Hilton Head Island Holiday Homes from £165: Search Holiday Homes in Hilton Head Island

Hilton Head Island Holiday Homes
United States of America
Holiday Homes
Expedia.co.uk

Hotels in Hilton Head Island Holiday Rentals in Hilton Head Island Flights to Hilton Head Island Things to do in Hilton Head Island Hilton Head Island Car Hire Hilton Head Island Holidays

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

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Hilton Head Island holiday homes

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

A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

A modern kitchen with white cabinets, a built-in oven, and a microwave. There is a dining area with a round table and chairs.

A pathway flanked by lush greenery and multi-story buildings with balconies, leading towards a clear blue sky.

1. 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, (108 reviews)

9.6/10

Exceptional

(108 reviews)

"Awesome spot to stay with everything we needed. Really enjoyed the pool access, walking distance to the beach, and bikes included with the property."

Will K.

The price is £222

£222

includes taxes & fees

8 Nov - 9 Nov

Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

A waterfront restaurant with outdoor seating and a view of the water.

Beach chairs and umbrellas lined up on a sandy beach.

A marina at night with boats docked, a full moon in the sky, and a dock with lights.

An aerial view of a resort with a swimming pool, surrounded by lush greenery and a beach in the background.

2. 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)

9.6/10

Exceptional

(131 reviews)

"The room and property were incredible! Already booking my next stay"

Melissa

Disney's Hilton Head Island Resort

An outdoor deck with wooden flooring, metal chairs, and tables, overlooking a body of water and greenery.

A modern living room with a beige sectional sofa, a black coffee table, and a TV mounted on the wall. There are framed pictures on the wall and a lamp on a side table.

A modern living room with a flat-screen TV, a small table with a lamp, two black chairs, and a decorative plant.

A rectangular swimming pool with clear blue water, surrounded by a tiled deck with lounge chairs.

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, (122 reviews)

9.6/10

Exceptional

(122 reviews)

"Location was great. Very close to the pool and the beach. The wagon was very helpful."

Carla J.

The price is £165

£165

includes taxes & fees

3 Nov - 4 Nov

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.

A spacious living area with a dining table, chairs, a black sofa, and a kitchen area in the background.

A modern building with a glass facade surrounded by tall trees and a pathway leading to it.

A modern kitchen with wooden cabinets, stainless steel appliances, and a bar area with white bar stools.

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)

10/10

Exceptional

(113 reviews)

"Beautiful, quiet property."

marian h.

The price is £248

£248

includes taxes & fees

2 Nov - 3 Nov

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.

A staircase with a black railing, a small table with a wire shelf, and a framed picture on the wall.

A modern kitchen with white cabinets, a black and gray backsplash, a sink, a toaster, and a blender.

A dining area with a wooden table, chairs, a metal basket, and a red folder on the table.

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

On Island | Pool | Tennis | Pet Friendly | Parking

Mid Island

The price is £182

£182

includes taxes & fees

2 Nov - 3 Nov

On Island | Pool | Tennis | Pet Friendly | Parking

A beach with a wooden fence, sand, and grass.

A modern living room with a wooden ceiling, a TV, a sofa, a coffee table, and a dining area with bar stools.

A covered patio area with a round table, wicker furniture, and a potted plant.

A kitchen with a bar area, wooden flooring, white cabinets, and a hanging light fixture.

6. 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, (99 reviews)

9.8/10

Exceptional

(99 reviews)

"Excellent location, very clean, will definitely repeat"

Sean m.

The price is £299

£299

includes taxes & fees

2 Nov - 3 Nov

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

A modern kitchen with a marble countertop, a built-in sink, and a dining area with wicker chairs and a table.

A kitchen with white cabinets, stainless steel appliances, a marble countertop, and wicker chairs.

A pathway leading to a beach with sand and tall grasses on either side.

A lighthouse at sunset with boats docked at a marina.

7. 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)

9.2/10

Wonderful

(86 reviews)

"Wonderful time at our stay! The house is very well stocked and great location! "

sara e.

The price is £518

£518

includes taxes & fees

5 Nov - 6 Nov

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

A modern kitchen with white cabinets, a dining table with placemats, and a unique chandelier.

A modern kitchen with white cabinets, a marble island, and a stainless steel refrigerator.

A hallway with a patterned rug, a wooden bench, a door, and a mirror on the wall.

8. 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)

9.6/10

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. "

Anonymous traveller

The price is £430

£430

includes taxes & fees

2 Nov - 3 Nov

Old Town + Home & Carriage House + EV Charger

A white sofa, wicker ottoman, wicker chair, round mirror, and two wall-mounted lamps in a bright room with a view.

A bedroom with a bed, white bedding, a door, a lamp, and a wreath on the wall.

