I think Kelly picked WC because they were the stronger of the 2 WA clubs, closer in terms of premiership glory and maybe he didn't like Ross Lyons coaching?
His situation is pretty unique. Being that he got drafted alot later than most players do, His window to achieve success is a lot shorter.
West Coast are in a Premiership window right now also having won the Premiership last year. Freo are very much rebuilding and losing even more quality players like B.Hill & Langdon this off-season. Also have no coach at the moment nor a CEO and their direction at this point in time is not clear. Not to say they won't turn it around because they definitely will (but how long that takes compared to walking straight into West Coast is unclear), West Coast is definitely the more attractive club at the moment.
Have no doubt Freo could offer more money than West Coast, and will likely have better picks to offer, But as I outlined earlier, Kelly has a closer connection to West Coast considering the work we put into him.
He had a few options last year, Ask for a trade (which he did) or sign a longer deal. Once he decided he wanted a trade... He chose to ask to go to West Coast. We tried to do a deal and offered what looked like a fair deal, but like I said before, I think Geelong would have refused any deal, trying to keep a gun player on their list at a bargain basement price.
The situation is different this year as he is now out of contract and can leave via the draft if Geelong want to continue playing silly buggers. I do think a deal will get done though but I wouldn't be surprised if the AFL have to get involved via mediation.
West Coast is a very fair club to deal with trade wise historically, and Geelong up until this case has generally been as well.