Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more
332 vacation rentals

(29) Excellent 

21

Ocean Villa on Hilton Head Island, SC

Coastal South Carolina / Hilton Head

Hilton Head apartment

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Great Accommodations and Location!” This was a wonderful vacation rental for our little family. The condo was perfectly decorated, very clean, and a quick walk to the beach. Irene (owner) was quick to answer all of our questions. I can't say enough
…see more

Price per night from

$151

Responds fast!
avg. 17 minutes

Price per night from

$151

(43) Very Good 

67

Ocean Front Resort, Updated and Comfortable -wifi

Coastal South Carolina / Hilton Head

Hilton Head villa

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
“Comfortable and affordable” Great place! Really enjoyed everything about it. Wish we could have stayed longer. Definitely somewhere to return to in the future!
…see more

Price per night from

$98

Responds fast!
avg. 1 hour 7 minutes

Price per night from

$98

(12) Very Good 

20

Modern and Freah Hilton Head Condo - Walking Distance to the Beach

Coastal South Carolina / Hilton Head

Hilton Head apartment

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Very nice place.” All the amenities that you could ever need at the beach - nice indoor pool, outdoor pool, hot tub, sauna, exercise room and short walk to the beach. We loved Coco's and great food. Lois
…see more

Price per night from

$144

Price per night from

$144

11

BRIGATINE QUARTER TOWNHOME QUICK STROLL TO BEACH

Coastal South Carolina / Hilton Head

Hilton Head condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning

Price per night from

$164

Price per night from

$164

28

Carolina Club #440 is part of Spinnaker Resorts

Coastal South Carolina / Hilton Head

Hilton Head townhouse

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$287

Price per night from

$287

(27) Excellent 

Certificate of Excellence

29

3 Quincy, Private Pool, Sleeps 6

Coastal South Carolina / Hilton Head

Hilton Head house

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly
“One of the best” Great house, well appointed. The pool was clean & included setting areas with umbrellas. We have rented several houses in both the US and Europe, this is one of the best
…see more

Certificate of Excellence

Price per night from

$344

Responds fast!
avg. 1 hour 58 minutes

Price per night from

$344

(9) Very Good 

26

3BR/2BA - Beach Access - Wi-Fi - Pool/Tennis

Coastal South Carolina / Hilton Head

Hilton Head apartment

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
“Great Condo, clean and neat.” We are close to the beach. There's plenty to do on the island, even though the weather is a little cold this week. We've had a great time shopping and sight-seeing.
…see more

Price per night from

$100

Responds fast!
avg. 1 hour 16 minutes

Price per night from

$100

(5) Excellent 

19

2BR Beach Escape and Condo at Hilton Head

Coastal South Carolina / Hilton Head

Hilton Head condo

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights 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
…see more

Price per night from

$172

Responds fast!
avg. 1 hour 57 minutes

Price per night from

$172

(9) Very Good 

Certificate of Excellence

13

Great deal on gorgeous HHI!

Coastal South Carolina / Hilton Head

Hilton Head condo

1 6 3 nights min

  • 1 bedroom
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Certificate of Excellence

Price per night from

$167

Price per night from

$167

(11) Excellent 

29

Palmetto Dunes Ranch-Lagoon View, Short Walk to Beach

Coastal South Carolina / Hilton Head

Hilton Head house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Child Friendly

Price per night from

$251

Responds fast!
avg. 3 hours 4 minutes

Price per night from

$251

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

$276

Price per night from

$276

(22) Excellent 

20

Spacious 3 bedroom Villa Walking Distance to Beach

Coastal South Carolina / Hilton Head

Hilton Head villa

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
“Absolutely wonderful” Beautiful location, super close to the beach. Everything was so nice and very clean when we arrived! Would absolutely stay here again!
…see more

Price per night from

$181

Responds fast!
avg. 1 hour 45 minutes

Price per night from

$181

25

Charming Villa in Sea Pines and a short walk to the Beach!

Coastal South Carolina / Hilton Head

Hilton Head apartment

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$188

Price per night from

$188

(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 min stay varies

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

Price per night from

$127

Price per night from

$127

(18) Very Good 

33

HERITAGE GOLF TOURNAMENT AVAILABLE,IMMACULATE VILLA OVERLOOKS 9TH TEE,PRIVACY!

