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
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, (103 reviews)
"Great place!"
United States
Danny H.
The price is ￥20,446
￥51,037 total
includes taxes & fees
Sep 29 - Sep 30
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 ￥13,998
￥41,349 total
includes taxes & fees
Oct 21 - Oct 22
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
A modern kitchen with granite countertops, a stainless steel sink, and wooden cabinets.

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

Palmetto Dunes Golf Getaway: Pool + Beach Access!
Mid Island
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful unit, very roomy, short walk to beach!Would stay here again "
United States
Heather P.
The price is ￥16,357
￥59,515 total
includes taxes & fees
Oct 24 - Oct 25
Palmetto Dunes Golf Getaway: Pool + Beach Access!
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, (112 reviews)
"Stay was wonderful! Will be back to visit again!"
United States
Brittany W.
The price is ￥26,423
￥58,823 total
includes taxes & fees
Oct 29 - Oct 30
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.

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

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ￥13,212
￥39,478 total
includes taxes & fees
Oct 19 - Oct 20
On Island | Pool | Tennis | Pet Friendly | Parking
A beach with a wooden fence, sand, and grass.

7. 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, (96 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ￥21,941
￥63,238 total
includes taxes & fees
Sep 29 - Sep 30
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
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.
The price is ￥25,196
￥70,968 total
includes taxes & fees
Sep 30 - Oct 1
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
A covered porch with a table and chairs, a door with a glass panel, and a ceiling fan.

9. 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 ￥28,625
￥70,841 total
includes taxes & fees
Oct 11 - Oct 12
Newly Renovated Duplex- 4th Row
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

10. Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7

Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7
Sea Pines
10.0 out of 10, Exceptional, (95 reviews)
"The villa was very clean and the owner was very responsive and helpful. It was within walking distance to the beach and several restaurants, great location!"
United States
Jeremy L.
The price is ￥31,456
￥77,335 total
includes taxes & fees
Oct 7 - Oct 8
Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7
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.
Sea Pines hut, 5-min walk to beach, dog friendly!
A lighthouse at sunset with boats docked at a marina.

12. 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 ￥29,238
￥107,843 total
includes taxes & fees
Sep 30 - Oct 1
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
A modern kitchen with a marble countertop, a built-in sink, and a dining area with wicker chairs and a table.

13. 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, (84 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
The price is ￥30,009
￥109,231 total
includes taxes & fees
Oct 14 - Oct 15
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
A backyard with a hot tub, a wooden deck, and two houses.

14. Private Beach Access-Pet Friendly-Hot Tub!!!

Private Beach Access-Pet Friendly-Hot Tub!!!
South End
9.2 out of 10, Wonderful, (14 reviews)
"Enjoyed staying at the Beach House. Victor was great, amenities nearby and only a short walk to the beach. "
United States
mark h.
The price is ￥42,324
￥121,123 total
includes taxes & fees
Oct 5 - Oct 6
Private Beach Access-Pet Friendly-Hot Tub!!!
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, (31 reviews)
"Very comfortable beds"
United States
Ryan H.
The price is ￥37,558
￥81,488 total
includes taxes & fees
Oct 12 - Oct 13
Old Town + Modern + Fire Pit + EV Charger
A house with a swimming pool, a hot tub, and two lounge chairs.

16. 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 ￥39,493
￥108,666 total
includes taxes & fees
Sep 30 - Oct 1
Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly
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, (124 reviews)
"Great location, close to everything"
United States
Kerry L.
The price is ￥31,849
￥65,831 total
includes taxes & fees
Sep 29 - Sep 30
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.

18. 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 ￥31,509
￥118,446 total
includes taxes & fees
Oct 7 - Oct 8
Walk to Beach, 8BR, Heated Pool, Sauna, Elevator
A modern kitchen with a dining area, wooden floors, and a ceiling fan.

19. Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (49 reviews)
"Great location! "
United States
Clayton M.
The price is ￥31,849
￥52,163 total
includes taxes & fees
Sep 30 - Oct 1
Low Country Living In Old Town Bluffton
A beach with waves approaching the shore.

20. GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (41 reviews)
"House is beautiful, clean and very comfortable. Location is great - close to restaurants and stores. Really enjoyed our stay and will recommend it to family and friends."
United States
Steven F.
The price is ￥48,552
￥88,182 total
includes taxes & fees
Oct 9 - Oct 10
GOLF CART! Remodeled home near Old Town, Xbox!
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

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

10/10 Excellent
"We loved everything… will definitely come back!"
Samira 1-night trip
Posted 5 hours ago
Sonesta Resort Hilton Head Island

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
1,061
Accommodation
3195 Vacation Homes
Lowest Price
￥39,478
Highest Price
￥121,123