Four Seasons Resort Lana’i at Manele Bay
Lanai, HI, United States
This one sounds worse than it is. Sure it’s the Four Seasons and in a secluded tropical island, but it’s reserved for the rich, not the ultra rich. The lowest priced room here will run you $559, so it’s possible. But you’ll need to spend a few extra dollars buying Polo shirts and Docksider shoes, not to mention the $2,000 airfare to get you there.