I have been to San Juan multiple times and have stayed at both properties. There is no comparison, La Concha hands down for a number of reasons. First, the property and rooms are considerably nicer. Second, La Concha opened a whole suite wing which allows platinums to be upgraded to a suite which includes a small kitchen. I was traveling with a colleague on separate reservations and he was even upgraded to a suite just because we checked in together. Third, there are plenty of great places to lounge outside while still being on the property in the evening. While at the Courtyard you are really limited to staying inside during the evening. Also, while La Concha is a resort they have a concierge lounge with breakfast and other snacks. The lounge is on the ground floor with outdoor tables to eat breakfast by the ocean. The area where La Concha is located also has better options for restaurants and is closer to old San Juan.