Hi Jay, long time no chat! Yes, we flew into SJU and rented a car (a Toyota Yaris, apparently a very popular rental car there, saw 'em everywhere!) If you flew into PSE you could get away without having a car, but it was fun to see other parts of the island. The Hilton can call a cab for you to head into the city, and you'll need to call one for the return (they aren't just driving around...)