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Check prices for these dates

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Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
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)
"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 ￥14,285
￥46,965 total
includes taxes & fees
Nov 17 - Nov 18
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, (124 reviews)
"Would stay again!"
United States
Shandi B.
The price is ￥8,214
￥34,527 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 ￥26,855
￥59,570 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 ￥12,782
￥39,464 total
includes taxes & fees
Nov 17 - Nov 18
Mid-Island Retreat | Pool | Beach Gear | Pets OK
A waterfront restaurant with outdoor seating and a view of the water.

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 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 ￥21,256
￥63,558 total
includes taxes & fees
Nov 15 - Nov 16
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A lighthouse at sunset with boats docked at a marina.

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 ￥24,268
￥103,611 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 ￥24,605
￥72,408 total
includes taxes & fees
Nov 29 - Nov 30
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
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 ￥24,798
￥88,364 total
includes taxes & fees
Nov 18 - Nov 19
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 ￥30,284
￥110,930 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 ￥42,426
￥117,031 total
includes taxes & fees
Nov 15 - Nov 16
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 ￥242,842
￥289,194 total
includes taxes & fees
Nov 18 - Nov 19
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 ￥41,626
￥110,555 total
includes taxes & fees
Nov 15 - Nov 16
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 ￥34,125
￥65,472 total
includes taxes & fees
Nov 18 - Nov 19
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 ￥22,250
￥84,581 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 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.
Snowbird Cottage, Dog Approved | Walk to Old Town
A frozen lake with the sun reflecting on the surface.

17. 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 ￥30,157
￥105,993 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.

18. 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 ￥23,649
￥66,548 total
includes taxes & fees
Dec 12 - Dec 13
Newly Renovated Duplex- 4th Row
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