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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 Condo Rentals in Callawassie Island

Hilton Head Island Beach and Tennis Resort
Enjoy a serene beach experience with a vast sandy shore and tranquil sea.

Hilton Head Island Beach and Tennis Resort

3.5 star property
8.4 out of 10, Very good, (32)
"The property was clean and well furnished and accessible to the beach and other amenities."
Hilton Head Island Beach and Tennis Resort
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
Enjoy breathtaking views of the ocean and beach from this serene coastal retreat.

SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136

9.8 out of 10, Exceptional, (224)
"My husband and I stayed here for a week. The short walk to the beach was perfect. We also walked to Caligny shops and restaurants."
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
🌞 1st floor, No hiking up stairs 🌞 Rated AWESOME 👀 at my October Deals
Guests can enjoy a refreshing swim in the large pool surrounded by a paved deck area.

🌞 1st floor, No hiking up stairs 🌞 Rated AWESOME 👀 at my October Deals

9.8 out of 10, Exceptional, (43)
" A fantastic stay near the beach and shops in a private community with a lovely pool. "
🌞 1st floor, No hiking up stairs 🌞 Rated AWESOME 👀 at my October Deals
Front row across from beach with pool - prime Forest Beach drive location!
Relax on the deck, surrounded by lush greenery and a swimming pool, with comfortable seating and a shaded area.

Front row across from beach with pool - prime Forest Beach drive location!

9.8 out of 10, Exceptional, (81)
"Great location, well stocked house."
Front row across from beach with pool - prime Forest Beach drive location!
Beautiful 2 bd condo in Tropical Oasis-Steps to beach/Coligny & Celebration Park
Enjoy cooking in this well-equipped kitchen with a sink, toaster, coffee maker, microwave, and dish rack.

Beautiful 2 bd condo in Tropical Oasis-Steps to beach/Coligny & Celebration Park

9.8 out of 10, Exceptional, (80)
"We had an amazing time in HH thanks to our wonderful host, Angela. Her condo is so clean and beautifully furnished. We will definitely be staying here again!"
Beautiful 2 bd condo in Tropical Oasis-Steps to beach/Coligny & Celebration Park
Top Floor Condo. Beautiful Ocean Views. Great Mid-Island Location
Relax on the beach under three shaded umbrellas, surrounded by calm ocean views.

Top Floor Condo. Beautiful Ocean Views. Great Mid-Island Location

9.4 out of 10, Exceptional, (89)
"Great condo. Loved the view."
Top Floor Condo. Beautiful Ocean Views. Great Mid-Island Location
Mariners' Nautical Nest on Port Royal's Battery Creek
Enjoy meals with a view from the kitchen's large window overlooking the outdoors.

Mariners' Nautical Nest on Port Royal's Battery Creek

10.0 out of 10, Exceptional, (11)
"Great location, view and property condition"
The price is NZ$377
includes taxes & fees
24 Aug - 25 Aug
Mariners' Nautical Nest on Port Royal's Battery Creek
Beautiful 5 Star condo in tropical oasis- Perfect location! S Forest Beach!
Guests can enjoy a scenic beachside bike ride with a convenient wicker basket.

Beautiful 5 Star condo in tropical oasis- Perfect location! S Forest Beach!

10.0 out of 10, Exceptional, (129)
"great stay"
Beautiful 5 Star condo in tropical oasis- Perfect location! S Forest Beach!
Marriott's Monarch at Sea Pines
Relax by the pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas providing ample seating and shade.

Marriott's Monarch at Sea Pines

3.0 star property
9.2 out of 10, Wonderful, (129)
"Great stay "
The price is NZ$862
includes taxes & fees
2 Sept - 3 Sept
Marriott's Monarch at Sea Pines
Relaxing ocean-view condo with on-site pool, private balcony & central AC
Kitchen features a central island with a countertop, sink, dishwasher, and microwave.

Relaxing ocean-view condo with on-site pool, private balcony & central AC

9.0 out of 10, Wonderful, (23)
"Excellent accommodations and right on the ocean front. Cozy and convenient."
Relaxing ocean-view condo with on-site pool, private balcony & central AC
Beautiful 3B/3.5B Golf View, Steps to Beach - 487 Plantation Club - Dogs Welcome
Guests can relax under the shade of colorful umbrellas on the well-maintained beach.

