[Fixed] PiHole Unable to Resolve DNS

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Update:

I've been able to get PiHole to semi-work with Apache. The DHCP server works like a charm now at least. My steps to get PiHole working:

  1. Completely uninstalled PiHole
  2. Make sure /etc/dhcpcd.conf is accurate. Note that I'm running my Pi on WiFi right now, so the interface is wlan0. I've assigned a static IP address to my Pi and used that same address in the DNS. Example below.
interface wlan0
        static ip_address=192.168.1.15/24
        static routers=192.168.1.1
        static domain_name_servers=192.168.1.15
  1. Reinstall PiHole, do not install the lighttpd server.
  2. Edit /etc/apache2/sites-available/000-default.conf to:
<VirtualHost *:80>
        ServerName pi.hole
        ServerAlias www.pi.hole
        ServerAdmin zykirion@localhost
        DocumentRoot /var/www/html/admin

        ErrorLog ${APACHE_LOG_DIR}/pihole_error.log
        CustomLog ${APACHE_LOG_DIR}/pihole_access.log combined
</VirtualHost>
  1. Add more sites if needed within /etc/apache2/sites-available/. Note the hole domain in ServerName. For whatever reason, this is the only safe domain I have been able to get working on all my devices and browsers so far. Example:
# /etc/apache2/sites-available/home.hole.conf
<VirtualHost *:80>
        ServerName www.home.hole
        ServerAlias www.home.hole
        ServerAdmin zykirion@localhost
        DocumentRoot /var/www/html/home

        ErrorLog ${APACHE_LOG_DIR}/home_error.log
        CustomLog ${APACHE_LOG_DIR}/home_access.log combined
</VirtualHost>
  1. For each site you add, make sure to run sudo a2ensite [filename].conf
  2. If you have a firewall installed, make sure to open the ports found here (includes examples of how to open ports).
  3. Restart your Pi.
  4. Log into your pi.hole and go to "Local DNS Records". Add records pointing to all your web sites. For example: pi.hole -> 192.168.1.15, www.pi.hole -> 192.168.1.15, etc...
  5. Within your pi.hole administration panel, go to Settings -> DHCP and make sure the Range of IP addresses to hand out is correct (match with DHCP values in router).
  6. Within your pi.hole administration panel, go to Settings -> DHCP and add a Static DHCP lease to your PI.
  7. On my router (from Spectrum), I made sure to turn off DHCP and DHCPv6. It was found in Advanced -> Router Settings. Browse the DHCP and DHCPv6 drop downs to turn each off.

Note: I have not gotten the ad block to work, and I am still getting a constant error when attempting to visit the Network tab within pi.hole. I get an error code 500 from the api_db.php script. PiHole's dashboard is also showing that nothing is happening, but pi.hole -> Settings -> DHCP does show the correct leases for all devices on my network.

I'll keep this post updated if I figure out anything else, just in case someone else is in my position.

Edit: On iPhones (Safari browser) you need to add the last '/' to the end of the URL for it to work.