Hilton Head Resort holiday rentals
We found 204 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Hilton Head Resort
Showing deals for:30 Jan - 6 Feb
Image gallery for Hilton Head Resort Ocean, Golf, Lagoon, and Marsh Views and 3 pools
1010 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
Hilton Head Resort Ocean, Golf, Lagoon, and Marsh Views and 3 pools
Hilton Head Island, SC
8% off
Price is S$3,284
S$3,284
for 7 nights, 1 villa
S$469 per night
includes taxes & fees
Image gallery for 3 BR 2 Bath Villa With Balcony Overlooking Pool 4 and Private Access to Beach!
1010 out of 10, Exceptional, (89 reviews)
Exceptional
(89 reviews)
3 BR 2 Bath Villa With Balcony Overlooking Pool 4 and Private Access to Beach!
Hilton Head Island, SC
8% off
Price is S$3,253
S$3,253
for 7 nights, 1 villa
S$465 per night
includes taxes & fees
Image gallery for COMPLETELY UPDATED 2 BED 2 BATH VILLA, WALK TO BEACH, MULTIPLE POOLS & HOT TUB
9.69.6 out of 10, Exceptional, (167 reviews)
Exceptional
(167 reviews)
COMPLETELY UPDATED 2 BED 2 BATH VILLA, WALK TO BEACH, MULTIPLE POOLS & HOT TUB
Hilton Head Island, SC
7% off
Price is S$1,430
S$1,430
for 7 nights, 1 villa
S$204 per night
includes taxes & fees
Image gallery for Great Family Getaway!
1010 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
Great Family Getaway!
Hilton Head Island, SC
8% off
Price is S$2,085
S$2,085
for 7 nights, 1 apartment
S$298 per night
includes taxes & fees
Image gallery for Dream condo by the ocean
1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Dream condo by the ocean
Hilton Head Island, SC
8% off
Price is S$2,180
S$2,180
for 7 nights, 1 apartment
S$311 per night
includes taxes & fees
Image gallery for 2B/2B Hltn Hd Resrt: Bldg 1 close to brdwlk to BEACH plus Indoor & Outdoor Pools
9.09.0 out of 10, Wonderful, (94 reviews)
Wonderful
(94 reviews)
2B/2B Hltn Hd Resrt: Bldg 1 close to brdwlk to BEACH plus Indoor & Outdoor Pools
Hilton Head Island, SC
8% off
Price is S$1,538
S$1,538
for 7 nights, 1 apartment
S$220 per night
includes taxes & fees
Image gallery for Beautiful Villa by the Ocean! A perfect getaway!
9.29.2 out of 10, Wonderful, (107 reviews)
Wonderful
(107 reviews)
Beautiful Villa by the Ocean! A perfect getaway!
Hilton Head Island, SC
8% off
Price is S$2,182
S$2,182
for 7 nights, 1 villa
S$312 per night
includes taxes & fees
Image gallery for Beach Resort, Walk to the Ocean, Free Secure Wi-Fi in Building 1
9.09.0 out of 10, Wonderful, (85 reviews)
Wonderful
(85 reviews)
Beach Resort, Walk to the Ocean, Free Secure Wi-Fi in Building 1
Hilton Head Island, SC
6% off
Price is S$1,468
S$1,468
for 7 nights, 1 apartment
S$210 per night
includes taxes & fees
Image gallery for Refreshed beach front property. 2 BD-2 BA, Sleeps 5-6.
8.88.8 out of 10, Excellent, (86 reviews)
Excellent
(86 reviews)
Refreshed beach front property. 2 BD-2 BA, Sleeps 5-6.
