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Featured Villas in Callawassie Island

LUXURY OCEAN VIEW VILLA - NEWLY UPDATED FOR 2025, - 2 BIKES INC, BEACH RESORT
On the beach, sun-loungers, beach towels

LUXURY OCEAN VIEW VILLA - NEWLY UPDATED FOR 2025, - 2 BIKES INC, BEACH RESORT

10.0 out of 10, Exceptional, (302)
"Had a great time in a central and fun environment. No problems at all. "
LUXURY OCEAN VIEW VILLA - NEWLY UPDATED FOR 2025, - 2 BIKES INC, BEACH RESORT
EASY WALK TO THE BEACH - PET FRIENDLY - STEPLESS - BOTTOM FLOOR
Fridge, microwave, oven, stovetop

EASY WALK TO THE BEACH - PET FRIENDLY - STEPLESS - BOTTOM FLOOR

10.0 out of 10, Exceptional, (149)
"Comfortable stay, lots of amenities, a quick walk to the beach, and excellent communication from the host. Will definitely book again when we’re in the area, 10/10 would recommend."
EASY WALK TO THE BEACH - PET FRIENDLY - STEPLESS - BOTTOM FLOOR
Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (161)
"Great view. Small unit but excellently organized with very good storage and supplies. Access to resort was wonderful. Beautiful resort with heated pools. Very comfortable beds (pull out too!) and nice quality linens and bedding. "
Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access
Pool

Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

9.4 out of 10, Exceptional, (36)
"Great for short stay. Unit was as advertised. Would be great for couples or small families. Beach is very close and very conveinent to local restaurants, shops, and entertainment. "
The price is AU$431
includes taxes & fees
12 Jan - 13 Jan 2025
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access
31 Ocean Club - Oceanfront Complex, all one level & just steps to the beach!
Fridge, microwave, oven, stovetop

31 Ocean Club - Oceanfront Complex, all one level & just steps to the beach!

10.0 out of 10, Exceptional, (96)
"We thoroughly enjoyed our stay in this lovely condo. The location was perfect - mid-island, right next to the beach, walking distance to Coligny Plaza. The condo was comfortable and very well equipped with everything we needed. Check-in was a breeze, and Cathy was very responsive. We visited in early December, so didn't use the pool, but we loved our walks on the beach!"
The price is AU$699
includes taxes & fees
30 Dec - 31 Dec
31 Ocean Club - Oceanfront Complex, all one level & just steps to the beach!
Lagoon View/Ground Floor/Near Harbour Town - Racquet Club Villas
Exterior

Lagoon View/Ground Floor/Near Harbour Town - Racquet Club Villas

9.8 out of 10, Exceptional, (274)
"This condo is beautifully upscale. Perfect location in Sea Pines, walking distance to Harbour Town and the Sea Pines Center. It’s clean and safe. Its priced appropriately also. 5 stars."
Lagoon View/Ground Floor/Near Harbour Town - Racquet Club Villas
Updated Villa. Close To Beach, Salty Dog. And South Beach Marina
Beach nearby, sun-loungers

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

9.4 out of 10, Exceptional, (167)
"What a splendid place. We’ve stayed all over Sea Pines and greater HHI over the last 15 or so years, but this was the first time staying on this side of the Calibogue Sound. My wife and daughters had a great time at this apartment and enjoyed a long, quiet Thanksgiving weekend together. Being close to both the water and the salty dog complex provided a variety of distractions and amenities to take care of the little ones. "
Updated Villa. Close To Beach, Salty Dog. And South Beach Marina
Beach Lover's Retreat End Unit Villa House w Pet-Private Beach
Marina

Beach Lover's Retreat End Unit Villa House w Pet-Private Beach

9.4 out of 10, Exceptional, (151)
"Overall we’d stay again. Property in resort had lots to and rooms were spacious."
Beach Lover's Retreat End Unit Villa House w Pet-Private Beach
Balcony overlooks BEAUTIFUL OCEAN VIEW, just steps away from sand!
Outdoor pool

Balcony overlooks BEAUTIFUL OCEAN VIEW, just steps away from sand!

9.8 out of 10, Exceptional, (68)
"We had a great stay for my daughter’s wedding weekend. The owner was so helpful and made things so easy!!! The reason 3stars for check-in was while picking up parking passes the lady that waited on me was horribly rude. I would 100% recommend this condo to any friends or family traveling to this area. "
Balcony overlooks BEAUTIFUL OCEAN VIEW, just steps away from sand!
Beautiful couple's retreat -Gorgeous ocean view Free beach bikes and chairs
Beach nearby, sun-loungers, beach towels

Beautiful couple's retreat -Gorgeous ocean view Free beach bikes and chairs

9.8 out of 10, Exceptional, (109)
"The property was excellent and the view of the ocean was perfect. There was some construction going on with the parking lot. It did not deter my wife and I from fulfilling our purpose (rest). I will definitely book again in the very near future. The property was exactly as the listing! "
Beautiful couple's retreat -Gorgeous ocean view Free beach bikes and chairs
3BR Palmetto Dunes villa in beautiful, tranquil neighborhood-walk/bike to beach!
Outdoor pool

3BR Palmetto Dunes villa in beautiful, tranquil neighborhood-walk/bike to beach!

