I've used both and Kotlin was a better overall experience for me. TypeScript has weird typing problems far more often due to the underlying runtime being dynamically typed.
Kotlin's type system is nominative and so while it is not as flexible as typescript (no intersection types, conditional types etc.) it also means that you don't run into those multi-page long type errors which need 5 mins of debugging to figure that some deeply nested object is null where undefined is expected.
It is particularly funny when the language server truncates the errors and it becomes impossible to infer the actual issue from the message. Every now and then I find myself extracting things out of objects and adding type annotations to simplify the errors. It is doable, but never needed in Kotlin.