There are four cis, trans isomers for 2-isopropyl-5-methylcyclohexanol, where the cis, trans designations of the substituents are made relative to the OH group: up, up, up (cis, cis)
up, up, down (cis, trans)
up, down, down (trans, cis)
up, down, up (trans, trans)

Consider the most stable chair for each of these isomers, and then draw the most stable and least stable isomer based on a comparison of the best chair for each one.