So you created a web application using host headers that share port 80. You create the site collection. So far so good. Added the DNS A record. Also there. You test and get … (BAM!)
Strange. So you create another web application and it works fine. Hum.
Well lets look closer
You will notice that the web application that worked was using a port number not a host header. After some more research found that this is the DREADED loopback issue.
You need to add an entry in the registry to resolve. So I followed this TechNet article to resolve. Note there are two solutions. Method 1 is preferred since method 2 disables this security feature that protects port 80. http://support.microsoft.com/kb/896861
You add your sites using host headers to the registry for the BackConnectionHostNames multistring value. Note that you also have to reset a windows service called IIS Admin Services found by using server manager.
Hope this helps. Thanks Gerald for your guidance.
References
http://msdn.microsoft.com/en-us/library/cc982052(v=VS.90).aspx
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