Not an obscure song, but the acapella version of Africa by Perpetuum Jazzile is less well known and pretty amazing. They have lots of amazing covers, but this it’s my favorite.

Allegra by Cirque du Soleil is a song I don’t even really know the genre of, but the lyrics (half in a language I don’t understand) and the vocals and the way the intensity builds - this is just an incredibly uplifting song for me and pretty far outside the music I normally enjoy.

I guess everyone knows Green Grass and High Tides by the Outlaws, but some of the other songs from their debut album were pretty good as well. I love Song in the Breeze when I’m in that mood. That might be the most obscure song I’ve listed since it’s only at about 160k views.

Other than those, I don’t think I know any really obscure music unless just by sheer dint of old age knowing stuff that predates half the internet.