I actually was reading (yesterday) Kathleen Peddicord's 'How to Retire Overseas: Everything You Need to Know to Live Well (for Less) Abroad. Her recommendations for best health care (that are warm places) are Panama City, Panama & Kuala Lumpur, Malaysia. Some cities that are good for cheap living (according to her) are Cuenca, Ecuador; Chiang Mai, Thailand; and Leon, Nicaragua. But definitely would encourage you to also think about whether you want an expat community, how much you want to spend, whether you need reliable internet, whether you want a city or more rural, whether you care about being on/near the beach, whether you know/are willing to learn a new language, whether you'll have a business, and consider tax implications.