Beautiful 3B/3.5B Golf View, Steps to Beach - 487 Plantation Club - Dogs Welcome

10.0 out of 10, Exceptional, (18)
"Well established condominium complex. Great location- convenient to all Sea Pines amenities. No extra frills. Extremely pet friendly! Nice spacious parking area. Would come again!"
Beautiful 3B/3.5B Golf View, Steps to Beach - 487 Plantation Club - Dogs Welcome
Palmetto Dunes! Direct Ocean & Pool Views, Sofa Bed, Jacuzzi Tub
Relax by the resort pool, surrounded by lush greenery and a stunning ocean view.

Palmetto Dunes! Direct Ocean & Pool Views, Sofa Bed, Jacuzzi Tub

9.8 out of 10, Exceptional, (24)
"The condo is lovely. Very stocked kitchen. We loved having two full baths. Great views, perfect weather. "
Palmetto Dunes! Direct Ocean & Pool Views, Sofa Bed, Jacuzzi Tub
10%off 7 ngt Huge Ocean View,central air,elevator,pool,WIFI,one bedroom,sleeps 5
Enjoy breathtaking views of the coastal landscape from this balcony.

10%off 7 ngt Huge Ocean View,central air,elevator,pool,WIFI,one bedroom,sleeps 5

9.8 out of 10, Exceptional, (154)
"The villa was perfect. Location was excellent. The kitchen looked like it was recently updated. I would definitely rent this villa again. "
10%off 7 ngt Huge Ocean View,central air,elevator,pool,WIFI,one bedroom,sleeps 5
How You Dune - Stunning Coligny Beach View! Recently updated, 2 bed/2 bath!
Relax by the pool surrounded by lush trees and comfortable lounge chairs.

How You Dune - Stunning Coligny Beach View! Recently updated, 2 bed/2 bath!

2.0 star property
9.0 out of 10, Wonderful, (10)
"We enjoyed our stay in Hilton Head. Comfortable accommodations and convenient to local attractions. "
How You Dune - Stunning Coligny Beach View! Recently updated, 2 bed/2 bath!
Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach
Discover the serene surroundings of The Spa On Port Royal Sound, nestled among lush greenery.

Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach

9.2 out of 10, Wonderful, (220)
"Everything was good enjoyed my whole trip would stay again"
Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach
Chic 2BR Direct Oceanfront Condo 409 Shorewood Villas
Enjoy cooking with a view of the city skyline from this kitchen featuring a refrigerator, microwave, oven, and toaster.

Chic 2BR Direct Oceanfront Condo 409 Shorewood Villas

9.8 out of 10, Exceptional, (30)
"Great communication with owner. Perfect location near everything. Nice view "
Chic 2BR Direct Oceanfront Condo 409 Shorewood Villas
333 Breakers - 3rd Floor ocean view villa
Relax in this inviting space with a comfortable sofa, bench, and coffee table, perfect for unwinding and enjoying the view.

333 Breakers - 3rd Floor ocean view villa

8.8 out of 10, Excellent, (32)
"This unit was clean and had everything you could possibly need. Great views from the deck."
333 Breakers - 3rd Floor ocean view villa
Ocean Walk by VTrips
Property amenity

Ocean Walk by VTrips

3.5 star property
9.4 out of 10, Exceptional, (3)
"Our condo was amazing. Very clean, quiet and homey. Would definitely stay again."
Ocean Walk by VTrips
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113
Enjoy the view of palm trees and the surrounding area from this balcony with a table and chairs.

OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

9.8 out of 10, Exceptional, (232)
"Great location. Loved the bikes. Perfect for a quick getaway for 2. The property manager was quick to answer any questions. Would definitely stay again. "
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113
Beautifully Decorated, 1st Fl. Retreat! Steps to the beach. Spa On Port Royal
Relax by the pool surrounded by lush greenery and shaded lounge chairs.

Beautifully Decorated, 1st Fl. Retreat! Steps to the beach. Spa On Port Royal

9.4 out of 10, Exceptional, (220)
"Great place to stay"
Beautifully Decorated, 1st Fl. Retreat! Steps to the beach. Spa On Port Royal
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 Callawassie Island Hotel Reviews

Hilton Garden Inn Hilton Head

Hilton Garden Inn Hilton Head

10/10 Excellent
"Would stay somewhere else next time."
Steve 1-night trip
Posted 21 hours ago
Hilton Garden Inn Hilton Head