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 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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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
- $1,550 ($221/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/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
- $1,878 ($268/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,204 ($315/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,993 ($570/night)
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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
- $1,660 ($237/night)
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Voted Top Pick 2026
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)
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Voted Top Pick 2026
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)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,876 ($696/night)
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Voted Top Pick 2026
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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Port O'Call
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,347 ($335/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,202 ($743/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,641 ($377/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,523 ($646/night)
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Marriott's SurfWatch
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 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,658 ($665/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,658 ($665/night)
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Voted Top Pick 2026
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 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,640 ($377/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($496/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,385 ($277/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Voted Top Pick 2026
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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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,440 ($288/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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Bluewater Resort & Marina
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
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Voted Top Pick 2026
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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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
- $1,769 ($295/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,396 ($479/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($577/night)
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Voted Top Pick 2026
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 Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($485/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 12–16, 2026 (4 nights)
- 3 bed/3 bath, sleeps 12
- $2,205 ($551/night)
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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
- $4,595 ($656/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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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
- $3,993 ($570/night)
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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
- $3,568 ($510/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,809 ($544/night)
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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
- $5,257 ($751/night)
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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
- $4,162 ($595/night)
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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)
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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
- $4,025 ($575/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)