I log into the esxi host with vsphere 5.5 just fine.

I then select my server 2008 R2 vm and login through the console.

Once I get in the server, where I have vsphere client installed, I try to connect via the IP of the host, it shows it cannot connect. I have searched and only found issues similar to this revolving around firewall ports not being open, but all the ports needed are open. Everything is default.

Login Error


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    Do you mind if I ask what you are trying to achieve here? I am curious as to why you want to connect to the management interface inside a guest. J – J Gray Dec 22 '16 at 14:38
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    So i can upload files from a synolgy drive to the datastore – MrMatt Dec 22 '16 at 14:47
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    Let's see your vswitch layout then – Chopper3 Dec 22 '16 at 14:55
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    So you're logging into the vSphere console so that you can connect to a VM and log into the vSphere console from that VM so that you can upload a file from a Synology NAS to the datastore? Why not just upload it directly? – joeqwerty Dec 22 '16 at 15:46
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    I cannot upload from my local computer as I am not local to the server in question. The only one I know how to do it is to pull from the storage and upload from the local vm – MrMatt Dec 22 '16 at 17:27


I was facing issue close to this. The issue was resolved via rebuilding network in VM and at ESXi host thus some gateways was unaccepted for nested connection to vSphere.

One more tip try to go with web client just to ascertained that problem in connections.

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    I also cannot get access to the Web GUI for vSphere from within a VM on the host – MrMatt Dec 22 '16 at 17:26

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