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

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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

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, (122 reviews)
"Would stay again!"
United States
Shandi B.
The price is ￥8,889
￥37,069 total
includes taxes & fees
Oct 21 - Oct 22
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.

3. 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)
"Stay was wonderful! Will be back to visit again!"
United States
Brittany W.
The price is ￥19,626
￥54,441 total
includes taxes & fees
Nov 2 - Nov 3
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
A balcony with a table and chairs, overlooking a body of water and trees.

4. 67 Night Heron | Lagoon Views + Loft + Pool

67 Night Heron | Lagoon Views + Loft + Pool
Sea Pines
10.0 out of 10, Exceptional, (3 reviews)
"Well located for a family weekend"
United States
Peter G.
67 Night Heron | Lagoon Views + Loft + Pool
A balcony with a table set for dining, overlooking a beach and a parking area with a car.

5. 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, (107 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 ￥20,859
￥54,754 total
includes taxes & fees
Nov 2 - Nov 3
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
A swimming pool with a clear water surface, a lifeguard stand, and a building with arched doorways in the background.

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

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ￥14,854
￥43,155 total
includes taxes & fees
Nov 19 - Nov 20
On Island | Pool | Tennis | Pet Friendly | Parking
A wooden pathway leading to a beach with tall grass on either side.

7. 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 ￥23,327
￥67,029 total
includes taxes & fees
Oct 25 - Oct 26
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.

8. 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 ￥30,150
￥116,524 total
includes taxes & fees
Nov 5 - Nov 6
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
A modern kitchen with white cabinetry, stainless steel appliances, and a tiled backsplash.

9. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
9.8 out of 10, Exceptional, (14 reviews)
"Great location! Pet friendly! Enjoyed our visit!"
United States
Christina B.
The price is ￥23,545
￥69,731 total
includes taxes & fees
Nov 2 - Nov 3
Newly Renovated Duplex- 4th Row
A beach with a wooden fence, sand, and grass.

10. 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 ￥26,820
￥74,045 total
includes taxes & fees
Nov 18 - Nov 19
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
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 ￥17,351
￥65,670 total
includes taxes & fees
Oct 21 - Oct 22
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
A beach with a wooden fence, sand, and grass.

12. 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 ￥25,220
￥95,329 total
includes taxes & fees
Oct 27 - Oct 28
Old Town + Home & Carriage House + EV Charger
A lighthouse at sunset with boats docked at a marina.

13. 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, (67 reviews)
"Lovely property with close proximity to the beach. We enjoyed the pool very much."
United States
Cameron F.
The price is ￥25,899
￥111,028 total
includes taxes & fees
Oct 25 - Oct 26
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
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 ￥30,024
￥63,271 total
includes taxes & fees
Oct 26 - Oct 27
Treehouse at BootLegger Cove
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 ￥28,301
￥112,132 total
includes taxes & fees
Nov 1 - Nov 2
Private Beach Access-Pet Friendly-Hot Tub!!!
A modern kitchen with white cabinets, a blue island, stainless steel appliances, and pendant lighting.

16. 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 ￥31,288
￥108,497 total
includes taxes & fees
Oct 21 - Oct 22
Mins to Downtown & Beach, Sleeps 10, Pool
A beach with waves approaching 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, (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 ￥31,525
￥69,443 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.

18. 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 ￥31,999
￥70,660 total
includes taxes & fees
Oct 24 - Oct 25
The Bluffton Farmhouse
A two-story house with a porch, a front door, and multiple windows.

19. 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 ￥26,547
￥93,039 total
includes taxes & fees
Oct 27 - Oct 28
NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
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, (34 reviews)
"Excellent stay Property close to shops and restaurants in Bluffton. Property was nice and quiet"
United States
Michael G.
The price is ￥33,974
￥55,797 total
includes taxes & fees
Oct 21 - Oct 22
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

Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

8/10 Good
"The staff was friendly and helpful. The amenities were well maintained. The free breakfast was good. The room was a bit musty smelling. That being said, when we reported the odor, maintenance came and provided air fresheners. Overall a good experience."
Zach 3-night trip
Posted 7 hours 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
935
Accommodation
3168 Vacation Homes
Lowest Price
￥37,069
Highest Price
￥116,524