https://www.redweek.com/featured/spring-summer-rentals/North+America/United+States/South+Carolina/Hilton+Head+Island en Sat, 06 Jun 2026 05:33:57 -0700 3600 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Jun 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,550 ($221/night)

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

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jun 14–19, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $3,294 ($659/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 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 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 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

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

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 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

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1456615 Tue, 07 Apr 2026 14:43:39 -0700 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 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
• $5,365 ($766/night)

]]> https://www.redweek.com/posting/R1439242 Fri, 27 Feb 2026 08:39:22 -0800 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 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
• $5,038 ($720/night)

]]> https://www.redweek.com/posting/R1479719 Wed, 03 Jun 2026 11:12:29 -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

Marriott's Monarch at Sea Pines

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/R1478589 Sun, 31 May 2026 13:04:17 -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

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jun 21–26, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $3,399 ($680/night)

]]> https://www.redweek.com/posting/R1317206 Fri, 01 Aug 2025 10:50:48 -0700 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Jun 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1462570 Tue, 21 Apr 2026 09:07:43 -0700 Verified & Protected

Ocean Palms Resort at Port Royal

Hilton Head Island, South Carolina

• Jun 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1473564 Fri, 22 May 2026 12:19:58 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 24–27, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $1,440 ($480/night)

]]> https://www.redweek.com/posting/R1473086 Mon, 18 May 2026 13:19:06 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 25–29, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $2,750 ($688/night)

]]> https://www.redweek.com/posting/R1394524 Mon, 08 Dec 2025 07:08:00 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Jun 26 – Jul 3, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,949 ($564/night)

]]> https://www.redweek.com/posting/R1479276 Tue, 02 Jun 2026 09:05:00 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 26 – Jul 3, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1417973 Wed, 21 Jan 2026 08:29:40 -0800 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Jun 26 – Jul 3, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,205 ($315/night)

]]> https://www.redweek.com/posting/R1475719 Mon, 25 May 2026 08:00:27 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,780 ($540/night)

]]> https://www.redweek.com/posting/R1396313 Mon, 08 Dec 2025 06:16:54 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,222 ($460/night)

]]> https://www.redweek.com/posting/R1472978 Fri, 15 May 2026 12:45:26 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1416452 Wed, 21 Jan 2026 12:22:41 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,169 ($453/night)

]]> https://www.redweek.com/posting/R1426237 Mon, 02 Feb 2026 15:41:19 -0800 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,185 ($455/night)

]]> https://www.redweek.com/posting/R1476656 Tue, 26 May 2026 09:58:36 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 27 – Jul 5, 2026 (8 nights)
• 2 bed/2 bath, sleeps 8
• $3,731 ($466/night)

]]> https://www.redweek.com/posting/R1425164 Tue, 10 Feb 2026 06:47:15 -0800 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $2,478 ($354/night)

]]> https://www.redweek.com/posting/R1404486 Wed, 01 Apr 2026 08:09:01 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,257 ($751/night)

]]> https://www.redweek.com/posting/R1425150 Tue, 10 Feb 2026 06:49:21 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1346280 Sat, 04 Oct 2025 05:02:01 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,020 ($860/night)

]]> https://www.redweek.com/posting/R1431513 Tue, 10 Feb 2026 18:22:14 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1479481 Wed, 03 Jun 2026 06:37:53 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $4,930 ($704/night)

]]> https://www.redweek.com/posting/R1466532 Mon, 04 May 2026 09:01:16 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,531 ($362/night)

]]> https://www.redweek.com/posting/R1475484 Fri, 22 May 2026 11:08:02 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1463994 Wed, 06 May 2026 07:33:54 -0700 Verified & Protected

Royal Dunes Resort

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $2,968 ($424/night)

]]> https://www.redweek.com/posting/R1423930 Mon, 26 Jan 2026 06:44:03 -0800 Verified & Protected

Cottages at Shipyard

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $1,440 ($206/night)

]]> https://www.redweek.com/posting/R1444110 Fri, 17 Apr 2026 14:10:24 -0700 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1403363 Tue, 23 Dec 2025 09:20:45 -0800 Verified & Protected

Port O'Call

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,096 ($299/night)

]]> https://www.redweek.com/posting/R1457969 Mon, 20 Apr 2026 08:25:16 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Jun 27 – Jul 4, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $4,276 ($611/night)

]]> https://www.redweek.com/posting/R1463140 Mon, 27 Apr 2026 07:04:33 -0700