Most expensive homes for sale in Hilton Head Island
Written by:
September 8, 2025
Konstantin L // Shutterstock
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.
You may also like:
Highest-paying science jobs for people in Hilton Head Island
#30. 170 Dillon Rd, Hilton Head Island
- Price: $4,900,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 2,216
- Price per square foot: $2,211
- Days on market: 20 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 2,216
- Price per square foot: $2,211
- Days on market: 20 days
- View listing on realtor.com
#29. 34 W Beach Lagoon Dr, Hilton Head Island
- Price: $4,950,000
- 4 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 2,872
- Price per square foot: $1,723
- Lot size: 1.6 acres
- Days on market: 178 days (-$445,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 2,872
- Price per square foot: $1,723
- Lot size: 1.6 acres
- Days on market: 178 days (-$445,000 price reduction since listing)
- View listing on realtor.com
#28. 34 W Beach Lagoon Rd, Hilton Head Island
- Price: $4,950,000
- 4 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 2,872
- Price per square foot: $1,723
- Days on market: 177 days (-$445,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 2,872
- Price per square foot: $1,723
- Days on market: 177 days (-$445,000 price reduction since listing)
- View listing on realtor.com
#27. 29 Baynard Park Rd, Hilton Head Island
- Price: $4,995,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 3,742
- Price per square foot: $1,334
- Days on market: 163 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 3,742
- Price per square foot: $1,334
- Days on market: 163 days
- View listing on realtor.com
#26. 9 Armada St, Hilton Head Island
- Price: $5,250,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 6,741
- Price per square foot: $778
- Days on market: 179 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 6,741
- Price per square foot: $778
- Days on market: 179 days
- View listing on realtor.com
You may also like:
Highest-rated cheap eats in Hilton Head Island by diners
#25. 47 River Club Dr, Hilton Head Island
- Price: $5,250,000
- 4 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: 6,330
- Price per square foot: $829
- Days on market: 89 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: 6,330
- Price per square foot: $829
- Days on market: 89 days
- View listing on realtor.com
#24. 25 N Calibogue Cay Rd, Hilton Head Island
- Price: $5,300,000
- 6 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 4,146
- Price per square foot: $1,278
- Days on market: 190 days (-$200,000 price reduction since listing)
- View listing on realtor.com
- 6 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 4,146
- Price per square foot: $1,278
- Days on market: 190 days (-$200,000 price reduction since listing)
- View listing on realtor.com
#23. 11 Marsh Dr, Hilton Head Island
- Price: $5,500,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,071
- Price per square foot: $1,084
- Days on market: 37 days (-$250,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,071
- Price per square foot: $1,084
- Days on market: 37 days (-$250,000 price reduction since listing)
- View listing on realtor.com
#22. 134 Dune Ln, Hilton Head Island
- Price: $5,500,000
- 7 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 4,395
- Price per square foot: $1,251
- Lot size: 0.2 acres
- Days on market: 2 days
- View listing on realtor.com
- 7 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 4,395
- Price per square foot: $1,251
- Lot size: 0.2 acres
- Days on market: 2 days
- View listing on realtor.com
#21. 12 Cassina Ln, Hilton Head Island
- Price: $5,595,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 3,913
- Price per square foot: $1,429
- Days on market: 227 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 3,913
- Price per square foot: $1,429
- Days on market: 227 days
- View listing on realtor.com
You may also like:
Where people in Hilton Head Island are looking to buy homes
#20. 10 Brams Point Rd, Hilton Head Island
- Price: $5,725,000
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,941
- Price per square foot: $963
- Days on market: 87 days (-$125,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,941
- Price per square foot: $963
- Days on market: 87 days (-$125,000 price reduction since listing)
- View listing on realtor.com
#19. 8 Sea Front Ln, Hilton Head Island
- Price: $5,750,000
- 10 bedrooms, 10 full bathrooms, 2 half bathrooms
- Square feet: 6,771
- Price per square foot: $849
- Days on market: 160 days
- View listing on realtor.com
- 10 bedrooms, 10 full bathrooms, 2 half bathrooms
- Square feet: 6,771
- Price per square foot: $849
- Days on market: 160 days
- View listing on realtor.com
#18. 11 N Calibogue Cay Rd, Hilton Head Island
- Price: $5,750,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 6,473
- Price per square foot: $888
- Days on market: 576 days (-$200,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 6,473
- Price per square foot: $888
- Days on market: 576 days (-$200,000 price reduction since listing)
- View listing on realtor.com
#17. 70 Brams Point Rd, Hilton Head Island
- Price: $6,500,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 8,010
- Price per square foot: $811
- Lot size: 0.7 acres
- Days on market: 109 days (-$500,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 8,010
- Price per square foot: $811
- Lot size: 0.7 acres
- Days on market: 109 days (-$500,000 price reduction since listing)
- View listing on realtor.com
#16. 30 E Beach Lagoon Rd, Hilton Head Island
- Price: $6,500,000
- 5 bedrooms, 5 full bathrooms
- Square feet: 4,449
- Price per square foot: $1,461
- Days on market: 41 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms
