https://www.redweek.com/featured/spring-summer-rentals/North+America/United+States/South+Carolina/Hilton+Head+Island en Sat, 25 Jul 2026 23:18:11 -0700 3600 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Aug 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,344 ($478/night)

]]> https://www.redweek.com/posting/R1494394 Tue, 07 Jul 2026 08:26:04 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 2–9, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1453328 Sat, 28 Mar 2026 08:42:29 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 2–7, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $4,384 ($877/night)

]]> https://www.redweek.com/posting/R1352221 Tue, 21 Oct 2025 19:01:09 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Aug 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1491176 Wed, 01 Jul 2026 11:54:38 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Aug 7–14, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1425070 Thu, 29 Jan 2026 07:11:37 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 7–14, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,730 ($533/night)

]]> https://www.redweek.com/posting/R1470435 Fri, 08 May 2026 06:45:08 -0700 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• Aug 8–15, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $1,542 ($220/night)

]]> https://www.redweek.com/posting/R1457695 Fri, 17 Apr 2026 13:06:04 -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
• $2,527 ($361/night)

]]> https://www.redweek.com/posting/R1485864 Thu, 18 Jun 2026 16:13:32 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1411694 Tue, 06 Jan 2026 07:06:57 -0800 Verified & Protected

Port O'Call

Hilton Head Island, South Carolina

• Aug 8–15, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $1,769 ($253/night)

]]> https://www.redweek.com/posting/R1408933 Thu, 19 Feb 2026 11:12:59 -0800 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Aug 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,914 ($416/night)

]]> https://www.redweek.com/posting/R1411537 Sat, 03 Jan 2026 10:59:43 -0800 Verified & Protected

Sea Crest Surf and Racquet Club

Hilton Head Island, South Carolina

• Aug 8–15, 2026 (7 nights)
• 1 bed/1.5 bath, sleeps 6
• $855 ($122/night)

]]> https://www.redweek.com/posting/R1489678 Wed, 01 Jul 2026 09:03:14 -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
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1467170 Thu, 30 Apr 2026 11:40:14 -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
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1356256 Fri, 31 Oct 2025 10:14:42 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 9–14, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $3,290 ($658/night)

]]> https://www.redweek.com/posting/R1501340 Wed, 22 Jul 2026 06:22:04 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 9–14, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $3,404 ($681/night)

]]> https://www.redweek.com/posting/R1343884 Sat, 27 Sep 2025 06:35:48 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 9–14, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $3,512 ($702/night)

]]> https://www.redweek.com/posting/R1454386 Mon, 30 Mar 2026 17:43:23 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 9–14, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $3,295 ($659/night)

]]> https://www.redweek.com/posting/R1501350 Wed, 22 Jul 2026 06:26:33 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Aug 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1485207 Thu, 18 Jun 2026 08:28:28 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Aug 9–14, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $3,621 ($724/night)

]]> https://www.redweek.com/posting/R1333358 Mon, 08 Sep 2025 07:13:06 -0700 Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina

• Aug 9–15, 2026 (6 nights)
• 2 bed/2 bath, sleeps 6
• $2,804 ($467/night)

]]> https://www.redweek.com/posting/R1441096 Thu, 05 Mar 2026 10:13:21 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 9–14, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($386/night)

]]> https://www.redweek.com/posting/R1482179 Thu, 11 Jun 2026 11:28:09 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Aug 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1500750 Tue, 21 Jul 2026 07:31:37 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Aug 9–14, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $3,621 ($724/night)

]]> https://www.redweek.com/posting/R1489763 Sun, 28 Jun 2026 09:31:02 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 9–14, 2026 (5 nights)
• 3 bed/3 bath, sleeps 12
• $4,057 ($811/night)

]]> https://www.redweek.com/posting/R1352879 Thu, 23 Oct 2025 04:39:17 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Aug 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,512 ($216/night)

