Hilton Head Island, SC Vacation Homes from ￥38,334

A coastal town with a lighthouse, marina, and golf course.

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Our top choices for Hilton Head Island vacation homes

A waterfront restaurant with outdoor seating and a view of the water.

1. Disney's Hilton Head Island Resort

Mid Island

Melissa

A balcony with a table set for dining, overlooking a beach and a parking area with a car.

2. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

South End

Danny H.

￥52,818 total

includes taxes & fees

Nov 1 - Nov 2

An aerial view of a coastal residential area with houses along the beach, a clear sky, and a calm sea.

3. Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Mid Island

Shandi B.

￥42,757 total

includes taxes & fees

Oct 26 - Oct 27

A modern kitchen with granite countertops, a stainless steel sink, and wooden cabinets.

4. Palmetto Dunes Golf Getaway: Pool + Beach Access!

Mid Island

Heather P.

￥56,108 total

includes taxes & fees

Oct 25 - Oct 26

A spacious living room with a sofa, armchair, and a coffee table. There is a TV and a lamp on a side table.

5. Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Sea Pines

Brittany W.

￥57,667 total

includes taxes & fees

Nov 1 - Nov 2

A balcony with a table and chairs, overlooking a body of water and trees.

6. 67 Night Heron | Lagoon Views + Loft + Pool

Sea Pines

Peter G.

￥70,722 total

includes taxes & fees

Oct 3 - Oct 4

A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

7. Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town

Sea Pines

Mary M.

A lighthouse at sunset with boats docked at a marina.

8. 6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

Mid Island

Cameron F.

￥121,783 total

includes taxes & fees

Oct 25 - Oct 26

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Top Hilton Head Island Hotel Reviews

Beach House Resort Hilton Head

10/10 Excellent

"The whole resort was very clean. The pool area was clean. There were plenty of towel and the water was heated. Tiki hut with the music was fun"

Doubletree by Hilton Hilton Head Island

10/10 Excellent

"Room was clean and modern. C onvenient walk to the beach, It was nice sitting at the bar and having a meal and then being able to go up to my room. I love the location and everything about it. Will definitely be booking here again when I come back for work in a week. week."

Hampton Inn Hilton Head

10/10 Excellent

"We loved everything about this place and hope to go back again. Even though we only live an hour away in Georgia we went to Hilton Head for a getaway. The hotel is very clean and the staff was very friendly. Our room was clean and comfortable. The breakfast offered had everything we needed to start our day. I am in the Top 10% of Google hotel reviewers and this place is one of my favorite. The only negative is that the hallways are FREEZING and that the bathtub is VERY slippery. Please ask for a bath mat for your tub. Matthew Brown the Housekeeping Manager was most excellent in making sure the guests had a bath mat for the bathtub/shower. Even though I was not welcomed as a Hilton Honors customer we really enjoyed the hotel and our stay!"

The Westin Hilton Head Island Resort & Spa

8/10 Good

"Nice resort on a beautiful island. Great location for golfers. Unfortunately the weather didn't cooperate and most of our late-September visit was too cold to swim in the ocean. The heated pool may have been heated technically, but was still pretty cool to swim in. That left everyone trying to fit in the hot tub, which became a bit crowded. The property is in very good condition generally, although the elevator closest to the pool didn't work for us a couple of times and we had to take the stairs. As with most resorts, you are nickel and dimed for a lot... valet parking, self parking, daily resort fees, charges for chairs near the pool and cabanas. It seems like when you are paying these per-night fees that some of that would be included, especially in the off season. We might come back, but if so it would certainly be in the summer when we could swim in the ocean."

Players Club Resort

10/10 Excellent

"I’m hesitant to write this because I would love for this place to remain a secret but I couldn’t do it. Here is my 100% honest opinion. This place is incredible! The price was so low I almost didn’t book but went with my gut and boy was I pleased. The room was cheaper than the double tree by 30 bucks per night and it came with 2 bedrooms, full kitchen, living room, 2 bathrooms and a Sauna. A private in the unit sauna. Unreal. The living room and master bedroom had their own unattached balconies over looking the beautiful pond. The pond is full of life including giant carp, turtle’s and gators! We stayed out on the balcony for a couple hours watching the gators swim. Fun with just sitting no phone or tv screens, just enjoying the nature in the backyard. It’s less than 1 mile from cologne circle, seriously prime real estate less than a mile from the entrance to sea pines too. The reviews people left about it being dated are true but that didn’t bother us 1 but because it’s nice l, clean and comfortable. Some people will hate on anything and everything, so if you are one of them then don’t bother. If you want space to spread out and enjoy quality time with you family and friends i highly recommend suggest you book a room here! 5 of 5 stars for the staff so friendly. This was my first visit to the south and the staff really embodies that southern hospitality. Thank you for a great stay!"

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews	914
Accommodation	3195 Vacation Homes
Lowest Price	￥38,334
Highest Price	￥225,083

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Our top choices for Hilton Head Island vacation homes

1. Disney's Hilton Head Island Resort

2. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

3. Beach. View. Suite. 1 br. 1 ba. Sleeps 5

4. Palmetto Dunes Golf Getaway: Pool + Beach Access!

5. Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

6. 67 Night Heron | Lagoon Views + Loft + Pool

7. Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town

8. 6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

9. Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7

10. Sea Pines hut, 5-min walk to beach, dog friendly!

11. On Island | Pool | Tennis | Pet Friendly | Parking

12. Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly

13. Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

14. Low Country Living In Old Town Bluffton

15. Palmetto Dunes Villa – Golf, Pools & Bike to Beach

16. Two Homes · Walk to Old Town · Fire Pit · EV

17. Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches

18. Private Beach Access-Pet Friendly-Hot Tub!!!

19. 6 Bedroom, Free Heated Pool + Elevator Sleeps 26

20. The Bluffton Farmhouse

Find vacation rentals that suit your style

Top Hilton Head Island Hotel Reviews

Beach House Resort Hilton Head

Doubletree by Hilton Hilton Head Island

Palmera Inn and Suites

Hampton Inn Hilton Head

The Westin Hilton Head Island Resort & Spa

Players Club Resort

Hilton Garden Inn Hilton Head

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Search Vacation Homes in Hilton Head Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hilton Head Island vacation homes

1. Disney's Hilton Head Island Resort

2. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

3. Beach. View. Suite. 1 br. 1 ba. Sleeps 5

4. Palmetto Dunes Golf Getaway: Pool + Beach Access!

5. Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

6. 67 Night Heron | Lagoon Views + Loft + Pool

7. Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town

8. 6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

9. Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7

10. Sea Pines hut, 5-min walk to beach, dog friendly!

11. On Island | Pool | Tennis | Pet Friendly | Parking

12. Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly

13. Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

14. Low Country Living In Old Town Bluffton

15. Palmetto Dunes Villa – Golf, Pools & Bike to Beach

16. Two Homes · Walk to Old Town · Fire Pit · EV

17. Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches

18. Private Beach Access-Pet Friendly-Hot Tub!!!

19. 6 Bedroom, Free Heated Pool + Elevator Sleeps 26

20. The Bluffton Farmhouse

Find vacation rentals that suit your style

Top Hilton Head Island Hotel Reviews

Beach House Resort Hilton Head

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information