Updating...

Enter dates for more accurate prices

Hilton Head Rentals

Filter

Hilton Head Rentals

1,412 rentals

2 bedroom 2 1/2 bath beach oriented condo

Hilton Head apartment

2 bedrooms / 3 bathrooms / Sleeps 6

“A1 vacation condo” Absolutely loved our stay! Great location! Loved the balcony and vacinity to the pool.Had everything you need for a wonderful vacation. All you need is to stock the fridge and you're ready to relax. Ready for another stay at Courtsi

$100

1 / 12

Heath 10

Hilton Head house

5 bedrooms / 5 bathrooms / Sleeps 16

$371

1 / 24

Short Walk to Ocean - Free Wi-Fi - 3BR - Top Floor

Hilton Head apartment

3 bedrooms / 2 bathrooms / Sleeps 8

“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.

$99

1 / 23

Seascape villa in South Forest Beach

Hilton Head villa

2 bedrooms / 2 bathrooms / Sleeps 6

$99

1 / 9

Villa in Sea Pines with Onsite Pool, Hot Tub and Tennis

Hilton Head villa

2 bedrooms / 3 bathrooms / Sleeps 8

“Perfect Heritage Experience” This home was absolutely perfect for our week at the Heritage. We had 8 guests total and there was plenty of space! 3 bathrooms worked great for our getting ready needs. Our favorite spot was the sunroom! Even though

$142

1 / 24

9 Black Skimmer -Beautiful & Spacious, 4th row ocean w/ private pool.

Hilton Head house

4 bedrooms / 4 bathrooms / Sleeps 10

$362

1 / 27

Oceanfront Home, Private Gazebo, Pool & Hot Tub

Hilton Head house

5 bedrooms / 4 bathrooms / Sleeps 10

$414

1 / 26

BRAND NEW POTTERY BARN BEACH HOUSE W/PRIVATE POOL

Hilton Head house

5 bedrooms / 5 bathrooms / Sleeps 14

$600

1 / 45

One of a Kind, Private Pool with Fire Features, Short Stroll to Beach

Hilton Head house

5 bedrooms / 6 bathrooms / Sleeps 14

$428

1 / 24

5 Roadrunner-Direct OCEANFRONT w/ Elevator, Pool & Spa.

Hilton Head house

7 bedrooms / 7 bathrooms / Sleeps 20

$854

1 / 36

Ocean Villa on Hilton Head Island, SC

Hilton Head apartment

1 bedroom / 1 bathroom / Sleeps 4

“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

$150

1 / 21

Completely Renovated & Redecorated in 2017 on The Harbour Town Golf Course

Hilton Head house

4 bedrooms / 3 bathrooms / Sleeps 10

$199

1 / 28

48 Deer Run Lane

Hilton Head house

3 bedrooms / 3 bathrooms / Sleeps 6

“Dutch” This house is very specious and clean. It lies perfectly at the end of a street and in a quiet area. You only need 7 minutes to walk to the beautiful beach. The bike path is behind the house and goes in all directions.

$179

1 / 25

Courtside 117 - Forest Beach Townhouse Recently Updated

Hilton Head house

2 bedrooms / 2 bathrooms / Sleeps 6

“Great family time” I love it very nice :) cant wait to booked my next vacacion.

$130

1 / 25

2419 Villamare - BEAUTIFUL!. Fitness, Indoor Pool/Spa & Outdoor Pool & Kiddy

Hilton Head villa

2 bedrooms / 2 bathrooms / Sleeps 8

“clean and spacious apartment” We enjoyed our stay at HHI. The apartment was very clean and we had everything we needed.

$151

1 / 25

Spectacular Oceanfront Beach Home with Extra Large Pool

Hilton Head house

6 bedrooms / 5 bathrooms / Sleeps 16

$714

1 / 29

1203 SeaCrest- Awesome Ocean Views of grounds, pool and beach.

Hilton Head villa

2 bedrooms / 2 bathrooms / Sleeps 6

$161

1 / 24

Private Balcony Near Ocean, Onsite Pool, Steps to the Sand!

Hilton Head villa

2 bedrooms / 2 bathrooms / Sleeps 6

$125

1 / 24

Close to beach. Large, private condo. Great reviews!!!

Hilton Head villa

2 bedrooms / 3 bathrooms / Sleeps 8

“Fabulous Stay” OMG! We had a fabulous time! Courtside #77 was exceptionally comforting! Love, love, loved the place! I do look forward to booking with them in the near future!

