Yep—Airdrop from iOS to Mac is still a mess, even with new hardware and latest software. And don't get me started on how iOS 7 broke BT from my iPhone to my car, and then Apple told me to get my car's firmware updated. Really Apple? You release a software update, it breaks connectivity with my car, and you tell me to get my car fixed?
I've never seen airdrop actually function. I remember when it first came out I watched some excited people try to use it and then it failed completely. Nobody I know with an iphone even bothers trying to use it anymore.
Yeah, it works only between iOS-iOS or Mac-Mac for me. Rarely works cross-platform.
I even called AppleCare to troubleshoot, and the level 2 tech I spoke with said that it "might not work reliably" on pre-2014 devices. I pointed out that Apple's website claims compatibility for post-2012 devices (my MBA is 2013), and he said I was being argumentative. He also couldn't cite any documentation for his 2014 claim.
I now use Dropbox instead of AirDrop, which is inefficient—especially given my slow upstream connection—but at least works reliably.