1. Kimpton Seafire Resort + Spa
Sitting pretty on Grand Cayman’s Seven Mile Beach, the Kimpton Seafire Resort + Spa earns high praise from past guests for its luxurious accommodations and attentive staff – recent lodgers said everyone treated them like royalty. Rooms feature floor-to-ceiling windows, private balconies, Frette linens and complimentary Wi-Fi access.
2. Round Hill Hotel and Villas
Since it opened in 1953 a little more than 8 miles west of Montego Bay, Jamaica, the Round Hill Hotel and Villas has played host to the likes of Grace Kelly, Cole Porter and Jackie Kennedy, among other celebrities. Guests say it’s the property’s setting that makes this boutique resort timeless and elegant. Inside the hotel’s 36 guest rooms, travelers will find decor dressed in whites, pinks and blues, plus four-poster beds and rain showers.