I have used a few presses over the years but never the Hornady. When I upgraded from a Lee 1000 I went with the Dillon 650. For me, I load a number of calibres. I currently have 7 tool heads setup for quick and easy swaps (and a power trimmer). Which isnt actually all of the calibres I load for, sooner or later I will get a second Dillon but a 550 for smaller batch stuff. If you are not concerned with speed, the 550 might be right for you. I assume its slightly smaller than the 650 or the Hornady but has less stations than them and you have to manually index it.
With the Hornady, you need bushings on each die and a calibre swap is probably not as easy as on the Dillon. A friend has the Hornady and doesn't have any complaints but he mostly loads 9mm and 38spl in large batches and does anything else on a single stage press. But at the same time, there is a little movement in the tool head with the Dillon which the Hornady lock and load system likely doesn't have. But again for me, i change calibres rather often so having the conversion kits and loaded tool heads is my preference. Albeit likely a slightly more expensive way to do things but I guess that's the price i have chosen to pay for my laziness.
I'd say both are user friendly to a certain extent. But if you are brand new to reloading a full progressive might not be the best way to start but like anything, the more you work with it the easier it is to use. Currently I do all my small batch stuff on a Lee Turret press. It is just fine as well. Most presses have little quirks, but nothing that you cant get past.
In my opinion, if you are going to get a Dillon, if you can get the 650 instead of the 750 it might be preferable. Not sure if you will ever be looking at getting a bullet feeder but if you do, the 650 is better. the 750 currently needs a special powder bar to do it. I also think the priming system on the 650 is better functionally (but slightly more work to clear out or change from small to large primers).
I suspect that if you wait long enough you will have people say each is better than the other for various reasons. But in reality they are actually very similar. Maybe you prefer Blue instead of Red (or the other way around).
In the end, both presses are good presses, pretty much all of them are very similar in size, and no matter what you choose, there will be things you like and things that you dont like.
Good luck! Also keep in mind, if you get one and hate it, that's what Gun Nutz is for, selling it to someone else!