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Quick Tip - SSH Server, Client & Authorized Key Configurations for ESXi 8.0 Update 2 and later

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The general best practice is to disable SSH on your ESXi host by default and if/when you need access, you can turn it on temporarily and disable it when you have completed your task.

For users that need to modify the default SSH configurations whether that is on the server side, client side or setting up SSH authorized keys, this was historically accomplished by manipulating the various SSH configuration files and then reloading the service, if applicable.

With the introduction of the ESXi Configuration Store in vSphere 7.0 Update 1, the process is now different with ESXi 8.0 Update 2 and later for services that requires a configuration file to run such as SSH, NTP or SNMP to name a few.

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SSH Keys & Lockdown Mode Caveat in ESXi 5

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Hopefully everyone is familiar with ESXi's Lockdown Mode and what it means from a security standpoint. Here is a table of the behavior between normal and Lockdown Mode:

In ESXi 5, the use of SSH keys is officially supported without having to manually create any hacks to preserve .ssh directory as you did with prior releases of ESXi. If you use Lockdown Mode, there is an additional caveat to be aware of in which the use of SSH keys is able to by-pass the Lockdown Mode configuration for an ESXi 5 host.

Here is a quick example demonstrating the process from VMware's VCVA (vCenter Virtual Appliance):

Step 1 - Create SSH keys

vcenter50-1:~ # ssh-keygen -t dsa
Generating public/private dsa key pair.
Enter file in which to save the key (/root/.ssh/id_dsa):
Enter passphrase (empty for no passphrase):
Enter same passphrase again:
Your identification has been saved in /root/.ssh/id_dsa.
Your public key has been saved in /root/.ssh/id_dsa.pub.
The key fingerprint is:
a1:8c:24:60:0e:fe:9a:cf:4a:35:17:d6:89:ba:08:9d root@vcenter50-1
The key's randomart image is:
+--[ DSA 1024]----+
|o. |
|=. o . |
| o. .+ o. |
| ..+oo.. . |
|. E=..o S |
|. = + |
| = . |
|. o |
| ..o |
+-----------------+

Step 2 - Copy SSH public keys over to destination ESXi 5 host into the authorized file under /etc/ssh/keys-root/authorized_keys

vcenter50-1:~ # scp .ssh/id_dsa.pub root@vesxi50-4:/etc/ssh/keys-root/authorized_keys
Password:
id_dsa.pub 100% 606 0.6KB/s 00:00

Step 3 - Enable Lockdown Mode via vCenter

Step 4 - SSH into locked down ESXi 5 host utilizing SSH keys

By default the support of SSH is enabled, you will need to manually disable it to ensure that you are fully lockdown when you choose to enable Lockdown Mode. To disable SSH key support, you just need to comment the following line in /etc/ssh/sshd_config

# AuthorizedKeysFile /etc/ssh/keys-%u/authorized_keys

The change takes effect right away and you do not need to restart the SSH daemon.

If you are interested in automatically disabling the use of SSH keys or you would like to copy an existing SSH key into your ESXi 5 host via kickstart, take a look at Automating ESXi 5.x Kickstart Tips & Tricks for more details.