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

Holiday Homes in Hilton Head Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Hilton Head Island holiday homes

View from property

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. Parking was a problem Check in was not one minute early. House was beautiful and very clean. Pool was wonderful Prices were high but we knew that ahead of time"
United States
john j
The price is €1,448
includes taxes & fees
17 Jul - 18 Jul
Montage Palmetto Bluff Residences
Dining

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.8 out of 10, Exceptional, (31 reviews)
"A nice location for our visit to Old Town Bluffton. A great spot for our dog, too."
United States
Mark A.
The price is €324
includes taxes & fees
20 Jul - 21 Jul
Bluffton Retreat, Pet Friendly
Interior

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

Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
Bluffton
The price is €555
includes taxes & fees
12 Aug - 13 Aug
Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
Coffee/tea maker, fridge, microwave, oven

Coastal Escape | Pool | Tennis | Near Beach

Coastal Escape | Pool | Tennis | Near Beach
Mid Island
8.0 out of 10, Very good, (4 reviews)
"Location was very convenient. Accommodations were exactly as described."
United States
Monica H.
The price is €320
includes taxes & fees
15 Aug - 16 Aug
Coastal Escape | Pool | Tennis | Near Beach
Interior

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (46 reviews)
"Great location! "
United States
Clayton M.
The price is €338
includes taxes & fees
22 Jul - 23 Jul
Low Country Living In Old Town Bluffton
Interior

Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
10.0 out of 10, Exceptional, (10 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 €505
includes taxes & fees
16 Aug - 17 Aug
Newly Renovated Duplex- 4th Row
Smart TV

Relax in Paradise

Relax in Paradise
South End
10.0 out of 10, Exceptional, (6 reviews)
"Nice, clean condo! Great location! Rode our bikes to the beach! This was our second stay at this condo. We will definitely come back!"
United States
Cynthia M.
The price is €475
includes taxes & fees
30 Jul - 31 Jul
Relax in Paradise
Exterior

Great views of the New River close to Savannah and Hilton Head.

Great views of the New River close to Savannah and Hilton Head.
Hardeeville
9.6 out of 10, Exceptional, (85 reviews)
"Lovely, quiet, peaceful. "
United States
Kristin R.
The price is €369
includes taxes & fees
16 Aug - 17 Aug
Great views of the New River close to Savannah and Hilton Head.
On the beach, sun-loungers

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, (114 reviews)
"Great stay!"
United States
Michael Z.
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Terrace/patio

Charming 3BR/2Bath Beach Bungalow with Hot Tub!

Charming 3BR/2Bath Beach Bungalow with Hot Tub!
Mid Island
10.0 out of 10, Exceptional, (6 reviews)
"We had a great time and highly recommend. Home was just like the pictures, spotless and well stocked. Great location and close to Folly Field Beach. We had so much fun discovering the are on e-bikes."
United States
Marybeth D.
The price is €531
includes taxes & fees
16 Aug - 17 Aug
Charming 3BR/2Bath Beach Bungalow with Hot Tub!
Fridge, microwave, oven, stovetop

Breath and Relax/can sleep up to 6 guest/pets ok

Breath and Relax/can sleep up to 6 guest/pets ok
Bluffton
9.2 out of 10, Wonderful, (16 reviews)
"No issues with this one night stay. Great location and very nice accommodations."
United States
David S.
Breath and Relax/can sleep up to 6 guest/pets ok
Smart TV, books

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, (104 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 €331
includes taxes & fees
10 Aug - 11 Aug
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Smart TV, books, printers

Stunning 4 bedroom beach retreat w/ private pool

Stunning 4 bedroom beach retreat w/ private pool
Mid Island
10.0 out of 10, Exceptional, (21 reviews)
"Amazing home. Hosts were exceptionally responsive and helpful. Highly recommend. "
United States
Andrew B.
The price is €874
includes taxes & fees
11 Aug - 12 Aug
Stunning 4 bedroom beach retreat w/ private pool
Coffee/tea maker, fridge, microwave, oven

Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool
Bluffton
10.0 out of 10, Exceptional, (1 review)
"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 €728
includes taxes & fees
20 Jul - 21 Jul
Mins to Downtown & Beach, Sleeps 10, Pool
Interior

Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
Mid Island
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful unit, very roomy, short walk to beach!Would stay here again "
United States
Heather P.
The price is €332
includes taxes & fees
11 Aug - 12 Aug
Palmetto Dunes Golf Getaway: Pool + Beach Access!
Fridge, microwave, oven, stovetop

Sea Pines house ~ Golf Sim / Putting Green / Game Room ~ Golf & Beach Retreat

Sea Pines house ~ Golf Sim / Putting Green / Game Room ~ Golf & Beach Retreat
Sea Pines
10.0 out of 10, Exceptional, (25 reviews)
"Was great!"
United States
Calvin C.
Sea Pines house ~ Golf Sim / Putting Green / Game Room ~ Golf & Beach Retreat
Marina

House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill

House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill
Sea Pines
8.8 out of 10, Excellent, (42 reviews)
"Had a wonderful time!"
United States
William M.
The price is €530
includes taxes & fees
15 Aug - 16 Aug
House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill
Beach nearby

Old Town + Modern + Fire Pit + EV Charger

Old Town + Modern + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (30 reviews)
"Thank you so much for a wonderful stay!"
United States
Christy R.
The price is €432
includes taxes & fees
13 Aug - 14 Aug
Old Town + Modern + Fire Pit + EV Charger
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hilton Head Island Hotel Reviews

Home2 Suites by Hilton Hilton Head

Home2 Suites by Hilton Hilton Head

10/10 Excellent
"This is a great place to stay. It is very clean and conveniently located.The staff is friendly and the rooms are spacious. I would highly recommend."
Linda 2-night trip
Posted 1 hour ago
Home2 Suites by Hilton Hilton Head

Find out more about Hilton Head Island

Hilton Head Island Holiday Homes information

Number of reviews
549
Accommodation
3267 Holiday Homes
Lowest Price
€320
Highest Price
€1,448