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

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Superhost
Villa in Hilton Head Island
Ocean Breeze - an iTrip Hilton Head Home
8 guests2 bedrooms4 beds2 baths
Aug 16 – 21
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Aug 16 – 21
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R40,291 ZAR for 5 nights
for 5 nights

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Top guest favorite
Room in Hilton Head Island
Stay with KurtHospitality manager,
Directly in the South Forest Beach area, HHI, SC.
Jun 15 – 20
R10,129 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 266 reviews
Guest favorite
Condo in Hilton Head Island
1 BR condo with private beach access
Free cancellation
Sep 8 – 13
R14,246 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews
Top guest favorite
Condo in Hilton Head Island
HHBT Resort-OceanView-Remodeled-Steps to beach/bar
Free cancellation
Aug 4 – 9
R32,903 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 257 reviews
Superhost
Apartment in Hilton Head Island
Marriott Harbour Point - 2BD
Free cancellation
Dec 1 – 6
R10,619 ZAR for 5 nights
for 5 nights
4.59 out of 5 average rating, 17 reviews
Guest favorite
Townhouse in Hilton Head Island
Cozy 3BR/2BA in Sea Pines - Pool, Beach, Golf, Ten
5 beds
Jun 8 – 13
R29,393 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 18 reviews
Top guest favorite
Apartment in Hilton Head Island
Cozy 1BD, 5 mins to the beach, no stairs!
Free cancellation
Jul 5 – 10
R19,349 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 31 reviews
Top guest favorite
Guesthouse in Hilton Head Island
Alli B's Air B and B-Great Country access off 278
Free cancellation
Aug 6 – 11
R12,201 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 185 reviews
Apartment in Hilton Head Island
Beachfront Bungalow Oasis
Free cancellation
Jul 7 – 12
R16,747 ZAR for 5 nights
for 5 nights
New place to stay
Top guest favorite
Guesthouse in Bluffton
Bluffton's Tropical Carriage House Getaway
1 king bed
Jun 13 – 18
R10,574 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 768 reviews
Condo in Hilton Head Island
Turtleville - Queen bed+kid bed Renovated in 2025
3 beds
Jul 13 – 18
R21,328 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Top guest favorite
Apartment in Hilton Head Island
Oceanfront Villa with pool
Free cancellation
Oct 10 – 15
R20,892 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 22 reviews
Condo in Hilton Head Island
2 BR beach condo with balcony, pool & W/D
Free cancellation
Jul 28 – Aug 2
R18,993 ZAR for 5 nights
for 5 nights
New place to stay
Guest favorite
Condo in Hilton Head Island
Lovely 1-Bedroom Condo with Beach Front Pool
2 beds
Jun 10 – 15
R13,217 ZAR for 5 nights
for 5 nights
4.83 out of 5 average rating, 93 reviews
Superhost
Condo in Hilton Head Island
Cottage by the Sea - Couples Breathtaking Retreat
1 king bed
Jun 8 – 13
R21,468 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 17 reviews
Guest favorite
Condo in Hilton Head Island
3rd-Floor 2BR | Pool | Balcony | Close to Beach
Free cancellation
Aug 10 – 15
R17,160 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 16 reviews
Superhost
Condo in Hilton Head Island
Ocean Villa C137 - Just Steps to Beach
Free cancellation
Aug 24 – 29
R13,903 ZAR for 5 nights
for 5 nights
4.81 out of 5 average rating, 52 reviews
Guest favorite
Condo in Hilton Head Island
Ocean View! Steps to beach! Remodeled HHBT Condo
Free cancellation
Jul 11 – 16
R40,433 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 291 reviews
Guest favorite
Apartment in Hilton Head Island
Home away from home
Free cancellation
Sep 1 – 6
R15,119 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 30 reviews