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Nov 13 - Nov 15
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Dec 4 - Dec 6
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Jan 1 - Jan 3

Our top choices for Hilton Head Island vacation homes

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

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 ￥14,174
￥46,601 total
includes taxes & fees
Nov 10 - Nov 11
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
An outdoor deck with wooden flooring, metal chairs, and tables, overlooking a body of water and greenery.

2. 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)
"Would stay again!"
United States
Shandi B.
The price is ￥10,579
￥37,264 total
includes taxes & fees
Nov 14 - Nov 15
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.

3. 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 ￥19,398
￥53,065 total
includes taxes & fees
Nov 8 - Nov 9
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
A waterfront restaurant with outdoor seating and a view of the water.

4. 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
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 ￥14,105
￥40,571 total
includes taxes & fees
Dec 8 - Dec 9
On Island | Pool | Tennis | Pet Friendly | Parking
A beach with a wooden fence, sand, and grass.

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

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Old Town Bluffton
9.8 out of 10, Exceptional, (100 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ￥20,539
￥62,722 total
includes taxes & fees
Nov 8 - Nov 9
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A modern kitchen with a marble countertop, a built-in sink, and a dining area with wicker chairs and a table.

7. 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 ￥30,049
￥110,070 total
includes taxes & fees
Nov 16 - Nov 17
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
A beach with a wooden fence, sand, and grass.

8. 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 ￥25,293
￥91,248 total
includes taxes & fees
Nov 17 - Nov 18
Old Town + Home & Carriage House + EV Charger
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

9. 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 ￥18,827
￥64,640 total
includes taxes & fees
Nov 8 - Nov 9
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
A covered porch with wooden flooring, a bench, two chairs, and a table.

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

Two Homes · Walk to Old Town · Fire Pit · EV
Old Town Bluffton
10.0 out of 10, Exceptional, (6 reviews)
"We had an incredible weekend. Everything was perfect!! The rental is beautiful and in perfect proximity to Old Town Bluffton. "
United States
Ashley G.
The price is ￥29,536
￥96,353 total
includes taxes & fees
Nov 8 - Nov 9
Two Homes · Walk to Old Town · Fire Pit · EV
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 ￥39,262
￥112,832 total
includes taxes & fees
Nov 9 - Nov 10
Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly
A lighthouse at sunset with boats docked at a marina.

12. 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 ￥31,205
￥111,857 total
includes taxes & fees
Nov 15 - Nov 16
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
A historic building with a covered porch and a brick pathway.

13. 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 ￥238,512
￥284,356 total
includes taxes & fees
Nov 15 - Nov 16
Montage Palmetto Bluff Residences
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

14. 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 ￥31,482
￥62,173 total
includes taxes & fees
Nov 10 - Nov 11
Treehouse at BootLegger Cove
A modern living room with a large window, a sofa, a coffee table, and a television.

15. 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 ￥23,614
￥66,448 total
includes taxes & fees
Nov 14 - Nov 15
Newly Renovated Duplex- 4th Row
A two-story house with a porch, a front door, and multiple windows.

16. 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 ￥26,517
￥89,182 total
includes taxes & fees
Nov 17 - Nov 18
NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
A modern kitchen with white cabinets, a blue island, stainless steel appliances, and pendant lighting.

17. 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 ￥31,379
￥103,408 total
includes taxes & fees
Nov 8 - Nov 9
Mins to Downtown & Beach, Sleeps 10, Pool
A backyard with a hot tub, a wooden deck, and two houses.

18. 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 ￥31,538
￥130,398 total
includes taxes & fees
Nov 8 - Nov 9
Private Beach Access-Pet Friendly-Hot Tub!!!
A staircase with white railings and wooden steps leading to a landing.

19. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (126 reviews)
"Amazing place and host will for sure stay again"
United States
Jeffery A.
The price is ￥35,658
￥75,833 total
includes taxes & fees
Nov 9 - Nov 10
The Bluffton Farmhouse
A modern kitchen with a large island, bar stools, and a dining area with wicker chairs.

20. 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.
Coastal Cottage near DT Bluffton w/ Golf Cart
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 restaurant with outdoor seating and a view of the water.
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