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

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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
A balcony with a table set for dining, overlooking a beach and a parking area with a car.

2. 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 ￥20,843
￥54,539 total
includes taxes & fees
Nov 1 - Nov 2
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
An aerial view of a coastal residential area with houses along the beach, a clear sky, and a calm sea.

3. 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 ￥8,171
￥35,042 total
includes taxes & fees
Oct 14 - Oct 15
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.

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 ￥19,611
￥54,226 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥12,158
￥59,054 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 ￥16,769
￥45,223 total
includes taxes & fees
Oct 11 - Oct 12
On Island | Pool | Tennis | Pet Friendly | Parking
A balcony with a table and chairs, overlooking a body of water and trees.

7. 67 Night Heron | Lagoon Views + Loft + Pool

67 Night Heron | Lagoon Views + Loft + Pool
Sea Pines
10.0 out of 10, Exceptional, (3 reviews)
"Well located for a family weekend"
United States
Peter G.
67 Night Heron | Lagoon Views + Loft + Pool
A modern kitchen with white cabinetry, stainless steel appliances, and a tiled backsplash.

8. 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 ￥23,527
￥69,331 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.

9. 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 ￥28,233
￥113,947 total
includes taxes & fees
Oct 14 - Oct 15
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
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 ￥24,670
￥95,376 total
includes taxes & fees
Oct 11 - Oct 12
Old Town + Home & Carriage House + EV Charger
A covered porch with wooden flooring, a bench, two chairs, and a table.

11. 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 ￥56,086
￥134,169 total
includes taxes & fees
Nov 9 - Nov 10
Two Homes · Walk to Old Town · Fire Pit · EV
A beach with a wooden fence, sand, and grass.

12. 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 ￥25,551
￥72,329 total
includes taxes & fees
Oct 12 - Oct 13
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
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.
Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches
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 ￥26,054
￥111,138 total
includes taxes & fees
Oct 20 - Oct 21
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

15. 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 ￥30,001
￥63,223 total
includes taxes & fees
Oct 19 - Oct 20
Treehouse at BootLegger Cove
A modern kitchen with white cabinets, a blue island, stainless steel appliances, and pendant lighting.

16. 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.
Mins to Downtown & Beach, Sleeps 10, Pool
A beach with a wooden fence, sand, and grass.

17. 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 ￥24,670
￥70,680 total
includes taxes & fees
Oct 11 - Oct 12
Old Town + Modern + Fire Pit + EV Charger
A staircase with white railings and wooden steps leading to a landing.

18. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (124 reviews)
"Amazing place and host will for sure stay again"
United States
Jeffery A.
The price is ￥31,975
￥70,607 total
includes taxes & fees
Oct 13 - Oct 14
The Bluffton Farmhouse
A house with a swimming pool, a hot tub, and two lounge chairs.

19. 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
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 central island.

20. 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)
"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.
The price is ￥29,527
￥80,244 total
includes taxes & fees
Nov 7 - Nov 8
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
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

Hilton Garden Inn Hilton Head

Hilton Garden Inn Hilton Head

10/10 Excellent
"The young lady that checks you in at the front desk was amazing and it was a young lady named Sarah that was amazing too really good staff very clean property"
Jermaine 1-night trip
Posted 6 hours ago
Hilton Garden Inn Hilton Head

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
873
Accommodation
3195 Vacation Homes
Lowest Price
￥35,042
Highest Price
￥134,169