https://www.redweek.com/featured/spring-summer-rentals/North+America/United+States/South+Carolina/Hilton+Head+Island en Tue, 26 May 2026 04:04:16 -0700 3600 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,640 ($377/night)

]]> https://www.redweek.com/posting/R1447986 Tue, 17 Mar 2026 18:07:25 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Jun 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1473374 Mon, 18 May 2026 12:34:23 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,877 ($268/night)

]]> https://www.redweek.com/posting/R1456397 Mon, 27 Apr 2026 08:10:54 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jun 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,930 ($704/night)

]]> https://www.redweek.com/posting/R1424006 Mon, 26 Jan 2026 08:57:47 -0800 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Jun 6–10, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $1,110 ($278/night)

]]> https://www.redweek.com/posting/R1443446 Wed, 18 Mar 2026 07:50:38 -0700 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Jun 6–12, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($222/night)

]]> https://www.redweek.com/posting/R1458048 Wed, 08 Apr 2026 14:16:44 -0700 Verified & Protected

Port O'Call

Hilton Head Island, South Carolina

• Jun 6–13, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $1,977 ($282/night)

]]> https://www.redweek.com/posting/R1425645 Fri, 20 Feb 2026 09:20:12 -0800 Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina

• Jun 7–14, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,986 ($284/night)

]]> https://www.redweek.com/posting/R1424530 Tue, 27 Jan 2026 15:18:29 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,352 ($622/night)

]]> https://www.redweek.com/posting/R1422731 Sun, 25 Jan 2026 13:44:52 -0800 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Jun 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1403207 Wed, 10 Dec 2025 16:59:10 -0800 Verified & Protected

The Village at Palmetto Dunes

Hilton Head Island, South Carolina

• Jun 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1468919 Thu, 07 May 2026 12:15:19 -0700 Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina

• Jun 13–19, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($640/night)

]]> https://www.redweek.com/posting/R1316699 Thu, 31 Jul 2025 14:06:25 -0700 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• Jun 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1424001 Tue, 24 Feb 2026 07:23:06 -0800 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• Jun 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,220 ($174/night)

]]> https://www.redweek.com/posting/R1460361 Wed, 15 Apr 2026 09:06:32 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Jun 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1463956 Wed, 22 Apr 2026 14:21:39 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jun 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,711 ($673/night)

]]> https://www.redweek.com/posting/R1456351 Fri, 03 Apr 2026 12:38:07 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 13–18, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $4,058 ($812/night)

]]> https://www.redweek.com/posting/R1420747 Mon, 19 Jan 2026 16:41:28 -0800 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1439885 Wed, 11 Mar 2026 06:29:11 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 13–17, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,930 ($483/night)

]]> https://www.redweek.com/posting/R1444823 Fri, 13 Mar 2026 14:27:43 -0700 Verified & Protected

Sea Crest Surf and Racquet Club

Hilton Head Island, South Carolina

• Jun 13–20, 2026 (7 nights)
• 2 bed/2.5 bath, sleeps 8
• $1,220 ($174/night)

]]> https://www.redweek.com/posting/R1425712 Thu, 26 Feb 2026 13:27:54 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 14–19, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,150 ($430/night)

]]> https://www.redweek.com/posting/R1471848 Wed, 13 May 2026 09:10:34 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 14–19, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $1,878 ($376/night)

]]> https://www.redweek.com/posting/R1391098 Thu, 20 Nov 2025 09:37:30 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 14–21, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,914 ($416/night)

]]> https://www.redweek.com/posting/R1471799 Mon, 18 May 2026 12:50:30 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 14–19, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $3,948 ($790/night)

]]> https://www.redweek.com/posting/R1427809 Mon, 02 Feb 2026 15:41:20 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jun 14–21, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1427840 Tue, 03 Feb 2026 15:43:25 -0800 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 14–19, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $1,878 ($376/night)

]]> https://www.redweek.com/posting/R1391096 Thu, 20 Nov 2025 09:35:39 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jun 14–19, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $4,058 ($812/night)

]]> https://www.redweek.com/posting/R1404045 Sat, 13 Dec 2025 07:28:50 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,963 ($423/night)

]]> https://www.redweek.com/posting/R1471886 Thu, 14 May 2026 09:03:17 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 16–23, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1469112 Tue, 05 May 2026 14:03:42 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 17–20, 2026 (3 nights)
• 2 bed/2 bath, sleeps 6
• $1,155 ($385/night)

]]> https://www.redweek.com/posting/R1444828 Fri, 13 Mar 2026 14:13:18 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Jun 19–22, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $3,132 ($1,044/night)

]]> https://www.redweek.com/posting/R1462586 Mon, 20 Apr 2026 12:40:49 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1405722 Mon, 22 Dec 2025 12:14:10 -0800 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Jun 19–25, 2026 (6 nights)
• 2 bed/2 bath, sleeps 6
• $2,641 ($440/night)

]]> https://www.redweek.com/posting/R1464295 Thu, 23 Apr 2026 06:41:24 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1445183 Fri, 13 Mar 2026 14:36:24 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,967 ($424/night)

]]> https://www.redweek.com/posting/R1431595 Wed, 11 Feb 2026 04:02:25 -0800 Verified & Protected

Royal Dunes Resort

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $2,968 ($424/night)

]]> https://www.redweek.com/posting/R1423933 Mon, 26 Jan 2026 06:47:13 -0800

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,641 ($377/night)

]]> https://www.redweek.com/posting/R1475074 Thu, 21 May 2026 08:41:05 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1338639 Thu, 18 Sep 2025 08:45:53 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1457926 Wed, 08 Apr 2026 13:28:01 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1456615 Tue, 07 Apr 2026 14:43:39 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,181 ($454/night)

]]> https://www.redweek.com/posting/R1365589 Wed, 12 Nov 2025 12:06:06 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,237 ($891/night)

]]> https://www.redweek.com/posting/R1439242 Fri, 27 Feb 2026 08:39:22 -0800 Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1473416 Mon, 25 May 2026 12:59:41 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1475191 Fri, 22 May 2026 06:34:49 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,053 ($579/night)

]]> https://www.redweek.com/posting/R1471399 Thu, 14 May 2026 06:35:12 -0700 Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1397747 Tue, 16 Dec 2025 13:29:30 -0800 Verified & Protected

Cottages at Shipyard

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,824 ($260/night)

]]> https://www.redweek.com/posting/R1467194 Mon, 04 May 2026 10:51:20 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jun 21–28, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $3,731 ($533/night)

]]> https://www.redweek.com/posting/R1451124 Mon, 30 Mar 2026 10:10:23 -0700