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A self-healing coating with UV-shielding property was prepared in this paper. The self-healing property was based on the inclusion between a host (β-CD-TiO2) and a guest HEMA-Ad). After inclusion of the host and guest, the host–guest complex (HEMA-Ad/β-CD-TiO2) was polymerized with other reactive monomers (HEMA and BA) to obtain the final coating. The coating had good hydrophobicity (water contact angle >90°, moisture absorption rate <2%) and excellent UV-shielding performance (ultra-violet protect factor >90%), and could be firmly bonded to a soft substrate. In addition, the coating had good self-healing property, which means that cracks in the material can recover many times after being damaged and that the UV-shielding ability can be fully restored with the self-healing process.

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Cyclodextrin (CD)‐based host–guest interactions are one of the important supramolecular interactions and have been playing significant role in the design of self‐healing materials due to high selectivity and dynamic equilibrium. However, a deeper understanding of the self‐healing mechanism is still rare, although self‐healing materials based on CD–guest interactions have many advantages. This study provides a first step for the fundamental understanding of the influence factors on self‐healing behavior of materials containing CD–guest complexes. It is found that the healing motifs are CD–guest interactions. Sufficient polymer chains mobility, a small amount of water, and high inclusion constant (K) of host–guest interactions are also essential to the self‐healing process. The threshold of K value is around 102 M−1.