The Monkey and Banana Problem is an example commonly used for illustrating simple problem solving. It can be solved by conventional approaches, but this requires a procedural aspect when inferences are processed, and this fact works as a limitation condition in solving complex problems. However, if we use DNA computing methods which are naturally able to realize massive parallel processing. the Monkey and Banana Problem can be solved effectively without weakening the fundamental aims above. In this paper, we design a method of representing the problem using DNA molecules, and show that various solutions are generated through computer-simulations based on the design. The simulation results are obviously interesting in that these are contrary to the fact that the Prolog program for the Monkey and Banana Problem, which was implemented from the conventional point of view, gives us only one optimal solution. That is, DNA computing overcomes the limitations of conventional approaches.