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

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Condo in Hilton Head Island
Newly Remodeled Beach Condo
4 guests1 bedroom2 beds1 bath
Aug 3 – 8
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Aug 3 – 8
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R22,126 ZAR for 5 nights

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Top guest favorite
Apartment in Hilton Head Island
Oceanfront Villa with pool
4 beds
Nov 10 – 15
R16,858 ZAR for 5 nights
5.0 out of 5 average rating, 28 reviews
Top guest favorite
Room in Sea Pines
Stay with KurtHospitality manager,
Directly in the South Forest Beach area, HHI, SC.
Aug 2 – 7
R11,063 ZAR for 5 nights
4.95 out of 5 average rating, 271 reviews
Top guest favorite
Home in Hilton Head Island
The Caddyshack - Perfect Location!
3 beds
Aug 9 – 14
R16,289 ZAR for 5 nights
5.0 out of 5 average rating, 33 reviews
Superhost
Apartment in Hilton Head Island
Cozy Crab - A Relaxing Retreat
1 bed
Aug 17 – 22
R18,123 ZAR for 5 nights
New place to stay
Apartment in Sea Pines
Renovated 1BR HHI – Walk to Beach & Salty Dog Café
3 beds
Aug 2 – 7
R23,419 ZAR for 5 nights
New place to stay
Superhost
Apartment in Sea Pines
Seapines-2025 Remodel, Walk to Beach, End Unit
4 beds
Jul 19 – 24
R43,378 ZAR for 5 nights
New place to stay
Top guest favorite
Condo in Hilton Head Island
Turtleville - Queen bed+kid bed Renovated in 2025
On the beach
Aug 18 – 23
R16,058 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews
Guest favorite
Apartment in Hilton Head Island
Port Royal beach heaven| Superfast Wifi
4 beds
Aug 10 – 15
R17,912 ZAR for 5 nights
4.96 out of 5 average rating, 24 reviews
Top guest favorite
Apartment in Hilton Head Island
Hilton Head Seaside Vacation Rental
1 queen bed
Aug 11 – 16
R18,649 ZAR for 5 nights
5.0 out of 5 average rating, 323 reviews
Guest favorite
Condo in Sea Pines
Lush 2BR 2nd-Floor | Balcony | Pool
4 beds
Aug 3 – 8
R17,838 ZAR for 5 nights
4.93 out of 5 average rating, 56 reviews
Guest favorite
Condo in Hilton Head Island
Hilton Head Hidden Gem
4 beds
Sep 1 – 6
R16,690 ZAR for 5 nights
4.86 out of 5 average rating, 79 reviews
Guest favorite
Condo in Hilton Head Island
3rd-Floor 2BR | Pool | Balcony | Close to Beach
4 beds
Aug 10 – 15
R13,210 ZAR for 5 nights
4.95 out of 5 average rating, 19 reviews
Guest favorite
Condo in Hilton Head Island
Resort amenities, King bed, 5 min walk to beach
4 beds
Aug 25 – 30
R24,086 ZAR for 5 nights
4.92 out of 5 average rating, 60 reviews
Top guest favorite
Apartment in Hilton Head Island
Top Floor Beach Villa Best in HH
On a private beach
Aug 11 – 16
R20,251 ZAR for 5 nights
5.0 out of 5 average rating, 23 reviews
Superhost
Condo in Sea Pines
MyStay at 1029 Caravel | Lighthouse Views & Pool!
1 king bed
Jul 27 – Aug 1
R23,616 ZAR for 5 nights
Guest favorite
Condo in Hilton Head Island
Steps to Beach-Hilton Head Condo-Pet Friendly
BoatWaterskis,
Aug 9 – 14
R20,794 ZAR for 5 nights
5.0 out of 5 average rating, 10 reviews
Top guest favorite
Townhouse in Hilton Head Island
Hilton Head Villa With Golf View, Stroll to beach
3 beds
Aug 1 – 6
R38,998 ZAR for 5 nights
4.97 out of 5 average rating, 263 reviews
Top guest favorite
Condo in Hilton Head Island
190 Colonnade Club - 2br/2ba in Shipyard!
4 beds
Aug 3 – 8
R23,023 ZAR for 5 nights
5.0 out of 5 average rating, 21 reviews