Most expensive homes for sale in Hilton Head Island

Written by:
March 26, 2024
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Most expensive homes for sale in Hilton Head Island

Stacker compiled a list of the most expensive homes in Hilton Head Island listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.

#30. 138 South Shore Dr Unit 138, Hilton Head Island

- Price: $4,199,000
- 4 bedrooms, 5 full bathrooms
- Square feet: 4,232
- Price per square foot: $992
- Days on market: 31 days
- View listing on realtor.com

#29. 10 Singleton Shores Mnr, Hilton Head Island

- Price: $4,350,000
- 7 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 5,009
- Price per square foot: $868
- Lot size: 0.3 acres
- Days on market: 218 days
- View listing on realtor.com

#28. 22 Bradley Cir, Hilton Head Island

- Price: $4,450,000
- 10 bedrooms, 10 full bathrooms, 2 half bathrooms
- Square feet: 7,224
- Price per square foot: $616
- Lot size: 0.1 acres
- Days on market: 194 days
- View listing on realtor.com

#27. 3 Driftwood Ln, Hilton Head Island

- Price: $4,500,000
- 5 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: 4,100
- Price per square foot: $1,097
- Lot size: 0.2 acres
- Days on market: 66 days
- View listing on realtor.com

#26. 5 Dinghy, Hilton Head Island

- Price: $4,695,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,156
- Price per square foot: $1,129
- Lot size: 0.4 acres
- Days on market: 53 days
- View listing on realtor.com

#25. 30 Ruddy Turnstone Rd, Hilton Head Island

- Price: $4,699,000
- 5 bedrooms, 6 full bathrooms
- Square feet: 3,880
- Price per square foot: $1,211
- Lot size: 0.2 acres
- Days on market: 359 days (-$291,000 price reduction since listing)
- View listing on realtor.com

#24. 3 Armada St, Hilton Head Island

- Price: $4,750,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,418
- Price per square foot: $876
- Lot size: 0.3 acres
- Days on market: 124 days
- View listing on realtor.com

#23. 5 Singleton Beach Pl, Hilton Head Island

- Price: $4,750,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 4,918
- Price per square foot: $965
- Lot size: 0.2 acres
- Days on market: 110 days
- View listing on realtor.com

#22. 15 Ruddy Turnstone Rd, Hilton Head Island

- Price: $4,750,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,505
- Price per square foot: $1,054
- Lot size: 0.3 acres
- Days on market: 559 days
- View listing on realtor.com

#21. 24 Widewater Rd, Hilton Head Island

- Price: $4,895,000
- 4 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: 7,492
- Price per square foot: $653
- Lot size: 1.7 acres
- Days on market: 214 days (-$104,000 price reduction since listing)
- View listing on realtor.com

#20. 24 Bradley Cir, Hilton Head Island

- Price: $4,995,000
- 10 bedrooms, 10 full bathrooms, 2 half bathrooms
- Square feet: 7,266
- Price per square foot: $687
- Lot size: 0.1 acres
- Days on market: 382 days
- View listing on realtor.com

#19. 3 Ketch, Hilton Head Island

- Price: $4,995,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,086
- Price per square foot: $820
- Lot size: 0.3 acres
- Days on market: 145 days (-$205,000 price reduction since listing)
- View listing on realtor.com

#18. 40 Planters Row, Hilton Head Island

- Price: $5,100,000
- 6 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 4,054
- Price per square foot: $1,258
- Lot size: 0.7 acres
- Days on market: 40 days
- View listing on realtor.com

#17. 31 N Calibogue Cay Rd, Hilton Head Island

- Price: $5,200,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 5,206
- Price per square foot: $998
- Lot size: 0.5 acres
- Days on market: 115 days
- View listing on realtor.com

#16. 7 Guscio Way, Hilton Head Island

- Price: $5,350,000
- 8 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 4,510
- Price per square foot: $1,186
- Lot size: 0.2 acres
- Days on market: 248 days (-$347,000 price reduction since listing)
- View listing on realtor.com

