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:17 Oct - 24 Oct
Image gallery for Family friendly unit. Short walk or shuttle to the beach!
1010 out of 10 rating
Exceptional
(53 reviews)
Family friendly unit. Short walk or shuttle to the beach!
Hilton Head Island, SC
7% off
Price is S$2,250
S$2,250
S$321 per night
includes taxes & fees
Image gallery for Updated villa minutes walk to the beach. Seasonal heated outdoor pool
1010 out of 10 rating
Exceptional
(8 reviews)
Updated villa minutes walk to the beach. Seasonal heated outdoor pool
Hilton Head Island, SC
10% off
Price is S$1,742
S$1,742
S$249 per night
includes taxes & fees
Image gallery for HHR - Beach Villa (Heated Indoor Pool & Hot Tub)
1010 out of 10 rating
Exceptional
(12 reviews)
HHR - Beach Villa (Heated Indoor Pool & Hot Tub)
Hilton Head Island, SC
8% off
Price is S$1,779
S$1,779
S$254 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
(24 reviews)
Family friendly villa with pools, lots of amenities - short walk to the beach
Hilton Head Island, SC
8% off
Price is S$2,003
S$2,003
S$286 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
(13 reviews)
RENOVATED LUXURY BEACH VILLA, 3 POOLS, 75" TV, BAR
Hilton Head Island, SC
10% off
Price is S$1,199
S$1,199
S$171 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
(95 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$1,720
S$1,720
S$246 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$2,224
S$2,224
S$318 per night
includes taxes & fees
Image gallery for NEWLY listed! Ocean, Golf, Lagoon, and Marsh Views - Completely Renovated 2022
1010 out of 10 rating
Exceptional
(20 reviews)
NEWLY listed! Ocean, Golf, Lagoon, and Marsh Views - Completely Renovated 2022
Hilton Head Island, SC
8% off
Price is S$3,746
S$3,746
S$535 per night
includes taxes & fees
Image gallery for Beautiful Villa by the Ocean! A perfect getaway!
9.29.2 out of 10 rating
Wonderful
(107 reviews)
Beautiful Villa by the Ocean! A perfect getaway!
Hilton Head Island, SC
8% off
Price is S$2,163
S$2,163
S$309 per night
includes taxes & fees
Image gallery for Bright and Cheery 2 Bedroom Villa - Completely Updated
9.29.2 out of 10 rating
Wonderful
(119 reviews)
Bright and Cheery 2 Bedroom Villa - Completely Updated
Hilton Head Island, SC
7% off
Price is S$1,531
S$1,531
S$219 per night
includes taxes & fees
Image gallery for ** Prime 3Br/2Ba Beach Villa at Hilton Head Resort **
1010 out of 10 rating
Exceptional
(25 reviews)
** Prime 3Br/2Ba Beach Villa at Hilton Head Resort **
Hilton Head Island, SC
8% off
Price is S$3,345
S$3,345
S$478 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 rating
Exceptional
(87 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$3,223
S$3,223
S$460 per night
includes taxes & fees
Image gallery for Hilton Head Resort, Family Friendly, Beautiful Beach and Cabana. Great Amenities
9.29.2 out of 10 rating
Wonderful
(54 reviews)
Hilton Head Resort, Family Friendly, Beautiful Beach and Cabana. Great Amenities
Hilton Head Island, SC
19% off
Price is S$2,675
S$2,675
S$382 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$1,778
S$1,778
S$254 per night
includes taxes & fees
Image gallery for Discounted August dates. Indoor and outdoor pools, oceanside restaurant.
9.09.0 out of 10 rating
Wonderful
(64 reviews)
Discounted August dates. Indoor and outdoor pools, oceanside restaurant.
Hilton Head Island, SC
13% off
Price is S$1,228
S$1,228
S$175 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
(93 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$1,525
S$1,525
S$218 per night
includes taxes & fees
Image gallery for Newly Renovated Condo in Beautiful Beach Front Resort
9.49.4 out of 10 rating
Exceptional
(166 reviews)
Newly Renovated Condo in Beautiful Beach Front Resort
Hilton Head Island, SC
8% off
Price is S$1,884
S$1,884
S$269 per night
includes taxes & fees
Image gallery for Panoramic Ocean View
9.69.6 out of 10 rating
Exceptional
(47 reviews)
Panoramic Ocean View
Hilton Head Island, SC
8% off
Price is S$2,442
S$2,442
S$349 per night
includes taxes & fees
Image gallery for Hilton Head Resort 🌴Beach Condo 🏖
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Hilton Head Resort 🌴Beach Condo 🏖
Hilton Head Island, SC
8% off
Price is S$2,648
S$2,648
S$378 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 rating
Exceptional
(15 reviews)
2 bdrm. Oceanside Resort. Private Beach Access. 3 pools. Hot Tub. Pack N Play.
Hilton Head Island, SC
7% off
Price is S$1,621
S$1,621
S$232 per night
includes taxes & fees
Image gallery for Lovely Beach Condo in Hilton Head sleeps 6
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Lovely Beach Condo in Hilton Head sleeps 6
Hilton Head Island, SC
8% off
Price is S$1,632
S$1,632
S$233 per night
includes taxes & fees
Image gallery for Spacious Hilton Head Resort Condo/Villa Near Beach
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Spacious Hilton Head Resort Condo/Villa Near Beach
Hilton Head Island, SC
7% off
Price is S$1,672
S$1,672
S$239 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$1,578
S$1,578
S$225 per night
includes taxes & fees
Image gallery for Great Family Getaway!
1010 out of 10 rating
Exceptional
(27 reviews)
Great Family Getaway!
Hilton Head Island, SC
8% off
Price is S$2,066
S$2,066
S$295 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Hilton Head Resort
Relax and unwind - Tranquility and secure WIFI included for free!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
109 reviews(109 reviews)
Newly Renovated Condo in Beautiful Beach Front Resort
Sleeps 8 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
166 reviews(166 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)
Family Paradise- 2bdrm/2 bath condo, indoor pool, spa, outdoor pools, & tennis.
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
86 reviews(86 reviews)
Ocean View Condo - Perfect location! 2 BR 2 BA
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
83 reviews(83 reviews)
Largest unit in Hilton Head Resort with Washer& Dryer in Unit
Sleeps 6 · 2 bedrooms · 2 bathrooms
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