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You've gotta go to the W at Vieques. Short boat ride from Fajardo which is like an hours drive from San Juan (you can also fly there). Phenomenal island and resort.
Sheraton old San Juan
St Regis at Bahia Beach is awesome too
Get out of San Juan if you can. That Sheraton is brutal, yet the best there. If on vacation, get in a car and drive to the other end of the island.
The Ritz is nic
Omg stay at the W at Vieques island. Also, stay in the condado area at least one night at the Concha hotel. Puerto Rico is so under-rated I am going again next year!
St Regis at Bahia Beach is bloody brilliant