10.0 out of 10, Exceptional, (62)
"We highly recommend this Condo. The owners have thought of all the little details to make your stay comfortable. Their home is cutely decorated , very clean and very comfortable. We only had a couple questions about the WiFi and the owner was quick to respond. We had a great stay!"
3BR Palmetto Dunes villa in beautiful, tranquil neighborhood-walk/bike to beach!
SeaPines, Short walk to the beach, Pet friendly, 2 free bicycles
Beach nearby, sun-loungers, beach towels

SeaPines, Short walk to the beach, Pet friendly, 2 free bicycles

10.0 out of 10, Exceptional, (76)
"We have been visiting HHead since the 70's when my parents had a place there. It is my happy place. My husband, sister, and I go every year now. We have kept going renting VRBOs and this was our favorite villa! I almost hate to say to cause then it will not be available for us but honestly, it was just great. So close to the beach which really is a 7 min walk or a 3 min drive to the beach club. I will say the unit does not have beach chairs as advertised but that is just for an FYI!. We...
SeaPines, Short walk to the beach, Pet friendly, 2 free bicycles
Quick walk to South Forest Beach and Coligny
TV, books

Quick walk to South Forest Beach and Coligny

9.8 out of 10, Exceptional, (236)
"This property was exactly as described, clean, spacious, and close to everything in South Forest Beach and Coligny Plaza! Highly recommend - we've already booked it again for next year!"
Quick walk to South Forest Beach and Coligny
Twin Oaks 207 | Condo in Hilton Head
TV, books

Twin Oaks 207 | Condo in Hilton Head

9.2 out of 10, Wonderful, (14)
"Great price for 3 bed 3 bath unit. Steps from Twin Oaks shared pool. Easily bike to Harbour Town, Lawton Stables or South Beach. We visited mid-August and it wasn’t crowded. Very quiet and peaceful with plenty of restaurants and activities close."
Twin Oaks 207 | Condo in Hilton Head
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit
Beach

DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

9.4 out of 10, Exceptional, (244)
"Great stay. The condo is up 4 flights of stairs. There is an elevator that is on the opposite end of property. That could be an inconvenience for some. We sould book again today."
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit
"Beautiful Villa Updated!!Steps to Pools and Beach W/ tons of Amenities!!
On the beach, sun-loungers

"Beautiful Villa Updated!!Steps to Pools and Beach W/ tons of Amenities!!

9.4 out of 10, Exceptional, (83)
"Great for what we needed"
"Beautiful Villa Updated!!Steps to Pools and Beach W/ tons of Amenities!!
Newly renovated Oceanfront South Forest Beach Villa with pool and ocean views
Pool

Newly renovated Oceanfront South Forest Beach Villa with pool and ocean views

10.0 out of 10, Exceptional, (20)
"Our stay was amazing and exceeded our expectations! Can’t wait to come back. "
Newly renovated Oceanfront South Forest Beach Villa with pool and ocean views
Admiral's Row 140 - Only Steps from the Beach
Exterior

Admiral's Row 140 - Only Steps from the Beach

9.8 out of 10, Exceptional, (17)
"Very clean, everything was great ! "
Admiral's Row 140 - Only Steps from the Beach
Amazing Oceanfront Views-Top Floor Corner Villa with Direct Access to the Beach!
TV

Amazing Oceanfront Views-Top Floor Corner Villa with Direct Access to the Beach!

10.0 out of 10, Exceptional, (130)
"The most important point for us: Location and view! Yes, cleanliness is key (and a must in my book). And being well-stocked is so helpful. Good parking in a good area: also important. This rental meets all those criteria. (And I emphasize: very clean, very well-stocked, and beautifully updated.) But the location and view is the "beyond expectations" selling point here. A "front row seat" is what we had in this unit! Ocean front. Sitting on the balcony with our coffee in the morning, and most of...
Amazing Oceanfront Views-Top Floor Corner Villa with Direct Access to the Beach!
SeaPines, Beautifully updated, Walk to beach, Two free bikes, Pet friendly
Beach nearby, sun-loungers, beach towels

SeaPines, Beautifully updated, Walk to beach, Two free bikes, Pet friendly

10.0 out of 10, Exceptional, (88)
"We met our daughter and friend for their Fall Break. There was several activities to keep all of us busy and enough room that we could all relax. Perfect place to relax and bring the family pup along. "
SeaPines, Beautifully updated, Walk to beach, Two free bikes, 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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Other property types in Callawassie Island

Coral Sands Resorts by Palmera
3 outdoor pools, pool umbrellas, pool loungers

Coral Sands Resorts by Palmera

3.5 star property
9.4 out of 10, Exceptional, (607)
"We've stayed several times before. This is the first time we've been in the "A" building so we weren't used to the "older" side however our family enjoyed it. For some, it was their first time so they did not know what to expect. Overall, Coral Sands is a great place to stay if you're ever in Hilton Head."
Coral Sands Resorts by Palmera
Island Links Resort by Palmera
2 outdoor pools, pool umbrellas, pool loungers

Island Links Resort by Palmera

3.0 star property
9.2 out of 10, Wonderful, (259)
"Property was very clean and comfortable. Quiet also had great parking and the pool area was amazing. Water was a bit cold and there were no coffee filters But I will give it five stars highly recommended"
Island Links Resort by Palmera
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
Pool

14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!

9.8 out of 10, Exceptional, (13)
"Stayed for the Thanksgiving holiday with my extended family of 15. Communication with the host was easy, the house was in excellent condition and the location right on the beautiful beach was a huge bonus. The house is huge but a funky layout. Only 6 of the bedrooms have bathrooms, because the master suite has 2 full Bathrooms. Would definitely suggest this house. Loved our stay. "
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
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.