Hi everyone, I plan on staying in Hua Hin for at least 2 months so a monthly rental makes sense. At first i was thinking of booking online somewhere like sports villa, But then i thought maybe I should just book a hotel for the first few days or for the first week or so, then spending some time looking around for a month to month rental. I'll be arriving in October. Any Suggestions?

It's likely to be easier to make an advance booking somewhere like Sport Villa or Condo Chain.
While it is possible to look around for a house/apartment on arrival, you could end up spending much more time looking than enjoying your holiday - plus it could be more difficult to find a 2 month let with November/ December approaching.
And all the time you are looking is eating into the magic full month for a good deal. Just my view mind - but I'd rather have somewhere ready to park my bags straight away, with the option to have that base and travel elsewhere now and then. Two months can pass very quickly! Enjoy