This paper reports on the application of a simulated annealing algorithm to the minimum cost design of reinforced concrete retaining structures. Cantilever retaining walls are investigated, being representative of reinforced concrete retaining structures that are required to resist a combination of earth and hydrostatic loading. To solve such a constrained optimisation problem, a modified simulated annealing algorithm is proposed that avoids the simple rejection of infeasible solutions and improves convergence to a minimum cost. The algorithm was implemented using an object-orientated visual programming language, offering facilities for continual monitoring, assessing and changing of the simulated annealing control parameters. Results show that the simulated annealing can be successfully applied to the minimum cost design of reinforced concrete retaining walls, overcoming the difficulties associated with the practical and realistic assessment of the structural costs and their complex inter-relationship with the imposed constraints on the solution space.