We were very fortunate to have moved off of Grand Cayman about 2 months before hurricane Ivan hit as a category 5 storm. Ivan's eye passed approximately 18 miles to the south. Nine years later there are still many properties bearing the damage of the wind and waves, many vacant lots with nice tile floors (even whole complexes), and many conversations are overheard mentioning Ivan as the time when everything changed- "He's been working there since Ivan knocked down the old building."
On the upside, Ivan has created some bargain real estate opportunities,
so long as you don't mind some fixing up.