Head "up island" to escape the crowds but still enjoy one of America's iconic islands.
And speaking of famous faces, you may even catch a glimpse of President Barack Obama. Every summer the Obama family rents a property up island and frequents local restaurants and businesses.
Where to stay: The Beach Plum Inn & Food rates start at $195; beachpluminn.com.
The Outermost Inn rates start at $310; outermostinn.com.