kbrown

Try changing to this
/* link hover color */ #page .html-block a:hover { color: #CDD87C; }  

I couldn't agree with this more.  Extremely frustrating. 
I did find this support info which may help (though it's definitely not substitute for having user ability to manage by any means), but hope it helps!  According to this support info, images DO finally get deleted in time (between 8-38 days) apparently, but in an urgent situation you an send an email for SS for assistance in getting them deleted sooner: https://support.squarespace.com/hc/en-us/articles/205812748-Image-and-file-URLs-in-Squarespace
However, Squarespace, PLEASE give the ability to manage this on the user end.

I couldn't agree with this more.  Extremely frustrating. 
I did find this support info which may help (though it's definitely not substitute for having user ability to manage by any means), but hope it helps!  According to this support info, images DO finally get deleted in time (between 8-38 days) apparently, but in an urgent situation you an send an email for SS for assistance in getting them deleted sooner: https://support.squarespace.com/hc/en-us/articles/205812748-Image-and-file-URLs-in-Squarespace
However, Squarespace, PLEASE give the ability to manage this on the user end.

I couldn't agree with this more.  Extremely frustrating. 
I did find this support info which may help (though it's definitely not substitute for having user ability to manage by any means), but hope it helps!  According to this support info, images DO finally get deleted in time (between 8-38 days) apparently, but in an urgent situation you an send an email for SS for assistance in getting them deleted sooner: https://support.squarespace.com/hc/en-us/articles/205812748-Image-and-file-URLs-in-Squarespace
However, Squarespace, PLEASE give the ability to manage this on the user end.

I couldn't agree with this more.  Extremely frustrating. 
I did find this support info which may help (though it's definitely not substitute for having user ability to manage by any means), but hope it helps!  According to this support info, images DO finally get deleted in time (between 8-38 days) apparently, but in an urgent situation you an send an email for SS for assistance in getting them deleted sooner: https://support.squarespace.com/hc/en-us/articles/205812748-Image-and-file-URLs-in-Squarespace
However, Squarespace, PLEASE give the ability to manage this on the user end.

I agree! Huge fail!

Another web design agency here echoing all previous comments on this thread and others.   Being able to manage media is a must have feature.  

Can only support this! I spent ages thinking that it was just me who couldn't find the feature. A bit shocked that it doesn't exist, actually 

I can see that the image search option seems to have changed a bit since yesterday, looks new and I was super excited to see if you can simply delete images but it still appears to not have that feature, seems super odd to have provided that area a design refresh and leave out a widely requested item such as deleting image?......I feel like when you click on the 3 dots to the right, instead of image info, it would be great to be able to rename, duplicate and/or delete an image.

Dear Squarespace Developement Team,
For the love of all things web design - PLEASE rectify the image/media file management for BOTH designers who help SELL your service and for those who manage their own sites.  We have other options and while I have helped sell to and set up small business websites via Squarespace - this past week I was in a situation where I could have really leveraged Squarespace to a room of emerging artist learning how to build their own websites, and because image/media file management is SO crucial and can be a HUGE time suck to contend with - preventing artist from making art because they are wasting precious hours trying to organize their web presence - I DID NOT recommend Squarespace. Instead, WixPix became the recommended website host to about 1,500 students in this business course... They have a file management system on the backend of their platform... The fact this has not been addressed in my time as a customer baffles me. There are a lot of important devevlopments and very grateful for the ones made around eCommerce, but even for eCommerce image file management is CRUCIAL. It's literally dreadful when a client needs a 100+ product images updated and REQUIRE somehow removing the outdated images so they don't confuse the customer.
This should be addressed, must be a top level feature, and if you don't have the people on your team capable of making it possible - hire someone who can.
Thank you.

This issue is HUGE — creating a site often involves replacing images, switching images in and out (for various reasons). We have a handoff approaching that we are desperate to delete many images that have been uploaded and do NOT want to hand if off with those images in the library. Is a resolution in the works? This has to be a priority. 

I recommend that each one of you submits a "feature request" email with a link to this thread.
Squarespace must address this. It's absolutely ridiculous to not be able to clearly manage/delete the photos you've uploaded.
 
 

Even though I loved the templates, I would have never selected Squarespace knowing that I cannot manage and delete my own photos. I would transfer my site right now, if it weren't for the 60 day lock. I'm in a art business class with almost 1000 students. I will post this fact everywhere so the other artists, creatives, designers, etc., will know.

I'm following this thread too and am surprised it hasn't been addressed yet. I haven't read through all of the posts so I may be bringing up a redundant point, but my hope is to strengthen the argument for improving the asset management on Squarespace websites.
I am a freelance designer whose entire web design service offering is based on selling Squarespace websites for their ease of updating once I hand the websites off to my clients. When I design a website, I design, upload and test many iterations of the same images / graphics, meaning there are a handful of similar looking images in the media library once I finally land on the best one.
This becomes an issue when I finally hand off the website to my client. If they ever need to make an update in the future or swap out the proper images, it makes this process more difficult for them, as they have to wade through many similar looking image files and may select the wrong file in the process.
Allowing me the option to delete these incorrect image assets and organizing the library prior to handing off the website to my client will ensure a better website design long-term. This helps make both myself and Squarespace look better by ensuring quality graphics are always being used.