Spring Summer Rentals
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 29 – Sep 3, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,723 ($545/night)
Verified & Protected
Southwind II
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,096 ($299/night)
Verified & Protected
Port O'Call
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,042 ($292/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,512 ($502/night)
Verified & Protected
Waterside by Spinnaker
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $3,077 ($440/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,493 ($642/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,548 ($650/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,185 ($455/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
Verified & Protected
The Village at Palmetto Dunes
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 7
- $1,878 ($268/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,649 ($521/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,726 ($532/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,749 ($393/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,543 ($649/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,256 ($751/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 30 – Sep 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 30 – Sep 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,178 ($436/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 30 – Sep 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($332/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 30 – Sep 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,756 ($537/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 30 – Sep 6, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,603 ($658/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- Aug 30 – Sep 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,439 ($288/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 30 – Sep 4, 2026 (5 nights)
- 3 bed/3 bath, sleeps 12
- $2,532 ($506/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 30 – Sep 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,178 ($436/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 30 – Sep 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,532 ($506/night)
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 30 – Sep 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,749 ($550/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 30 – Sep 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,694 ($539/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Aug 30 – Sep 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($277/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Mar 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Mar 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,076 ($439/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($299/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Mar 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Mar 14–21, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,984 ($712/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Mar 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,749 ($393/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Mar 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Mar 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($510/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Mar 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Mar 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Mar 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Mar 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)