Macbook Air fails to connect to single website system-wide

I host a basic server through DigitalOcean that hosts two services, a HTTP website and a OpenVPN server. These services can be accessed with no issues from any device on my home network, except for my recently purchased MacBook Air. On the website side, a ping from my laptop returns a timeout, both Chrome and Safari time out, and the same thing occurs using either the domain name or the IP address. With the OpenVPN server, Tunnelblick hangs at “waiting for server response” and does not receive any bytes in.

The laptop can connect to any other non-https site without issues, and any other VPN service, but nothing from this server will work. I have tried disabling the firewall and received the same results. What could cause this issue to occur?

Thanks in advance.