#15. 2 E Beach Lagoon Dr, Hilton Head Island

- Price: $5,499,000
- 6 bedrooms, 6 full bathrooms
- Square feet: 4,600
- Price per square foot: $1,195
- Lot size: 0.6 acres
- Days on market: 63 days
- View listing on realtor.com

#14. 29 Baynard Park Rd, Hilton Head Island

- Price: $5,995,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,042
- Price per square foot: $992
- Lot size: 0.9 acres
- Days on market: 54 days
- View listing on realtor.com

#13. 12 Cassina Ln, Hilton Head Island

- Price: $5,995,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 3,913
- Price per square foot: $1,532
- Lot size: 0.2 acres
- Days on market: 164 days (-$105,000 price reduction since listing)
- View listing on realtor.com

#12. 57 Baynard Park Rd, Hilton Head Island

- Price: $6,000,000
- 4 bedrooms, 4 full bathrooms
- Square feet: 4,515
- Price per square foot: $1,328
- Lot size: 0.8 acres
- Days on market: 151 days
- View listing on realtor.com

#11. 14 Armada St, Hilton Head Island

- Price: $6,500,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 5,099
- Price per square foot: $1,274
- Lot size: 0.4 acres
- Days on market: 289 days (-$350,000 price reduction since listing)
- View listing on realtor.com

#10. 11 N Calibogue Cay Rd, Hilton Head Island

- Price: $6,750,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 6,473
- Price per square foot: $1,042
- Lot size: 0.5 acres
- Days on market: 44 days
- View listing on realtor.com

#9. 9 Galleon, Hilton Head Island

- Price: $6,895,000
- 6 bedrooms, 6 full bathrooms
- Square feet: 4,048
- Price per square foot: $1,703
- Lot size: 0.3 acres
- Days on market: 383 days (-$230,000 price reduction since listing)
- View listing on realtor.com

#8. 18 Armada St, Hilton Head Island

- Price: $7,995,000
- 6 bedrooms, 7 full bathrooms
- Square feet: 6,398
- Price per square foot: $1,249
- Lot size: 0.4 acres
- Days on market: 202 days (-$254,995 price reduction since listing)
- View listing on realtor.com

#7. 70 Brams Point Rd, Hilton Head Island

- Price: $8,000,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 8,000
- Price per square foot: $1,000
- Lot size: 0.7 acres
- Days on market: 156 days
- View listing on realtor.com

#6. 69 N Calibogue Cay Rd, Hilton Head Island

- Price: $8,499,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 6,243
- Price per square foot: $1,361
- Lot size: 1.2 acres
- Days on market: 149 days
- View listing on realtor.com

#5. 40 Canvasback Rd, Hilton Head Island

- Price: $9,399,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 4,050
- Price per square foot: $2,320
- Lot size: 0.4 acres
- Days on market: 157 days (-$596,000 price reduction since listing)
- View listing on realtor.com

#4. 9 Black Duck Rd, Hilton Head Island

- Price: $9,995,000
- 7 bedrooms, 7 full bathrooms
- Square feet: 5,772
- Price per square foot: $1,731
- Lot size: 0.4 acres
- Days on market: 31 days
- View listing on realtor.com

#3. 50 Marsh Island Rd, Hilton Head Island

- Price: $11,500,000
- 7 bedrooms, 7 full bathrooms, 3 half bathrooms
- Square feet: 10,020
- Price per square foot: $1,147
- Lot size: 8.0 acres
- Days on market: 171 days (-$1,000,000 price reduction since listing)
- View listing on realtor.com

#2. 15 Bald Eagle Rd, Hilton Head Island

- Price: $16,500,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 6,500
- Price per square foot: $2,538
- Lot size: 0.6 acres
- Days on market: 180 days
- View listing on realtor.com

#1. 22 Snowy Egret Rd, Hilton Head Island

- Price: $17,995,000
- 7 bedrooms, 8 full bathrooms, 2 half bathrooms
- Square feet: 7,099
- Price per square foot: $2,534
- Lot size: 0.6 acres
- Days on market: 26 days
- View listing on realtor.com

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