Modeling and manufacturing of personalized cranial implants are important research areas that may decrease the waiting time for patients suffering from cranial damage. The modeling of personalized implants may be partially automated by the use of deep learning-based methods. However, this task suffers from difficulties with generalizability into data from previously unseen distributions that make it difficult to use the research outcomes in real clinical settings. Due to difficulties with acquiring ground-truth annotations, different techniques to improve the heterogeneity of datasets used for training the deep networks have to be considered and introduced. In this work, we present a large-scale study of several augmentation techniques, varying from classical geometric transformations, image registration, variational autoencoders, and generative adversarial networks, to the most recent advances in latent diffusion models. We show that the use of heavy data augmentation significantly increases both the quantitative and qualitative outcomes, resulting in an average Dice Score above 0.94 for the SkullBreak and above 0.96 for the SkullFix datasets. The results show that latent diffusion models combined with vector quantized variational autoencoder outperform other generative augmentation strategies. Moreover, we show that the synthetically augmented network successfully reconstructs real clinical defects, without the need to acquire costly and time-consuming annotations. The findings of the work will lead to easier, faster, and less expensive modeling of personalized cranial implants. This is beneficial to numerous people suffering from cranial injuries. The work constitutes a considerable contribution to the field of artificial intelligence in the automatic modeling of personalized cranial implants.