In order to clarify the situation where older adults feel inconvenient when carrying out various Web operations, the differences of Web search behavior between young and older adults were examined using Web sites with different layered structures. The following two situations were used to address the issue above: (1) operation of a "Back" button, and (2) operation of a hyperlink. When the operation of "Back" button was necessary, the task completion time of older adults was 2.3 times as long as that of young adults. Such a difference must be obtained, because older adults need more time to recognize and understand the layered structure. When operation "Back" button in a raw, the task completion time of older adults was 3.9 times as long as that of young adults. Moreover, the task completion time of older adults increased in case of searching in the deep layered Web site due to the slower and declined cognition and judgment. When selecting a hyperlink, the task completion time of older adults was 12.1 times as long as that of young adults. On the basis of this tendency, we inferred that older adults took more time and became more careful when selecting a hyperlink.