A room with a wicker chair, a small table with a vase, and a view of trees through large windows.

A room with a sofa, wicker chair, and a table with a candle and decorative items.

9. 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)

10/10

Exceptional

(5 reviews)

"Great spot and wonderful hosts. Highly recommend for a couples get away on HHI. Perfect location with beach access so close. "

Richard S.

The price is £293

£293

includes taxes & fees

25 Nov - 26 Nov

Sea Pines hut, 5-min walk to beach, dog friendly!

A modern kitchen with a fruit bowl, wine glasses, and a bottle of wine on the counter.

A spacious room with a dining area featuring a light blue table and blue chairs, a ceiling fan, and a view through a glass door to the outside.

A living room with a flat-screen TV on a wooden stand, a small black shelf with decorative items, a dining table with a floral tablecloth, and a window with blue curtains.

A two-story building with a green roof, a covered porch, and a staircase leading to the entrance.

10. Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches

Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches

Bluffton

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Great beds and pillows! Plenty of towels! One of the best stays I have had in a long time!"

Robert S.

The price is £287

£287

includes taxes & fees

2 Nov - 3 Nov

Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches

A living room with a sofa, chairs, a coffee table, a dining table, a chandelier, and a ceiling fan.

A modern kitchen with a central island, bar stools, pendant lighting, and a dining area with a round chair and cushions.

A beach with waves, a sandy shore, and a distant shoreline.

11. 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, (68 reviews)

9.2/10

Wonderful

(68 reviews)

"Great spot…wish we had booked our entire stay there. Would definitely go back. "

Ohly917

The price is £490

£490

includes taxes & fees

2 Nov - 3 Nov

6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

A modern kitchen with white cabinetry, a built-in refrigerator, and a ceiling fan.

A modern building with a brick pathway leading to a door marked '2053'.

A wooden deck with two lounge chairs and a table, surrounded by trees and a small building with a blue door.

12. 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)

9.2/10

Wonderful

(40 reviews)

"Loved the location, the condo had everything we needed, and the host was great to work with."

Scott R.

The price is £308

£308

includes taxes & fees

2 Nov - 3 Nov

Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town

A historic building with a covered porch and a brick pathway.

A cozy room with a gray sofa, a chair, and a small table with books and a tray.

A spacious patio with a dining area, wicker furniture, and a view of trees.

A modern kitchen with white cabinetry, a central island with a bowl, two wicker chairs, a hanging light fixture, a stove, and a view of greenery through large windows.

13. Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences

5.0 star property

Palmetto Bluff

10.0 out of 10, Exceptional, (2 reviews)

10/10

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"

john j

The price is £1,340

£1,340

includes taxes & fees

15 Nov - 16 Nov

Montage Palmetto Bluff Residences

A house with a swimming pool, a hot tub, and two lounge chairs.

A dining area with a glass table, wicker chairs, and a chandelier.

A bedroom with a bed, a nightstand with books, a lamp, and a view of an outdoor patio with a table and chairs.

A residential area with houses featuring sloped roofs, a front yard, and a swimming pool.

14. 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 £590

£590

includes taxes & fees

8 Nov - 9 Nov

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 marble countertop.

A modern living room with a sofa, a coffee table, and a kitchen area with appliances.

A modern kitchen with white cabinetry, stainless steel appliances, a central island with bar stools, and pendant lighting.

A rustic building with a sloped roof, surrounded by lush greenery and trees.

15. Treehouse at BootLegger Cove

Treehouse at BootLegger Cove

Old Town Bluffton

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"The Treehouse exceeded our expectations! It was so well appointed, clean and prefect for our needs. The hosts were beyond nice and helpful. We will definitely stay there again!"

Karen P.

The price is £294

£294

includes taxes & fees

2 Nov - 3 Nov

Treehouse at BootLegger Cove

A modern living room with a large window, a sofa, a coffee table, and a television.

A living room with a blue sofa, a white coffee table, and a kitchen area with a microwave and cabinets.

A covered porch with a table and chairs, a door with a glass panel, and a ceiling fan.

A modern kitchen with stainless steel appliances, white cabinetry, and a tiled backsplash.

16. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row

Mid Island

9.8 out of 10, Exceptional, (14 reviews)

9.8/10

Exceptional

(14 reviews)

"Excellent location and a dog friendly beach"

Brandon H.

The price is £314

£314

includes taxes & fees

8 Nov - 9 Nov

Newly Renovated Duplex- 4th Row

A backyard with a hot tub, a wooden deck, and two houses.

A bedroom with a bed, a chair, a television, and a window.

A small, single-story house with a blue front door, surrounded by well-maintained greenery and trees.

A modern kitchen with white cabinets, a stainless steel microwave, a washing machine, and a green kettle.

