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 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,658 ($665/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
- $4,901 ($700/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
- $2,863 ($409/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
- $4,385 ($626/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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Spinnaker at Shipyard
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $2,750 ($393/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $3,065 ($438/night)
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
- $5,802 ($829/night)
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 27 – Jul 5, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($507/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
- $5,257 ($751/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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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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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 27 – Jul 2, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,240 ($648/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
- $4,377 ($625/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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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
- $4,440 ($634/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)
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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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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,949 ($564/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
- $2,205 ($315/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)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/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 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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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,166 ($595/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 28 – Jul 3, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,649 ($330/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,786 ($541/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,876 ($696/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,766 ($681/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,648 ($807/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 28 – Jul 3, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,178 ($436/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 28 – Jul 3, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,380 ($876/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,161 ($309/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 28 – Jul 3, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($659/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 28 – Jul 3, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($604/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,161 ($309/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,704 ($529/night)
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Royal Dunes Resort
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,769 ($253/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 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 28 – Jul 5, 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- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,350 ($478/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($510/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 28 – Jul 3, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($577/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 28 – Jul 3, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,914 ($583/night)
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($739/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 28 – Jul 3, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,617 ($723/night)