And I thought the 20oz no-nic pint glasses ($6.21 each) I use for my hydration were big!

It's hard to find actual glassware drinking glasses much bigger than 20-24 ounces. Anything bigger and they switch to plastic. These 24oz restaurant quality Libbey glasses ($7.74 each) are listed as "iced tea glasses" so maybe you could search for that. They are Duratuff and probably intended for restaurant use. These much more affordable but smaller 22oz Libbey Gibraltar iced tea glasses ($3.00 each) are thinner and more suitable for home use.

There are very large glass beer steins ($20 each), but they have a handle and are more mugs than glasses. One liter = 33.8 ounces.

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Also, related - does anyone else find regular glasses annoying? Like what is the point? I don’t want to refill 10+ times a day.

My gripe is when you go to a restaurant and they serve soda in large glasses but water in small ones.