]]> https://www.redweek.com/posting/R1484348 Tue, 16 Jun 2026 08:46:56 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Aug 9–14, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $2,423 ($485/night)

]]> https://www.redweek.com/posting/R1317033 Fri, 01 Aug 2025 06:48:57 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 9–14, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $3,621 ($724/night)

]]> https://www.redweek.com/posting/R1462797 Sat, 18 Apr 2026 19:48:32 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Aug 9–14, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $3,185 ($637/night)

]]> https://www.redweek.com/posting/R1489765 Sun, 28 Jun 2026 09:33:46 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Aug 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $26,730 ($3,819/night)

]]> https://www.redweek.com/posting/R1500751 Tue, 21 Jul 2026 07:32:55 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Aug 10–15, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,859 ($572/night)

]]> https://www.redweek.com/posting/R1500321 Mon, 20 Jul 2026 08:23:13 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Aug 11–16, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $1,258 ($252/night)

]]> https://www.redweek.com/posting/R1483168 Wed, 17 Jun 2026 14:52:26 -0700 Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina

• Aug 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,204 ($172/night)

]]> https://www.redweek.com/posting/R1469982 Thu, 07 May 2026 09:24:51 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Aug 14–21, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1460037 Tue, 21 Apr 2026 09:55:52 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Aug 14–21, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1431520 Tue, 10 Feb 2026 18:22:14 -0800 Verified & Protected

Coral Sands Resort by Palmera

Hilton Head Island, South Carolina

• Aug 14–21, 2026 (7 nights)
• 3 bed/2 bath, sleeps 10
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1458500 Thu, 16 Apr 2026 13:15:57 -0700 Verified & Protected

Players Club of Hilton Head Island

Hilton Head Island, South Carolina

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $971 ($139/night)

]]> https://www.redweek.com/posting/R1498332 Wed, 15 Jul 2026 09:43:38 -0700 Verified & Protected

Sea Crest Surf and Racquet Club

Hilton Head Island, South Carolina

• Aug 15–22, 2026 (7 nights)
• 1 bed/1.5 bath, sleeps 6
• $855 ($122/night)

]]> https://www.redweek.com/posting/R1489679 Wed, 01 Jul 2026 09:00:54 -0700 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $855 ($122/night)

]]> https://www.redweek.com/posting/R1483429 Wed, 17 Jun 2026 13:33:43 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Aug 15–18, 2026 (3 nights)
• 2 bed/2 bath, sleeps 6
• $832 ($278/night)

]]> https://www.redweek.com/posting/R1497820 Tue, 14 Jul 2026 07:20:31 -0700

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 15–22, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1502919 Sat, 25 Jul 2026 11:53:44 -0700 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• Aug 15–22, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $1,311 ($187/night)

]]> https://www.redweek.com/posting/R1467814 Wed, 06 May 2026 17:46:28 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1473246 Tue, 19 May 2026 08:31:07 -0700 Verified & Protected

Sea Crest Surf and Racquet Club

Hilton Head Island, South Carolina

• Aug 15–22, 2026 (7 nights)
• 2 bed/2.5 bath, sleeps 8
• $1,132 ($162/night)

]]> https://www.redweek.com/posting/R1487994 Thu, 25 Jun 2026 10:49:50 -0700 Verified & Protected

Sea Crest Surf and Racquet Club

Hilton Head Island, South Carolina

• Aug 15–22, 2026 (7 nights)
• 1 bed/1.5 bath, sleeps 6
• $1,032 ($147/night)

]]> https://www.redweek.com/posting/R1487704 Thu, 25 Jun 2026 10:48:03 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,914 ($416/night)

]]> https://www.redweek.com/posting/R1411536 Sat, 03 Jan 2026 10:58:33 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Aug 16–22, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $3,164 ($527/night)

]]> https://www.redweek.com/posting/R1501687 Thu, 23 Jul 2026 08:30:49 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Aug 16–21, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,796 ($359/night)

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