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

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Guest favorite
Condo in Hilton Head Island
SHOREthing! Beachside retreat w/ Bikes, Chairs
6 guests1 bedroom4 beds1 bath
Jun 1 – 6
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Jun 1 – 6
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R22,570 ZAR for 5 nights
for 5 nights

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Condo in Hilton Head Island
Marriott Sunset Pointe - 2BD
Free cancellation
Nov 3 – 8
R11,861 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 5 reviews
Home in Hilton Head Island
Walk to beach - 2BD/2BA retreat
Free cancellation
Nov 29 – Dec 4
R13,245 ZAR for 5 nights
for 5 nights
Guest favorite
Condo in Hilton Head Island
Marriott Harbour Club - 2BD
Free cancellation
Dec 12 – 17
R10,712 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews
Guest favorite
Condo in Hilton Head Island
Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!
Free cancellation
Sep 27 – Oct 2
R26,003 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 235 reviews
Guest favorite
Villa in Hilton Head Island
3 BR/3 B Ocean Palms Villa with Westin Amenities
Free cancellation
Sep 13 – 18
R14,411 ZAR for 5 nights
for 5 nights
4.85 out of 5 average rating, 27 reviews
Guest favorite
Apartment in Hilton Head Island
Home away from home
Free cancellation
Sep 1 – 6
R15,152 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 27 reviews
Condo in Hilton Head Island
Lagoon View Family Friendly Beachfront Complex
Free cancellation
Aug 8 – 13
R18,632 ZAR for 5 nights
for 5 nights
4.87 out of 5 average rating, 15 reviews
Guest favorite
Guesthouse in Hilton Head Island
Alli B's Air B and B-Great Country access off 278
Free cancellation
Jul 26 – 31
R11,464 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 181 reviews
Guest favorite
Condo in Hilton Head Island
Ocean View! Steps to beach! Remodeled HHBT Condo
Free cancellation
Jul 11 – 16
R42,573 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 288 reviews
Guest favorite
Villa in Hilton Head Island
Changes in Latitude/WLK TO BEACH, dining, pool
Free cancellation
Jun 1 – 6
R24,837 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 60 reviews
Guest favorite
Condo in Hilton Head Island
3rd-Floor 2BR | Pool | Balcony | Close to Beach
Free cancellation
Aug 10 – 15
R17,197 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 14 reviews
Condo in Hilton Head Island
Boardwalk to Beach, 3 Pools, Hot Tub, Tennis!
Free cancellation
Jun 1 – 6
R18,968 ZAR for 5 nights
for 5 nights
4.82 out of 5 average rating, 223 reviews
Top guest favorite
Apartment in Hilton Head Island
Top Floor Beach Villa Best in HH
Free cancellation
Jul 18 – 23
R21,849 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews
Condo in Hilton Head Island
2BR Oceanfront | Hot Tub | Pool | Balcony | W/D
Free cancellation
Oct 25 – 30
R21,036 ZAR for 5 nights
for 5 nights
Top guest favorite
Condo in Hilton Head Island
Ocean View at Villamare, Hilton Head's Best Pools!
3 beds
Jun 1 – 6
R51,263 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 70 reviews
Condo in Hilton Head Island
Turtleville - Queen bed+kid bed Renovated in 2025
3 beds
Jul 13 – 18
R19,771 ZAR for 5 nights
for 5 nights
New place to stay
Top guest favorite
Apartment in Hilton Head Island
Hilton Head Seaside Vacation Rental
Free cancellation
Jul 7 – 12
R18,755 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 311 reviews
Guest favorite
Condo in Hilton Head Island
Beachfront Balcony | Walk Everywhere | Pool
Free cancellation
Jun 1 – 6
R20,535 ZAR for 5 nights
for 5 nights
4.83 out of 5 average rating, 124 reviews