I completely understand your need for The Original

Mac OS with Original Hardware.
I don't know about DVI, but I have connected a ViewSonic VX2245WM

Monitor to an ancient Blue & White G3

with Mac OS 9.2.2 on it. ...with VGA. It worked perfectly, and did not have any issues with the screen resolution. I did not need to do anything except plug everything in.
I do not know why you would like to use Mac OS 8. Mac OS 9 can do almost anything that Mac OS 8 can do...and more...right?

I have not been able to for example, connect a USB stick to Mac OS 8, so I put Mac OS 9 on another computer that originally had Mac OS 8...and then after the upgrade, it works. Also, you are going to have issues with Mac OS 8 and the internet. Classilla is an internet browser for Mac OS 9, and I am not sure what they are doing with Mac OS 8. Last time I knew, most of their focus is for Mac OS 9.
I also remember the Apple II, and the Pizza Boxes with what I think was System 7. ...and then later they mostly have Dells now.

I bought my first mac in 2008, well after the Intel transition. The Macs that I have are all PowerPC macs.

I am devoting all my G3s and earlier that I have and any other G3s and earlier... to Mac OS 9 only. Almost every G4 I am going to get will be devoted to Mac OS X Tiger. Most of all my computers are laptops...they are space saving and energy saving.
Perhaps if you are going to get more of them, (why not?) then you should get laptops....ibooks, and powerbooks. Many of them have SCSI ports!!
Good luck with Mac OS 9.... there are other things you can add to it...such as iText, a .RTF editor... an older version of iTunes...2.0.4 I think. .... a-Dock ...Classilla... and also After Dark....
You can find After Dark and other games and apps for Mac OS 9 at Macintosh Garden.
http://www.macintoshgarden.org/