A coastal town with a lighthouse, marina, and golf course.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Hilton Head Island vacation homes

An aerial view of a coastal residential area with houses along the beach, a clear sky, and a calm sea.

1. 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, (121 reviews)
"Would stay again!"
United States
Shandi B.
The price is ￥8,892
￥37,082 total
includes taxes & fees
Oct 22 - Oct 23
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
A modern kitchen with granite countertops, a stainless steel sink, and wooden cabinets.

2. Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
Mid Island
9.6 out of 10, Exceptional, (15 reviews)
"This property was very clean and had all of the necessary things to make for a great trip. The Dunes buggy free transportation was an added bonus for us too!"
United States
Anonymous traveler
The price is ￥9,801
￥55,296 total
includes taxes & fees
Oct 17 - Oct 18
Palmetto Dunes Golf Getaway: Pool + Beach Access!
A balcony with a table set for dining, overlooking a beach and a parking area with a car.

3. 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, (105 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 ￥20,867
￥54,775 total
includes taxes & fees
Nov 1 - Nov 2
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
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 spacious living room with a sofa, armchair, and a coffee table. There is a TV and a lamp on a side table.

5. 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, (113 reviews)
"Stay was wonderful! Will be back to visit again!"
United States
Brittany W.
The price is ￥19,634
￥54,462 total
includes taxes & fees
Nov 2 - Nov 3
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
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, (98 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ￥27,127
￥73,734 total
includes taxes & fees
Nov 9 - Nov 10
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A modern kitchen with white cabinetry, stainless steel appliances, and a tiled backsplash.

7. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
10.0 out of 10, Exceptional, (13 reviews)
"Great location! Pet friendly! Enjoyed our visit!"
United States
Christina B.
The price is ￥23,554
￥69,062 total
includes taxes & fees
Oct 31 - Nov 1
Newly Renovated Duplex- 4th Row
A modern kitchen with a marble countertop, a built-in sink, and a dining area with wicker chairs and a table.

8. 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.
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
A modern kitchen with a bar area, white cabinetry, and a decorative backsplash.

9. Pickleball Pool and Private Patio Pet OK Near All

Pickleball Pool and Private Patio Pet OK Near All
Mid Island
6.4 out of 10, (5 reviews)
"Pet friendly, shops nearby, beach near by"
United States
Heather W.
The price is ￥13,121
￥40,390 total
includes taxes & fees
Nov 14 - Nov 15
Pickleball Pool and Private Patio Pet OK Near All
A beach with a wooden fence, sand, and grass.

10. 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 ￥24,739
￥95,642 total
includes taxes & fees
Oct 21 - Oct 22
Old Town + Home & Carriage House + EV Charger
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

11. 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 ￥19,776
￥69,225 total
includes taxes & fees
Oct 18 - Oct 19
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
A covered porch with wooden flooring, a bench, two chairs, and a table.

12. 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, (5 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 ￥29,735
￥101,796 total
includes taxes & fees
Oct 25 - Oct 26
Two Homes · Walk to Old Town · Fire Pit · EV
A house with a swimming pool, a hot tub, and two lounge chairs.

13. 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 ￥45,242
￥119,321 total
includes taxes & fees
Oct 18 - Oct 19
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.

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, (67 reviews)
"Lovely property with close proximity to the beach. We enjoyed the pool very much."
United States
Cameron F.
The price is ￥25,909
￥111,070 total
includes taxes & fees
Oct 25 - Oct 26
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
A beach with a wooden fence, sand, and grass.

15. 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 ￥22,052
￥67,558 total
includes taxes & fees
Oct 18 - Oct 19
Old Town + Modern + Fire Pit + EV Charger
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

16. Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (3 reviews)
"It was wonderful! Will definitely consider staying again."
United States
Michael B.
The price is ￥30,035
￥62,773 total
includes taxes & fees
Oct 26 - Oct 27
Treehouse at BootLegger Cove
A staircase with white railings and wooden steps leading to a landing.

17. 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 ￥32,011
￥70,165 total
includes taxes & fees
Oct 18 - Oct 19
The Bluffton Farmhouse
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 ￥31,300
￥108,538 total
includes taxes & fees
Oct 18 - Oct 19
Mins to Downtown & Beach, Sleeps 10, 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 ￥30,731
￥66,931 total
includes taxes & fees
Oct 26 - Oct 27
Pond View near Old Town Bluffton
A two-story house with a porch, a front door, and multiple windows.

20. 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 ￥29,719
￥96,410 total
includes taxes & fees
Oct 27 - Oct 28
NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
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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Top Hilton Head Island Hotel Reviews

Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

10/10 Excellent
"Great breakfast! Really nice pool! Location is wonderful!"
margie 2-night trip
Posted 3 hours ago
Holiday Inn Express Hilton Head Island by IHG

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
897
Accommodation
3195 Vacation Homes
Lowest Price
￥37,082
Highest Price
￥119,321