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You can stream Sister Princess (2001) on Crunchyroll with a subscription.

Wataru Minakami was at the top of his class in middle school and had a pretty comfy life. But, when he unexpectedly fails his only high school entrance exam because of a computer glitch, his life is suddenly thrown into utter chaos! Jeeves, Wataru's trusted butler, sends him off to attend school on a mysterious island. Upon his arrival, Wataru. encounters many friendly, cute girls. This isn't a problem until he finds out they are all his sisters! For most kids, adjusting to life at a new school in a different town is tough enough. But for Wataru Minakami, high school will be the easy part!

A sudden computer glitch sends a top-tier student fleeing to a remote island inhabited by an army of sisters. This slice-of-life comedy trades traditional school settings for the chaotic, crowded energy of an accidental family reunion.