Polarity and stability
If I assume you refer to 1,2-cylohexanediols, the two isomers to consider were (cis), and (trans)

than there are three conformers to consider.  For the (cis)-configuration, there is only the (axial, equatorial) orientation of the two O-substitutents:

This contrasts to the case of the (trans)-configuration, where the two substitutents may be either in axial, or (likely preferred by thermodynamics) equatorial orientation:

From the later picture, taking into account i) the relative orientation of the two hydroxyl groups towards each other as well in respect to the cyclohexane moiety and ii) the (assumed) conformational preference for this form over the conformer with two axial oriented hydroxyl groups, I would assume the two individual vectorial contributions along $\ce{C -&gt; O}$ are better lined up than in the instance of the (cis)-configuration to yield a larger (global) dipolar moment.