Because of the mention in the Bible of live branch and the fruit of the olive, it has the associations of peace and immortality. Certainly with healing. So olives in a dream may represent the resolution of conflict in life.
The olive also is a symbol of wisdom, and in classical mythology and Renaissance art it was associated with the goddess Minerva.
The tree is an ancient symbol of the holy land, peace, love, and the path of healing and regeneration.
Wearing an olive crown can represent resolution to a conflict, and victory over what you face.. A burden will be lifted off you and you will come out victorious.
Because the oil can be pressed from the olive it has the meaning of healing or ease coming from pressure or trial. You might connect this with like or dislike because of your relationship with olives; or memories or associations with times and places you ate olives.