Without knowing your kids' ages, these picks span the gamut—but the pattern's clear. The Cloister at Sea Island and Aulani are the gold standard if budget isn't your brake: private beaches, purpose-built kids programming, zero-chaos vibes. If you've got multiple ages or want all-inclusive simplicity, the Beaches properties (Turks & Caicos or Negril) handle that heavy lifting with licensed character time and water parks baked in. Camp Richardson's the outlier—a bargain play for families who want lake life over ocean, and don't need resort theater. Pick based on your tolerance for structure (Disney-level programming vs. self-directed beach time) and whether all-inclusive convenience matters.