In this paper we study the Hilbert transformations over L(R) and L(T) from the view point of symmetry. For a linear operator over L(R) commutative with the ax + b group, we show that the operator is of the form λI+nH, where I and H are the identity operator and Hilbert transformation, respectively, and λ, n are complex numbers. In the related literature this result was proved by first invoking the boundedness result of the operator using some machinery. In our setting the boundedness is a consequence of the boundedness of the Hilbert transformation. The methodology that we use is the Gelfand-Naimark representation of the ax + b group. Furthermore, we prove a similar result on the unit circle. Although there does not exist a group like the ax + b group on the unit circle, we construct a semigroup that plays the same symmetry role for the Hilbert transformations over the circle L(T).