https://www.redweek.com/featured/flexible-rentals/North+America/United+States/South+Carolina/Hilton+Head+Island en Mon, 06 Apr 2026 16:39:58 -0700 3600

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Sep 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,167 ($595/night)

]]> https://www.redweek.com/posting/R1457442 Mon, 06 Apr 2026 14:52:07 -0700

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Sep 26 – Oct 3, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,167 ($595/night)

]]> https://www.redweek.com/posting/R1457448 Mon, 06 Apr 2026 14:52:07 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jul 31 – Aug 7, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,839 ($548/night)

]]> https://www.redweek.com/posting/R1428232 Fri, 03 Apr 2026 06:15:40 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Jul 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1442929 Thu, 02 Apr 2026 14:34:36 -0700 Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina

• Jul 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1443836 Tue, 31 Mar 2026 14:02:51 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Sep 26 – Oct 3, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,382 ($483/night)

]]> https://www.redweek.com/posting/R1448168 Tue, 31 Mar 2026 12:10:40 -0700 Verified & Protected

The Carolina Club

Hilton Head Island, South Carolina

• Nov 22–29, 2026 (7 nights)
• 3 bed/3.5 bath, sleeps 8
• $2,096 ($299/night)

]]> https://www.redweek.com/posting/R1439457 Tue, 24 Mar 2026 13:29:52 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jul 10–17, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $5,039 ($720/night)

]]> https://www.redweek.com/posting/R1449580 Tue, 24 Mar 2026 09:32:53 -0700 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Aug 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1445112 Mon, 23 Mar 2026 14:24:28 -0700 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Aug 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1445415 Tue, 17 Mar 2026 07:48:46 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Jul 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,599 ($657/night)

]]> https://www.redweek.com/posting/R1444602 Fri, 13 Mar 2026 14:31:37 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Nov 27 – Dec 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,968 ($424/night)

]]> https://www.redweek.com/posting/R1433962 Thu, 26 Feb 2026 17:31:27 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 22–29, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $5,748 ($821/night)

]]> https://www.redweek.com/posting/R1431021 Mon, 23 Feb 2026 08:12:14 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Aug 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,167 ($595/night)

]]> https://www.redweek.com/posting/R1434810 Fri, 20 Feb 2026 06:44:41 -0800 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Aug 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1434735 Tue, 17 Feb 2026 14:53:44 -0800 Verified & Protected

Royal Dunes Resort

Hilton Head Island, South Carolina

• Jul 4–11, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $2,096 ($299/night)

]]> https://www.redweek.com/posting/R1425171 Mon, 16 Feb 2026 12:45:03 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jul 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,970 ($567/night)

]]> https://www.redweek.com/posting/R1431974 Fri, 13 Feb 2026 07:35:26 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Sep 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,622 ($517/night)

]]> https://www.redweek.com/posting/R1430451 Tue, 10 Feb 2026 05:23:10 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Oct 10–16, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $3,622 ($604/night)

]]> https://www.redweek.com/posting/R1427315 Wed, 04 Feb 2026 05:59:36 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Oct 25 – Nov 1, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1415522 Fri, 16 Jan 2026 09:52:13 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Aug 29 – Sep 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,726 ($532/night)

]]> https://www.redweek.com/posting/R1415559 Fri, 16 Jan 2026 09:43:00 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Jul 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,748 ($821/night)

]]> https://www.redweek.com/posting/R1411432 Tue, 13 Jan 2026 20:05:35 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 16–21, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,886 ($577/night)

]]> https://www.redweek.com/posting/R1413064 Mon, 12 Jan 2026 06:43:39 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Sep 13–20, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1397824 Thu, 11 Dec 2025 08:02:13 -0800 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Sep 6–11, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $1,220 ($244/night)

]]> https://www.redweek.com/posting/R1395026 Tue, 09 Dec 2025 09:53:50 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jul 31 – Aug 3, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $2,641 ($880/night)

]]> https://www.redweek.com/posting/R1397483 Tue, 09 Dec 2025 08:15:47 -0800 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Nov 24–29, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $1,660 ($332/night)

]]> https://www.redweek.com/posting/R1395022 Tue, 09 Dec 2025 07:19:14 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jul 18–25, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $4,712 ($673/night)

]]> https://www.redweek.com/posting/R1358596 Thu, 06 Nov 2025 09:38:19 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Jul 31 – Aug 7, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,257 ($751/night)

]]> https://www.redweek.com/posting/R1356266 Fri, 31 Oct 2025 10:35:22 -0700 Verified & Protected 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
• $4,658 ($665/night)

]]> https://www.redweek.com/posting/R1356213 Fri, 31 Oct 2025 08:39:30 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Aug 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1356101 Thu, 30 Oct 2025 19:29:40 -0700 Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina

• Jul 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1354842 Tue, 28 Oct 2025 10:19:07 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Sep 6–11, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,750 ($550/night)

]]> https://www.redweek.com/posting/R1328847 Wed, 27 Aug 2025 11:30:40 -0700