Thanks for the A2A.
Hmmm…. where do I start?
Let’s start with something positive here: i3 and 4GB of RAM => yes, dual boot is the way to go! Good job, good choice!
Now, as for the details…
First of all, I doubt it would be called quad-booting. I think it would still be dual booting but with 4 operating systems.
Next, I don’t see the sense in what you are trying to accomplish. For example, what’s the point of using Windows 8.1 and Windows 10 on the same hard drive? Both are actually poor versions of Windows. Aside from the fact, that you are going to hate both Windows option after using Linux anyway. Because they are sooooooooo sllllllloooooooowwwwww…
Windows 7 has clearly better rankings and votes than both of your choices. Unfortunately, Microsoft just discontinued the support. Windows 8 primarily changed the desktop to the tile-style desktop. This was actually an attempt to conquer the mobile market! Since the users rejected it massively, Windows 8.1 came immediately after it to bring back the Windows 7 desktop. So, one has to ask, where is the sense in that?
In fact, it’s the default on my sister’s computer. And an age of 3 years Microsoft didn’t even provide a display driver for it. And that’s sad. Because it’s a normal Acer home use desktop PC with HDMI and nothing fancy. That’s Windows 8/8.1. Horrible option.
With Windows 10 it barely gets any better. Unfortunately, it’s the default these days. But there are tons of concerns. High CPU load, unwanted upgrades, uncontrolled upgrades, data reporting to Microsoft and according privacy concerns, massive problems with upgrades (like deleting user data), configuration dialogs all over the place and chaotic… the list goes on and on.
Not saying, you have to use Linux only. Your choice really. But they are pretty close. Both are desktop Windows. So, why use two very similar operating systems that virtually do the same, on the same device? That barely makes sense. It’s a waste of space.
Uhmmm… speaking of: I use a 500GB HDD in my notebook and even for TWO operating systems that’s really little space. In fact, right now I’m using only Arch Linux and I have to clean up the data every now and then to retain free space. Four operating systems on a small 500GB drive is quite little space. A proper Windows setup would over the years mass up like 150GB… I mean… operating system, upgrades, applications, settings, data, virtual memory… two of them 300GB… leaves 200GB for two options of Windows, all the data… not saying it’s impossible. But you are crippling yourself. Computers are a means to an end and should serve your purpose. What you are going to do, is more means than purpose. Why?
But we are actually not done with the former concept. Because the same could be said about Ubuntu vs. Kali!
Why use two options of Linux on the same device? Not saying, there couldn’t be sense in that. But understand, that Kali is based on Debian and so is Ubuntu! Doesn’t that strike you as a bit redundant?
While not the best solution either these days, Ubuntu has the better hardware support and is easier to use. You obviously lack experience. Otherwise you wouldn’t ask this question. So, who said, you need to use two different Linux distributions, to get the tools? Kali is just an imposter for newbies. The truth is, that experienced users would very likely use other options like for example Arch Linux and just add the tools they need from the BlackArch repo. Here is a secret, but you can’t tell anyone: they all are called Linux distributions, because they all use the LINUX KERNEL! Interesting, huh?
So, there are many weird things going on in this question. That said, to answer your question…
Yes, you could theoretically set up 4 operating systems on one hard disk. This should actually be quite easy for three of them. For example, you could install Windows (10?) first, Kali second and Ubuntu third. Three operating systems. Should do the trick.
Why in this order? Because Windows barely likes dual booting and Ubuntu usually recognizes all of them and adds them to the boot manager automatically. Which is why Windows should go first and Ubuntu last.
Where it gets a bit harder is, when you are trying to install two Windows options on the same device. Should work, but… I’m not sure I ever did and if I did, likely nothing good came out of it.
You need to prepare your hard drive in advance and create the partitions. I’d use gparted for that. Ubuntu would likely be your best choice for that. To be honest, while I use Arch, as a beginner I would actually use Manjaro all the way. Just saying. After preparing the hard drive, go back and install Windows 8.1 first, Windows 10 second, Kali third and Ubuntu last.
But let me once again say, I think this is a bad idea. Your device is low-performance and you have little room to play with. Also, this setup makes little sense and just wastes a lot of space. I think, you are getting way ahead of yourself. Start with the basics and go from there.
Did you actually try all the options first? Like for example, the live systems of Ubuntu and Kali? Use Linux for a while, then go back to Windows and see what happens. You are going to hate it.
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If this answer was helpful for you, please don’t forget to upvote it on Quora: https://www.quora.com/Can-I-quad-boot-an-i3-4GB-500-GB-HDD-with-Windows-8-1-10-Ubuntu-and-KALI/answer/Chris-Bailey-364