Short: When AirDrop is failing when you believe that everything on your phone and computer is set properly, open a Finder window on your Mac, open the “Go” pull-down tab, and choose AirDrop. Confirm that your iPhone shows under “My Devices.”
After never having any issues with AirDrop between my iPhone and my MacBook Air, it failed every time. I confirmed the following settings:
- Bluetooth is running on both devices
- Wi-Fi is running on both devices and is using the same Wi-Fi Network
- AirDrop is set for “Contacts Only” on both devices
- Restarted both devices
- Personal Hotspot is turned off on the iPhone
When I followed this suggestion, “Go to Finder → AirDrop and make sure it shows your iPhone nearby” AirDrop started working perfectly again.

