Well, I'm a die-hard Tori Richard fan myself, to the point that I wear almost nothing else from May through September; that said, the TR shirts are more subtle than the usual "aloha" shirts (generally.)
Reyn Spooner, of course, is the Microsoft of aloha shirts. Or maybe the Apple. Anyway, the gorilla in the room, tons of styles and so on, good quality. Not as comfy as Tori Richard (IMHO).
But if you're going to be an enthusiast, know that the créme of aloha shirting is various small makers in Hawaii (and Japan). Kamehameha Garments is an good example of a classic, Hawaii-based maker.
Couple of things. I would limit myself to shirts made in Hawaii, but fabrics don't have to come from there (I'd say the best fabrics are sourced in Japan, and maybe some silks from Thailand). Also do pay attention to care instructions, so you don't saddle yourself with a ton of "dry clean only" shirts (many of the Tori Richard silk shirts are DCO.)
In terms of the Venn-diagrammatic sweet spot of practicality, wearability, and comfort, my #1 rec is (easily) Tori Richard's "cotton lawn" shirts. Super-comfy, machine wash, tumble dry, quick press, and good to go.