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

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Home in Sea Pines
South Forest Beach Private Home & Pool
10 guests4 bedrooms6 beds4 baths
Oct 10 – 15
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Oct 10 – 15
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ﺩ.ﺇ12,937 for 5 nights

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Top guest favorite
Home in Hilton Head Island
The Caddyshack - Perfect Location!
3 beds
Oct 26 – 31
ﺩ.ﺇ3,035 for 5 nights
5.0 out of 5 average rating, 40 reviews
Top guest favorite
Room in Sea Pines
Stay with KurtHospitality manager,
Directly in the South Forest Beach area, HHI, SC.
Nov 10 – 15
ﺩ.ﺇ1,744 for 5 nights
4.95 out of 5 average rating, 282 reviews
Guest favorite
Apartment in Palmetto Dunes
Gorgeous Hilton Head Beach Condo
5 beds
Dec 6 – 11
ﺩ.ﺇ2,131 for 5 nights
4.94 out of 5 average rating, 126 reviews
Guest favorite
Apartment in Hilton Head Island
Oceanfront Villa with pool
4 beds
Dec 11 – 16
ﺩ.ﺇ3,487 for 5 nights
4.95 out of 5 average rating, 41 reviews
Superhost
Condo in Shelter Cove
Marriott Sunset Pointe - 2BD
3 beds
Dec 13 – 18
ﺩ.ﺇ1,690 for 5 nights, originally ﺩ.ﺇ2,086
5.0 out of 5 average rating, 7 reviews
Guest favorite
Condo in Hilton Head Island
Luxe Hilton Head Beach Villa w/ Pool Views
3 beds
Nov 2 – 7
ﺩ.ﺇ2,832 for 5 nights, originally ﺩ.ﺇ3,171
4.9 out of 5 average rating, 105 reviews
Guest favorite
Home in Sea Pines
Sea Pines hut, 5-min walk to beach, dog friendly!
2 beds
Oct 26 – 31
ﺩ.ﺇ4,908 for 5 nights
5.0 out of 5 average rating, 5 reviews
Condo in Hilton Head Island
2BR 1st Floor Condo with Pools,Hot tub, Beach
3 beds
Nov 11 – 16
ﺩ.ﺇ3,242 for 5 nights
New place to stay
Superhost
Condo in Hilton Head Island
Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!
3 beds
Oct 27 – Nov 1
ﺩ.ﺇ3,070 for 5 nights
4.89 out of 5 average rating, 257 reviews
Top guest favorite
Condo in Hilton Head Island
Breathtaking OCEAN VIEW/Top Floor/Pool & Coligny
3 beds
Nov 9 – 14
ﺩ.ﺇ2,439 for 5 nights
4.9 out of 5 average rating, 205 reviews
Top guest favorite
Condo in Hilton Head Island
Luxury Oceanfront KING BED 75"TV Pickleball Tennis
2 beds
Dec 4 – 9
ﺩ.ﺇ3,975 for 5 nights
5.0 out of 5 average rating, 15 reviews
Top guest favorite
Condo in Hilton Head Island
Luxury OceanView KING BED 65"TV Bar Pickleball GYM
2 beds
Oct 28 – Nov 2
ﺩ.ﺇ3,548 for 5 nights, originally ﺩ.ﺇ4,190
4.97 out of 5 average rating, 159 reviews
Guest favorite
Condo in Hilton Head Island
Direct oceanfront, first floor, 65" TV, pickleball
4 beds
Oct 12 – 17
ﺩ.ﺇ2,901 for 5 nights, originally ﺩ.ﺇ3,532
4.96 out of 5 average rating, 24 reviews
Guest favorite
Apartment in Hilton Head Island
KING BED!Ocean View, Free Bikes Poolside 3rd Floor
2 beds
Dec 29 – Jan 3
ﺩ.ﺇ2,899 for 5 nights
4.94 out of 5 average rating, 103 reviews
Guest favorite
Condo in Hilton Head Island
The Sanctuary - A Beachfront, Ocean View Retreat
2 beds
Oct 19 – 24
ﺩ.ﺇ3,896 for 5 nights
4.96 out of 5 average rating, 69 reviews
Top guest favorite
Condo in Hilton Head Island
Cozy | Walk to Beach | Pickleball, Pool, Gym, Bike
4 beds
Oct 19 – 24
ﺩ.ﺇ2,487 for 5 nights, originally ﺩ.ﺇ2,990
4.95 out of 5 average rating, 78 reviews
Guest favorite
Home in Palmetto Dunes
Apartment in Hilton head resort
4 beds
Oct 27 – Nov 1
ﺩ.ﺇ2,196 for 5 nights
4.9 out of 5 average rating, 73 reviews
Guest favorite
Condo in Hilton Head Island
Top Floor- Ocean Views- Coastal Living
4 beds
Oct 19 – 24
ﺩ.ﺇ2,799 for 5 nights
4.89 out of 5 average rating, 209 reviews