Hilton Head Island, SC
8% off
Price is S$1,957
S$1,957
for 7 nights, 1 apartment
S$280 per night
includes taxes & fees
Image gallery for Emery's Escape
9.29.2 out of 10, Wonderful, (7 reviews)
Wonderful
(7 reviews)
Emery's Escape
Hilton Head Island, SC
7% off
Price is S$2,243
S$2,243
for 7 nights, 1 home
S$320 per night
includes taxes & fees
Image gallery for Beautiful Beachside Resort-Indoor/Outdoor Pools/Tennis/Hot Tub/WIFI
9.49.4 out of 10, Exceptional, (111 reviews)
Exceptional
(111 reviews)
Beautiful Beachside Resort-Indoor/Outdoor Pools/Tennis/Hot Tub/WIFI
Hilton Head Island, SC
6% off
Price is S$2,015
S$2,015
for 7 nights, 1 apartment
S$288 per night
includes taxes & fees
Image gallery for Bright and Cheery 2 Bedroom Villa - Completely Updated
9.29.2 out of 10, Wonderful, (121 reviews)
Wonderful
(121 reviews)
Bright and Cheery 2 Bedroom Villa - Completely Updated
Hilton Head Island, SC
7% off
Price is S$1,345
S$1,345
for 7 nights, 1 villa
S$192 per night
includes taxes & fees
Image gallery for ** Prime 3Br/2Ba Beach Villa at Hilton Head Resort **
9.89.8 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
** Prime 3Br/2Ba Beach Villa at Hilton Head Resort **
Hilton Head Island, SC
8% off
Price is S$2,952
S$2,952
for 7 nights, 1 apartment
S$422 per night
includes taxes & fees
Image gallery for 2B/2B Best Ocean/Mrsh/Glf view. Hltn Hd Rsort: BEACH + Indoor & Outdoor pools
9.49.4 out of 10, Exceptional, (97 reviews)
Exceptional
(97 reviews)
2B/2B Best Ocean/Mrsh/Glf view. Hltn Hd Rsort: BEACH + Indoor & Outdoor pools
Hilton Head Island, SC
8% off
Price is S$1,538
S$1,538
for 7 nights, 1 apartment
S$220 per night
includes taxes & fees
Image gallery for Newly renovated Hilton Head Resort villa
8.48.4 out of 10, Very good, (5 reviews)
Very good
(5 reviews)
Newly renovated Hilton Head Resort villa
Hilton Head Island, SC
7% off
Price is S$1,734
S$1,734
for 7 nights, 1 apartment
S$248 per night
includes taxes & fees
Image gallery for RENOVATED LUXURY BEACH VILLA, 3 POOLS, 75" TV, BAR
9.09.0 out of 10, Wonderful, (14 reviews)
Wonderful
(14 reviews)
RENOVATED LUXURY BEACH VILLA, 3 POOLS, 75" TV, BAR
Hilton Head Island, SC
10% off
Price is S$1,490
S$1,490
for 7 nights, 1 apartment
S$213 per night
includes taxes & fees
Image gallery for Indoor and outdoor heated pools, hot tub, sauna, steam room.
9.09.0 out of 10, Wonderful, (52 reviews)
Wonderful
(52 reviews)
Indoor and outdoor heated pools, hot tub, sauna, steam room.
Hilton Head Island, SC
11% off
Price is S$1,473
S$1,473
for 7 nights, 1 apartment
S$210 per night
includes taxes & fees
Image gallery for Walk to Beach: Hilton Head Resort Condo w/ Pools!
9.49.4 out of 10, Exceptional, (72 reviews)
Exceptional
(72 reviews)
Walk to Beach: Hilton Head Resort Condo w/ Pools!
Hilton Head Island, SC
12% off
Price is S$1,797
S$1,797
for 7 nights, 1 apartment
S$257 per night
includes taxes & fees
Image gallery for Beach View On Hilton Head Island At The B.E.A.C.H.H.
8.88.8 out of 10, Excellent, (43 reviews)
Excellent
(43 reviews)
Beach View On Hilton Head Island At The B.E.A.C.H.H.
Hilton Head Island, SC
12% off
Price is S$2,204
S$2,204
for 7 nights, 1 apartment
S$315 per night
includes taxes & fees
Image gallery for Beachy Beach Condo - Full Set of Resort Amenities
9.49.4 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Beachy Beach Condo - Full Set of Resort Amenities
Hilton Head Island, SC
7% off
Price is S$1,300
S$1,300
for 7 nights, 1 apartment
S$186 per night
includes taxes & fees
Image gallery for Island Paradise! Entire Villa 2BR/2BA Top Floor Villa- Private Beach Access
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Island Paradise! Entire Villa 2BR/2BA Top Floor Villa- Private Beach Access
Hilton Head Island, SC
8% off
Price is S$3,234
S$3,234
for 7 nights, 1 apartment
S$462 per night
includes taxes & fees
Image gallery for Hilton Head Resort 🌴Beach Condo 🏖
9.49.4 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Hilton Head Resort 🌴Beach Condo 🏖
Hilton Head Island, SC
8% off
Price is S$2,672
S$2,672
for 7 nights, 1 apartment
S$382 per night
includes taxes & fees
Image gallery for Family friendly villa with pools, lots of amenities - short walk to the beach
9.69.6 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Family friendly villa with pools, lots of amenities - short walk to the beach
Hilton Head Island, SC
8% off
Price is S$2,021
S$2,021
for 7 nights, 1 apartment
S$289 per night
includes taxes & fees
Image gallery for Long-Term Stays Welcome: HH Island Resort Condo
8.08.0 out of 10, Very good, (24 reviews)
Very good
(24 reviews)
Long-Term Stays Welcome: HH Island Resort Condo
Hilton Head Island, SC
10% off
Price is S$1,393
S$1,393
for 7 nights, 1 apartment
S$199 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Hilton Head Resort
RENOVATED LUXURY BEACH VILLA, 3 POOLS, 75" TV, BAR
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.09.0 out of 10
Wonderfulwonderful
14 reviews(14 reviews)
"Comfy and Cozy Villa" Overlooking Pool , walk to Beach W/ tons of Amenities!!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
99 reviews(99 reviews)
New listing! Completely remodeled Villa. Beachfront with view of main pool.
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Ocean View Condo - Perfect location! 2 BR 2 BA
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
87 reviews(87 reviews)
25% Monthly discount, open 10/20-2/19. Celebrate the holidays on HHI
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
70 reviews(70 reviews)
Relax and unwind - Tranquility and secure WIFI included for free!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
114 reviews(114 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value