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How often is too often?
The normal baseline
Cornell's Dr. Richard Goldstein puts the ordinary cadence at roughly one hairball every week or two for a cat who is otherwise well: eating, playing, producing normal stool. Many cats produce fewer, and Cornell notes that long-haired breeds may be at greater risk and that hairballs develop more often in shedding seasons. The key word is "occasional" - a hairball that arrives, looks like a hairball, and is followed by a completely normal cat.
Patterns that deserve a vet visit
Cats Protection's veterinary advice draws the important line: mention any vomiting to your vet, because there can be various underlying causes - and frequent or severe vomiting requires an urgent vet examination. A cat who vomits food, foam or bile regularly - with or without hair in it - needs a workup, because the list of causes behind frequent vomiting is long and mostly has nothing to do with hair. Keep the baseline question simple: is this cat's pattern changing, and is anything else changing with it - appetite, weight, energy, stool, coat?
Red flags: don't wait
The quiet danger: assuming it's hair
Cornell's guidance and Cats Protection's veterinary advice make the same point from different angles: the hacking sound owners file under "hairball" sometimes turns out to be coughing, and "he throws up hairballs" sometimes turns out to be a gastrointestinal disease that was never investigated. A hairball diary is the simplest way to keep yourself honest - when episodes are written down, an escalating pattern is visible in the numbers rather than in memory, and your vet gets a real history to work from. Read when vomiting isn't hairballs for the full picture.