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.
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,957 ($565/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,200 ($440/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,294 ($659/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,730 ($746/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,858 ($572/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($724/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Aug 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($485/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,404 ($486/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($813/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 21–25, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $3,294 ($823/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,404 ($486/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,377 ($482/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,592 ($656/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($615/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($485/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($714/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($659/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($659/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,658 ($665/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($441/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,804 ($561/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,730 ($746/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($615/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($586/night)
Verified & Protected
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Aug 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($419/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 26 – Sep 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 27 – Sep 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
Verified & Protected
Southwind II
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,096 ($299/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,548 ($650/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,876 ($696/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,766 ($681/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 30 – Sep 6, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,603 ($658/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Aug 30 – Sep 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($277/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 30 – Sep 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,756 ($537/night)