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

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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, (119 reviews)
"Would stay again!"
United States
Shandi B.
The price is ￥14,191
￥43,992 total
includes taxes & fees
Sep 8 - Sep 9
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
A modern kitchen with granite countertops, a stainless steel sink, and wooden cabinets.

3. 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 ￥18,316
￥67,100 total
includes taxes & fees
Sep 6 - Sep 7
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.

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, (108 reviews)
"This was our second time staying here and it was great both times! Great location in Sea Pines as well."
United States
Matthew I.
The price is ￥22,925
￥58,841 total
includes taxes & fees
Sep 2 - Sep 3
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
A wooden pathway leading to a beach with tall grass on either side.

5. Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!

Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!
South End
10.0 out of 10, Exceptional, (3 reviews)
"Very nice property, exactly as pictured and described. Cold A/C which was great and a fantastic patio to unwind and relax before dinner or sipping morning coffee. "
United States
Joe S.
The price is ￥21,470
￥65,139 total
includes taxes & fees
Aug 30 - Aug 31
Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!
A room with a large sliding glass door leading to a balcony with a metal railing and greenery.

6. Awesome Hilton Head Coligny Beach townhome!

Awesome Hilton Head Coligny Beach townhome!
South End
8.8 out of 10, Excellent, (8 reviews)
"The condo looked like the pictures. It was clean, ready on time, and within walking distance to several shops and restaurants. Host was nice enough to go out of their way to help me with retrieving an item I left behind. Would certainly stay here again!"
United States
Austin M.
The price is ￥28,513
￥72,517 total
includes taxes & fees
Sep 2 - Sep 3
Awesome Hilton Head Coligny Beach townhome!
A swimming pool with a clear water surface, a lifeguard stand, and a building with arched doorways in the background.

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

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ￥13,379
￥42,255 total
includes taxes & fees
Sep 1 - Sep 2
On Island | Pool | Tennis | Pet Friendly | Parking
A white sofa, wicker ottoman, wicker chair, round mirror, and two wall-mounted lamps in a bright room with a view.

8. 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 ￥36,791
￥68,374 total
includes taxes & fees
Aug 29 - Aug 30
Sea Pines hut, 5-min walk to beach, dog friendly!
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
9.4 out of 10, Exceptional, (83 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
The price is ￥30,389
￥117,446 total
includes taxes & fees
Sep 8 - Sep 9
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
A covered porch with a table and chairs, a door with a glass panel, and a ceiling fan.

10. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
10.0 out of 10, Exceptional, (12 reviews)
"Everything was perfect. So close to the beach and was very comfortable. And the host was very responsive and easy to communicate with. Will definitely stay here again!"
United States
Courtney W.
The price is ￥25,165
￥69,421 total
includes taxes & fees
Sep 9 - Sep 10
Newly Renovated Duplex- 4th Row
A beach with a wooden fence, sand, and grass.

11. 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, (95 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ￥28,427
￥76,679 total
includes taxes & fees
Sep 2 - Sep 3
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A modern kitchen with a dining area, wooden floors, and a ceiling fan.

12. Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (47 reviews)
"Great location! "
United States
Clayton M.
The price is ￥32,238
￥56,303 total
includes taxes & fees
Sep 2 - Sep 3
Low Country Living In Old Town Bluffton
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

13. 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 ￥30,261
￥64,122 total
includes taxes & fees
Aug 31 - Sep 1
Treehouse at BootLegger Cove
A staircase with white railings and wooden steps leading to a landing.

14. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (118 reviews)
"Great location, close to everything"
United States
Kerry L.
The price is ￥32,238
￥71,538 total
includes taxes & fees
Sep 2 - Sep 3
The Bluffton Farmhouse
A backyard with a hot tub, a wooden deck, and two houses.

15. 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 ￥42,841
￥129,607 total
includes taxes & fees
Sep 2 - Sep 3
Private Beach Access-Pet Friendly-Hot Tub!!!
A covered porch with wooden flooring, a bench, two chairs, and a table.

16. 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, (3 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 ￥26,650
￥98,257 total
includes taxes & fees
Sep 2 - Sep 3
Two Homes · Walk to Old Town · Fire Pit · EV
A beach with waves crashing onto the shore.

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

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (38 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 ￥31,105
￥72,760 total
includes taxes & fees
Sep 3 - Sep 4
GOLF CART! Remodeled home near Old Town, Xbox!
A house with a swimming pool, a hot tub, and two lounge chairs.

18. Two Fawns at Sea Pines-4+BR Home-New Pool & Spa,Dog Friendly

Two Fawns at Sea Pines-4+BR Home-New Pool & Spa,Dog Friendly
Sea Pines
The price is ￥46,586
￥143,575 total
includes taxes & fees
Aug 30 - Aug 31
Two Fawns at Sea Pines-4+BR Home-New Pool & Spa,Dog Friendly
An outdoor patio area with a covered seating area, string lights, and a pool table.

19. Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard

Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard
Mid Island
10.0 out of 10, Exceptional, (4 reviews)
"The house is clean and well appointed. We enjoyed the beach and the backyard. We had everything we needed! Looking forward to returning next year"
United States
Yvette
The price is ￥37,754
￥95,466 total
includes taxes & fees
Aug 31 - Sep 1
Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard
A spacious kitchen with wooden bar stools, a dining table, and a refrigerator.

20. Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.8 out of 10, Exceptional, (33 reviews)
"Great place to stay for USCB graduation!"
United States
Michelle R.
Bluffton Retreat, Pet Friendly
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 Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

10/10 Excellent
"Great room. Nice pool great front desk"
Kenneth 1-night trip
Posted 5 hours ago
Hilton Beachfront Resort & Spa Hilton Head Island

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
838
Accommodation
3194 Vacation Homes
Lowest Price
￥42,255
Highest Price
￥143,575