Marriott's SurfWatch
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
Nov 14–21, 2026 (7 nights)
3 bed/3 bath, sleeps 12

$2,240 48% off

$1,165 ($150/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Mar 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$4,287 22% off

$3,344 ($435/night)

Marriott's Barony Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
Mar 27 – Apr 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$4,286 38% off

$2,657 ($345/night)

Marriott's Barony Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
Mar 28 – Apr 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$3,090 13% off

$2,688 ($349/night)

Marriott's Barony Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
Mar 28 – Apr 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$3,090 13% off

$2,688 ($349/night)

Marriott's Barony Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
Mar 28 – Apr 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$3,278 18% off

$2,688 ($349/night)

Bluewater Resort & Marina
Verified & Protected

Bluewater Resort & Marina

Hilton Head Island, South Carolina
Nov 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$2,314 53% off

$1,088 ($140/night)

Marriott's SurfWatch
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
Mar 27 – Apr 3, 2027 (7 nights)
3 bed/3 bath, sleeps 12

$5,362 17% off

$4,450 ($580/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Dec 22–27, 2026 (5 nights)
2 bed/2 bath, sleeps 8

$9,821 72% off

$2,750 ($500/night)

Marriott's SurfWatch
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
Dec 22–28, 2026 (6 nights)
2 bed/2 bath, sleeps 8

$2,492 15% off

$2,118 ($320/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$3,318 13% off

$2,886 ($375/night)

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
Nov 15–20, 2026 (5 nights)
2 bed/2 bath, sleeps 6

$828 33% off

$555 ($100/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$2,871 17% off

$2,383 ($309/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$2,880 17% off

$2,390 ($310/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$1,802 14% off

$1,550 ($200/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Jul 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$34,078 86% off

$4,771 ($622/night)

Marriott's Monarch at Sea Pines
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
Jul 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 6

$3,800 10% off

$3,420 ($445/night)

Marriott's Barony Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
Jul 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$4,808 13% off

$4,183 ($545/night)

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
Jul 21–25, 2027 (4 nights)
2 bed/2 bath, sleeps 6

$1,714 16% off

$1,440 ($325/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Mar 6–13, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$3,254 16% off

$2,734 ($355/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Dec 13–18, 2026 (5 nights)
2 bed/2 bath, sleeps 8

$1,054 21% off

$832 ($150/night)

Marriott's SurfWatch
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
Mar 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$4,627 17% off

$3,840 ($500/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Jun 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$5,352 14% off

$4,603 ($600/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 8

$1,110 25% off

$832 ($150/night)

Marriott's Barony Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
Apr 10–17, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$7,722 31% off

$5,328 ($695/night)

Marriott's SurfWatch
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
Dec 6–11, 2026 (5 nights)
2 bed/2 bath, sleeps 8

$1,110 25% off

$832 ($150/night)

Marriott's SurfWatch
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
Mar 27 – Apr 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$4,327 28% off

$3,115 ($405/night)

Marriott's SurfWatch
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
Mar 14–21, 2027 (7 nights)
3 bed/3 bath, sleeps 12

$4,966 15% off

$4,222 ($550/night)

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
Nov 28 – Dec 5, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$2,337 34% off

$1,542 ($199/night)

The Village at Palmetto Dunes
Verified & Protected

The Village at Palmetto Dunes

Hilton Head Island, South Carolina
Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$1,782 13% off

$1,550 ($200/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
May 28 – Jun 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$4,563 10% off

$4,107 ($535/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Aug 28 – Sep 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$4,414 13% off

$3,840 ($500/night)

Marriott's SurfWatch
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
Apr 11–18, 2027 (7 nights)
3 bed/3 bath, sleeps 12

$6,322 29% off

$4,489 ($585/night)

Marriott's SurfWatch
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
Aug 28 – Sep 4, 2027 (7 nights)
3 bed/3 bath, sleeps 12

$4,589 13% off

$3,993 ($520/night)

Marriott's SurfWatch
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
Sep 4–11, 2027 (7 nights)
3 bed/3 bath, sleeps 12

$4,627 17% off

$3,840 ($500/night)

Marriott's Barony Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
May 29 – Jun 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$5,783 27% off

$4,222 ($550/night)

Marriott's Monarch at Sea Pines
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$2,648 56% off

$1,165 ($150/night)

Marriott's Barony Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
Nov 27 – Dec 4, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$2,957 22% off

$2,306 ($299/night)

Marriott's SurfWatch
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
Mar 28 – Apr 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$3,629 11% off

$3,230 ($420/night)

Marriott's Harbour Club at Harbour Town
Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
Feb 11–15, 2027 (4 nights)
2 bed/2 bath, sleeps 8

$1,561 36% off

$999 ($225/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$3,280 12% off

$2,886 ($375/night)

Marriott's Grande Ocean
Voted Top Pick 2026 Verified & Protected

Marriott's Grande Ocean

Hilton Head Island, South Carolina
Dec 22–27, 2026 (5 nights)
2 bed/2 bath, sleeps 8

$9,527 78% off

$2,096 ($380/night)

Marriott's Barony Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
Apr 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$5,233 10% off

$4,710 ($614/night)

Marriott's Barony Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
Apr 11–18, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$2,691 14% off

$2,314 ($300/night)

Ocean Oak Resort by Hilton Grand Vacations
Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
May 29 – Jun 5, 2027 (7 nights)
2 bed/2 bath, sleeps 6

$4,580 13% off

$3,985 ($519/night)

Ocean Oak Resort by Hilton Grand Vacations
Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
May 29 – Jun 5, 2027 (7 nights)
2 bed/2 bath, sleeps 6

$4,580 13% off

$3,985 ($519/night)

Marriott's SurfWatch
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
May 22–29, 2027 (7 nights)
3 bed/3 bath, sleeps 12

$7,251 16% off

$6,091 ($795/night)

Marriott's Barony Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
Jun 27 – Jul 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$3,449 13% off

$3,001 ($390/night)