A higher end kayak does make it so much easier and enjoyable. Seats, hull designs, and storage options make it a better experience.
As far as wind goes, you'll always be at its mercy. Anchors and rudders make it easier to deal with, but some kayaks just dont do well in the wind.
Some kayaks are better at holding position on their own, others will spin in circles the moment you quit paddling.
Its trial and error. A lot of guys buy and sell kayaks all the time until they find something their happy with. It took me a long time to find one.