33 Best Hotels in Cayman Islands

This affordable, intimate, Mediterranean-style seaside inn has roomy one-bedroom apartments and a pool overlooking a narrow beach with good snorkeling. You can find basic supplies some 10 minutes west at a shopping center in Savannah (a rental car is included in rates). The apartments enchant with arcaded balconies, beamed ceilings, black-iron grillwork, vivid throw rugs, and stylish artworks. The two-bedroom condos next door have a washer/dryer and dishwasher. The meticulous attention to detail is exceptional, from the high-thread-count sheets to the basket of suntan lotions in the lobby for forgetful guests. Other nice touches include world phones for rent at cheap fixed rates; complimentary use of kayaks, rafts, and snorkeling gear; and fantastic packages.

On the beachfront, snuggled between the Ritz-Carlton and Westin, Galleon's villas are just steps away from groceries, restaurants, nightlife, and water sports. The buildings are staggered to ensure optimal sea views. All units have full kitchens with a dishwasher and microwave; two- and three-bedroom units include a washer/dryer. Cribs are provided gratis; families also appreciate the charcoal grills. The on-site manager encourages guests to call anytime they need something; energetic and personable, she loves dispensing advice and fresh fruit (often plucked from the sea-grape, lime, papaya, and banana trees on the property). Iguanas, alongside house cats Tom and Samantha, dart about the pretty grounds.

Casual elegance prevails throughout this exceedingly well-run time-share property, which straddles a 600-foot beach on less hectic East End. Each villa has a roomy terrace facing the sea; two-bedroom units can be partitioned, but even the studio has Wi-Fi, microwave, and fridge. Every year brings improvements: advance online check-in, hurricane-guarantee policy, spa and gym, the only place offering power-assisted snorkeling on DPVs (dive propulsion vehicles), and daily car rentals. The resort is almost obsessively maintained. You always see a smiling staffer with a paintbrush or hedge clippers. This cordial and mellow yet efficient service is a major selling point, though there's often a subtle sales pitch for non-owners. Kids love when concierges conduct regular fish feedings at the dock and local artisans demonstrate techniques. The famous Barefoot Man performs his lighthearted country-calypso songs about Caribbean life at Tides on Thursday, luring lively locals.