Spring Summer Rentals
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,237 ($891/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($580/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,676 ($525/night)
Verified & Protected
Waterside by Spinnaker
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($284/night)
Verified & Protected
Sea Crest Surf and Racquet Club
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 1 bed/1.5 bath, sleeps 6
- $2,096 ($299/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,222 ($603/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
Verified & Protected
Royal Dunes Resort
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,968 ($424/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
Verified & Protected
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,730 ($533/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($299/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,019 ($860/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,967 ($424/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,058 ($580/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,520 ($503/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,031 ($576/night)
Verified & Protected
Bluewater Resort & Marina
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,314 ($331/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,723 ($545/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,204 ($441/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($362/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
Verified & Protected
Royal Dunes Resort
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,968 ($424/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,230 ($538/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,194 ($366/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,399 ($680/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,431 ($286/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,768 ($354/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,916 ($559/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,666 ($809/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($659/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,756 ($537/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,930 ($704/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,603 ($658/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,838 ($548/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,930 ($704/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($550/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($577/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 25–29, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($742/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,366 ($767/night)