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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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($681/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,930 ($704/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($659/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Royal Dunes Resort
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,968 ($424/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,399 ($680/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,649 ($330/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,204 ($441/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,393 ($566/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,194 ($366/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($362/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 25–29, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($742/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 26 – Jul 1, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,495 ($299/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 26–30, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($470/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,802 ($829/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,548 ($650/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 26 – Jul 1, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($604/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,870 ($696/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,802 ($829/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,649 ($521/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,397 ($485/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,824 ($260/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,758 ($537/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,276 ($611/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 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- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 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 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,294 ($471/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,268 ($324/night)
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Port O'Call
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $2,096 ($299/night)
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Royal Dunes Resort
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,968 ($424/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($307/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,930 ($704/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $6,129 ($876/night)
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Port O'Call
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,091 ($299/night)