The use of TCP/IP as the main protocol in computer networking has not considered about data security aspect from sender to receiver. The use of firewall and encrypt technology still can not give good security aspect to computer networking communication. This research is investigates various security methods to a communication of web server and web client simulator. The security methods that had already been implemented are Secure Socket Layer, Transport Layer Security, Virtual Private Network Point to Point Protocol, and Virtual Private Network Layer Two Tunneling Protocol. Testing had been done using one main attacking process which is Man-In-TheMiddle attack using ARP Poisoning in different types of networking to see whether the web server can be hacked by the hacker and to see the responds of the communication of the server and the client. These tests resulted that Secure Socket Layer and Transport Layer Security can be hacked and Virtual Private Network Point to Point Protocol, and Virtual Private Network Layer Two Tunneling Protocol can not be hacked both in LAN and WAN types of networking. The best security method among the others is Virtual Private Network Layer Two Tunneling Protocol.