| The Villages to Horizon West (Florida) | 39.14 mi (62.99 km) |
| The Villages to Hormigueros (Puerto Rico) | 1,197.94 mi (1,927.90 km) |
| The Villages to Horn Lake (Mississippi) | 630.50 mi (1,014.69 km) |
| The Villages to Hot Springs (Arkansas) | 755.46 mi (1,215.80 km) |
| The Villages to Hot Springs Village (Arkansas) | 756.62 mi (1,217.67 km) |
| The Villages to Houma (Louisiana) | 527.50 mi (848.92 km) |
| The Villages to Houston (Texas) | 808.88 mi (1,301.77 km) |
| The Villages to Howard (Wisconsin) | 1,133.16 mi (1,823.64 km) |
| The Villages to Huber Heights (Ohio) | 766.55 mi (1,233.65 km) |
| The Villages to Hudson (Florida) | 56.73 mi (91.29 km) |
| The Villages to Hudson (Ohio) | 852.93 mi (1,372.65 km) |
| The Villages to Hudson (Wisconsin) | 1,255.69 mi (2,020.84 km) |
| The Villages to Hueytown (Alabama) | 431.27 mi (694.07 km) |
| The Villages to Hugo (Minnesota) | 1,273.47 mi (2,049.45 km) |
| The Villages to Humacao (Puerto Rico) | 1,262.92 mi (2,032.47 km) |
