A Nokia 3310 would be a 2G GSM phone. Both GSM carriers in the US have turned off 2G support.
If you wanted, there is nothing stopping you from using an iPhone 3G released in 2008. In fact, I have a first gen iPad. You can still download older versions of Netflix, Hulu, Spotify etc and they still work.
Seeing that you can still buy standard Bluetooth headphones from anywhere and an adapter comes in the box. There is nothing stopping you from using third party headphones.