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:10 Oct - 17 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$2,240
S$2,240
S$320 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
11% off
Price is S$1,979
S$1,979
S$283 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$2,052
S$2,052
S$293 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$1,995
S$1,995
S$285 per night
includes taxes & fees
Image gallery for RENOVATED LUXURY BEACH VILLA, 3 POOLS, 75" TV, BAR
9.09.0 out of 10 rating
Wonderful
(12 reviews)
RENOVATED LUXURY BEACH VILLA, 3 POOLS, 75" TV, BAR
Hilton Head Island, SC
10% off
Price is S$1,194
S$1,194
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
(94 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$1,713
S$1,713
S$245 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$2,215
S$2,215
S$316 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$3,730
S$3,730
S$533 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$2,154
S$2,154
S$308 per night
includes taxes & fees
Image gallery for Bright and Cheery 2 Bedroom Villa - Completely Updated
9.29.2 out of 10 rating
Wonderful
(118 reviews)
Bright and Cheery 2 Bedroom Villa - Completely Updated
Hilton Head Island, SC
7% off
Price is S$1,525
S$1,525
S$218 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$3,331
S$3,331
S$476 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$3,210
S$3,210
S$459 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$2,248
S$2,248
S$321 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$1,771
S$1,771
S$253 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
(164 reviews)
COMPLETELY UPDATED 2 BED 2 BATH VILLA, WALK TO BEACH, MULTIPLE POOLS & HOT TUB
Hilton Head Island, SC
7% off
Price is S$1,948
S$1,948
S$278 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$1,519
S$1,519
S$217 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$2,432
S$2,432
S$347 per night
includes taxes & fees
Image gallery for Newly Renovated Condo in Beautiful Beach Front Resort
9.49.4 out of 10 rating
Exceptional
(165 reviews)
Newly Renovated Condo in Beautiful Beach Front Resort
Hilton Head Island, SC
8% off
Price is S$1,876
S$1,876
S$268 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$2,637
S$2,637
S$377 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$1,614
S$1,614
S$231 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$1,625
S$1,625
S$232 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$1,665
S$1,665
S$238 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$1,711
S$1,711
S$244 per night
includes taxes & fees
Image gallery for BeachBucketlist1 <br>3 BD,2BT, OCEAN & GOLF VIEW & <br>BALCONY, SLEEPS 8
9.09.0 out of 10 rating
Wonderful
(22 reviews)
BeachBucketlist1 <br>3 BD,2BT, OCEAN & GOLF VIEW & <br>BALCONY, SLEEPS 8
Hilton Head Island, SC
8% off
Price is S$3,217
S$3,217
S$460 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
83 reviews(83 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)
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
165 reviews(165 reviews)
Special July 5-10! 3 night min-Top floor-2 bd/2 bath-Walk to Beach!
Sleeps 6 · 2 bedrooms · 2 bathrooms
8.48.4 out of 10
Very goodvery good
25 reviews(25 reviews)
RENOVATED LUXURY BEACH VILLA, 3 POOLS, 75" TV, BAR
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.09.0 out of 10
Wonderfulwonderful
12 reviews(12 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