2. Hire an exterminator to find the bee's nest. If he finds one and kills them plug the hole to prevent their return.
1. Possibly the paint wasn't applied properly the first time.
You could go to the woodweb.com and on the finishing forum page ask the question about how to properly repair or prepare your siding for repainting. Most of the questions in their section are about finishing furniture, but I got help there on finishing red aromatic cedar. The experts there might have some more help for you.