Technologies of hydrophobic coating on solid surface have been applied to various industrial items for droplet formation and removal from solid surfaces. However, for such surfaces, excellent water shedding properties and droplet control in a desired direction are not easily attainable unless detailed understandings on the relation between solid characteristics and static/dynamic hydrophobicity. Recent researches revealed that static and dynamic liquid droplet behaviors are affected by nano-scale surface characteristics on hydrophobic solids, and the importance of the viewpoint from materials science is gradually increasing in this topic. This paper presents a review of recent studies of the past decade of our group, investigating the relation between solid characteristics and static/dynamic hydrophobicity.