Solution, wait for the resource to come back with a password:
- name: obtain initial passwords for win ec2 instances
ec2_win_password:
instance_id: "{{ item.id }}"
key_file: "~/aws-creds/ec2key.pem"
wait: yes
wait_timeout: 600
with_items: win_ec2_instances.instances
register: win_ec2_passwords
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