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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Villas in Callawassie Island

Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!
Relax by the pool surrounded by palm trees and lounge chairs, with umbrellas providing shade and a diving board for a refreshing swim.

Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!

9.8 out of 10, Exceptional, (175)
"Small but cozy. The pools and beach access were great Parking was a breeze."
Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!
Newly Renovated! Water View 3 Bed/2 BA Villa @ South Beach & Salty Dog, Sleeps 8
Enjoy meal preparation and dining in this well-lit kitchen with oven and dishwasher.

Newly Renovated! Water View 3 Bed/2 BA Villa @ South Beach & Salty Dog, Sleeps 8

10.0 out of 10, Exceptional, (84)
"We hadn’t been to Hilton Head in 14 years after going for decades. The memories of the Salty Dog and RBC Heritage came flooding back. This Bluff Villa was perfect. Beautiful view, clean and comfortable. The hosts were quick to respond to my questions. No issues. Wonderful stay. Highly recommend. "
Newly Renovated! Water View 3 Bed/2 BA Villa @ South Beach & Salty Dog, Sleeps 8
Stylishly Renovated Villa With Fabulous Views and All Amenities
Relax in a spacious living area with a sofa, dining table, and spiral staircase.

Stylishly Renovated Villa With Fabulous Views and All Amenities

10.0 out of 10, Exceptional, (284)
"wonderful view, clean unit and very nicely decorated!"
Stylishly Renovated Villa With Fabulous Views and All Amenities
3 Bdrm Waterfront Villa in Harbour Town- Relax to the sounds of the Calibogue
Golfers can enjoy a scenic view of the lighthouse from the well-maintained green.

3 Bdrm Waterfront Villa in Harbour Town- Relax to the sounds of the Calibogue

10.0 out of 10, Exceptional, (194)
"Great location and property, very comfortable and well equipped for our stay in Harbour Town."
3 Bdrm Waterfront Villa in Harbour Town- Relax to the sounds of the Calibogue
BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN
Enjoy a serene beach experience with gentle waves lapping onto the shore.

BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN

9.6 out of 10, Exceptional, (44)
"Had a wonderful week!"
BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN
Beachfront Condo with Communal Pool & Ocean Views!
TV

Beachfront Condo with Communal Pool & Ocean Views!

10.0 out of 10, Exceptional, (3)
"My wife and I had a wonderful weekend in Hilton Head and enjoyed staying in Seaside Villas. The unit was very clean with updated appliances, and two great A/C units to beat the summer heat!!"
Beachfront Condo with Communal Pool & Ocean Views!
Fall in Love with Hilton Head! Coastal Elegance Meets Island Living
Relax in a serene beach setting with access to the ocean.

Fall in Love with Hilton Head! Coastal Elegance Meets Island Living

9.8 out of 10, Exceptional, (19)
"Great location, Condo was clean and spacious, walking distance to almost everything. Overall great stay and we look forward to staying at this location in Hilton Head in the future "
The price is AU$541
includes taxes & fees
17 Aug - 18 Aug
Fall in Love with Hilton Head! Coastal Elegance Meets Island Living
2-bedroom Villa steps from beach, with pools and a beautiful view
Relax on the beach with comfortable seating and shade.

2-bedroom Villa steps from beach, with pools and a beautiful view

9.0 out of 10, Wonderful, (7)
"Love the place. "
2-bedroom Villa steps from beach, with pools and a beautiful view
Updated Villa. Close To Beach, Salty Dog. And South Beach Marina
Enjoy a serene beach experience with access to the ocean.

Updated Villa. Close To Beach, Salty Dog. And South Beach Marina

9.4 out of 10, Exceptional, (189)
"Great stay for my son and myself over his spring break. Would stay here again!"
Updated Villa. Close To Beach, Salty Dog. And South Beach Marina
Wildlife Watching! Lagoon & Golf view, beach gear incl! 2 outdoor patios.
Cozy living room with a festive tree, sofa, and fireplace, perfect for relaxation and holiday celebrations.

Wildlife Watching! Lagoon & Golf view, beach gear incl! 2 outdoor patios.

10.0 out of 10, Exceptional, (104)
"Parents in town and the place was comfortable and accessible. Great stay, very clean and well equipped."
Wildlife Watching! Lagoon & Golf view, beach gear incl! 2 outdoor patios.
July 26-28 available Ocean view 4 condos from the beach Read our reviews
Relax by the clear pool surrounded by lounge chairs and umbrellas.

