Would you consider a cruise? The only time we have been on the Western side would have been on a cruise. We went to mazatlan, Cabo, and puerto Vallarta. Over the past several years the western side is considered not to be as safe for tourists. At least that is what I had read. We didn't have any issues but we just got on and off the ship. I think Puerto Vallarta in the hotel zone would be fine, but I don't know any names of places to stay. Hurricane season would be over by Christmas time too so other than travel time, eastern side could be an option.
How exciting! I've never been to Mexico so I have nothing to offer for that. But I believe hurricane season ends on November 30, so you should be ok with that...(but I am no scientist so don't quote me). Happy planning, I love planning trips!