Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Apr 10–18, 2027 (8 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,129 ($766/night)
Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 19–26, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($471/night)
Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 19–26, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($471/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Mar 28 – Apr 2, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,713 ($343/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Apr 18–23, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,713 ($343/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Apr 4–9, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,713 ($343/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Apr 25–30, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,713 ($343/night)

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • Apr 25–30, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,494 ($299/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Apr 18–23, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,713 ($343/night)
Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Apr 11–16, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,021 ($604/night)
Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Apr 25–30, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,738 ($548/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Apr 4–9, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,476 ($495/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 19–26, 2027 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $5,366 ($767/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 18–25, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($471/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 5–12, 2027 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $5,366 ($767/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 12–19, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,869 ($696/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Apr 10–17, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,475 ($782/night)
Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 25 – Jul 2, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $10,914 ($1,559/night)
Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Aug 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,058 ($580/night)
Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 2–9, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $10,914 ($1,559/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 13–18, 2026 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,967 ($593/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jul 5–10, 2026 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,185 ($637/night)
Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Oct 10–17, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,840 ($549/night)
Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Aug 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,058 ($580/night)
Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina
  • Aug 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,165 ($166/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Mar 7–12, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,494 ($299/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Feb 21–26, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,076 ($215/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Mar 14–19, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,076 ($215/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Feb 28 – Mar 5, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,076 ($215/night)

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • Mar 21–26, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $942 ($188/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Feb 28 – Mar 5, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,076 ($215/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Feb 21–26, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,076 ($215/night)

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • Mar 7–12, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $942 ($188/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Mar 28 – Apr 2, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,713 ($343/night)

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • Mar 14–19, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $942 ($188/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Mar 14–19, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,494 ($299/night)

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • Feb 28 – Mar 5, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $942 ($188/night)

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • Feb 21–26, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,076 ($215/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Mar 7–12, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,076 ($215/night)

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • Feb 21–26, 2027 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,076 ($215/night)
Verified & Protected

Swallowtail at Sea Pines Resort

Hilton Head Island, South Carolina
  • Jul 10–17, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,932 ($276/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
  • $2,641 ($377/night)
Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Mar 27 – Apr 3, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,534 ($648/night)
Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 30 – Sep 6, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,020 ($860/night)
Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Dec 25, 2026 – Jan 1, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,886 ($412/night)
Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Dec 27, 2026 – Jan 3, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,886 ($412/night)
Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 8–15, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,031 ($576/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Mar 20–27, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,603 ($658/night)