Vacation Rentals & Beach Rentals in Hilton Head

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1,790 beach rentals

48

Brand new house w/elevator, pool, kids room, home theater, 9 min to the beach

Coastal South Carolina / Hilton Head

Hilton Head house

6 17 min stay varies

  • 6 bedrooms
  • sleeps 17
  • min stay varies
  • Child Friendly

Price per night from

$320

Price per night from

$320

(2) Excellent 

21

Devonshire 201

Coastal South Carolina / Hilton Head

Hilton Head villa

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning
“A very relaxing unit that is updated, spacious, and clean!” Overall, a wonderful unit. Clean and updated. The master bedroom is very spacious! Loved the bathroom with the extra counter/mirror! We would definitely stay again!!! Great location- easy wal
…see more

Price per night from

$114

Price per night from

$114

(7) Very Good 

29

Ocean One 106 - Beach-side 1st Floor Condo

Coastal South Carolina / Hilton Head

Hilton Head apartment

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“great time!” we love staying at ocean one 106! it's always clean and is a spacious condo. with children, it's the perfect location to the pool and beach. the staff is friendly and helpful. looking forward to next year at the same location!
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Price per night from

$222

Responds fast!
avg. 10 minutes

Price per night from

$222

(34) Excellent 

30

Walk to Beach! 3 Pools! 2 Restaurants! Late Summer Availability!

Coastal South Carolina / Hilton Head

Hilton Head apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Great family vacation!” Just a quick note to say Thank You! We thoroughly enjoyed our stay in Hilton Head. The 2 bedroom / 2 bath condo is smartly decorated. It is themed for the beach! Everything was clean and in order. The kids loved the bunk beds
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Price per night from

$75

Price per night from

$75

(3) Excellent 

15

Carolina Place 3421

Coastal South Carolina / Hilton Head

Hilton Head villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Carolina Place” We stayed in this condo for two months this winter [2016]. Very nice condo and excellent location for all of Hilton Head activites. The condo is clean and just as the pictures show. Wyndham made everything easy for check in and check o
…see more

Price per night from

$155

Price per night from

$155

(5) Excellent 

19

2BR Beach Escape and Condo at Hilton Head

Coastal South Carolina / Hilton Head

Hilton Head condo

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Great weekend getaway at a great price!” The condo is kept very clean and the host provides lots of great amenities. It is also one of the more affordable options available in the area. We enjoyed our stay and will definitely look to stay here again
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Price per night from

$150

Responds fast!
avg. 2 hours 2 minutes

Price per night from

$150

(6) Excellent 

53

309 Ocean Dunes Villa Ocean Front Beach Views

Coastal South Carolina / Hilton Head

Hilton Head condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$90

Price per night from

$90

(2) Excellent 

14

Moorings 0506

Coastal South Carolina / Hilton Head

Hilton Head villa

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Perfect Location” Condo is walking distance to the beach. Situated between the Marriott and the Dunes House in Palmetto Dunes. Renting with Wyndham Vacation Rentals was a breeze. Upon checkin they gave us a card we could use for free movie rentals a
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Price per night from

$137

Price per night from

$137

38

182 Beachwalk Villas

Coastal South Carolina / Hilton Head

Hilton Head house

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$99

Price per night from

$99

(2) Excellent 

19

53 Springwood Villas

Coastal South Carolina / Hilton Head

Hilton Head house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$79

Price per night from

$79

(2) Excellent 

17

Newly Renovated Villa with Partial Ocean View only steps to the beach.

Coastal South Carolina / Hilton Head

Hilton Head villa

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$150

Price per night from

$150

33

Where Family Fun Begins - Beautiful Palmetto Dunes Villa In Center of Resort

Coastal South Carolina / Hilton Head

Hilton Head villa

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$98

Responds fast!
avg. 2 hours 10 minutes

Price per night from

$98

22

Beautiful 34 Ocean Breeze beach oriented. Pet friendly, free bikes and tennis

Coastal South Carolina / Hilton Head

Hilton Head house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$83

Responds fast!
avg. 10 minutes

Price per night from

$83

(8) Very Good 

71

Std Indoor Balcony - 3123

Coastal South Carolina / Hilton Head

Hilton Head apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“very relaxing clean condo!!!” Absolutly loved this place!!! The beds were so comfortable!!! Everything was very clean and organized. Me and my lil family CanT wait to stay again!!!
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Price per night from

$97

Responds fast!
avg. 2 hours 37 minutes

Price per night from

$97

24

Newly Renovated! Book Now for Prime-Time 2016

Coastal South Carolina / Hilton Head

Hilton Head villa

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$200

Price per night from

$200

(7) Excellent 

39

Beautiful Sea Pines 4th Row House

Coastal South Carolina / Hilton Head

Hilton Head house

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“10 Surf Scoter” This was a very nice home. It had Lots of amenities: great kitchen, plenty of room for everyone to eat together; used the screened in porch ALOT. Enjoyed the pool and deck area too
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Price per night from

