Here's two of my Vocaloid playlists with random songs I found and liked

https://youtube.com/playlist?list=PLkoG5dfL7BCBUFZ3ROfbANA1nmdBMc-s8

https://youtube.com/playlist?list=PLkoG5dfL7BCBS84XC1-d2RYqQQfjqJGYB

I unfortunately forgot to make a playlist of my Actual all-time favorites but I'm working on it

Recommended musicians (starting from the obscurest):

noa (@noa0430 on youtube) - great rock

nerdneko (@nerdneko8286) - great shoegaze

namitape (@namitape) - great electronic

Inemuri (@user-JDq5e) - I like his song Urami Koushin a lot

36g - it's hard to find most of his music so heres one of his albums https://youtu.be/K8dXEr9cF74

shima (@shimaofficial) - AWESOME altrocky music that i absolutely adore BUT beware: he switched to making like crappy soundcloud trap in like 2018 so my recc is to just start from the first songs and listen chronologically

Nashimoto Ui (@nashimoto_ui) - Garage rock with a "breathy" Miku, unironically the GOAT of Vocaloid producers

DJ Xaneiro (@d.j.xaneiro) - This is more hip-hoppy than any other in this list, but I enjoy him

Frog96 (@frog96_) - this is where I run out of non-popular producers and start listing popular ones, Frog96 or Furokuro makes cool experimental electronic music

inabakumori (@inabakumori) - I really like NON-USE and An image in the making

Iyowa (@igusuri_please) - very popular, very good, listen to Uwagaki

Kikuo (@kikuo_sound) - my favorite song is Hole-dwelling