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If I were you i would go Hua Hin first and then Phuket.
I will arrive at Christmas in BKK and stay there 2 or 3 days. Then I will go via Nakhon Pathom (Bus) to Hua hin (train) and stay there 2 days before I go with the bus to Phuket.
You can also take the nighttrain (very nice) to Surat thani and then the Bus to Phuket.
I'm sure you can try this route also in the opposite direction. But I never tried. But this direction BKK - HH - Phuket i made once and will do it again end of this year.
I would not use a car. Because there are better and safer possibilities to use.
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