$349

Price per night from

$349

27

Lighthouse I Villas 1082

Coastal South Carolina / Hilton Head

Hilton Head villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$279

Price per night from

$279

(1) Excellent 

26

Affordable "Direct Ocean Front" 1br 1 bth

Coastal South Carolina / Hilton Head

Hilton Head condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$140

Responds fast!
avg. 2 hours 8 minutes

Price per night from

$140

22

New to Market, 312 Breakers. Sleeps 4, Free Bikes, Pool

Coastal South Carolina / Hilton Head

Hilton Head villa

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$130

Responds fast!
avg. 10 minutes

Price per night from

$130

(7) Excellent 

24

Windsor Court North 4204

Coastal South Carolina / Hilton Head

Hilton Head villa

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Excellent Choice” This condominium was as advertised - beautiful inside; spectacular balcony view overlooking the pool area and the ocean just beyond; well-equipped kitchen and plenty of starter supplies such as paper towels, soap, and toilet tissue.
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Price per night from

$189

Price per night from

$189

(22) Very Good 

25

Ocean One 409 - Oceanfront 4th Floor Condo

Coastal South Carolina / Hilton Head

Hilton Head apartment

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Exceeded Our Expectations” We rented this condo for 5 nights starting on Labor Day. My husband and I arrived at the rental office early (1:15 pm) and we were able to move into the condo 30 minutes later. Seashore Vacations was great to work with. They
…see more

Price per night from

$210

Responds fast!
avg. 10 minutes

Price per night from

$210

22

81 Ocean Breeze, Dog Friendly. Free Bikes, Pool, Tennis

Coastal South Carolina / Hilton Head

Hilton Head house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$83

Responds fast!
avg. 10 minutes

Price per night from

$83

24

Xanadu Villa, Short Walk to the Beach

Coastal South Carolina / Hilton Head

Hilton Head apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$93

Price per night from

$93

(4) Excellent 

25

Palmetto Dunes Villa; Palmetto Dunes Villa; Prime August Dates Available

Coastal South Carolina / Hilton Head

Hilton Head condo

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Child Friendly

Price per night from

$110

Responds fast!
avg. 3 hours 59 minutes

Price per night from

$110

23

Private End of Street - Home in Lawton Woods

Coastal South Carolina / Hilton Head

Hilton Head house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$165

Responds fast!
avg. 2 hours 11 minutes

Price per night from

$165

(1) Excellent 

28

78 Shell Ring Road

Coastal South Carolina / Hilton Head

Hilton Head house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$179

Price per night from

$179

(1) Excellent 

32

97 South Sea Pines Drive

Coastal South Carolina / Hilton Head

Hilton Head house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“The rental home was everything we wanted and needed for our family vacation.” Great home for family vacations. Large and equipped with all the essentials needed for a weeks stay. It was a shorter walk to the beach than expected. The beach was beautif
…see more

Price per night from

$529

Price per night from

$529

(15) Excellent 

26

Courtside 97 - 1st Floor Flat - Wonderful Ground Floor Flat

Coastal South Carolina / Hilton Head

Hilton Head apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“A Nice Place to Stay” The condo was conveniently located and well equipped. I would recommend this unit to anyone seeking guidance.
…see more

Price per night from

$123

Responds fast!
avg. 10 minutes

Price per night from

$123

(10) Very Good 

15

1508 Villamare-5th Floor Awesome Oceanview

Coastal South Carolina / Hilton Head

Hilton Head villa

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Fabulous condo!” Fantastic views as described, beautifully furnished and quiet. We thoroughly enjoyed our stay in this condo and hope to rent again in the future.
…see more

Price per night from

$200

Price per night from

$200

14

Luxurious 3 Bedroom Penthouse

Coastal South Carolina / Hilton Head

Hilton Head villa

3 9 7 nights min

  • 3 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$256

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$256

24

Stunning Sea Pines Home, Private Pool, Golf Views, Walk to Beach, Free Bikes

Coastal South Carolina / Hilton Head

Hilton Head house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$233

Responds fast!
avg. 10 minutes

Price per night from

$233

27

Fun, Fresh & Airy Home with Private Spa, Community Pool & Tennis located in the

Coastal South Carolina / Hilton Head

Hilton Head house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$143

Responds fast!
avg. 1 hour 53 minutes

Price per night from

$143

24

Renovated 2 Bed/2.5 Bath Pet Friendly Villa, Free Bikes, Tennis, Pool, Beach

Coastal South Carolina / Hilton Head

Hilton Head house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$83

Responds fast!
avg. 10 minutes

Price per night from

$83

(1) Very Good 

28

2BR Hilton Head Villa w/Resort Amenities!

Coastal South Carolina / Hilton Head

Hilton Head villa

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$99

Responds fast!
avg. 55 minutes

Price per night from

$99

(25) Very Good 

Certificate of Excellence

11

RELAX or HAVE FUN: 2 bed condo (walk to beach)

Coastal South Carolina / Hilton Head

Hilton Head apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Perfect Mother's Day Weekend with my son” The location was only two blocks from the beach and has two pools onsite. The condo has everything you need to make your stay comfortable, there was even an infant float sun canopy that we used for our 18 mont
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Certificate of Excellence

Price per night from

$90

Responds fast!
avg. 3 hours 26 minutes

Price per night from

$90

18

306 Barrington Arms -Oceanfront Luxury Villa

Coastal South Carolina / Hilton Head

Hilton Head villa

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$199

Price per night from

$199

10

Watch the Sunrise Over the Ocean while Relaxing in Hilton Head Style

Coastal South Carolina / Hilton Head

Hilton Head condo

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$180

Responds fast!
avg. 3 hours 52 minutes

Price per night from

$180