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- Apr 11–18, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,660 ($237/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,532 ($362/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–17, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,052 ($342/night)
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Port O'Call
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 11–18, 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- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($237/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–18, 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- Apr 11–14, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,824 ($608/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($237/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,745 ($392/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,390 ($341/night)
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Royal Dunes Resort
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,586 ($370/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 12–20, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($276/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($813/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($517/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Bluewater Resort & Marina
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 12–19, 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- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($377/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,069 ($438/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Bluewater Resort & Marina
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 12–17, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,905 ($381/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 12–17, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($550/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 12–20, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $3,185 ($398/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Apr 12–17, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($496/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,295 ($471/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 12–20, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($276/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 12–17, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($550/night)
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Bluewater Resort & Marina
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,660 ($237/night)
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Bluewater Resort & Marina
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,495 ($214/night)