Hilton Head Resort holiday rentals
We found 200 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Hilton Head Resort
Showing deals for:22 Aug - 29 Aug
Image gallery for 3 BR 2 Bath Villa With Balcony Overlooking Pool 4 and Private Access to Beach!
1010 out of 10 rating
Exceptional
(86 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$3,508
S$3,508
S$501 per night
includes taxes & fees
Image gallery for 2-bedroom condo with tons of amenities including washer/dryer in unit and Wi-Fi.
9.89.8 out of 10 rating
Exceptional
(33 reviews)
2-bedroom condo with tons of amenities including washer/dryer in unit and Wi-Fi.
Hilton Head Island, SC
7% off
Price is S$2,265
S$2,265
S$324 per night
includes taxes & fees
Image gallery for Great Family Getaway!
1010 out of 10 rating
Exceptional
(22 reviews)
Great Family Getaway!
Hilton Head Island, SC
8% off
Price is S$2,295
S$2,295
S$328 per night
includes taxes & fees
Image gallery for Beachside Villa 2BD/2BA, 7 min Walk to the Hilton Head Island Beach!
1010 out of 10 rating
Exceptional
(6 reviews)
Beachside Villa 2BD/2BA, 7 min Walk to the Hilton Head Island Beach!
Hilton Head Island, SC
6% off
Price is S$2,508
S$2,508
S$358 per night
includes taxes & fees
Image gallery for Excellent location 2 BD/2 BA villa with beachfront, 3 pools and much more !
9.89.8 out of 10 rating
Exceptional
(87 reviews)
Excellent location 2 BD/2 BA villa with beachfront, 3 pools and much more !
Hilton Head Island, SC
22% off
Price is S$1,916
S$1,916
S$274 per night
includes taxes & fees
Image gallery for SUMMER Spl; 15% OFF 2B/2B Best Ocean/Mrsh/Glf view. Hltn Hd Rsort: BEACH+3 pools
9.49.4 out of 10 rating
Exceptional
(91 reviews)
SUMMER Spl; 15% OFF 2B/2B Best Ocean/Mrsh/Glf view. Hltn Hd Rsort: BEACH+3 pools
Hilton Head Island, SC
8% off
Price is S$1,964
S$1,964
S$281 per night
includes taxes & fees
Image gallery for Emery's Escape
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Emery's Escape
Hilton Head Island, SC
7% off
Price is S$2,250
S$2,250
S$321 per night
includes taxes & fees
Image gallery for Lovely Beach Condo in Hilton Head sleeps 6
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Lovely Beach Condo in Hilton Head sleeps 6
Hilton Head Island, SC
8% off
Price is S$1,906
S$1,906
S$272 per night
includes taxes & fees
Image gallery for Indoor and outdoor heated pools, hot tub, sauna, steam room.
9.09.0 out of 10 rating
Wonderful
(42 reviews)
Indoor and outdoor heated pools, hot tub, sauna, steam room.
Hilton Head Island, SC
11% off
Price is S$1,479
S$1,479
S$211 per night
includes taxes & fees
Image gallery for Beautiful Villa by the Ocean! A perfect getaway!
9.49.4 out of 10 rating
Exceptional
(106 reviews)
Beautiful Villa by the Ocean! A perfect getaway!
Hilton Head Island, SC
8% off
Price is S$3,175
S$3,175
S$454 per night
includes taxes & fees
Image gallery for SUMMER DEAL: 15% OFF 2B/2B Hltn Hd Resrt: Bldg 1 close to brdwlk to BEACH & POOL
9.09.0 out of 10 rating
Wonderful
(88 reviews)
SUMMER DEAL: 15% OFF 2B/2B Hltn Hd Resrt: Bldg 1 close to brdwlk to BEACH & POOL
Hilton Head Island, SC
8% off
Price is S$1,964
S$1,964
S$281 per night
includes taxes & fees
Image gallery for Newly Renovated Condo in Beautiful Beach Front Resort
9.49.4 out of 10 rating
Exceptional
(162 reviews)
Newly Renovated Condo in Beautiful Beach Front Resort
Hilton Head Island, SC
8% off
Price is S$1,808
S$1,808
S$258 per night
includes taxes & fees
Image gallery for Beautiful Beachside Resort-Indoor/Outdoor Pools/Tennis/Hot Tub/WIFI
9.49.4 out of 10 rating
Exceptional
(105 reviews)
Beautiful Beachside Resort-Indoor/Outdoor Pools/Tennis/Hot Tub/WIFI
Hilton Head Island, SC
6% off
Price is S$1,922
S$1,922
S$275 per night
includes taxes & fees
Image gallery for Indoor and outdoor pools, oceanside restaurant, weekly/monthly discount.
