| The Villages to Hillcrest Heights (Maryland) | 744.10 mi (1,197.51 km) |
| The Villages to Hilliard (Ohio) | 772.00 mi (1,242.41 km) |
| The Villages to Hillsboro (Oregon) | 2,493.29 mi (4,012.56 km) |
| The Villages to Hillsborough (California) | 2,389.07 mi (3,844.84 km) |
| The Villages to Hillsborough (New Jersey) | 902.71 mi (1,452.77 km) |
| The Villages to Hilo (Hawaii) | 4,578.57 mi (7,368.50 km) |
| The Villages to Hilton Head Island (South Carolina) | 238.71 mi (384.17 km) |
| The Villages to Hinesville (Georgia) | 203.08 mi (326.83 km) |
| The Villages to Hinsdale (Illinois) | 951.24 mi (1,530.88 km) |
| The Villages to Hobart (Indiana) | 920.46 mi (1,481.34 km) |
| The Villages to Hobbs (New Mexico) | 1,281.44 mi (2,062.28 km) |
| The Villages to Hobe Sound (Florida) | 169.36 mi (272.55 km) |
| The Villages to Hoboken (New Jersey) | 933.49 mi (1,502.31 km) |
| The Villages to Hockessin (Delaware) | 832.84 mi (1,340.33 km) |
| The Villages to Hoffman Estates (Illinois) | 972.37 mi (1,564.88 km) |