- Square feet: 4,449
- Price per square foot: $1,461
- Days on market: 41 days
- View listing on realtor.com
You may also like:
Highest-paying jobs in Hilton Head Island for high school graduates
#15. 73 Brams Point Rd, Hilton Head Island
- Price: $6,750,000
- 4 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: 7,183
- Price per square foot: $939
- Days on market: 179 days (-$175,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: 7,183
- Price per square foot: $939
- Days on market: 179 days (-$175,000 price reduction since listing)
- View listing on realtor.com
#14. 18 Armada St, Hilton Head Island
- Price: $7,149,995
- 6 bedrooms, 7 full bathrooms
- Square feet: 6,398
- Price per square foot: $1,117
- Days on market: 382 days (-$149,005 price reduction since listing)
- View listing on realtor.com
- 6 bedrooms, 7 full bathrooms
- Square feet: 6,398
- Price per square foot: $1,117
- Days on market: 382 days (-$149,005 price reduction since listing)
- View listing on realtor.com
#13. 16 Oyster Shell Ln, Hilton Head Island
- Price: $7,449,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 9,287
- Price per square foot: $802
- Days on market: 129 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 9,287
- Price per square foot: $802
- Days on market: 129 days
- View listing on realtor.com
#12. 9 Bayberry Ln, Hilton Head Island
- Price: $7,499,000
- 5 bedrooms, 5 full bathrooms
- Square feet: 3,641
- Price per square foot: $2,059
- Days on market: 179 days (-$100,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms
- Square feet: 3,641
- Price per square foot: $2,059
- Days on market: 179 days (-$100,000 price reduction since listing)
- View listing on realtor.com
#11. 11 Armada St, Hilton Head Island
- Price: $7,500,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,736
- Price per square foot: $1,307
- Days on market: 96 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,736
- Price per square foot: $1,307
- Days on market: 96 days
- View listing on realtor.com
You may also like:
Highest-rated restaurants for tacos in the Hilton Head Island area by diners
#10. 6 Overlook Pl, Hilton Head Island
- Price: $7,900,000
- 6 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 8,661
- Price per square foot: $912
- Days on market: 89 days (-$300,000 price reduction since listing)
- View listing on realtor.com
- 6 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 8,661
- Price per square foot: $912
- Days on market: 89 days (-$300,000 price reduction since listing)
- View listing on realtor.com
#9. 15 Dune Ln, Hilton Head Island
- Price: $7,900,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 4,677
- Price per square foot: $1,689
- Days on market: 172 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 4,677
- Price per square foot: $1,689
- Days on market: 172 days
- View listing on realtor.com
#8. 16 Juniper Ln, Hilton Head Island
- Price: $8,400,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 4,097
- Price per square foot: $2,050
- Days on market: 19 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 4,097
- Price per square foot: $2,050
- Days on market: 19 days
- View listing on realtor.com
#7. 3 Stella Del Mare Mnr, Hilton Head Island
- Price: $8,500,000
- 4 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 5,831
- Price per square foot: $1,457
- Lot size: 0.5 acres
- Days on market: 74 days
- View listing on realtor.com
- 4 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 5,831
- Price per square foot: $1,457
- Lot size: 0.5 acres
- Days on market: 74 days
- View listing on realtor.com
#6. 28 Green Heron Rd, Hilton Head Island
- Price: $9,975,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 3,962
- Price per square foot: $2,517
- Lot size: 0.5 acres
- Days on market: 53 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 3,962
- Price per square foot: $2,517
- Lot size: 0.5 acres
- Days on market: 53 days
- View listing on realtor.com
#5. 90 Tidewater Mnr, Hilton Head Island
- Price: $10,750,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 8,025
- Price per square foot: $1,339
- Days on market: 156 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 8,025
- Price per square foot: $1,339
- Days on market: 156 days
- View listing on realtor.com
#4. 15 Grey Widgeon Rd, Hilton Head Island
- Price: $11,495,000
- 7 bedrooms, 8 full bathrooms, 1 half bathroom
- Square feet: 6,200
- Price per square foot: $1,854
- Days on market: 42 days
- View listing on realtor.com
- 7 bedrooms, 8 full bathrooms, 1 half bathroom
- Square feet: 6,200
- Price per square foot: $1,854
- Days on market: 42 days
- View listing on realtor.com
#3. 9 Brown Pelican Rd, Hilton Head Island
- Price: $15,000,000
- 6 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 7,000
- Price per square foot: $2,142
- Days on market: 190 days
- View listing on realtor.com
- 6 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 7,000
- Price per square foot: $2,142
- Days on market: 190 days
- View listing on realtor.com
#2. 7 S Beach Lagoon Rd, Hilton Head Island
- Price: $15,200,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,562
- Price per square foot: $2,316
- Days on market: 138 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,562
- Price per square foot: $2,316
- Days on market: 138 days
- View listing on realtor.com
#1. 80 Bridgetown Ln, Hilton Head Island
- Price: $18,000,000
- 8 bedrooms, 11 full bathrooms, 4 half bathrooms
- Square feet: 18,083
- Price per square foot: $995
- Days on market: 129 days
- View listing on realtor.com
- 8 bedrooms, 11 full bathrooms, 4 half bathrooms
- Square feet: 18,083
- Price per square foot: $995
- Days on market: 129 days
- View listing on realtor.com
You may also like:
People from these metros are looking to buy homes in Hilton Head Island
