Hey! Yeah, 21.5, one port.
Currently on High Sierra
I'm going to assume 10.13.4-6, right? If so, this is a little complicated. If 10.13.1–3, very easy and you don't want to go to 10.13.4.
In either case, you want a DisplayLink USB–HDMI box. These are sold by many vendors under many names. It does not matter the brand—what you want to look for is "
uses the free DisplayLink drivers" (or something similar) and you're good. Here's one on Amazon:
https://www.amazon.com/StarTech-com-External-Monitor-Graphics-Adapter/dp/B00O6G5ZGI/ref=sr_1_7?s=electronics&ie=UTF8&qid=1547151966&sr=1-7&keywords=Displaylink+drivers&th=1
As mentioned, there's an issue caused by Apple for 10.13.4-10.13.6 that will never be fixed. However, there's a workaround involving AirPlay. Here's the page and Mac drivers.
https://www.displaylink.com/downloads/macos
If you don't know enough about AirPlay, Apple has support pages.
I have been using a DisplayLink box on my 2010 27" iMac for years and it works great. Unfortunately for me, the 2011 iMac was the first to support AirPlay so that workaround is unavailable to me and I'm stuck at OS 10.13.3 (I use two external monitors in my work).
A DisplayLink box works great over Mojave—unfortunately, a 2011 iMac does not.
It would have been nice if Apple had one more release of HS to restore what they took away but they didn't and won't.
I just noticed that various DisplayLink boxes are stating that resolution is limited to 800 x 600 over USB 2. That is very old news. Mine are at 1920 x 1080. The drivers are much improved over the 6 years I have had mine.
There are some cheapo boxes running mystery drivers. If it doesn't run the DisplayLink drivers, you don't want it.
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Are you currently using your TB2 port? I had a 27" 2011 with two TB2 ports up until recently...
The 21.5" has only one TB port.