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 Monarch at Sea Pines
Hilton Head Island, South Carolina- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,294 ($471/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($299/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($299/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Mar 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($299/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Mar 27 – Apr 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Swallowtail at Sea Pines Resort
Hilton Head Island, South Carolina- Mar 27 – Apr 10, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($138/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Mar 27 – Apr 3, 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- Mar 31 – Apr 14, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($411/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Apr 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($435/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 4–11, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,769 ($253/night)
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Port O'Call
Hilton Head Island, South Carolina- Apr 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($159/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Apr 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
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Royal Dunes Resort
Hilton Head Island, South Carolina- Apr 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,659 ($237/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 6–19, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($757/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 9–15, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($422/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 9–19, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($384/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($315/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 10–17, 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 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/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
- $2,314 ($331/night)
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($455/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
- $2,423 ($346/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 3 bed/3 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)
- 3 bed/3 bath, sleeps 8
- $2,641 ($377/night)
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Southwind Resort
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,769 ($253/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
- $2,069 ($296/night)
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Egret Point by Spinnaker
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $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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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 3 bed/3 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 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $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
- $1,987 ($284/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
- $3,622 ($517/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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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,658 ($665/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,330 ($190/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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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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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/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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Port O'Call
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 Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/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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Seawatch at Island Club
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,434 ($205/night)
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Southwind II
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $3,404 ($486/night)
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The Village at Palmetto Dunes
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,330 ($190/night)