Hilton Head Resort holiday rentals
We found 203 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Hilton Head Resort
Showing deals for:19 Dec - 26 Dec
Image gallery for HHR - Beach Villa (Heated Indoor Pool & Hot Tub)
1010 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
HHR - Beach Villa (Heated Indoor Pool & Hot Tub)
Hilton Head Island, SC
8% off
Price is S$2,034
S$2,034
for 7 nights, 1 apartment
S$291 per night
includes taxes & fees
Image gallery for Walkable Hilton Head Island Condo w/ Resort Perks
9.89.8 out of 10, Exceptional, (50 reviews)
Exceptional
(50 reviews)
Walkable Hilton Head Island Condo w/ Resort Perks
Hilton Head Island, SC
9% off
Price is S$1,563
S$1,563
for 7 nights, 1 apartment
S$223 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$1,977
S$1,977
for 7 nights, 1 apartment
S$282 per night
includes taxes & fees
Image gallery for RENOVATED LUXURY BEACH VILLA, 3 POOLS, 75" TV, BAR
8.88.8 out of 10, Excellent, (13 reviews)
Excellent
(13 reviews)
RENOVATED LUXURY BEACH VILLA, 3 POOLS, 75" TV, BAR
Hilton Head Island, SC
10% off
Price is S$1,321
S$1,321
for 7 nights, 1 apartment
S$189 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
8% off
Price is S$2,196
S$2,196
for 7 nights, 1 home
S$314 per night
includes taxes & fees
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$3,628
S$3,628
for 7 nights, 1 villa
S$518 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$2,133
S$2,133
for 7 nights, 1 home
S$305 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$1,505
S$1,505
for 7 nights, 1 apartment
S$215 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$2,135
S$2,135
for 7 nights, 1 villa
S$305 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$1,781
S$1,781
for 7 nights, 1 villa
S$254 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$1,920
S$1,920
for 7 nights, 1 villa
S$274 per night
includes taxes & fees
Image gallery for OCEAN VIEW - TOP FLOOR
8.88.8 out of 10, Excellent, (101 reviews)
Excellent
(101 reviews)
OCEAN VIEW - TOP FLOOR
Hilton Head Island, SC
7% off
Price is S$1,221
S$1,221
for 7 nights, 1 villa
S$174 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$1,860
S$1,860
for 7 nights, 1 apartment
S$266 per night
includes taxes & fees
Image gallery for Recently renovated 2 bedroom short walk to the beach getaway.
1010 out of 10, Exceptional, (43 reviews)
Exceptional
(43 reviews)
Recently renovated 2 bedroom short walk to the beach getaway.
Hilton Head Island, SC
6% off
Price is S$2,381
S$2,381
for 7 nights, 1 apartment
S$340 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$2,821
S$2,821
for 7 nights, 1 apartment
S$403 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$1,914
S$1,914
for 7 nights, 1 apartment
S$273 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$3,135
S$3,135
for 7 nights, 1 apartment
S$448 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$1,972
S$1,972
for 7 nights, 1 apartment
S$282 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$1,505
S$1,505
for 7 nights, 1 apartment
S$215 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$2,615
S$2,615
for 7 nights, 1 apartment
S$374 per night
includes taxes & fees
Image gallery for Lovely Beach Condo in Hilton Head sleeps 6
9.69.6 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Lovely Beach Condo in Hilton Head sleeps 6
Hilton Head Island, SC
8% off
Price is S$1,757
S$1,757
for 7 nights, 1 apartment
S$251 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$2,040
S$2,040
for 7 nights, 1 apartment
S$291 per night
includes taxes & fees
Image gallery for 2 bdrm. Oceanside Resort. Private Beach Access. 3 pools. Hot Tub. Pack N Play.
1010 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
2 bdrm. Oceanside Resort. Private Beach Access. 3 pools. Hot Tub. Pack N Play.
Hilton Head Island, SC
7% off
Price is S$1,407
S$1,407
for 7 nights, 1 apartment
S$201 per night
includes taxes & fees
Image gallery for BeachBucketlist1 <br>3 BD,2BT, OCEAN & GOLF VIEW & <br>BALCONY, SLEEPS 8
9.29.2 out of 10, Wonderful, (27 reviews)
Wonderful
(27 reviews)
BeachBucketlist1 <br>3 BD,2BT, OCEAN & GOLF VIEW & <br>BALCONY, SLEEPS 8
Hilton Head Island, SC
8% off
Price is S$3,190
S$3,190
for 7 nights, 1 apartment
S$456 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Hilton Head Resort
Ocean View Condo - Perfect location! 2 BR 2 BA
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
86 reviews(86 reviews)
RENOVATED LUXURY BEACH VILLA, 3 POOLS, 75" TV, BAR
Sleeps 6 · 3 bedrooms · 1+ bathroom
8.88.8 out of 10
Excellentexcellent
13 reviews(13 reviews)
Outdoor and indoor pools, on-site beachside and poolside restaurants and bars.
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
113 reviews(113 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)
Indoor and outdoor heated pools, hot tub, sauna, steam room.
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
52 reviews(52 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