Local DNS Records - Do I need to add every hostname on my LAN?

The issue I am facing: Using hostname instead of IP to remote to share folders is not possible. I get a network error message. Only when using the IP address or adding the hostname to the Local DNS Records, am I able to use the hostname for remoting to shared folders on my LAN.

Details about my system: Windows shared folders. Android mobile devices.

What I have changed since installing Pi-hole: I had to manually add hostnames and their IP's to the Local DNS Records in order to access shared folders/assets.

Please provide some example of what you are trying to do, and the outputs of any commands you are running that are not providing the desired result.

Using an Android app called FX file explorer.
The app can access my shared folder via LAN to stream content to my TV.
I use the network search function to look for devices in my LAN.
It sees my PC as Gil-PC.
I add it, I add username and password and click connect.
The app supports SMBv1 and SMBv2+. I use SMBv2+.

I get an error: A network error occurred.
I used Telnet android app with the same hostname and port #445 to see if this is an isolated issue with the app.
I got similar error message.

I then replaced the hostname (Gil-PC) with the actual IP of the hostname and I was able to access my remote folder using FX explorer and established connection using Telnet.

Then, in Pihole I add my PC's hostname and IP address under Local DNS Records.
Using FX file explorer, I reverted the IP address to the hostname of my PC and I was able to connect successfully.

Given I encounter other LAN issues, I figured that I need to manually add all hostnames and their IPs to the Local DNS Records.

Another example is:
My LG TV can access my mobile devices media files (iOS/Android) using the LG ThinQ app as a casting service. Ever since I started using Pihole, I'm no longer able to access my mobile devices unless I set my router to not use Pihole as a DNS.

This is correct.

Is there an automated way of doing this when a new device is added to my network?
I thought that the Conditional forwarding under DNS settings handles that automatically.

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