Transport
Try and get a shuttle bus package with your hotel. A cab, even split 3 weeks is very expensive. Make sure you do not lose your baggage ticket from the U.S. During busy times your luggage is offloaded from the carousel and placed on the floor. You have to produce your ticket to get your bag.
Cabo is for the younger crowd but there is a wide range of places with different levels of safety, security and sophistication.
The corridor between Cabl and San Jose has a range of properties many expensive but off season, some can be good value.
Yes, San Jose is for an older crowd but it has some hot spots. The best thing to do is more research. My wife and I (with Beagle) are relocating to Los Cabos next month, so any questions, just ask.
Oh, and have a ball......
Tom