward phase holds the frontage and the coastal high hazard flood line reaches only that half.
7
Floors
127
Total Units
Yes
Gulf Front
Year built, floor and unit figures are as published by the sources cited at the foot of this page. Confirm them against the association's own documents during diligence.
About The Islander
Two phases, one building, and a flood line that runs between them. Okaloosa County records Islander Phase I with 64 titled units at an actual year built of 1981 and Islander Ph II with 63 at 1984, giving 127 residences under one name at 502 Gulf Shore Drive, roughly a third of a mile east of East Pass on Holiday Isle. Their parcels adjoin, and the county's building footprint layer maps a single continuous structure of about 27,100 square feet spanning both, so the two phases are a recording distinction rather than a pair of separate towers. Height is recorded rather than estimated: the county's address points assign levels one through seven across both phases, and because those values vary unit by unit they are an agency record rather than a placeholder. The water relationship divides along the same seam as the phases. Phase I's 3.55 acre parcel runs right up to the water polygon with no overlap at all, which makes its edge the mapped shoreline, and the Coastal Construction Control Line crosses this ground. Phase II's 2.53 acre parcel sits about 425 feet back from the water. Flood mapping follows: Phase I's parcel carries VE coastal high hazard zones at base flood elevations of 12 and 15 feet along its seaward edge, alongside AE at 9 and 10 feet and a reduced-risk band, while Phase II's parcel carries no VE zone at all, only AE at 8, 9 and 10 feet and a reduced-risk band. Two halves of one roofline, insured against different maps.
HOA & Fees
Ask which phase before asking anything else, because the county records two of them with separate legal names, construction years three years apart and different flood mapping, even though a single roofline spans both. Age is the substantive issue. The milestone structural inspection that Florida Statutes 553.899 imposes on condominium buildings of three or more stories carries a catch up provision: anything already past its thirtieth year by July of 2022 owed a first report before 2025 began. Recorded at 1981 and 1984, both phases sit inside that provision, so the milestone report, and the reserve study on structural integrity that goes with it, are documents to request as work already done rather than obligations still ahead, while allowing that the statutory clock starts at the occupancy certificate rather than at the appraised year. Ask too how a VE zone reaching only part of the property is handled in the master insurance placement, since that cost is shared through the assessment however the map is drawn.
Rental Policy
The record supports no single answer covering every residence here. Two separately recorded phases share the name, each with its own instruments, and neither declaration was reachable, so nothing available to us establishes what either permits. These parcels read as City of Destin ground on the county's boundary layer, and the federal place record agrees, so the city's program applies: it registers short term rentals annually, confines them to a named list of zoning districts published with a zoning map, and caps overnight occupancy at two adults per bedroom plus four more per property, with limits running through the night. At seven recorded levels, Florida Statutes 509.2112 reaches lodging use here as well, calling for an inspection certificate covering balconies, platforms, stairways and railways that is refreshed every third year with the state division. Pin down the phase, obtain its declaration, and ask the city which district covers the parcel before treating any stay length as available.
- Two recorded phases of 1981 and 1984, 127 units
- Levels one through seven on the county address record
- Shoreward phase parcel meets the water boundary
- 502 Gulf Shore Drive, about a third of a mile from East Pass
- One continuous roofline across both phases
Live Inventory
Active Listings at The Islander
Short-term rental permission at The Islander is not settled for the property as a whole by any record this page can cite, so no rental-eligibility marker is shown on these listings. Ask which terms reach the specific unit you are considering, in the recorded declaration and the association's house rules, and confirm its standing under local registration rules during diligence.

$475,000
502 Gulf Shore Drive Unit 205
Destin, FL 32541

$450,000
502 Gulf Shore Drive Unit 311
Destin, FL 32541

$407,000
502 Gulf Shore Drive Unit 410
Destin, FL 32541

$399,000
502 Gulf Shore Drive Unit 215
Destin, FL 32541

$389,900
502 Gulf Shore Drive Unit 315
Destin, FL 32541

$423,500
502 Gulf Shore Drive Unit 314
Destin, FL 32541

$369,877
502 Gulf Shore Drive Unit 114
Destin, FL 32541
Building Answers
The Islander FAQ
Is The Islander one building or two?
The county records two condominium phases but maps one structure. Islander Phase I and Islander Ph II are separate legal names with separate parcels and construction years of 1981 and 1984, yet the county's building footprint layer shows a single continuous structure of about 27,100 square feet spanning both parcels, which adjoin. So the split is a matter of recording and documents rather than two towers standing apart.
Does the whole of The Islander sit on the shoreline?
No, and the difference is recorded. Phase I's 3.55 acre parcel reaches the water polygon with no overlapping area, making its edge the mapped shoreline, and the Coastal Construction Control Line crosses that ground. Phase II's 2.53 acre parcel sits about 425 feet back. The flood maps follow the same split, with a VE coastal high hazard band reaching part of Phase I and none of Phase II.
How many residences and levels does The Islander record?
One hundred twenty seven residences: 64 under Phase I at a recorded 1981 and 63 under Ph II at 1984, matching the header records the county carries for each. Levels run one through seven across both, and because the county assigns varying values unit by unit rather than one repeated number, that is an agency record of height rather than a placeholder.
Sources
- Okaloosa County GIS: Parcels layer, Islander Phase I and Ph II (accessed August 21, 2026)
- Okaloosa County GIS: SiteAddress layer, 502 Gulf Shore Drive (accessed August 21, 2026)
- Okaloosa County GIS: WaterBodies layer, tested against each phase's parcel (accessed August 21, 2026)
- Okaloosa County GIS: BuildingFootprints layer, the structure spanning both phases (accessed August 21, 2026)
- Okaloosa County GIS: Coastal Construction Control Line layer, the segments crossing this ground (accessed August 21, 2026)
- Okaloosa County GIS: FEMA FIRM zones, the polygons falling on each phase (accessed August 21, 2026)
- US Census Bureau: Geocoder, Incorporated Places (accessed August 21, 2026)
- City of Destin: Short Term Rentals (accessed August 21, 2026)
- Florida Statutes 553.899: Mandatory structural inspections for condominium and cooperative buildings (accessed August 21, 2026)
- Florida Statutes 509.2112: Public lodging establishments three stories or more in height (accessed August 21, 2026)
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