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

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

South End

9.2 out of 10, Wonderful, (15 reviews)

9.2/10

Wonderful

(15 reviews)

"Great location, ample room, and pet friendly! The host did a great job communicating."

Josef P.

The price is £549

£549

includes taxes & fees

8 Nov - 9 Nov

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

A modern kitchen with white cabinetry, a gas stove, a coffee maker, and decorative items on shelves.

A modern living room with a sectional sofa, a ceiling fan, a large window with blinds, and a television on a wooden cabinet.

18. 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)

9.4/10

Exceptional

(32 reviews)

"We have a lovely stay over the 4th of July. Perfectly located! The house was clean and well appointed. Check in was smooth and the hosts were very accessible."

Mariah M.

The price is £319

£319

includes taxes & fees

2 Nov - 3 Nov

Old Town + Modern + Fire Pit + EV Charger

A modern kitchen with white cabinets, a blue island, stainless steel appliances, and pendant lighting.

A covered porch with a gray wicker sofa, a ceiling fan, and a view of the street.

A modern kitchen with white cabinetry, a blue accent wall, and pendant lighting.

A dining area with a wooden table, six chairs, a blue runner, white paneled walls, a ceiling light fixture, and a landscape painting.

19. Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool

Bluffton

10.0 out of 10, Exceptional, (2 reviews)

10/10

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!"

Jared B.

The price is £479

£479

includes taxes & fees

2 Nov - 3 Nov

Mins to Downtown & Beach, Sleeps 10, Pool

A two-story house with a porch, a front door, and multiple windows.

A dining table with a vase of green plants, black chairs, and a mirror above.

A spacious living room with a round wooden coffee table, a sofa, a staircase with a wooden railing, and a large window with curtains.

A modern kitchen with white cabinets, a large island, and two bar stools.

20. NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat

NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat

Bluffton

9.8 out of 10, Exceptional, (10 reviews)

9.8/10

Exceptional

(10 reviews)

"everything was great for our family trip!"

Grace M.

The price is £414

£414

includes taxes & fees

9 Nov - 10 Nov

NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat

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

Find holiday rentals that suit your style

Private holiday homes

search for private holiday homes

Villas

search for villas

Aparthotels

search for apart-hotels

Condos

search for condos

Apartments

search for apartments

Cottages

search for cottages

Houseboats

search for houseboats

Save an average of 15% on thousands of hotels when you're signed in

Top Hilton Head Island Hotel Reviews

Hotel Carolina

10/10 Excellent

"Clean Simple Excellent"

James 7-night trip

Posted 1 hour ago

Hotel Carolina

Holiday Inn Express Hilton Head Island by IHG

10/10 Excellent

"."

Cheryl 4-night trip

Posted 13 hours ago

Holiday Inn Express Hilton Head Island by IHG

Spark By Hilton Hilton Head Island

10/10 Excellent

"Good for my work trip. Clean room and comfy bed. Water dispenser in the lobby was great."

Devin 5-night trip

Posted 2 days ago

Spark By Hilton Hilton Head Island

Doubletree by Hilton Hilton Head Island

10/10 Excellent

"The staff was wonderful- loved the receptionist! The room was big and beautiful. Water pressure was awesome. Overall great experience and will stay again."

Karen 2-night trip

Posted 6 days ago

Doubletree by Hilton Hilton Head Island

Island Links Resort by Palmera

10/10 Excellent

"This was one of the best places we have gone to for vacation. We will be back again!"

Jeffrey 2-night trip

Posted 7 days ago

Island Links Resort by Palmera

Find out more about Hilton Head Island

Hilton Head Island Holiday Homes information

Number of reviews	773
Accommodation	3168 Holiday Homes
Lowest Price	£165
Highest Price	£1,340

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Hilton Head Island on Expedia.com

Search Holiday Homes in Hilton Head Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hilton Head Island holiday homes

1. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

2. Disney's Hilton Head Island Resort

3. Beach. View. Suite. 1 br. 1 ba. Sleeps 5

4. Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

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

6. Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

7. Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

8. Old Town + Home & Carriage House + EV Charger

9. Sea Pines hut, 5-min walk to beach, dog friendly!

10. Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches

11. 6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

12. Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town

13. Montage Palmetto Bluff Residences

14. Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly

15. Treehouse at BootLegger Cove

16. Newly Renovated Duplex- 4th Row

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

18. Old Town + Modern + Fire Pit + EV Charger

19. Mins to Downtown & Beach, Sleeps 10, Pool

20. NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat

Find holiday rentals that suit your style

Top Hilton Head Island Hotel Reviews

Hotel Carolina

Find out more about Hilton Head Island

Hilton Head Island Holiday Homes information

Explore a world of travel with Expedia