https://www.redweek.com/featured/spring-summer-rentals/North+America/United+States/South+Carolina/Hilton+Head+Island en Sat, 12 Sep 2026 04:18:06 -0700 3600 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Mar 3–8, 2027 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,205 ($441/night)

]]> https://www.redweek.com/posting/R1511630 Thu, 13 Aug 2026 08:52:18 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Mar 5–12, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,641 ($377/night)

]]> https://www.redweek.com/posting/R1477384 Thu, 28 May 2026 12:14:19 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Mar 5–12, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,412 ($630/night)

]]> https://www.redweek.com/posting/R1484982 Wed, 17 Jun 2026 11:45:23 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Mar 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,205 ($315/night)

]]> https://www.redweek.com/posting/R1480467 Fri, 05 Jun 2026 09:47:36 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,039 ($434/night)

]]> https://www.redweek.com/posting/R1478601 Wed, 03 Jun 2026 12:56:54 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,186 ($455/night)

]]> https://www.redweek.com/posting/R1482972 Mon, 15 Jun 2026 12:26:13 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Mar 7–12, 2027 (5 nights)
• 2 bed/2 bath, sleeps 6
• $1,604 ($321/night)

]]> https://www.redweek.com/posting/R1487358 Tue, 23 Jun 2026 07:19:44 -0700 Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina

• Mar 12–19, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,184 ($455/night)

]]> https://www.redweek.com/posting/R1494265 Wed, 08 Jul 2026 12:13:40 -0700 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Mar 12–19, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,186 ($455/night)

]]> https://www.redweek.com/posting/R1467412 Fri, 01 May 2026 05:52:14 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Mar 12–19, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1511133 Wed, 12 Aug 2026 07:17:06 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Mar 12–19, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,076 ($439/night)

]]> https://www.redweek.com/posting/R1432912 Mon, 04 May 2026 12:15:47 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Mar 12–19, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1505798 Fri, 31 Jul 2026 12:40:06 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1513563 Wed, 19 Aug 2026 00:45:31 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,186 ($455/night)

]]> https://www.redweek.com/posting/R1482973 Fri, 12 Jun 2026 14:58:12 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1437968 Mon, 02 Mar 2026 06:34:21 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,350 ($478/night)

]]> https://www.redweek.com/posting/R1478620 Wed, 03 Jun 2026 12:59:18 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Mar 14–19, 2027 (5 nights)
• 2 bed/2 bath, sleeps 6
• $1,604 ($321/night)

]]> https://www.redweek.com/posting/R1487372 Tue, 23 Jun 2026 07:31:42 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 14–21, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1448692 Tue, 31 Mar 2026 07:04:46 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Mar 14–21, 2027 (7 nights)
• 3 bed/3 bath, sleeps 12
• $4,412 ($630/night)

]]> https://www.redweek.com/posting/R1455344 Thu, 02 Apr 2026 15:06:13 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 14–21, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1503690 Tue, 28 Jul 2026 07:51:09 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Mar 14–21, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,640 ($377/night)

]]> https://www.redweek.com/posting/R1431731 Tue, 17 Feb 2026 11:19:53 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Mar 15–19, 2027 (4 nights)
• 2 bed/2 bath, sleeps 8
• $1,878 ($470/night)

]]> https://www.redweek.com/posting/R1519968 Thu, 03 Sep 2026 09:02:49 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 18–23, 2027 (5 nights)
• 2 bed/2 bath, sleeps 8
• $3,022 ($604/night)

]]> https://www.redweek.com/posting/R1465655 Tue, 28 Apr 2026 07:03:37 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Mar 19–26, 2027 (7 nights)
• 3 bed/3 bath, sleeps 12
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1518715 Tue, 01 Sep 2026 08:57:10 -0700 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Mar 19–26, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1467950 Tue, 05 May 2026 10:54:40 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 19–26, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,948 ($564/night)

]]> https://www.redweek.com/posting/R1481083 Sun, 07 Jun 2026 07:27:34 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 19–26, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,404 ($486/night)

]]> https://www.redweek.com/posting/R1466705 Thu, 30 Apr 2026 13:45:01 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Mar 20–27, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1512581 Mon, 17 Aug 2026 10:26:47 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 20–27, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1494485 Tue, 07 Jul 2026 12:21:48 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 20–27, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,802 ($543/night)

]]> https://www.redweek.com/posting/R1479107 Wed, 03 Jun 2026 12:12:46 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 20–27, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,568 ($510/night)

]]> https://www.redweek.com/posting/R1475840 Mon, 25 May 2026 14:59:41 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

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

]]> https://www.redweek.com/posting/R1447229 Mon, 16 Mar 2026 14:09:36 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 20–27, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,930 ($704/night)

]]> https://www.redweek.com/posting/R1435587 Wed, 18 Feb 2026 16:20:17 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 20–27, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,167 ($595/night)

]]> https://www.redweek.com/posting/R1490298 Fri, 03 Jul 2026 07:51:15 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

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

]]> https://www.redweek.com/posting/R1486984 Wed, 24 Jun 2026 06:16:46 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Mar 21–28, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1447259 Mon, 16 Mar 2026 14:16:14 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 21–28, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,527 ($647/night)

]]> https://www.redweek.com/posting/R1489723 Wed, 01 Jul 2026 06:41:22 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Mar 21–28, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1467656 Tue, 05 May 2026 12:02:49 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 21–28, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1503703 Tue, 28 Jul 2026 07:43:59 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Mar 21–28, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,185 ($455/night)

]]> https://www.redweek.com/posting/R1435218 Thu, 19 Feb 2026 12:20:04 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 21–28, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,595 ($656/night)

]]> https://www.redweek.com/posting/R1467715 Mon, 04 May 2026 07:57:25 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 21–28, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,930 ($704/night)

]]> https://www.redweek.com/posting/R1447255 Mon, 16 Mar 2026 14:15:37 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Mar 22–28, 2027 (6 nights)
• 2 bed/2 bath, sleeps 6
• $1,987 ($331/night)

]]> https://www.redweek.com/posting/R1486940 Wed, 01 Jul 2026 06:28:04 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Mar 25–30, 2027 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,750 ($550/night)

]]> https://www.redweek.com/posting/R1479489 Tue, 02 Jun 2026 16:12:01 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 26 – Apr 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,069 ($581/night)

]]> https://www.redweek.com/posting/R1510296 Wed, 19 Aug 2026 10:52:28 -0700 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Mar 26 – Apr 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1470167 Thu, 07 May 2026 13:06:02 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 26 – Apr 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1506444 Tue, 04 Aug 2026 08:53:40 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Mar 26 – Apr 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1506446 Tue, 04 Aug 2026 08:52:02 -0700