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 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,401 ($600/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 1–6, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($550/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($769/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,183 ($598/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 2–7, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($724/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 2–7, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($550/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 2–12, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($656/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,832 ($690/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,668 ($381/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($580/night)
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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
- $4,930 ($704/night)
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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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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
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
- $5,148 ($735/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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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,294 ($471/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
- $2,750 ($393/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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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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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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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
- $5,366 ($767/night)
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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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/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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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
- $1,987 ($284/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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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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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
- $4,876 ($696/night)
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
- $5,148 ($735/night)
Verified & Protected
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 Barony Beach Club
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($580/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 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,094 ($728/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,294 ($471/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
- $2,313 ($330/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
- $2,205 ($315/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
- $5,148 ($735/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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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,967 ($424/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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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
- $1,385 ($277/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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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
- $4,777 ($682/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
- $4,602 ($657/night)