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

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Hilton Head Island vacation homes

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

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)
"Awesome spot to stay with everything we needed. Really enjoyed the pool access, walking distance to the beach, and bikes included with the property."
United States
Will K.
The price is ￥15,530
￥47,798 total
includes taxes & fees
Oct 31 - Nov 1
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
A waterfront restaurant with outdoor seating and a view of the water.

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)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort
An outdoor deck with wooden flooring, metal chairs, and tables, overlooking a body of water and greenery.

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)
"Location was great. Very close to the pool and the beach. The wagon was very helpful."
United States
Carla J.
The price is ￥8,118
￥35,504 total
includes taxes & fees
Oct 27 - Oct 28
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.

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)
"Beautiful, quiet property."
United States
marian h.
The price is ￥18,213
￥52,475 total
includes taxes & fees
Nov 2 - Nov 3
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.

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

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ￥9,177
￥36,410 total
includes taxes & fees
Oct 27 - Oct 28
On Island | Pool | Tennis | Pet Friendly | Parking
A wooden pathway leading to a beach with tall grass on either side.

6. 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 ￥23,323
￥66,032 total
includes taxes & fees
Oct 27 - Oct 28
Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!
A modern kitchen with a marble countertop, a built-in sink, and a dining area with wicker chairs and a table.

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)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
The price is ￥29,931
￥115,676 total
includes taxes & fees
Nov 5 - Nov 6
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
A modern living room with a large window, a sofa, a coffee table, and a television.

8. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
9.8 out of 10, Exceptional, (14 reviews)
"Excellent location and a dog friendly beach"
United States
Brandon H.
The price is ￥23,374
￥68,534 total
includes taxes & fees
Oct 31 - Nov 1
Newly Renovated Duplex- 4th Row
A beach with a wooden fence, sand, and grass.

9. 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)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ￥25,385
￥71,858 total
includes taxes & fees
Oct 27 - Oct 28
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A beach with a wooden fence, sand, and grass.

10. 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)
"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. "
United States
Anonymous traveler
The price is ￥24,509
￥94,754 total
includes taxes & fees
Nov 2 - Nov 3
Old Town + Home & Carriage House + EV Charger
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

11. 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)
"Loved the location, the condo had everything we needed, and the host was great to work with."
United States
Scott R.
The price is ￥19,624
￥68,177 total
includes taxes & fees
Oct 27 - Oct 28
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
A two-story house with a porch, a front door, and multiple windows.

12. 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)
"everything was great for our family trip!"
United States
Grace M.
The price is ￥21,648
￥86,448 total
includes taxes & fees
Oct 27 - Oct 28
NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
A modern kitchen with a large island, bar stools, and a dining area with wicker chairs.

13. Coastal Cottage near DT Bluffton w/ Golf Cart

Coastal Cottage near DT Bluffton w/ Golf Cart
Bluffton
8.8 out of 10, Excellent, (8 reviews)
"My family and I had a pleasant stay at this lovely well equipped vacation home. The location was ideal for our events and would love to return when we all had more time to explore! I would recommend this home."
United States
Tammy B.
The price is ￥24,549
￥74,628 total
includes taxes & fees
Oct 28 - Oct 29
Coastal Cottage near DT Bluffton w/ Golf Cart
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

14. Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 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!"
United States
Karen P.
The price is ￥29,805
￥62,810 total
includes taxes & fees
Nov 2 - Nov 3
Treehouse at BootLegger Cove
A beach with waves approaching the shore.

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

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (42 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 ￥29,104
￥70,151 total
includes taxes & fees
Nov 1 - Nov 2
GOLF CART! Remodeled home near Old Town, Xbox!
A staircase with white railings and wooden steps leading to a landing.

16. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (126 reviews)
"Amazing place and host will for sure stay again"
United States
Jeffery A.
The price is ￥31,766
￥69,628 total
includes taxes & fees
Oct 28 - Oct 29
The Bluffton Farmhouse
A modern kitchen with white cabinets, a blue island, stainless steel appliances, and pendant lighting.

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

Mins to Downtown & Beach, Sleeps 10, Pool
Bluffton
10.0 out of 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!"
United States
Jared B.
The price is ￥31,060
￥107,707 total
includes taxes & fees
Oct 27 - Oct 28
Mins to Downtown & Beach, Sleeps 10, Pool
A backyard with a hot tub, a wooden deck, and two houses.

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

Private Beach Access-Pet Friendly-Hot Tub!!!
South End
9.2 out of 10, Wonderful, (15 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 ￥28,095
￥120,979 total
includes taxes & fees
Nov 1 - Nov 2
Private Beach Access-Pet Friendly-Hot Tub!!!
A modern kitchen with a central island, a dining area with a table and chairs, a staircase, and a living room with a sofa and a flat-screen TV.

19. 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 ￥30,433
￥101,636 total
includes taxes & fees
Oct 27 - Oct 28
Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
Interior

20. Pond View near Old Town Bluffton

Pond View near Old Town Bluffton
Bluffton
10.0 out of 10, Exceptional, (4 reviews)
"The check in was easy-peasy and the property was as advertised, clean and very conveniently situated near Old Town Bluffton. My granddaughter loved the swings across the road and the lagoon view was lovely. "
United States
Anne B.
The price is ￥30,919
￥67,401 total
includes taxes & fees
Oct 27 - Oct 28
Pond View near Old Town Bluffton
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

Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

10/10 Excellent
"Everything was great! Breakfast good. Room clean. Staff was very nice."
Patricia W 1-night trip
Posted 1 hour ago
Holiday Inn Express Hilton Head Island by IHG

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
848
Accommodation
3168 Vacation Homes
Lowest Price
￥35,504
Highest Price
￥120,979