2 Best Hotels in Condado, San Juan

Not only does this property epitomize the chic Caribbean resort, but it's also an icon of tropical modernist architecture—from the undulating ceiling in the sprawling lobby to Perla, the shell-shape event space. As a result, it's the center of social life in San Juan for both travelers and locals (including politicians and celebrities). The open-air lobby is a hive of dancing, drinking, and socializing most nights. If you're looking for respite, head poolside for comfortable chaises, umbrellas, and a surprising amount of privacy. Although La Concha hums with activity, the luxurious rooms offer a good night's sleep, not to mention exceptional amenities and extraordinary views.

Tucked away on a quiet street overlooking the lagoon, this luxurious, all-suites boutique hotel recalls the south of France, with artwork from Italy, Spain, Morocco, and France. Photographs from the private collection of the owners, many from travels that helped shape their concept of O:live, also decorate the property. In the rooms, earth tones, restored wood furnishings, see-through bathrooms, and white drapes create a feeling of luxury and intimacy. Head to the rooftop terrace for a cocktail overlooking the city, take a dip in the plunge pool, or schedule a message. Sage, the on-site restaurant by chef Mario Pagan, is an excellent dining choice.