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Nov 20 - Nov 22
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Dec 11 - Dec 13
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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 ￥14,221
￥46,060 total
includes taxes & fees
Nov 15 - Nov 16
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
An aerial view of a beach with a hotel on the left, featuring a long stretch of sandy beach and ocean.

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, (124 reviews)
"Would stay again!"
United States
Shandi B.
The price is ￥8,177
￥34,372 total
includes taxes & fees
Nov 17 - Nov 18
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 ￥26,735
￥59,304 total
includes taxes & fees
Dec 1 - Dec 2
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a toaster.

4. Mid-Island Retreat | Pool | Beach Gear | Pets OK

Mid-Island Retreat | Pool | Beach Gear | Pets OK
Mid Island
The price is ￥12,957
￥39,345 total
includes taxes & fees
Nov 13 - Nov 14
Mid-Island Retreat | Pool | Beach Gear | Pets OK
A waterfront hotel with multiple red-roofed buildings, a dock, and a marina.

5. 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 modern living room with a wooden ceiling, a TV, a sofa, a coffee table, and a dining area with bar stools.

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 ￥22,042
￥64,226 total
includes taxes & fees
Nov 15 - Nov 16
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A modern kitchen with a central island, bar stools, pendant lighting, and a dining area with a round chair and cushions.

7. 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 ￥25,898
￥105,285 total
includes taxes & fees
Nov 16 - Nov 17
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
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 ￥23,702
￥70,742 total
includes taxes & fees
Nov 30 - Dec 1
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
A modern kitchen with white cabinets, a dining table with placemats, and a unique chandelier.

9. 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 ￥24,687
￥87,968 total
includes taxes & fees
Nov 16 - Nov 17
Old Town + Home & Carriage House + EV Charger
A modern kitchen with a marble countertop, a built-in sink, and a dining area with wicker chairs and a table.

10. 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 ￥30,148
￥110,433 total
includes taxes & fees
Nov 16 - Nov 17
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
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 ￥39,392
￥113,205 total
includes taxes & fees
Nov 11 - Nov 12
Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly
A historic building with a covered porch and a brick pathway.

12. 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 covered porch with wooden flooring, a bench, two chairs, and a table.

13. 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 ￥25,598
￥91,561 total
includes taxes & fees
Nov 11 - Nov 12
Two Homes · Walk to Old Town · Fire Pit · EV
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 ￥31,389
￥61,989 total
includes taxes & fees
Nov 16 - Nov 17
Treehouse at BootLegger Cove
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 ￥22,175
￥83,837 total
includes taxes & fees
Nov 16 - Nov 17
NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
A modern kitchen with a fruit bowl, wine glasses, and a bottle of wine on the counter.

16. Snowbird Cottage, Dog Approved | Walk to Old Town

Snowbird Cottage, Dog Approved | Walk to Old Town
Bluffton
10.0 out of 10, Exceptional, (1 review)
"Great beds and pillows! Plenty of towels! One of the best stays I have had in a long time!"
United States
Robert S.
The price is ￥25,408
￥65,051 total
includes taxes & fees
Nov 15 - Nov 16
Snowbird Cottage, Dog Approved | Walk to Old Town
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 ￥31,286
￥103,102 total
includes taxes & fees
Nov 15 - Nov 16
Mins to Downtown & Beach, Sleeps 10, Pool
A modern kitchen with white cabinets, a granite countertop, stainless steel appliances, and wicker chairs.

18. Short Stroll to Beach, Elevator, Free Heated Pool

Short Stroll to Beach, Elevator, Free Heated Pool
Mid Island
9.6 out of 10, Exceptional, (21 reviews)
"Easy walk to the beach. Kids loved the pool. Enjoyed watching FIFA, all together in the living room. Loved the open space of the 1st floor."
United States
David R.
The price is ￥30,022
￥105,519 total
includes taxes & fees
Nov 15 - Nov 16
Short Stroll to Beach, Elevator, Free Heated Pool
A modern living room with a large window, a sofa, a coffee table, and a television.

19. 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 ￥23,543
￥65,729 total
includes taxes & fees
Nov 15 - Nov 16
Newly Renovated Duplex- 4th Row
A modern kitchen with white cabinets, a dining table with placemats, and a unique chandelier.

20. 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 ￥29,096
￥73,059 total
includes taxes & fees
Nov 16 - Nov 17
Old Town + Modern + Fire Pit + EV Charger
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