You could pay as little as $10 to $50 for a manual pool brush or skimmer. Automatic skimmers generally range from $20 to $100, while automatic pool vacuums usually cost between $100 and $300.; Robotic pool cleaners are the most expensive, with models starting around $175. Those with multiple convenient features like no-tangle cords, scheduling and top-loading filter baskets can go for $500 to $2,000.;