https://www.redweek.com/featured/spring-summer-rentals/North+America/United+States/South+Carolina/Hilton+Head+Island?sort=date en Mon, 06 Apr 2026 01:43:17 -0700 3600 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Apr 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,478 ($354/night)

]]> https://www.redweek.com/posting/R1425242 Wed, 28 Jan 2026 16:15:04 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Apr 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1397424 Sun, 07 Dec 2025 07:17:49 -0800 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Apr 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,640 ($377/night)

]]> https://www.redweek.com/posting/R1434591 Tue, 17 Feb 2026 05:03:53 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Apr 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,129 ($876/night)

]]> https://www.redweek.com/posting/R1397456 Sun, 07 Dec 2025 08:56:04 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Apr 15–20, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,968 ($594/night)

]]> https://www.redweek.com/posting/R1360356 Mon, 10 Nov 2025 16:12:22 -0800 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Apr 15–20, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $3,730 ($746/night)

]]> https://www.redweek.com/posting/R1338723 Thu, 18 Sep 2025 11:59:30 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Apr 16–21, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,205 ($441/night)

]]> https://www.redweek.com/posting/R1349440 Mon, 13 Oct 2025 14:03:11 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Apr 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,111 ($587/night)

]]> https://www.redweek.com/posting/R1430482 Tue, 31 Mar 2026 10:02:18 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Apr 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,205 ($315/night)

]]> https://www.redweek.com/posting/R1419582 Tue, 20 Jan 2026 07:53:02 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Apr 17–19, 2026 (2 nights)
• 2 bed/2 bath, sleeps 8
• $1,110 ($555/night)

]]> https://www.redweek.com/posting/R1415136 Fri, 16 Jan 2026 07:39:53 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Apr 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1432839 Mon, 16 Feb 2026 15:11:46 -0800 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Apr 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1434116 Mon, 16 Feb 2026 15:14:55 -0800 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• Apr 18–25, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $944 ($135/night)

]]> https://www.redweek.com/posting/R1437478 Fri, 27 Feb 2026 12:06:18 -0800 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• Apr 18–25, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $769 ($110/night)

]]> https://www.redweek.com/posting/R1335178 Tue, 11 Nov 2025 21:14:37 -0800 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Apr 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1389258 Thu, 20 Nov 2025 10:06:15 -0800 Verified & Protected

Royal Dunes Resort

Hilton Head Island, South Carolina

• Apr 18–25, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $1,704 ($243/night)

]]> https://www.redweek.com/posting/R1351591 Tue, 11 Nov 2025 21:14:37 -0800 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Apr 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,330 ($190/night)

]]> https://www.redweek.com/posting/R1443197 Fri, 20 Mar 2026 09:01:32 -0700 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• Apr 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,330 ($190/night)

]]> https://www.redweek.com/posting/R1409389 Thu, 15 Jan 2026 07:33:00 -0800 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• Apr 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,440 ($206/night)

]]> https://www.redweek.com/posting/R1327374 Tue, 11 Nov 2025 21:14:37 -0800 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• Apr 18–25, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $765 ($109/night)

]]> https://www.redweek.com/posting/R1329783 Tue, 11 Nov 2025 21:14:37 -0800 Verified & Protected

Island Links Resort

Hilton Head Island, South Carolina

• Apr 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $999 ($143/night)

]]> https://www.redweek.com/posting/R1405802 Wed, 14 Jan 2026 09:36:05 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

• Apr 19–25, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $5,474 ($912/night)

]]> https://www.redweek.com/posting/R1330981 Tue, 02 Sep 2025 06:31:38 -0700 Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina

• Apr 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1424570 Mon, 02 Feb 2026 08:10:18 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Apr 19–25, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($386/night)

]]> https://www.redweek.com/posting/R1430576 Mon, 16 Feb 2026 06:50:11 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Apr 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1450458 Wed, 25 Mar 2026 06:24:26 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Apr 19–25, 2026 (6 nights)
• 3 bed/3 bath, sleeps 12
• $3,295 ($549/night)

