Grand Wailea and Grand Hyatt Kauai are built for exactly this scenario — grandparents and kids under one roof without anyone feeling compromised. Grand Wailea turns the pool complex into its own event (nine connected pools, waterslides, water elevator), which means toddlers stay entertained while older kids and adults decompress separately. Grand Hyatt Kauai offers the same multi-gen flexibility with a proper kids' club and actual snorkeling in a lagoon. Both are 5-star enough to keep grandparents happy, busy enough to wear out the kids, and genuinely designed around keeping three generations occupied without constant shepherding.