Hilton Head Island, SC Vacation Homes from ￥39,352

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.

￥51,037 total

includes taxes & fees

Sep 30 - Oct 1

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.

￥41,349 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.

￥55,235 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.

￥58,871 total

includes taxes & fees

Oct 29 - Oct 30

A swimming pool with a clear water surface, a lifeguard stand, and a building with arched doorways in the background.

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

Mid Island

￥39,352 total

includes taxes & fees

Oct 19 - Oct 20

A beach with a wooden fence, sand, and grass.

7. Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Old Town Bluffton

Sean m.

￥79,337 total

includes taxes & fees

Oct 26 - Oct 27

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

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

Sea Pines

Mary M.

￥74,801 total

includes taxes & fees

Oct 1 - Oct 2

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Top Hilton Head Island Hotel Reviews

Hilton Beachfront Resort & Spa Hilton Head Island

8/10 Good

"nice location"

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!"

Hampton Inn Hilton Head

10/10 Excellent

"The hotel was well staffed, eager to help their clients. Free breakfast daily was wonderful, to our surprise. We are seniors and were given a room with a walk in shower as a courtesy. When we travel to Hilton Head again, we will definitely stay here again. Only regret, there wasn't a dresser or armoire to unpack. Thanks for a wonderful trip. Matt and Lora P."

Hotel Carolina

8/10 Good

"First time I stayed at a non contact hotel. One drawback is if you're early, you can't have an early check-in. Your room and pascode are sent at 4:pm. It's an older property, but the room was comaftable enough for what I needed. Good location, for stores and restaurants. Free parking, an elevator are welcome ameneties. I would consider returning to the Hotel Carolina."

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews	1,064
Accommodation	3195 Vacation Homes
Lowest Price	￥39,352
Highest Price	￥121,642

Room 1

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

7. Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

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

9. Newly Renovated Duplex- 4th Row

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

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

12. 6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

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

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

15. Old Town + Modern + Fire Pit + EV Charger

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

17. The Bluffton Farmhouse

18. Walk to Beach, 8BR, Heated Pool, Sauna, Elevator

19. Low Country Living In Old Town Bluffton

20. GOLF CART! Remodeled home near Old Town, Xbox!

Find vacation rentals that suit your style

Top Hilton Head Island Hotel Reviews

Hilton Beachfront Resort & Spa Hilton Head Island

Sonesta Resort Hilton Head Island

Players Club Resort

Palmera Inn and Suites

Hampton Inn Hilton Head

Beach House Resort Hilton Head

Spark By Hilton Hilton Head Island

Hotel Carolina

Doubletree by Hilton Hilton Head Island

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

7. Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

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

9. Newly Renovated Duplex- 4th Row

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

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

12. 6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

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

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

15. Old Town + Modern + Fire Pit + EV Charger

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

17. The Bluffton Farmhouse

18. Walk to Beach, 8BR, Heated Pool, Sauna, Elevator

19. Low Country Living In Old Town Bluffton

20. GOLF CART! Remodeled home near Old Town, Xbox!

Find vacation rentals that suit your style

Top Hilton Head Island Hotel Reviews

Hilton Beachfront Resort & Spa Hilton Head Island

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information