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

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Guest favourite
Home in Hilton Head Island
Beach Town Bungalow🏖Walk to Ocean🔥FirePit🍗BBqGrill
8 guests3 bedrooms5 beds2 bathrooms
31 May – 5 Jun
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31 May – 5 Jun
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$2,179 SGD for 5 nights
for 5 nights

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Guest favourite
Island in Hilton Head Island
1 Old House Cay - Private Island Oasis
4 beds
1–6 May
$3,362 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Guest favourite
Townhouse in Hilton Head Island
Luxury Getaway/4BD/King Suite/Near Coligny Beach
4 beds
8–13 May
$2,185 SGD for 5 nights
for 5 nights
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Guest house in Hilton Head Island
Alli B's Air B and B-Great Country access off 278
Free cancellation
6–11 Jun
$890 SGD for 5 nights
for 5 nights
4.92 out of 5 average rating, 170 reviews
Apartment in Hilton Head Island
2BR 1st-Floor | Pool | Balcony | Washer/Dryer
Free cancellation
2–7 May
$889 SGD for 5 nights
for 5 nights
4.8 out of 5 average rating, 25 reviews
Top guest favourite
Home in Hilton Head Island
Low Country Charm
Free cancellation
14–19 Jun
$3,113 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 14 reviews
Guest favourite
Room in Bluffton
Stay with PaulBusiness owner,
20 Min. from the Beach! Bluffton & Hilton Head!- S
1–6 May
$469 SGD for 5 nights
for 5 nights
4.89 out of 5 average rating, 326 reviews
Guest favourite
Apartment in Hilton Head Island
2-bdrm. Oceanside Resort, Heated Indoor Pool
5 beds
3–8 May
$848 SGD for 5 nights
for 5 nights
4.9 out of 5 average rating, 114 reviews
Guest favourite
Townhouse in Hilton Head Island
Lovely new townhome!
5 beds
1–6 May
$2,312 SGD for 5 nights
for 5 nights
4.96 out of 5 average rating, 47 reviews
Guest favourite
Apartment in Hilton Head Island
Ocean View 1-bdrm. Steps to the beach. Pickleball
2 beds
3–8 May
$894 SGD for 5 nights
for 5 nights
4.92 out of 5 average rating, 116 reviews
Apartment in Hilton Head Island
3rd Floor Villa with Shared Pools
Free cancellation
7–12 May
$818 SGD for 5 nights
for 5 nights
4.67 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Hilton Head Island
2 Pools + Hot Tub: Hilton Head Island Condo!
5 beds
4–9 May
$1,020 SGD for 5 nights
for 5 nights
4.89 out of 5 average rating, 66 reviews
Apartment in Hilton Head Island
Walk to Folly Field Beach: Condo w/ 2 Pools!
1 king bed
10–15 May
$988 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Hilton Head Island
MyStay at 1102 Sea Crest - Oceanfront Resort Gem!
4 beds
1–6 May
$1,979 SGD for 5 nights
for 5 nights
Apartment in Hilton Head Island
Walk to Beach 1BR Oceanfront Breakers Villas 3rd-
Free cancellation
24–29 Aug
$1,170 SGD for 5 nights
for 5 nights
4.57 out of 5 average rating, 51 reviews
Flat in Hilton Head Island
2BR/2BA w/Kit, W/D & Balc. - Steps to beach
Free cancellation
29 Nov – 4 Dec
$1,224 SGD for 5 nights
for 5 nights
New place to stay
Apartment in Hilton Head Island
1BR golf course-view & patio
Free cancellation
1–6 May
$1,076 SGD for 5 nights
for 5 nights
4.62 out of 5 average rating, 39 reviews
Apartment in Hilton Head Island
Top-Floor 2BR | Pools | Hot Tub | Beach Access
Free cancellation
4–9 May
$788 SGD for 5 nights
for 5 nights
4.77 out of 5 average rating, 31 reviews
Apartment in Hilton Head Island
Airy 2BR Island Club 2nd-Floor | Balcony | Pool
Free cancellation
10–15 May
$1,084 SGD for 5 nights
for 5 nights
4.74 out of 5 average rating, 19 reviews