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

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Guest favorite
Condo in Hilton Head Island
Oceanfront Luxury! KING BED 65"TVs Pickleball BAR!
4 guests1 bedroom2 beds1 bath
May 18 – 23
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May 18 – 23
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ﺩ.ﺇ7,402 for 5 nights
for 5 nights

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Superhost
Home in Hilton Head Island
Newly Renovated Condo HiltonHead
Free cancellation
May 12 – 17
ﺩ.ﺇ4,671 for 5 nights
for 5 nights
New place to stay
Home in Hilton Head Island
Walk to beach - 2BD/2BA retreat
Free cancellation
Nov 29 – Dec 4
ﺩ.ﺇ2,690 for 5 nights
for 5 nights
Top guest favorite
Apartment in Hilton Head Island
KING BED!Ocean View, Free Bikes Poolside 3rd Floor
Free cancellation
May 18 – 23
ﺩ.ﺇ4,887 for 5 nights
for 5 nights
4.99 out of 5 average rating, 72 reviews
Guest favorite
Condo in Hilton Head Island
Hilton Head Resort- 3 Bedroom, Corner Unit
4 beds
May 2 – 7
ﺩ.ﺇ3,337 for 5 nights
for 5 nights
4.91 out of 5 average rating, 45 reviews
Condo in Hilton Head Island
2 BR Coastal Condo- near Coligny Plaza and beach
Free cancellation
May 11 – 16
ﺩ.ﺇ3,160 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Superhost
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
Free cancellation
May 17 – 22
ﺩ.ﺇ11,728 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Guest favorite
Guesthouse in Bluffton
Beautiful Carriage House! Your Home Away from Home
2 beds
May 4 – 9
ﺩ.ﺇ2,067 for 5 nights
for 5 nights
4.93 out of 5 average rating, 247 reviews
Top guest favorite
Apartment in Hilton Head Island
Hilton Head Seaside Vacation Rental
1 queen bed
May 5 – 10
ﺩ.ﺇ3,810 for 5 nights
for 5 nights
5.0 out of 5 average rating, 309 reviews
Condo in Hilton Head Island
Experience Island Vibes!
4 beds
May 5 – 10
ﺩ.ﺇ2,967 for 5 nights
for 5 nights
New place to stay
Superhost
Home in Hilton Head Island
Modern Beach Escape | Private Pool~Steps to Beach
4 beds
May 4 – 9
ﺩ.ﺇ11,804 for 5 nights
for 5 nights
New place to stay
Superhost
Apartment in Hilton Head Island
Comfortable Beach/Pool Waterfront Haven 2025 Redo
3 beds
May 4 – 9
ﺩ.ﺇ3,213 for 5 nights
for 5 nights
New place to stay
Top guest favorite
Condo in Hilton Head Island
Gorgeous 2 Bedroom Condo - Pool/Tiki Bar/ Beach
3 beds
May 3 – 8
ﺩ.ﺇ3,452 for 5 nights
for 5 nights
4.96 out of 5 average rating, 90 reviews
Home in Hilton Head Island
Quiet condo steps from the beach
2 beds
May 1 – 6
ﺩ.ﺇ4,267 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Apartment in Hilton Head Island
Comfy Condo Walk to Beach
5 beds
May 4 – 9
ﺩ.ﺇ3,143 for 5 nights
for 5 nights
New place to stay
Superhost
Apartment in Hilton Head Island
My Blue Heaven #2 Hosted by Dorothy, New Listing
1 bed
May 1 – 6
ﺩ.ﺇ4,187 for 5 nights
for 5 nights
Superhost
Condo in Hilton Head Island
Charming Oceanfront Condo with All the Extras
4 beds
May 5 – 10
ﺩ.ﺇ5,322 for 5 nights
for 5 nights
New place to stay
Guest favorite
Condo in Hilton Head Island
Relaxing 2Br/2ba condo on HHI, minutes from beach
3 beds
May 4 – 9
ﺩ.ﺇ3,009 for 5 nights
for 5 nights
4.88 out of 5 average rating, 105 reviews
Guest favorite
Condo in Hilton Head Island
2 Pools + Hot Tub: Hilton Head Island Condo!
5 beds
May 4 – 9
ﺩ.ﺇ2,605 for 5 nights
for 5 nights
4.9 out of 5 average rating, 67 reviews