FIXED!! I had the same issues suddenly spring up, after working for months without issues. I tried deleting the 'preferences' and 'networkInterfaces' plists in the /Library/Preferences/SystemConfiguration folder on my Macbook Pro. I tried resetting the network settings in my iPad Pro's General>Transfer or Reset iPad>Resett>Reset Network Settings. Turn off and back on the handoff option on both the Macbook Pro and iPad Pro. Rebooted and shut down both devices gazillion times, changed tried with 3 different cables including the Mac and iPad charging cables but nothing worked. It was quite the head-scratcher, everything was working perfectly when I went to bed last night. I logged out of both devices' iCould accounts. After 3 frustrating reboots of both devices, VIOLA!! everything began working again as before. I've tried to duplicate the issue by restarting both devices and turning off Wi-Fi but I haven't been successful in breaking it. I hope this helps someone with the same issue. Trying logging out of iCloud accounts on both devices before everything else.