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Both will allow you to host multiple sites – the main difference is that the one-click will pre-install your first WordPress instance, whereas with the second, you’d need to set this up on your own.
To run multiple sites on a single droplet (regardless of which you choose) you’d need to create a new VirtualHost for each site. A VirtualHost block tells Apache what port to listen in on, what domain you’ll be using, where to look for files, etc.
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