]]> https://www.redweek.com/posting/R1327107 Fri, 22 Aug 2025 19:09:16 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Apr 20 – May 13, 2026 (23 nights)
• 2 bed/2 bath, sleeps 8
• $16,375 ($712/night)

]]> https://www.redweek.com/posting/R1414443 Mon, 19 Jan 2026 06:28:58 -0800 Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina

• Apr 21–27, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($222/night)

]]> https://www.redweek.com/posting/R1431424 Fri, 13 Feb 2026 06:33:42 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Apr 22–26, 2026 (4 nights)
• 3 bed/3 bath, sleeps 12
• $3,132 ($783/night)

]]> https://www.redweek.com/posting/R1414714 Fri, 30 Jan 2026 05:46:35 -0800 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Apr 24–30, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $2,750 ($458/night)

]]> https://www.redweek.com/posting/R1337892 Tue, 16 Sep 2025 11:36:26 -0700 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Apr 25 – May 2, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,109 ($158/night)

]]> https://www.redweek.com/posting/R1419235 Thu, 22 Jan 2026 06:59:14 -0800 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• Apr 25 – May 2, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $1,054 ($151/night)

]]> https://www.redweek.com/posting/R1437469 Mon, 02 Mar 2026 13:55:09 -0800 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Apr 25 – May 2, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1406809 Tue, 30 Dec 2025 12:57:47 -0800 Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina

• Apr 25–30, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $1,110 ($222/night)

]]> https://www.redweek.com/posting/R1347709 Wed, 08 Oct 2025 12:22:55 -0700 Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• Apr 25 – May 2, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1424540 Mon, 02 Feb 2026 06:24:00 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• Apr 26 – May 3, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $3,617 ($517/night)

]]> https://www.redweek.com/posting/R1428318 Mon, 09 Feb 2026 07:00:58 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Apr 26 – May 3, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1437171 Tue, 03 Mar 2026 07:14:58 -0800 Verified & Protected

Royal Dunes Resort

Hilton Head Island, South Carolina

• Apr 26 – May 3, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1430912 Fri, 20 Feb 2026 13:44:41 -0800 Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina

• Apr 26 – May 2, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $3,513 ($586/night)

]]> https://www.redweek.com/posting/R1316701 Thu, 31 Jul 2025 14:06:25 -0700 Verified & Protected

Players Club of Hilton Head Island

Hilton Head Island, South Carolina

• Apr 29 – May 3, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $777 ($194/night)

]]> https://www.redweek.com/posting/R1423112 Tue, 24 Feb 2026 09:38:26 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• May 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,848 ($407/night)

]]> https://www.redweek.com/posting/R1437374 Mon, 30 Mar 2026 13:49:47 -0700 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• May 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1430964 Mon, 16 Feb 2026 08:09:30 -0800 Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina

• May 2–9, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1402676 Tue, 16 Dec 2025 07:42:54 -0800 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• May 2–7, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,478 ($496/night)

]]> https://www.redweek.com/posting/R1430441 Sun, 08 Feb 2026 10:20:42 -0800 Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina

• May 2–9, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $1,054 ($151/night)

]]> https://www.redweek.com/posting/R1437470 Mon, 02 Mar 2026 13:59:27 -0800 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• May 2–6, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $3,404 ($851/night)

]]> https://www.redweek.com/posting/R1431132 Tue, 10 Feb 2026 06:28:36 -0800

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina

• May 2–9, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,987 ($284/night)

]]> https://www.redweek.com/posting/R1456511 Fri, 03 Apr 2026 19:16:57 -0700 Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina

• May 3–8, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,110 ($222/night)

]]> https://www.redweek.com/posting/R1282972 Mon, 07 Apr 2025 07:32:48 -0700