Do I need to report my address or file a TM30 each time I return to Thailand from abroad?

Okay, LEGALLY it doesn't matter if you own a condo or rent a shoe box under a crossover :O and doesn't matter if you're here on a 30 day visa exempt or a 20 year thai elite visa you are obligated to file a TM.30 within 24 hours of when you re-enter the country

Keep in mind some immigration offices you are obligated to do it when you come back to that residence from travel inside the country too :O

This is everything we know about the TM.30 and the requirements if you have more questions your immigration office is the place to ask;

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Not in Hua Hin. Depends where you live.

Yes

Yes