Embodiments of the present invention address deficiencies of the art in respect to the visibility of an IP address for a remote resource behind a proxy server and provide a novel and non-obvious method, system and computer program product for managing remote host visibility in a proxy server environment. In one embodiment of the invention, a method for managing remote resource visibility in a proxy server environment can be provided. The method can include establishing a secure connection between a proxy server and a destination server, proxying different connections between different remote hosts and the destination server through the proxy server, providing remote host information for each of the different remote hosts, including IP address, port and protocol, for example, to the destination server over the secure connection, and mapping each provided IP address to an IP address for a corresponding one of the proxied different connections.