If I won the lottery that would make a good winter lodging place. Perfect weather. Great food and fresh. Good snorkeling. Love the botanical gardens. Even the rum distillery made an excellent product.
Koloa rum is ono, we always take the "tour" when we visit. Wife will drink no other than the vanilla flavored rum. We live on the Big Island and Kauai is the only one we go visit for a short getaway.
Maui too full of mainland tourists and bad memories of their liberal meddling with the Super Ferry.
Oahu would be like going to Miami. Nice once you get out of that constipated city, but...........