My vote is to remove & not replace with anything in ground planted in that spot. Wondering if that holly is the ouchie kind & who plants that next to an entry door? Regardless, I think it’s fortuitous that the plants are dying as, left alone, your entry would soon become overgrown & crowded & the windows blocked. Taken out now, that pretty red maple will shine & become a perfect focal point for your entry. That very high shrub to right looks like an arborvitae & yes, it needs to come out or at least be cut to below window height. I’m not sure it would survive that severe pruning & its top will look bad when cut. I’m pretty sure it won’t generate new top growth. I’d take this in steps - take out the 2 hollies & see how it opens up your entry. ID the small plant right of holly on right - it may grow to fill the space there - we need to see what it is to make a suggestion about a more appropriate replacement for the holly there or whether just wait. Replace the pot on porch with a larger one & fill with bright colored plants. Cut as much as you can off top & sides of overgrown Arb on right. We need to know where you are to make plant suggestions but my bet is you are in an area that has snow in winter! Very cute doggie in door!

Here are a few suggestions:

Agree with everything @KW PNW Z8 says. Also post a picture of the entire front of the house for better suggestions

@dig Doug designs thank you for that mock-up! Looks beautiful! So many possibilities. We moved in and have kept everything as is just trying to maintain the last year. We think it’s very nice but excited to make some changes. Absolutely love those pavers…never thought of that before

Thank you @kwpnwz8 we are in North Jersey. moved in last winter to mature landscaping. Very nice but we are considering updates, maybe more than we originally thought now that you’ve pointed those things out. The Holly isn’t pointy just kind of ugly now :( I tried identifying it on an app and it said the previous owners may have had it touched by RoundUp and caused issues. The arborvitae is crazy and makes us laugh. I don’t think it could be cut, agree it wouldn’t generate new top growth. Maybe that’s for next year as seems like a larger project. I will post the whole front as someone suggested. Thanks!

Before I'd replace a dying holly tree with another holly tree, I'd want to know this: WHY did the first one die? Was it that your climate, your lighting or your soil is unsuitable for holly trees? If so, you certainly should make a different choice. A good nursery should be able to suggest plants best-suited to your area.

Here are some more photos of the front. We need to trim these bushes on the right and plan to keep that side as is. There’s a pretty weeping cherry tree on the end that we love. Only blooms pink for 2 weeks but stays nice and green otherwise. So it seems the holly tree and everything on the other side is up for changes. Thanks!

@mrs Pete- we are west facing and get a ton of sun. Seems that’s okay for these trees. I did some research and it seems the prior owners might have used roundup and the chemical harmed them? I posted to a plantID message board and that was a suggestion. My neighbors have an intact holly tree so maybe that. The rest of the bushes are fine. I will go to a nursery and see what they say. Thanks!