July 26-28 available Ocean view 4 condos from the beach Read our reviews

9.8 out of 10, Exceptional, (238)
"We really enjoyed our stay. Access to beach was incredible and amenities in the community were excellent. Condo was very clean, nicely decorated, and well stocked with everything we needed. Grounds were very well maintained! Will definitely stay here again!"
The price is AU$472
includes taxes & fees
1 Sept - 2 Sept
July 26-28 available Ocean view 4 condos from the beach Read our reviews
Big, beautiful home; 3 King bedrooms with granite and glass en suite baths.
Relax in a spacious living area with a sofa and armchairs, perfect for unwinding and socializing. The kitchen area offers a self-service setup with a sink.

Big, beautiful home; 3 King bedrooms with granite and glass en suite baths.

10.0 out of 10, Exceptional, (72)
"The house is beautiful and the kitchen is very well-appointed. The access to the private beach was incredible. We thoroughly enjoyed our stay!"
Big, beautiful home; 3 King bedrooms with granite and glass en suite baths.
8/ 31-9/5 Great rate for the Ultimate Getaway 8 min walk to the Shipyard beach!
Relax on the beach with ocean views from comfortable lounge chairs under colorful umbrellas.

8/ 31-9/5 Great rate for the Ultimate Getaway 8 min walk to the Shipyard beach!

10.0 out of 10, Exceptional, (104)
"Beautiful, fully equipped condo! Everything we needed including beach chairs and beach towels. We truly had a perfect vacation!"
8/ 31-9/5 Great rate for the Ultimate Getaway 8 min walk to the Shipyard beach!
Second Floor Ocean View- Steps from the Beach! 1 Bedroom villa in a gated Resort
Relax by the pool surrounded by sun loungers and umbrellas, with access to a sandy beach and ocean views.

Second Floor Ocean View- Steps from the Beach! 1 Bedroom villa in a gated Resort

10.0 out of 10, Exceptional, (120)
"Mike & Laurie have a beautiful home in an incredible location. The apartment was incredibly clean and accessible, and the resort was great. Highly recommend and would gladly come back!"
Second Floor Ocean View- Steps from the Beach! 1 Bedroom villa in a gated Resort
LOOK NO FURTHER- Play & Relax! Tanglewood Villas- Across street to the 🏖 beach
Enjoy the serene ocean views and tranquil atmosphere of this natural beach.

LOOK NO FURTHER- Play & Relax! Tanglewood Villas- Across street to the 🏖 beach

9.2 out of 10, Wonderful, (33)
"We enjoyed our stay! Gina was great and the location was perfect for the price !"
LOOK NO FURTHER- Play & Relax! Tanglewood Villas- Across street to the 🏖 beach
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Surrounded by lush greenery and mature trees, this serene outdoor setting features a peaceful pond with a fountain.

Tranquility by the Beach 1st Fl Sleeps 6,King Bed

9.4 out of 10, Exceptional, (51)
"Very clean and well organized property. "
The price is AU$462
includes taxes & fees
4 Sept - 5 Sept
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Fully remodeled, block to beach. 2-story, first floor entry, park at front door
Walk along the boardwalk to the sandy shoreline, flanked by palm trees.

Fully remodeled, block to beach. 2-story, first floor entry, park at front door

10.0 out of 10, Exceptional, (80)
"Great location and a very comfortable property. Very well appointed kitchen with a family friendly back porch. Master bath shower is excellent, beds comfortable. "
Fully remodeled, block to beach. 2-story, first floor entry, park at front door
Super-Cute Villa with Ocean View and Two Bikes!
Cozy living area with a sofa, glass coffee table, and large mirror. The kitchen features modern appliances, light wood cabinetry, and light-colored tiles.

Super-Cute Villa with Ocean View and Two Bikes!

9.6 out of 10, Exceptional, (88)
"Wonderful place to stay. Great location. Within 20 mins of everything. Clean place and great for vacation "
Super-Cute Villa with Ocean View and Two Bikes!
Sunset Rentals | Seaside 253
Compact kitchen with microwave, stove, sink, and dishwasher, ideal for small living spaces.

Sunset Rentals | Seaside 253

8.6 out of 10, Excellent, (17)
"Love the location and view of the ocean! "
Sunset Rentals | Seaside 253
'Under the Hilton Head Sun' 4321 Hilton Head Resort CLEANING INCLUDED
Enjoy a game of tennis surrounded by lush greenery and well-manicured grounds.

'Under the Hilton Head Sun' 4321 Hilton Head Resort CLEANING INCLUDED

10.0 out of 10, Exceptional, (83)
"Elena was very gracious to let us check in early and leave late. She was very friendly and just a text away if we needed anything. There was a great bar Coco’s right on the beach with great drinks and food. The beach is a bit of a walk but Elena has a beach cart for use and there is a golf cart shuttle that will take you. "
'Under the Hilton Head Sun' 4321 Hilton Head Resort CLEANING INCLUDED
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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