$43

1 / 26

Newly Furnished, Pool, Dog Friendly Home, 3 Bds, 2 Ba 11 Deer Run

Hilton Head house

3 bedrooms / 2 bathrooms / Sleeps 8

$169

1 / 25

Racquet Club Villas 2330

Hilton Head villa

1 bedroom / 1 bathroom / Sleeps 4

$99

1 / 14

6 Bayberry - Family Friendly, 3rd Row Ocean & 4 Bedrooms

Hilton Head house

4 bedrooms / 3 bathrooms / Sleeps 12

“Great place for family vacation” Our family thoroughly enjoyed our time at 6 Bayberry. The house is steps from the beach and close to the bike path. We had one small issue with a leaking shower head, but The Vacation Company sent a repairperson out qu

$252

1 / 23

Private Dock, Pool and Spa, Tidal Views, Located Near South Beach

Hilton Head house

5 bedrooms / 4 bathrooms / Sleeps 12

$344

1 / 24

Completely Renovated - FREE WiFi - Beach Boardwalk

Hilton Head villa

2 bedrooms / 2 bathrooms / Sleeps 6

“Beach Chic that loves to travel” This Villa is a good find for a small family/friends/or couple: Know this following: *Property is secured with a guard. *Elevators are located at the corners of the buildings. *Do not park under the covered parking

$75

1 / 28

Ocean One 402 - Beachside 4th Floor Condo

Hilton Head apartment

4 bedrooms / 3 bathrooms / Sleeps 9

“Second Time Around” This was our 2nd stay at Ocean One 402. I am sorry to say this year the condo was the total opposite of last year in regards to cleanliness. We vacuumed as soon as we arrived and the furniture was thick with dust in every room. The

$270

1 / 30

Surf Court 16 - Forest Beach 1st Floor Flat

Hilton Head apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“I Loved This Condo!” I have stayed at Surf Court a few times. This condo was my favorite by far! Wonderful week at the beach!!

$130

1 / 29

Ocean Cove 806

Hilton Head villa

3 bedrooms / 3 bathrooms / Sleeps 8

“The nicest place I have stayed in the last 5 years.” The condo was immaculate. The location to everything was outstanding. Great kitchen, and the bedrooms are very large. I will booked this condo for our trip next year.

$189

1 / 21

Very Affordable Ocean View,50 Yards To The Beach!

Hilton Head apartment

1 bedroom / 1 bathroom / Sleeps 6

$86

1 / 19

Surf Court 63 - Updated Forest Beach Townhouse

Hilton Head house

2 bedrooms / 2 bathrooms / Sleeps 6

“Great stay at surf court” We came in for a family reunion and left wanting to come back every year with even more people. It all started with our stay at surf court. The condo was amazing. Great location a block from the beach and nightlife. I would s

$120

1 / 28

128 Dune Ln-Fully Renovated Beach Home, 2nd row ocean with ocean glimpses.

Hilton Head house

3 bedrooms / 3 bathrooms / Sleeps 8

$321

1 / 25

Hampton Place 6506

Hilton Head villa

2 bedrooms / 2 bathrooms / Sleeps 6

“Outstanding in all respects” This unit was beautifully decorated - new furniture and neutral colors. The kitchen was newer and well stocked with dishes and utensils. The view of the ocean was outstanding. Short walk to beach and the pool area was very

$279

1 / 19

70,Seapines,golf disc updated,bikes,wifi,good beach

Hilton Head villa

2 bedrooms / 2 bathrooms / Sleeps 6

“Perfect getaway villa!” This villa is perfectly located within Sea Pines and close to everything. Check in was super easy and on time. The house was very quaint, cozy, clean and relaxing. The house has a putting green right out the back door which

$119

1 / 24

Breakers 110 - 1st Floor Updated Ocean Front

Hilton Head apartment

1 bedroom / 1 bathroom / Sleeps 4

$150

1 / 24

462 Plantation Club End Unit, Golf Views, Close to Beach, Pet Friendly

Hilton Head villa

2 bedrooms / 2 bathrooms / Sleeps 6

$84

1 / 23

Updated Villa Close to Beach & Village Marina

Hilton Head villa

1 bedroom / 1 bathroom / Sleeps 4

$115

1 / 19

Courtside 94 - Updated Ground Floor 2 bedroom

Hilton Head apartment

2 bedrooms / 2 bathrooms / Sleeps 8

$130

1 / 24

2BR Hilton Head Villa w/Resort Amenities!

Hilton Head villa

2 bedrooms / 2 bathrooms / Sleeps 6

$90

1 / 28

2407 SeaCrest- Renovated with Beautiful Oceanviews.

Hilton Head villa

1 bedroom / 1 bathroom / Sleeps 4

“Best location on the island!” SeaCrest was a great place to stay. Our unit was spacious, clean and had a nice view of the ocean. Only negative was that our unit needed a better mattress. Otherwise, it was a wonderful place to stay and a great locat

$165

1 / 21
Viewing 38 of 1,412
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more