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Nov 13 - Nov 15
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Our top choices for Hilton Head Island vacation homes

A courtyard with a central water feature, surrounded by brick flooring and benches.

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

Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
South End
9.6 out of 10, Exceptional, (109 reviews)
"Awesome spot to stay with everything we needed. Really enjoyed the pool access, walking distance to the beach, and bikes included with the property."
United States
Will K.
The price is ￥14,210
￥46,720 total
includes taxes & fees
Nov 9 - Nov 10
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
A waterfront hotel with multiple red-roofed buildings, a dock, and a marina.

2. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort
An aerial view of a beach with a hotel on the left, featuring a long stretch of sandy beach and ocean.

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

Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Mid Island
9.6 out of 10, Exceptional, (123 reviews)
"Location was great. Very close to the pool and the beach. The wagon was very helpful."
United States
Carla J.
The price is ￥9,391
￥35,610 total
includes taxes & fees
Nov 5 - Nov 6
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
A spacious living room with a sofa, armchair, and a coffee table. There is a TV and a lamp on a side table.

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

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Sea Pines
10.0 out of 10, Exceptional, (114 reviews)
"Beautiful, quiet property."
United States
marian h.
The price is ￥19,399
￥53,069 total
includes taxes & fees
Nov 5 - Nov 6
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
A swimming pool with a clear water surface, a lifeguard stand, and a building with arched doorways in the background.

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

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ￥11,554
￥37,499 total
includes taxes & fees
Nov 5 - Nov 6
On Island | Pool | Tennis | Pet Friendly | Parking
A modern kitchen with a marble countertop, a built-in sink, and a dining area with wicker chairs and a table.

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

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Mid Island
9.2 out of 10, Wonderful, (86 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
The price is ￥30,240
￥110,769 total
includes taxes & fees
Nov 5 - Nov 6
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
A modern kitchen with white cabinets, a dining table with placemats, and a unique chandelier.

7. Old Town + Home & Carriage House + EV Charger

Old Town + Home & Carriage House + EV Charger
Old Town Bluffton
9.6 out of 10, Exceptional, (7 reviews)
"We thoroughly enjoyed our stay! The home is lovely and the location is unbeatable. We were able to walk everywhere in Bluffton and enjoy its southern charm. "
United States
Anonymous traveler
The price is ￥25,295
￥91,254 total
includes taxes & fees
Nov 16 - Nov 17
Old Town + Home & Carriage House + EV Charger
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

Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
Sea Pines
9.2 out of 10, Wonderful, (40 reviews)
"Loved the location, the condo had everything we needed, and the host was great to work with."
United States
Scott R.
The price is ￥21,396
￥67,643 total
includes taxes & fees
Nov 8 - Nov 9
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
A white sofa, wicker ottoman, wicker chair, round mirror, and two wall-mounted lamps in a bright room with a view.

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

Sea Pines hut, 5-min walk to beach, dog friendly!
Sea Pines
10.0 out of 10, Exceptional, (5 reviews)
"Great spot and wonderful hosts. Highly recommend for a couples get away on HHI. Perfect location with beach access so close. "
United States
Richard S.
The price is ￥35,819
￥63,586 total
includes taxes & fees
Nov 25 - Nov 26
Sea Pines hut, 5-min walk to beach, dog friendly!
A historic building with a covered porch and a brick pathway.

10. Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. Parking was a problem Check in was not one minute early. House was beautiful and very clean. Pool was wonderful Prices were high but we knew that ahead of time"
United States
john j
The price is ￥237,624
￥283,297 total
includes taxes & fees
Nov 15 - Nov 16
Montage Palmetto Bluff Residences
A house with a swimming pool, a hot tub, and two lounge chairs.

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

Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly
Sea Pines
The price is ￥39,654
￥113,704 total
includes taxes & fees
Nov 8 - Nov 9
Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

12. Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (4 reviews)
"The Treehouse exceeded our expectations! It was so well appointed, clean and prefect for our needs. The hosts were beyond nice and helpful. We will definitely stay there again!"
United States
Karen P.
The price is ￥31,484
￥62,177 total
includes taxes & fees
Nov 11 - Nov 12
Treehouse at BootLegger Cove
A modern living room with a large window, a sofa, a coffee table, and a television.

13. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
9.8 out of 10, Exceptional, (15 reviews)
"Excellent location and a dog friendly beach"
United States
Brandon H.
The price is ￥23,615
￥65,929 total
includes taxes & fees
Nov 8 - Nov 9
Newly Renovated Duplex- 4th Row
A modern kitchen with a central island, bar stools, pendant lighting, and a dining area with a round chair and cushions.

14. 6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
Mid Island
9.2 out of 10, Wonderful, (68 reviews)
"Great spot…wish we had booked our entire stay there. Would definitely go back. "
United States
Ohly917
The price is ￥28,766
￥108,932 total
includes taxes & fees
Nov 5 - Nov 6
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
A two-story house with a porch, a front door, and multiple windows.

15. NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat

NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
Bluffton
9.8 out of 10, Exceptional, (10 reviews)
"everything was great for our family trip!"
United States
Grace M.
The price is ￥23,439
￥85,594 total
includes taxes & fees
Nov 9 - Nov 10
NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
A modern kitchen with white cabinets, a dining table with placemats, and a unique chandelier.

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

Old Town + Modern + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (32 reviews)
"We have a lovely stay over the 4th of July. Perfectly located! The house was clean and well appointed. Check in was smooth and the hosts were very accessible."
United States
Mariah M.
The price is ￥31,837
￥76,495 total
includes taxes & fees
Nov 9 - Nov 10
Old Town + Modern + Fire Pit + EV Charger
A backyard with a hot tub, a wooden deck, and two houses.

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

Private Beach Access-Pet Friendly-Hot Tub!!!
South End
9.2 out of 10, Wonderful, (15 reviews)
"Great location, ample room, and pet friendly! The host did a great job communicating."
United States
Josef P.
The price is ￥28,386
￥117,174 total
includes taxes & fees
Nov 8 - Nov 9
Private Beach Access-Pet Friendly-Hot Tub!!!
A modern kitchen with white cabinets, a blue island, stainless steel appliances, and pendant lighting.

18. Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool
Bluffton
10.0 out of 10, Exceptional, (2 reviews)
"We had a fantastic stay! Kaila was flexible, accommodating, and extremely responsive, making everything easy from start to finish.The house was spotless, spacious, and beautifully decorated — very comfortable and welcoming. The central location was a huge bonus, with easy access to great restaurants and shops.We’d absolutely stay here again. Highly recommend!"
United States
Jared B.
The price is ￥31,381
￥103,415 total
includes taxes & fees
Nov 8 - Nov 9
Mins to Downtown & Beach, Sleeps 10, Pool
A modern kitchen with a large island, bar stools, and a dining area with wicker chairs.

19. Coastal Cottage near DT Bluffton w/ Golf Cart

Coastal Cottage near DT Bluffton w/ Golf Cart
Bluffton
8.8 out of 10, Excellent, (8 reviews)
"My family and I had a pleasant stay at this lovely well equipped vacation home. The location was ideal for our events and would love to return when we all had more time to explore! I would recommend this home."
United States
Tammy B.
The price is ￥29,633
￥77,402 total
includes taxes & fees
Nov 8 - Nov 9
Coastal Cottage near DT Bluffton w/ Golf Cart
A modern kitchen with a central island, a dining area with a table and chairs, a staircase, and a living room with a sofa and a flat-screen TV.

20. Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches

Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
Bluffton
The price is ￥32,147
￥99,867 total
includes taxes & fees
Nov 8 - Nov 9
Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Hilton Head Island and related destinations

Pristine beaches with packed sand perfect for biking stretch for 12 miles along this laid-back coastal paradise. Golf enthusiasts can play world-class courses while nature lovers spot alligators and herons in the Pinckney Island Wildlife Refuge.

See all hotels in Hilton Head Island
A coastal town with a lighthouse, marina, and golf course.

Top reviews in Hilton Head Island

A waterfront hotel with multiple red-roofed buildings, a dock, and a marina.
Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
Mid Island

10/10 Excellent

Nobody pays attention to all the details like Disney!
United States
JS
Reviewed December 18, 2015
Disney's Hilton Head Island Resort