Will I need to recharge the AC system after swapping in this condenser?

Yes. Any condenser swap involves breaking the refrigerant circuit, so the system will need to be pulled into a vacuum and refilled with fresh refrigerant and oil by a qualified tech. This is standard procedure and not included here.

Do I need any special tools or adapters to connect this to my existing lines?

Connection points match factory Highlander Hybrid specs, so your existing refrigerant lines should bolt up directly. Have your technician inspect the old fittings and o-rings before reassembly—replacement seals are often recommended during condenser work.

Can I install this myself, or do I need a shop?

Physical removal and mounting is DIY-doable if you're comfortable with basic hand tools and bumper removal, but refrigerant recovery, evacuation, and recharge require EPA certification and a recovery machine. Plan on shop labor for the full job.