Spring Summer Rentals
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,711 ($673/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($812/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($376/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,294 ($659/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,948 ($790/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($376/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,155 ($385/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 19–22, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $3,132 ($1,044/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 19–25, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($440/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 Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,181 ($454/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
- $2,750 ($393/night)
Verified & Protected
Cottages at Shipyard
Hilton Head Island, South Carolina- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,824 ($260/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
- $5,365 ($766/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
- $3,077 ($440/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
- $5,038 ($720/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
- $2,967 ($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
- $3,840 ($549/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
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 Heritage Club
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Verified & Protected
Ocean Palms Resort at Port Royal
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 24–27, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($480/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
- $2,750 ($688/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/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
- $4,385 ($626/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
- $2,205 ($315/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,780 ($540/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,222 ($460/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,169 ($453/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,185 ($455/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 27 – Jul 5, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($466/night)
Verified & Protected
Waterside by Spinnaker
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,478 ($354/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,385 ($626/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,930 ($704/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,531 ($362/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Verified & Protected
Royal Dunes Resort
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,968 ($424/night)
Verified & Protected
Cottages at Shipyard
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $1,440 ($206/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
Verified & Protected
Port O'Call
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($299/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,276 ($611/night)