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

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Hilton Head Island vacation homes

A waterfront restaurant with outdoor seating and a view of the water.

1. 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
An aerial view of a coastal residential area with houses along the beach, a clear sky, and a calm sea.

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, (120 reviews)
"Would stay again!"
United States
Shandi B.
The price is ￥14,011
￥42,773 total
includes taxes & fees
Oct 26 - Oct 27
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
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, (104 reviews)
"Great place!"
United States
Danny H.
The price is ￥19,754
￥53,019 total
includes taxes & fees
Nov 1 - Nov 2
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
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, (113 reviews)
"Stay was wonderful! Will be back to visit again!"
United States
Brittany W.
The price is ￥21,192
￥56,166 total
includes taxes & fees
Oct 29 - Oct 30
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
A modern kitchen with granite countertops, a stainless steel sink, and wooden cabinets.

5. 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 ￥12,168
￥56,322 total
includes taxes & fees
Oct 25 - Oct 26
Palmetto Dunes Golf Getaway: Pool + Beach Access!
A swimming pool with a clear water surface, a lifeguard stand, and a building with arched doorways in the background.

6. On Island | Pool | Tennis | Pet Friendly | Parking

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ￥11,378
￥39,160 total
includes taxes & fees
Oct 4 - Oct 5
On Island | Pool | Tennis | Pet Friendly | Parking
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
9.4 out of 10, Exceptional, (85 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
The price is ￥28,256
￥112,998 total
includes taxes & fees
Oct 14 - Oct 15
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
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, (39 reviews)
"The house was just as we expected. Well appointed, very clean, nice outdoor space. The kitchen and bathrooms had been remodeled as was the kitchen. We would certainly come back!"
United States
Mary M.
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 ￥25,572
￥96,235 total
includes taxes & fees
Oct 5 - Oct 6
Old Town + Home & Carriage House + EV Charger
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, (4 reviews)
"We loved the Driftwood Inn. Check-in process was super easy and the house was spotless! The kitchen was fabulous with all the amenities of home. And the grandkids loved the location so we could walk to get pizza, the playground and the waterfront. What a terrific “find.” We will be back soon!"
United States
Diane R.
The price is ￥26,454
￥97,708 total
includes taxes & fees
Oct 4 - Oct 5
Two Homes · Walk to Old Town · Fire Pit · EV
A white sofa, wicker ottoman, wicker chair, round mirror, and two wall-mounted lamps in a bright room with a view.

11. Sea Pines hut, 5-min walk to beach, dog friendly!

Sea Pines hut, 5-min walk to beach, dog friendly!
Sea Pines
10.0 out of 10, Exceptional, (5 reviews)
"Great spot and wonderful hosts. Highly recommend for a couples get away on HHI. Perfect location with beach access so close. "
United States
Richard S.
The price is ￥35,715
￥66,009 total
includes taxes & fees
Oct 5 - Oct 6
Sea Pines hut, 5-min walk to beach, dog friendly!
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

12. Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (2 reviews)
"It was wonderful! Will definitely consider staying again."
United States
Michael B.
The price is ￥33,976
￥68,490 total
includes taxes & fees
Oct 13 - Oct 14
Treehouse at BootLegger Cove
A modern kitchen with a fruit bowl, wine glasses, and a bottle of wine on the counter.

13. Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches

Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches
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 ￥28,825
￥72,324 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches
A beach with a wooden fence, sand, and grass.

14. 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, (97 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ￥32,627
￥80,354 total
includes taxes & fees
Oct 5 - Oct 6
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
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)
"Very comfortable beds"
United States
Ryan H.
The price is ￥24,691
￥70,739 total
includes taxes & fees
Oct 4 - Oct 5
Old Town + Modern + Fire Pit + EV Charger
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, (124 reviews)
"Great location, close to everything"
United States
Kerry L.
The price is ￥32,001
￥70,143 total
includes taxes & fees
Oct 4 - Oct 5
The Bluffton Farmhouse
A two-story house with a porch, a front door, and multiple windows.

17. 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, (9 reviews)
"everything was great for our family trip!"
United States
Grace M.
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.

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 ￥31,290
￥108,503 total
includes taxes & fees
Oct 4 - Oct 5
Mins to Downtown & Beach, Sleeps 10, Pool
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.

19. Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches

Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
Bluffton
Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
Interior

20. 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 ￥30,152
￥66,110 total
includes taxes & fees
Oct 6 - Oct 7
Pond View near Old Town Bluffton
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

Hampton Inn Hilton Head

Hampton Inn Hilton Head

10/10 Excellent
"Clean rooms good breakfast"
James 4-night trip
Posted 2 hours ago
Hampton Inn Hilton Head

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
809
Accommodation
3195 Vacation Homes
Lowest Price
￥39,160
Highest Price
￥112,998