Windows Systems Administrators should resolve IIS configuration issues to ensure smooth hosting of websites and deployment of applications. 

Here is a guide that will walk you through the steps:

1. Recognize Configuration issues: Recognize particular problems such as HTTP error messages, site inaccessibility, or misconfigured web application settings.
2. Check IIS Server Status: Verify whether the IIS server is running. Restarting the service with “services.msc”, as necessary, will ensure that it is functional.
3. Use Event Viewer to check for IIS errors and warnings. Note down any specific error code or message indicating a configuration problem.
4. Check Bindings for Websites: Accessing IIS manager, verifying website bindings. Make sure they are configured as intended.
5. Review the Application Pool Settings Check all application pool configurations including.NET Framework versions and identity settings.
6. Examine Files Web.Config: Review files web.config in web applications. Correct any errors in syntax, configurations that are incorrect, or other issues that may be affecting the functionality.
7. Check Directory and File Permissions: Validate directory and file permissions. Make sure users and application pool access levels are appropriate.
8. Verify HTTPS/TLS Settings : Examine SSL/TLS Configurations for Secure Sites. Verify the validity of certificates, correctness of bindings and security of protocols/cipher sets.
9. Check Firewall and Port Setting: Check firewall settings and ensure that required port (e.g. for HTTPS, 443 is open for HTTPS, etc.) are opened for web traffic.
10. Check for URL Rewrite rules: Review module settings of URL Rewrite to determine if there are any URL redirections. Ensure that the site is functioning properly by adjusting rules if needed.
11. Restart your IIS Service: Restart your IIS service using the command-line tool “iisreset”, by recycling application pools, or by resetting IIS with a command-line tool like “iisreset”.
12. Use IIS Diagnostics Toolkit You can use diagnostic tools, such as IIS Diagnostics Toolkits or Microsoft Web Platform Installers for troubleshooting.
13. Test Website Applications: Conduct comprehensive tests on websites to ensure compatibility across devices and browsers.
14. Documentation: Keep detailed notes of all configuration and action changes for future reference.

Windows Systems Administrators, by carefully following these steps, can diagnose IIS web configuration problems and resolve them, ensuring optimal functionality and performance of hosted web apps.