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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Waterside by Spinnaker
Hilton Head Island, South Carolina- Aug 8–15, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,696 ($385/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($588/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,611 ($516/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,384 ($626/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,268 ($467/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 3 bed/3 bath, sleeps 12
- $4,249 ($850/night)
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Bluewater Resort & Marina
Hilton Head Island, South Carolina- Aug 9–16, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,200 ($314/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($485/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,384 ($877/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($654/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Aug 9–14, 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- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($681/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,095 ($419/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($354/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,764 ($353/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($714/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,614 ($523/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 9–16, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,748 ($821/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($637/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,584 ($798/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($354/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($594/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,617 ($723/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,914 ($583/night)
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Aug 15–23, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($398/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($455/night)
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,275 ($468/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,934 ($419/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,914 ($416/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,322 ($760/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 15–22, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,475 ($782/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($703/night)