The diagnosis of halo cherry hemangioma is a newly described entity that has previously only been described in one patient that presented with one lesion. The diagnosis of halo hemangioma was made based on clinical and dermoscopic findings. This report describes a single patient with a novel entity of multiple halo hemangiomas. A biopsy of the patient’s lesion was compared histologically to a biopsy of a non-halo cherry hemangioma taken from another patient. Multiple immunohistochemical studies and a Fontana-Masson special stain were carried out on both the patient’s and on the control non-halo hemangioma. On comparison it was noted the halo hemangioma showed an increase of CD4 and CD8 T Cells, similar to halo nevus. Although the mechanism for both lesions is unknown, one could speculate that both share a similar mechanism of depigmentation. This case serves as a description of the clinical entity of multiple halo hemangiomas as well as provides a histologic description of the affected areas