Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,513 ($502/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,532 ($362/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,532 ($362/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,730 ($533/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,077 ($440/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,641 ($377/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,968 ($424/night)
Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,505 ($358/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,497 ($357/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,489 ($356/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,949 ($564/night)
Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • May 17–22, 2026 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,439 ($288/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,004 ($572/night)
Verified & Protected

Island Links Resort

Hilton Head Island, South Carolina
  • May 17–24, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 10
  • $2,091 ($299/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 17–22, 2026 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,769 ($354/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,077 ($440/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 17–22, 2026 (5 nights)
  • 3 bed/3 bath, sleeps 12
  • $2,527 ($505/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,949 ($564/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,494 ($642/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 17–22, 2026 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,965 ($393/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 18–22, 2026 (4 nights)
  • 3 bed/3 bath, sleeps 12
  • $1,987 ($497/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • May 21–27, 2026 (6 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,186 ($531/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,257 ($751/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,660 ($237/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,366 ($767/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,458 ($494/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,385 ($626/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,894 ($556/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,802 ($543/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,077 ($440/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,731 ($533/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 22–29, 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
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,949 ($564/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 22–28, 2026 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($549/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 22–29, 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
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,186 ($455/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • May 22–27, 2026 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,550 ($310/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,622 ($517/night)

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,532 ($362/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,922 ($560/night)
Verified & Protected

Sea Crest Surf and Racquet Club

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 1 bed/1.5 bath, sleeps 6
  • $1,110 ($159/night)
Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,769 ($253/night)
Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,159 ($451/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,930 ($704/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,602 ($657/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,859 ($408/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,602 ($657/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($471/night)