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Nov 20 - Nov 22
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Nov 27 - Nov 29
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Dec 11 - Dec 13
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Jan 8 - Jan 10

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)
"The room was very clean and the host was great."
United States
Lonzo S.
The price is ￥14,374
￥47,258 total
includes taxes & fees
Nov 16 - Nov 17
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, (125 reviews)
"Would stay again!"
United States
Shandi B.
The price is ￥9,463
￥36,235 total
includes taxes & fees
Nov 16 - Nov 17
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
A waterfront restaurant with outdoor seating and a view of the water.

3. 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 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, (115 reviews)
"Beautiful, quiet property."
United States
marian h.
The price is ￥21,417
￥53,600 total
includes taxes & fees
Nov 19 - Nov 20
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
10.0 out of 10, Exceptional, (1 review)
"If you're looking for a reasonable priced property, this is a good one. Not a lot of glitz and glam, but the property was clean, communication was great, and we were able to get a good night sleep."
United States
Christopher W.
The price is ￥10,637
￥36,957 total
includes taxes & fees
Nov 16 - Nov 17
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 ￥20,698
￥62,505 total
includes taxes & fees
Nov 16 - Nov 17
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A modern living room with a large window, a sofa, a coffee table, and a television.

7. 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 ￥23,797
￥66,261 total
includes taxes & fees
Nov 16 - Nov 17
Newly Renovated Duplex- 4th Row
A lighthouse at sunset with boats docked at a marina.

8. 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 ￥24,244
￥103,880 total
includes taxes & fees
Nov 16 - Nov 17
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
A beach with a wooden fence, sand, and grass.

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 ￥24,148
￥87,871 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 ￥30,473
￥111,622 total
includes taxes & fees
Nov 16 - Nov 17
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
A two-story house with a porch, a front door, and multiple windows.

11. 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 ￥17,068
￥78,278 total
includes taxes & fees
Nov 16 - Nov 17
NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
A house with a swimming pool, a hot tub, and two lounge chairs.

12. 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 ￥38,931
￥113,273 total
includes taxes & fees
Nov 16 - Nov 17
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.

13. Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (5 reviews)
"It was wonderful! Will definitely consider staying again."
United States
Michael B.
The price is ￥31,726
￥62,304 total
includes taxes & fees
Dec 14 - Dec 15
Treehouse at BootLegger Cove
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

14. 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 ￥29,323
￥77,932 total
includes taxes & fees
Nov 29 - Nov 30
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
A modern kitchen with a fruit bowl, wine glasses, and a bottle of wine on the counter.

15. 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 ￥29,930
￥71,344 total
includes taxes & fees
Nov 19 - Nov 20
Snowbird Cottage, Dog Approved | Walk to Old Town
A staircase with white railings and wooden steps leading to a landing.

16. 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 ￥35,935
￥76,246 total
includes taxes & fees
Nov 16 - Nov 17
The Bluffton Farmhouse
A kitchen with a marble countertop, wicker bar stools, a hanging light fixture, and a door with a guitar in the background.

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

Walk to Beach, 8BR, Heated Pool, Sauna, Elevator
Mid Island
8.0 out of 10, Very good, (6 reviews)
"Perfect, for a large family trying to vacation together. Plenty of space for everyone to sleep and for everyone to hang out."
United States
Theresa E.
The price is ￥25,394
￥114,044 total
includes taxes & fees
Nov 16 - Nov 17
Walk to Beach, 8BR, Heated Pool, Sauna, Elevator
A frozen lake with the sun reflecting on the surface.

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 ￥30,345
￥110,424 total
includes taxes & fees
Nov 16 - Nov 17
Short Stroll to Beach, Elevator, Free Heated Pool
Interior

19. Pond View near Old Town Bluffton

Pond View near Old Town Bluffton
Bluffton
10.0 out of 10, Exceptional, (4 reviews)
"The check in was easy-peasy and the property was as advertised, clean and very conveniently situated near Old Town Bluffton. My granddaughter loved the swings across the road and the lagoon view was lovely. "
United States
Anne B.
The price is ￥34,976
￥69,483 total
includes taxes & fees
Dec 1 - Dec 2
Pond View near Old Town Bluffton
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 ￥32,394
￥100,635 total
includes taxes & fees
Nov 16 - Nov 17
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 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