Developing high-performance adhesive materials not only aims at industrial and social requirements but also bears the fundamental importance of understanding the chemical factors of biological adhesion to develop biomimetic adhesive materials. Owing to the wide development of supramolecular chemistry, numerous supramolecular tools are exploited and proved to be reliable in the replacement of traditional covalent materials by reversible noncovalent or dynamic covalent materials. Taking advantage of these readyto-use supramolecular toolboxes, supramolecular adhesive materials are rising and promising toward "smart" adhesives, that is, enabling responsiveness, reversibility, and recyclability. Compared with polymeric adhesive materials, low-molecular-weight adhesives feature chemically precise structure, easier engineering by molecular design, and hence higher reproducibility. However, it remains highly challenging to make high-performance adhesive materials by low-molecular-weight feedstocks. This review will focus on the recent advancement in the construction of supramolecular adhesive materials by smallmolecule self-assembly. The design guidelines and consideration on the molecular scale will be discussed and summarized on how to enhance the strength of adhesives. Meanwhile, owing to the dynamic nature of supramolecular self-assembly, several "smart" functions of such materials will be presented, such as stimuli-responsiveness and adaptiveness. Finally, current challenges and future perspectives of this emerging field will be proposed.