Cayman Kai, Grand Cayman
This is a different corner of Grand Cayman, a beach community with an exclusive but unpretentious feel. Set on the northern tip of the island, it’s home to a few great restaurants, a world-famous beach bar (Rum Point) and a little bit more privacy in its townhomes and villas at a number of price points, although the luxury villas, like the Rainbow’s End above, are hard to beat.