Why won't my Droplet accept my new password via SSH?

I was having problems SSHing into my Droplet using SSH keys, so I reset my Droplet’s password. I couldn’t SSH in still, as it was telling me that my password was incorrect, despite it working on the online Console. So, in the console, I used passwd to change my password to something I’d know. Still doesn’t work in SSH (I’m on a Mac), so I have to log in via the online console every time.

Why isn’t my Droplet accepting my passwords when I SSH into it through Terminal?

I tried contacting Customer Support but after 3 days of this happening, and no response from anybody, I am questioning whether or not to even stay with DigitalOcean. This is ridiculous.