Spring Summer Rentals
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 13–19, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,596 ($766/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,257 ($751/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($767/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 14–19, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,654 ($331/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 16–23, 2027 (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- Apr 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($580/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,696 ($242/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,659 ($237/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Apr 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 20–25, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($746/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 24 – May 1, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $5,442 ($777/night)
Verified & Protected
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 24 – May 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 25–30, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($222/night)
Verified & Protected
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- May 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,731 ($533/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 1–7, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,478 ($413/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($408/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 2–7, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($222/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 6–10, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($388/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($455/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,330 ($619/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- May 15–21, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($386/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,696 ($242/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 16–21, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($496/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 16–23, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,222 ($603/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- May 16–21, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($386/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,185 ($455/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 21–28, 2027 (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- May 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,489 ($641/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,711 ($673/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,696 ($242/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 22–29, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,756 ($679/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–28, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($577/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 23–29, 2027 (6 nights)
- 3 bed/3 bath, sleeps 12
- $3,949 ($658/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 25 – Jun 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,810 ($401/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 28 – Jun 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,565 ($652/night)
Verified & Protected
Royal Dunes Resort
Hilton Head Island, South Carolina- May 29 – Jun 5, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,095 ($299/night)