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.
Updated
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.
Guest rating
4.7 out of 5
From 5,309 guest reviews on Airbnb and Vrbo
Across 119 rental listings with guest reviews in The Islander
- Airbnb 4.7
- Vrbo 4.7
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
What is the HOA fee at The Islander?
As of November 11, 2026, the 7 The Islander condos for sale that report a fee on the MLS list HOA fees from $799 to $980 a month, with a median of $896 a month. Fees vary with unit size and type, so the fee for a specific residence is the one its listing and the association state.
Based on 7 active MLS listings that report an HOA fee. See the listings
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
Short-term rentals: allowed. Confirm the current minimum stay and registration with the association.
The Islander was recorded as two separate phases, each with its own documents. Neither declaration has been checked. The Islander sits inside Destin. Registration renews yearly. Its zoning map shows eligible districts. The overnight formula: two adults per bedroom. Then add four people per property. The Islander has seven recorded levels. So lodging use calls for a state certificate on its balconies, platforms, stairways and railings, renewed every third year. Find out which phase your unit is in. Get that phase's declaration. Ask the city about the district.
What guests say about staying here
Combined Airbnb and Vrbo ratings for the vacation rentals in The Islander.
4.7 out of 5
5,309 reviews across 119 reviewed listings
- Airbnb 4.7 from 407 reviews on 20 reviewed listings
- Vrbo 4.7 from 4,902 reviews on 99 reviewed listings
What Airbnb guests rate
- Cleanliness4.8
- Accuracy4.8
- Check-in4.7
- Communication4.8
- Location4.9
- Value4.7
Guests rate the location highest.
These ratings describe the vacation rentals in The Islander, not any one unit for sale.
Market data by Key Data · 104 units tracked in The Islander · Nov 2025 to Nov 2026
- 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

$475,000
502 Gulf Shore Drive Unit 403
Destin, FL 32541

$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

$350,000
502 Gulf Shore Drive Unit 314
Destin, FL 32541
The short-term rental badge above is not a permission of record. It reflects the MLS short-term-rental field where a listing discloses one, and otherwise where the home sits. Confirm the association's current rules and the local registration requirement before relying on it.
Building Answers
The Islander FAQ
How much is the HOA fee at The Islander?
As of November 11, 2026, the 7 The Islander condos for sale that report a fee on the MLS list HOA fees from $799 to $980 a month, with a median of $896 a month. Fees vary with unit size and type, so the fee for a specific residence is the one its listing and the association state.
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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