Search results; Over 1,000 homes in Hilton Head Island

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Superhost
Villa in Hilton Head Island
Guest favorite-Coligny Location! Updated Forest
4 guests2 bedrooms2 beds2 baths
Aug 9 – 14
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Aug 9 – 14
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R24,620 ZAR for 5 nights

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Top guest favorite
Room in Sea Pines
Stay with KurtHospitality manager,
Directly in the South Forest Beach area, HHI, SC.
Aug 31 – Sep 5
R9,313 ZAR for 5 nights
4.95 out of 5 average rating, 271 reviews
Top guest favorite
Apartment in Hilton Head Island
Oceanfront Villa with pool
Free cancellation
Nov 10 – 15
R16,855 ZAR for 5 nights
5.0 out of 5 average rating, 28 reviews
Top guest favorite
Home in Hilton Head Island
The Caddyshack - Perfect Location!
Free cancellation
Aug 9 – 14
R16,286 ZAR for 5 nights
5.0 out of 5 average rating, 34 reviews
Top guest favorite
Condo in Hilton Head Island
Stay by the Beach ⛱ Eat & Shop at Coligny plaza!
Free cancellation
Aug 10 – 15
R24,102 ZAR for 5 nights
4.96 out of 5 average rating, 149 reviews
Top guest favorite
Apartment in Hilton Head Island
Hilton Head Seaside Vacation Rental
Free cancellation
Aug 11 – 16
R18,646 ZAR for 5 nights
5.0 out of 5 average rating, 323 reviews
Top guest favorite
Apartment in Hilton Head Island
Top Floor Beach Villa Best in HH
Free cancellation
Aug 11 – 16
R20,247 ZAR for 5 nights
5.0 out of 5 average rating, 23 reviews
Superhost
Apartment in Sea Pines
Seapines-2025 Remodel, Walk to Beach, End Unit
Free cancellation
Aug 18 – 23
R44,307 ZAR for 5 nights
New place to stay
Guest favorite
Condo in Hilton Head Island
Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!
Free cancellation
Sep 23 – 28
R25,703 ZAR for 5 nights
4.91 out of 5 average rating, 243 reviews
Guest favorite
Condo in Hilton Head Island
Hilton Head Hidden Gem
Free cancellation
Sep 1 – 6
R16,686 ZAR for 5 nights
4.86 out of 5 average rating, 79 reviews
Superhost
Apartment in Hilton Head Island
Cozy Crab - A Relaxing Retreat
Free cancellation
Aug 17 – 22
R18,119 ZAR for 5 nights
New place to stay
Top guest favorite
Townhouse in Hilton Head Island
Hilton Head Villa With Golf View, Stroll to beach
Free cancellation
Aug 1 – 6
R37,560 ZAR for 5 nights
4.97 out of 5 average rating, 263 reviews
Top guest favorite
Apartment in Hilton Head Island
New 2 BR Walk to Beach-Hilton Head Beach
Free cancellation
Aug 14 – 19
R37,080 ZAR for 5 nights
5.0 out of 5 average rating, 11 reviews
Top guest favorite
Treehouse in Sea Pines
CoCo's Island Treehouse steps to Harbourtown
5 beds
Aug 14 – 19
R39,967 ZAR for 5 nights
5.0 out of 5 average rating, 41 reviews
Apartment in Sea Pines
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
Free cancellation
Aug 2 – 7
R23,414 ZAR for 5 nights
New place to stay
Top guest favorite
Condo in Hilton Head Island
Beach&Tennis, Stylish, Modern, Folly Field Beach!
Free cancellation
Jul 28 – Aug 2
R18,027 ZAR for 5 nights
4.97 out of 5 average rating, 153 reviews
Guest favorite
Condo in Hilton Head Island
High Tide - Elevated Beachfront Oceanview Retreat
3 beds
Aug 7 – 12
R26,230 ZAR for 5 nights
4.94 out of 5 average rating, 63 reviews
Guest favorite
Villa in Hilton Head Island
2 Outdoor Pools + Beach Access |Sauna |Indoor Pool
Free cancellation
Sep 19 – 24
R13,884 ZAR for 5 nights
4.94 out of 5 average rating, 33 reviews
Top guest favorite
Villa in Sea Pines
Changes in Latitude/WLK TO BEACH, dining, pool
3 beds
Jul 20 – 25
R25,809 ZAR for 5 nights
4.99 out of 5 average rating, 70 reviews