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Key West is not known for diving, great or otherwise.
Belize? Does your research show reliable high speed access from the cays? You don't want to live in Belize City because the commute to the diving would be a drag. The city is no prize, either.
Maui? I am sure the little Princess would be comfortable there. How's her trust fund holding up?
Which leaves us with Costa Rica. I would go now before all us retired Americans buy the place.
You will not "find work" while still working on your certifications. If you have a DM, that would be nice, but your post is confusing in that specific.
If you skipped the shack on the beach idea and grabbed a tiny apartment with a dumpster view, Cayman would work.
Go and do it- while you still can. Don't look back with regret.
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