Coastal South Carolina / Hilton Head

Hilton Head villa

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Excellent accommodations and customer care!!!” We recently spent a week at this villa and had a wonderful time!! Just as other reviewers have reported, it is very clean and the kitchen was very well stocked with just about anything you would need to p
…see more

Price per night from

$156

Responds fast!
avg. 3 hours 0 minutes

Price per night from

$156

(40) Very Good 

Certificate of Excellence

22

Hilton Head Island - Spa on Port Royal Sound

Coastal South Carolina / Hilton Head

Hilton Head apartment

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool
“Quiet relaxation” We absolutely loved our stay! The condo is on the third floor, so there’s great views of the grounds, and a walking path to the ocean and pier. The Plantation was extremely quiet, and the people we did come across were welcoming and
…see more

Certificate of Excellence

Price per night from

$116

Responds fast!
avg. 2 hours 4 minutes

Price per night from

$116

(1) Excellent 

21

Sea Pines home with private pool. Light filled and open floor plan.

Coastal South Carolina / Hilton Head

Hilton Head house

3 8 3 nights min

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

Price per night from

$356

Price per night from

$356

(9) Very Good 

Certificate of Excellence

17

Villa in the most desired area by the beach!

Coastal South Carolina / Hilton Head

Hilton Head villa

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Mrs” So beautiful!!!! We had an amazing time celebrating a bachelorette trip here! The house was perfect!!! The owner was amazing to work with.
…see more

Certificate of Excellence

Price per night from

$108

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$108

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

$113

Responds fast!
avg. 2 hours 10 minutes

Price per night from

$113

(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

$127

Responds fast!
avg. 3 hours 59 minutes

Price per night from

$127

(11) Very Good 

49

BEAUTIFUL SEA PINES HOME- NEAR OCEAN LOCATION WITH LARGE POOL $995 FALL SPECIAL

Coastal South Carolina / Hilton Head

Hilton Head house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“SC Trip” We had an awesome week. The house was perfect for our needs and clean. It was not far from beach and you could walk there as well. Loved the area!
…see more

Price per night from

$163

Responds fast!
avg. 52 minutes

Price per night from

$163

(15) Very Good 

24

Spectacular Villa, Breathtaking Views of Harbor!

Coastal South Carolina / Hilton Head

Hilton Head villa

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Most perfect place to stay” We cannot begin to tell you about the amazing time we had in Hilton Head Island! At first arrival we were so impressed with your Villa and the location. It was more than perfect for our family. It gave us all the flexibilit
…see more

Price per night from

$287

Price per night from

$287

23

Our Villa by the Sea

Coastal South Carolina / Hilton Head

Hilton Head villa

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$112

Price per night from

$112

(29) Excellent 

Certificate of Excellence

23

Hilton Head Island - Quiet beach relaxation and much more! 2 bed/2 bath.

Coastal South Carolina / Hilton Head

Hilton Head apartment

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Wonderful place for a laid-back family vacation!” This was our first family vacation with kids and this was a wonderful place to stay! It was so nice being close to the pool, and the sound-side beach was beautiful.
…see more

Certificate of Excellence

Price per night from

$121

Responds fast!
avg. 11 minutes

Price per night from

$121

(24) Very Good 

Certificate of Excellence

12

Direct Oceanfront. Just bring your toothbrush!

Coastal South Carolina / Hilton Head

Hilton Head villa

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
“Amazing trip to Hilton Head and perfect location!” My wife and I celebrated our one year anniversary in Hilton Head and stayed Karen's wonderful beachfront condo! The location was perfect and it's less than a two minute walk to the beach. Her place
…see more

Certificate of Excellence

Price per night from

$172

Responds fast!
avg. 1 hour 25 minutes

Price per night from

$172

(4) Excellent 

15

511 BARRINGTON COURT PALMETTO DUNES HH, SC

Coastal South Carolina / Hilton Head

Hilton Head condo

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Fantastic view, incredibly clean, well stocked, comfortable, and a GREAT owner to deal with.” I think the headline says it all, but here's a little more detail. This was absolutely the cleanest condo/hotel/motel/home we've ever stayed in. The owner
…see more

Price per night from

$344

Price per night from

$344

(3) Excellent 

21

5th Row to Beach on Lagoon - Central to All!

