Colleges evaluate the SAT I in different ways. Some will take your highest math and verbal scores even if they were earned on different test days. Some will take your highest combined score on a particular day. Some will consider the average of all your scores.
You should only take the test when you believe you are truly prepared. Ideally, it’s better for you to earn your highest score sooner than later.
You can take the test two or three times, as long as your scores will considerably increase each time. it’ll be meaningless to retake the test if you expect to earn about the same or poorer score every time.