Holiday Homes in Hilton Head Island

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Our top choices for Hilton Head Island holiday homes

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (130 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort

Old Town + Modern 4 BR + Fire Pit + EV Charger

Old Town + Modern 4 BR + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (28 reviews)
"Thank you so much for a wonderful stay!"
United States
Christy R.
The price is NZ$797
includes taxes & fees
17 May - 18 May
Old Town + Modern 4 BR + Fire Pit + EV Charger

Pickleball Pool and Private Patio Pet OK Near All

Pickleball Pool and Private Patio Pet OK Near All
Mid Island
The price is NZ$508
includes taxes & fees
18 May - 19 May
Pickleball Pool and Private Patio Pet OK Near All

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (1 review)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
United States
Ashley
The price is NZ$3,259
includes taxes & fees
31 May - 1 June
Montage Palmetto Bluff Residences

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, (93 reviews)
"Great place and a very convenient location!"
United States
Anonymous traveller
The price is NZ$764
includes taxes & fees
18 May - 19 May
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

House with a view/sleep upto 6 Guest, pets welcome

House with a view/sleep upto 6 Guest, pets welcome
Bluffton
9.4 out of 10, Exceptional, (14 reviews)
"Replies fast amazing area."
United States
Caleb M.
The price is NZ$680
includes taxes & fees
14 May - 15 May
House with a view/sleep upto 6 Guest, pets welcome

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, (92 reviews)
"Great location!"
United States
Jessica G.
The price is NZ$637
includes taxes & fees
18 May - 19 May
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Pet Friendly | Pool | Tennis | Walk to Shops

Pet Friendly | Pool | Tennis | Walk to Shops
Mid Island
The price is NZ$590
includes taxes & fees
26 May - 27 May
Pet Friendly | Pool | Tennis | Walk to Shops

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (45 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is NZ$627
includes taxes & fees
3 June - 4 June
Low Country Living In Old Town Bluffton

GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (29 reviews)
"We enjoyed a quick weekend trip here just to see the area. Loved the Old Town and this home was very peaceful! Thanks for letting us stay "
United States
Courtney H.
The price is NZ$664
includes taxes & fees
18 May - 19 May
GOLF CART! Remodeled home near Old Town, Xbox!

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.8 out of 10, Exceptional, (26 reviews)
"Host was very responsive to our needs."
United States
Margie S.
The price is NZ$616
includes taxes & fees
20 May - 21 May
Bluffton Retreat, Pet Friendly

Gated Community, Close to beach, heated pool, golf cart available to rent

Gated Community, Close to beach, heated pool, golf cart available to rent
Mid Island
9.8 out of 10, Exceptional, (88 reviews)
"We loved staying here, the beach is close, the pool was heated and great for a kid."
United States
Geoffrey Y.
Gated Community, Close to beach, heated pool, golf cart available to rent

2031 Deer Island Treehouse Walkable to Harbour Town

2031 Deer Island Treehouse Walkable to Harbour Town
Sea Pines
9.6 out of 10, Exceptional, (68 reviews)
"Loved staying there. Place was perfect for us."
United States
Debra M.
The price is NZ$826
includes taxes & fees
25 May - 26 May
2031 Deer Island Treehouse Walkable to Harbour Town

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, (81 reviews)
"Loved the location and the property. Everything was as described and we had an amazing and seamless time!"
United States
Dana F.
The price is NZ$1,258
includes taxes & fees
17 May - 18 May
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

Awesome Hilton Head Coligny Beach townhome!

Awesome Hilton Head Coligny Beach townhome!
South End
8.8 out of 10, Excellent, (6 reviews)
"Clean and good location"
United States
nick r.
The price is NZ$769
includes taxes & fees
14 May - 15 May
Awesome Hilton Head Coligny Beach townhome!

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, (83 reviews)
"We enjoyed our stay "
United States
Edward N.
The price is NZ$616
includes taxes & fees
5 June - 6 June
Great views of the New River close to Savannah and Hilton Head.

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 NZ$1,068
includes taxes & fees
18 May - 19 May
Mins to Downtown & Beach, Sleeps 10, Pool

Peaceful 2-bedroom townhome walk to Olde Town Bluffton

Peaceful 2-bedroom townhome walk to Olde Town Bluffton
Bluffton
The price is NZ$838
includes taxes & fees
31 May - 1 June
Peaceful 2-bedroom townhome walk to Olde Town Bluffton

6 Bedroom, Free Heated Pool + Elevator Sleeps 26

6 Bedroom, Free Heated Pool + Elevator Sleeps 26
Mid Island
10.0 out of 10, Exceptional, (32 reviews)
"The whole house was excellent. The owners communication with the owners was great and they were very responsive when I had some questions. We had a large party and everyone felt like there was plenty of room. It was a great stay."
United States
Pasco D.
The price is NZ$2,617
includes taxes & fees
18 May - 19 May
6 Bedroom, Free Heated Pool + Elevator Sleeps 26
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

Find out more about Hilton Head Island

Hilton Head Island Holiday Homes information

Number of reviews
789
Accommodation
3247 Holiday Homes
Lowest Price
NZ$475
Highest Price
NZ$3,259

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