Coastal South Carolina / Hilton Head

Hilton Head house

4 12 4 nights min

  • 4 bedrooms
  • sleeps 12
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Relaxing Beach Home” We loved this spacious and relaxing home! It’s a short walk to the beach and pool is great! Very clean and the owner was always very helpful and responsive! We would rent again!
…see more

Price per night from

$402

Responds fast!
avg. 1 hour 19 minutes

Price per night from

$402

7

Yacht Club Villas

Coastal South Carolina / Hilton Head

Hilton Head condo

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$148

Price per night from

$148

(1) Excellent 

36

Hilton Head Luxurious Retreat

Coastal South Carolina / Hilton Head

Hilton Head house

6 16 min stay varies

  • 6 bedrooms
  • sleeps 16
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool

Price per night from

$688

Responds fast!
avg. 1 hour 40 minutes

Price per night from

$688

22

205 Beachwalk

Coastal South Carolina / Hilton Head

Hilton Head villa

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Car not necessary
  • Pet Friendly

Price per night from

$127

Responds fast!
avg. 3 hours 50 minutes

Price per night from

$127

(2) Excellent 

19

Spacious home on golf course with private pool & free bikes !

Coastal South Carolina / Hilton Head

Hilton Head house

3 10 6 nights min

  • 3 bedrooms
  • sleeps 10
  • 6 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$488

Responds fast!
avg. 22 minutes

Price per night from

$488

(27) Excellent 

27

SEA-esta @ Ocean Breeze ~ South Forest Beach

Coastal South Carolina / Hilton Head

Hilton Head villa

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
“Relaxed and Enjoy!” Thank you Brandi for sharing your home with us. We had such a great time and we're able to share it with our dogs. Other residents were all friendly and were happy to show off their dogs too. The pool was close but not enough you
…see more

Price per night from

$144

Responds fast!
avg. 1 hour 3 minutes

Price per night from

$144

16

Waterside by Spinnaker

Coastal South Carolina / Hilton Head

Hilton Head villa

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$230

Price per night from

$230

(5) Very Good 

14

Spacious 2 BR condo w/ Free Tennis! Palmetto Dunes

Coastal South Carolina / Hilton Head

Hilton Head villa

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
“Roomy” A girlfriend and I stayed in this condo for a week. It was well furnished, clean, but in need of a paint job. Here are some pros and cons... Pros: dual air conditioning controls, great beds, bathroom downstairs, flat screen TV, free bikes, f
…see more

Price per night from

$213

Responds fast!
avg. 2 hours 32 minutes

Price per night from

$213

(5) Excellent 

Certificate of Excellence

18

FAMILY FRIENDLY- Remodeled Feb. 2018- 2Bedroom/2Bath WIFI - SHORT WALK TO BEACH!

Coastal South Carolina / Hilton Head

Hilton Head villa

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$109

Responds fast!
avg. 45 minutes

Price per night from

$109

21

Beautiful Villa By The Ocean , Outdoor and Indoor Pools! 100,00 Reserves me!!!

Coastal South Carolina / Hilton Head

Hilton Head villa

2 6 2 nights min

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

Price per night from

$86

Responds fast!
avg. 1 hour 42 minutes

Price per night from

$86

(1) Excellent 

22

Overlooking Pool, Tennis Courts and Golf Course, 1 Bedroom, Sleeps 4

Coastal South Carolina / Hilton Head

Hilton Head apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$109

Responds fast!
avg. 3 hours 35 minutes

Price per night from

$109

(6) Excellent 

Certificate of Excellence

28

Newly Updated 2 Bedroom/2 Bath w/wifi -Short walk to beach!

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
“Exactly as imagined” This condo is exactly as it looks in the pictures. Comfortable and clean with a great beach look. It was perfect for kids!! They had all the things we needed but didn't want to pack. Toys to play with inside during down time, bed
…see more

Certificate of Excellence

Price per night from

$109

Responds fast!
avg. 45 minutes

Price per night from

$109