| The Villages to Hickory Hills (Illinois) | 944.45 mi (1,519.95 km) |
| The Villages to Hicksville (New York) | 948.57 mi (1,526.58 km) |
| The Villages to Hidalgo (Texas) | 1,013.98 mi (1,631.84 km) |
| The Villages to High Point (North Carolina) | 503.29 mi (809.97 km) |
| The Villages to Highland (California) | 2,092.64 mi (3,367.78 km) |
| The Villages to Highland (Illinois) | 810.88 mi (1,304.98 km) |
| The Villages to Highland (Indiana) | 926.09 mi (1,490.40 km) |
| The Villages to Highland (Utah) | 1,859.65 mi (2,992.82 km) |
| The Villages to Highland City (Florida) | 65.30 mi (105.09 km) |
| The Villages to Highland Park (Illinois) | 973.47 mi (1,566.65 km) |
| The Villages to Highland Park (New Jersey) | 908.22 mi (1,461.64 km) |
| The Villages to Highland Springs (Virginia) | 655.18 mi (1,054.41 km) |
| The Villages to Highland Village (Texas) | 937.35 mi (1,508.53 km) |
| The Villages to Highlands Ranch (Colorado) | 1,498.32 mi (2,411.31 km) |
| The Villages to Hillcrest (California) | 2,195.44 mi (3,533.22 km) |
