Spring & Summer Rentals
Did you know that 75% of travelers book their spring and summer travel at least 3 months in advance? Unlock exceptional resort deals for your upcoming seasonal getaways before they sell out. Whether you're planning a family vacation, a couple's trip, or a solo adventure, these deals offer the best opportunities to elevate your next travel experience.
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,312 ($759/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,385 ($626/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($284/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
Verified & Protected
Waterside by Spinnaker
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,750 ($393/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 6–10, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($674/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 7–13, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,942 ($657/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,469 ($694/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,707 ($672/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,602 ($657/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,777 ($682/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 8–14, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($313/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,017 ($603/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,382 ($626/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,341 ($468/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,145 ($592/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,592 ($656/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,993 ($570/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($331/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,202 ($743/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,622 ($517/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,475 ($782/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,835 ($548/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,835 ($548/night)
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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)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,069 ($438/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($586/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,118 ($353/night)
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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
- $2,205 ($315/night)
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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)
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)