9.09.0 out of 10 rating
Wonderful
(60 reviews)
Indoor and outdoor pools, oceanside restaurant, weekly/monthly discount.
Hilton Head Island, SC
7% off
Price is S$1,452
S$1,452
S$207 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 rating
Exceptional
(161 reviews)
COMPLETELY UPDATED 2 BED 2 BATH VILLA, WALK TO BEACH, MULTIPLE POOLS & HOT TUB
Hilton Head Island, SC
7% off
Price is S$2,000
S$2,000
S$286 per night
includes taxes & fees
Image gallery for HOLIDAY HAVEN! Beautiful Beachside Resort-Heated Pool-Tennis-Jacuzzi
9.49.4 out of 10 rating
Exceptional
(138 reviews)
HOLIDAY HAVEN! Beautiful Beachside Resort-Heated Pool-Tennis-Jacuzzi
Hilton Head Island, SC
5% off
Price is S$2,184
S$2,184
S$312 per night
includes taxes & fees
Image gallery for Island Paradise! Entire Villa 2BR/2BA Top Floor Villa- Private Beach Access
1010 out of 10 rating
Exceptional
(5 reviews)
Island Paradise! Entire Villa 2BR/2BA Top Floor Villa- Private Beach Access
Hilton Head Island, SC
7% off
Price is S$1,738
S$1,738
S$248 per night
includes taxes & fees
Image gallery for Panoramic Ocean View
9.69.6 out of 10 rating
Exceptional
(45 reviews)
Panoramic Ocean View
Hilton Head Island, SC
8% off
Price is S$2,967
S$2,967
S$424 per night
includes taxes & fees
Image gallery for Beachy Beach Condo - Full Set of Resort Amenities
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Beachy Beach Condo - Full Set of Resort Amenities
Hilton Head Island, SC
8% off
Price is S$2,189
S$2,189
S$313 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 rating
Exceptional
(23 reviews)
Family friendly villa with pools, lots of amenities - short walk to the beach
Hilton Head Island, SC
8% off
Price is S$1,739
S$1,739
S$248 per night
includes taxes & fees
Image gallery for HHR - Beach Villa (Heated Indoor Pool & Hot Tub)
1010 out of 10 rating
Exceptional
(11 reviews)
HHR - Beach Villa (Heated Indoor Pool & Hot Tub)
Hilton Head Island, SC
8% off
Price is S$2,205
S$2,205
S$315 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 rating
Wonderful
(20 reviews)
BeachBucketlist1 <br>3 BD,2BT, OCEAN & GOLF VIEW & <br>BALCONY, SLEEPS 8
Hilton Head Island, SC
8% off
Price is S$3,916
S$3,916
S$559 per night
includes taxes & fees
Image gallery for Newly Renovated Hilton Head Resort Beach Condo - 2 Bedroom - Private Balcony
9.69.6 out of 10 rating
Exceptional
(190 reviews)
Newly Renovated Hilton Head Resort Beach Condo - 2 Bedroom - Private Balcony
Hilton Head Island, SC
7% off
Price is S$1,856
S$1,856
S$265 per night
includes taxes & fees
Image gallery for RENOVATED LUXURY BEACH VILLA, 3 POOLS, 75" TV, BAR
8.88.8 out of 10 rating
Excellent
(9 reviews)
RENOVATED LUXURY BEACH VILLA, 3 POOLS, 75" TV, BAR
Hilton Head Island, SC
10% off
Price is S$1,542
S$1,542
S$220 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
8.88.8 out of 10
Excellentexcellent
9 reviews(9 reviews)
Book Now for Summer! 3 night min-Top floor-2 bd/2 bath-Walk to Beach!
Sleeps 6 · 2 bedrooms · 2 bathrooms
8.28.2 out of 10
Very goodvery good
21 reviews(21 reviews)
Indoor and outdoor pools, oceanside restaurant, weekly/monthly discount.
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
60 reviews(60 reviews)
Beach Access Villa with Indoor & Outdoor Pools - Private Balcony - Updated
Sleeps 10 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
SUMMER DEAL: 15% OFF 2B/2B Hltn Hd Resrt: Bldg 1 close to brdwlk to BEACH & POOL
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
88 reviews(88 reviews)
Excellent location 2 BD/2 BA villa with beachfront, 3 pools and much more !
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
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