Vacation Rentals & Beach Rentals in Hilton Head

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

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Bicycles available Private outdoor pool (heated)

All filters match

Price per night from

$356

Oceanfront, Sea Pines, 22 Black Skimmer Ln.

Hilton Head house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 9 minutes

Match: Bicycles available Private outdoor pool (heated)

All filters match

Price per night from

$1,639

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6 Bedroom Direct Oceanfront Luxury in South Forest Beach

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,523

North Shore Place Unit 405

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$516

Desirable Seacrest Oceanfront

Hilton Head condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$516

Direct Oceanfront Views, 339 Breakers. Sleeps 4

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$359

Newly Updated Breakers Villa. Sleeps 4, Beachfront, Pool

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$327

331 Breakers, Fully Remodeled! Beautiful Oceanfront, Pool, Beach Free Bikes

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$327

Steps to the Beach! Beautiful Resort!

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$202

Gated community condo 200/300 steps to beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great location and clean unit” The location of this unit is great. The back gate is just outside the unit and the walk to the beach is an easy one. The walk or bike ride to Coligny Beach Park and the shopping plaza was very easy. It's about half a mile. The beach off Ibis St is quiet and not nearly as crowded as the beach at the Shipyard Plantation club house. The club house beach was great because of the restroom facilities and ability to rent chairs and an umbrella, but our family preferred the quieter beach access outside the back gate. Also, the pictures do not do this unit justice. It was much nicer than I expected. The unit was clean and quiet. Our week long stay was great.

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$344

29 Sandpiper

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,146

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

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,562

4th Row Ocean, 4 Bd, Dog Friendly, Heated Private Pool, Free Bikes

Hilton Head house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$779

Spacious Pet Friendly Sea Pines Home, Free Bikes, Private Pool, Walk to Beach

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,656

Beachfront Paradise, 336 Breakers. Sleeps 4-6, Free Bikes

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$359

Shorewood 103 - Oceanfront 1st Floor Condo

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Conditions of Condo” We had a great time while on the island. The location of Shorewood with beach and pool was great for our 6 year old son. The number of families with kids made the trip enjoyable. The condo we stayed 103 is in need of some repair however. The bathrooms were a bit "worn" and in need of some cosmetic upgrading. We are planning to stay at Shorewood again August 2014.

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$466

Shorewood 202 - Direct Oceanfront Beautiful Condo!!

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect Location!” We stayed four nights at this great condo and it just wasn't long enough! Shorewood is the perfect location and unit 202 was a great location with in the complex. The second floor view was beautiful while not having to use the elevator or climb a lot of stairs. We were very happy with the condo itself. The kitchen is beautifully updated and well stocked. While the rest of the unit could use a little bit of updating and freshening up, it was clean and it wouldn't stop me from renting here again. My only complaint was that we didn't have more time!

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$454

REMODELED 2 BR 2 BATH UNIT IN ADMIRALS

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$213

Magical Beach Condo: Walk to Beach, Washer/Dryer in Condo, Free WIFI

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Nice Location” Great location, We enjoyed our stay. A little bit of a walk to the beach. I wish Cocos would have been open.

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$148

NEW 2B/2B Best Ocean/Marsh/Golf view. FREE WI-FI. EXTREME MAKEOVER 2013

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Off season but a great time” Unit is great but understand it is a three story walk up. There is an elevator but it is very, very far away. Worked fine for us as both of us can always use a little more effort. Not too many amenities available in March.

Responds fast! avg. 3 hours 4 minutes

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$114

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$287

Luxury Beach Villa, Amazing Ocean View Heated Pool Ocean Dunes

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$631

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$167

Spacious South Forest Beach Villa at Ocean Walk Hilton Head Island, SC

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$172

Hilton Head Island Villa in Fiddler's Cove

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$132

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$413

2BR Beach Escape and Condo at Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“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 should we return to the area! Thanks for sharing your beautiful vacation home!!!

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$224

Book Your Summer Stay! Oceanfront Villa!

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Beautiful ocean front getaway” This is a hidden gem as far as resorts. You can't get closer to the ocean for this price. A lil small and dated but perfect for my wife and I on our weekend getaway. I would definitely recommend this place and look forward to staying again!! Gated community,on site eating options and a beach front bar are just a few of the perks. Doesnt get much better for the price!!

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$138

Oceanfront Resort: Clean and Comfortable: Walk to the beach

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect location” Honestly everything was great. Shelly was extremely accommodating. We are definitely staying in the same place next year due to a great experience.

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$172

2 BEDROOM 2 BATH CONDO RENT ON HILTON HEAD ISLAND

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Super Nice Place” Nice amenities and clean condo. I enjoyed the whirlpool bath and sauna. I really enjoyed my vacation on Hilton Head Island.

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$402

Location, Location, Location!

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$241

Beach, Tennis, Golf Resort, Hilton Head

Hilton Head studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$131

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$516

Hilton Head, SC

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 8 minutes

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$279

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

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“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

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$172

Hilton Head Island - Spa on Port Royal Sound

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“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 friendly. The condo was clean, cozy, stocked with necessary kitchen and even toiletries for the bathroom! That was a pleasant surprise. We spent most of our time sitting on the screened porch listening to the fountains and birds. The owner is very responsive to texts and emails. We definitely recommend this as a vacation spot, and will be back.

1 of 2 match: Bicycles available, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$115

Burkes Beach House

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$344

2Br 2Ba 1st FL Villa at Brigantine Qtr., Shipyard

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Bicycles available

1 of 2 filters match

Price per night from

$180

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