This study investigated the flavonoid compounds in Actinidia chinensis and Actinidia arguta fruits. A total of 125 flavonoids, including 9 anthocyanins, 12 catechins, 17 flavanones, 48 flavones (including 14 flavone C-glycosides), 29 flavonols, 6 isoflavones, and 4 proanthocyanidins, were identified in "Hongyang" kiwifruit (red flesh), "Jintao" kiwifruit, "Mini Amethyst" kiwiberry (purple flesh), and "Kuilv" kiwiberry. Thirty-nine metabolites showed significantly different contents between "Hongyang" and "Jintao," and 38 of them showed higher content in "Hongyang," whereas 39 metabolites showed significantly different contents between "Mini Amethyst" and "Kuilv," and 31 of them showed higher content in "Mini Amethyst." This result indicates the superior nutritional value of the pigmented kiwi cultivars in terms of flavonoids. Multivariate statistical analysis indicates that the variation in flavonoid profiles contributes to the pigmentation phenotypes of "Hongyang" and "Mini Amethyst." Further comparative transcriptomic analysis revealed that structural genes in the anthocyanin synthesis pathway (AcF3H, AcF3′H, AcDFR, AcUFGT) and transcription factors (AcMYB10, AcbHLH5) may be involved in the pigmentation of the red-fleshed A. chinensis, whereas AaF3H, AaF3GT, and AaMYB110 may play important roles in the pigmentation of the purple-fleshed A. arguta. This study provides broader insight into the variation in flavonoid profiles among kiwifruit/berry, evaluates the flavonoid nutrition of the four cultivars, and provides additional evidence for the correlation between the genes and metabolites involved in flavonoid synthesis.