Villa holiday rentals in Sea Pines

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Popular amenities for villa rentals in Sea Pines

Private villa rentals

Villa in Hilton Head Island
4.75 out of 5 average rating, 20 reviews

Scenic Fairway Views | Walk to the Beach

LisaRating, 5 stars1 month ago
Our stay in Sea Pines was wonderful. The condo was a perfect location just across the street from the beach and had a beautiful view of the golf course. The bike rental shop was within walking distance and the complex that our unit was in was very quiet and peaceful.
Guest favourite
Villa in Hilton Head Island
4.93 out of 5 average rating, 95 reviews

Beach, Pool & Fun Awaits You! Weekly discounts!

KaylaRating, 5 stars1 month ago
Came here for a babymoon. We stayed for a week, and I don’t know if it was the hormones or not, but I actually cried when we had to leave lol. We greatly enjoyed our time here. It was peaceful, and the quiet retreat we were looking for. Would definitely come back!
Villa in Hilton Head Island
4.75 out of 5 average rating, 12 reviews

2BR condo with balcony & bay views - walk to beach

TammyRating, 5 stars2 weeks ago
Very clean and well located, close to beach and South Beach Marina, very safe surroundings
Villa in Hilton Head Island
4.64 out of 5 average rating, 22 reviews

1BR Golf Course View 2nd-Floor | Balcony | Pool

Janet AnnRating, 5 stars8 months ago
Pros Beautiful view. Great location unit was nice could use a little updating. Wouldn’t hesitate to stay there. Cons. Bath towels poor quality. Pls Invest in new towels for your guests. You’re charging enough for rental there should be nice towels. Living room couch not at all comfortable Tv extremely difficult to operate
Villa in Hilton Head Island
5 out of 5 average rating, 5 reviews

2BR dog-friendly coastal villa with pool & golf

DanRating, 5 stars2 weeks ago
We come to Sea Pines every year and have stayed at many places in various locations. For us, this one was one of our faves. It had everything we needed, was walking distance from the beach, and the view of the 9th hole was fantastic! We’d stay at this place again!
Villa in Hilton Head Island
5 out of 5 average rating, 3 reviews

Spacious 3BR Retreat in Harbour Town | Sleeps 6

Leigh AnneRating, 5 stars4 months ago
Location location location!!! Building is undergoing renovations but didn’t cause any issues. Andrew was responsive and helpful. Would stay again.
Guest favourite
Villa in Hilton Head Island
5 out of 5 average rating, 11 reviews

2359 Racquet Club: Charming and relaxing 1 Bedroom

CarynRating, 5 stars8 months ago
The property was nice and updated plus very comfortable for my husband and I. The king bed and large bathroom were great! The quiet location was perfect for all our Sea Pines activities.
Guest favourite
Villa in Hilton Head Island
5 out of 5 average rating, 20 reviews

Turtle Club

JoyceRating, 5 stars9 months ago
We loved the condo! It is a perfect location! The condo was very nice and comfortable. Laura is a wonderful host and I highly recommend her place!

Luxury villa rentals

Superhost
Villa in Hilton Head Island
4.78 out of 5 average rating, 68 reviews

Ocean Breeze 94 - Lovely 3 Bedroom Villa

JasenRating, 5 stars5 months ago
Great place to stay with family. The home was clean and spacious. We were close to restaurants and grocery stores. We would definitely stay here again.
Villa in Hilton Head Island
5 out of 5 average rating, 4 reviews

1414 South Beach Villa ~ Direct Walkout to Beach

JuneRating, 5 stars2 months ago
We loved staying at this villa in South Beach. The location in Sea Pines really cannot be beat, and the view and proximity to the water make it particularly special. We loved having two sitting areas, as it allowed the adults to have a quiet retreat when the kids wanted to watch tv. The kitchen was well-stocked and well-organized. The house was very clean and attractively furnished.
Villa in Hilton Head Island
5 out of 5 average rating, 4 reviews

Oceanfront Luxury- Villamare 3524, Hilton Head!

RivesRating, 5 stars2 months ago
Suzanne is a great host and communicator. The villa is in an excellent location with a wonderful beach and pool view. The space is very clean well maintained. The complex is walking distance to golf and tennis/pickleball. The pools and hot tub are lovely. Suzanne's personalized guide book provides great detail on the villa as well as thoughtful recommendations. My family had a wonderful visit and highly recommend.
Villa in Hilton Head Island
4.83 out of 5 average rating, 35 reviews

Ocean One Unit 104 Ocean Front Garden View

HoytRating, 5 stars11 months ago
Our family of 5 really loved the location of the property. Great access to the beach with some shops and restaurants nearby. The property was clean and exactly as described in the listing. Our only complaint was the 9am checkout time. We felt a bit rushed trying to get the family ready and make sure we followed the check-out instructions. All in all a great vacation.
Guest favourite
Villa in Hilton Head Island
4.94 out of 5 average rating, 18 reviews

Peaceful 4BR Captain's Cove condo w/lagoon view/2

MorganRating, 5 stars1 week ago
Great location for beach and pool access (walkable) within Palmetto Dunes. Excellent set-up for two families - the upstairs has 2 bedrooms connected by a sitting room and a full bath. On the main floor there is a huge master suite as well as another bedroom + full bath. Nice sunroom and porch with a view of the lagoon. Property was clean but has some dating/wear and tear, which isn’t unexpected for a rental. Beach chairs and towels were a plus. I would stay here again.
Villa in Hilton Head Island
4.6 out of 5 average rating, 15 reviews

Palmetto Dunes Villa w/ Deck & Lagoon Views!

JanirRating, 5 stars3 weeks ago
I went with my family for a relaxing and fun weekend and it was better than we could have expected, the views, the pool, the path to the beach all beautiful and peaceful. You have a lot of activities to do including pickleball. We would have loved to stay more days, it was totally worth it.
Villa in Hilton Head Island
4.9 out of 5 average rating, 10 reviews

HabourTown Villa perfect for families & golf trips

MattRating, 5 stars26 months ago
The townhouse was as advertised. Each bedroom had a television, bathroom and plenty of linens. The home was very clean. Water pressure in the shower was great. The back deck was relaxing and gave each of us a chance for morning coffee in peace. The location was well located. It was only a short walk to lighthouse, marina and shops. All the golf courses we played were outside of Sea Pines but within a 20-30 minute drive. Next time we would rent bikes to explore more of Sea Pines. I would definitely stay there again and Darcy was a great host.
Guest favourite
Villa in Hilton Head Island
4.75 out of 5 average rating, 20 reviews

Updated 3BR Bayview 4th-Floor | Patio | Pool

WendyRating, 5 stars3 months ago
The stay was perfect! The owners have thought of everything you could possibly need. The condo was clean, bright and sunny! The location was perfect and we really enjoyed the views. If I come back to HHI I will definitely stay here again!

Villa rentals with a pool

Guest favourite
Villa in Hilton Head Island
5 out of 5 average rating, 15 reviews

106 Beachwalk, 5 Minute Walk To The Beach

KarenRating, 5 stars5 days ago
Just finished our vacation at 106 Beach Walk. We were so happy with our choice our condo was clean easy to find super easy check in also very spacious Short walk to the beach quite complex. We definitely would use this place again
Villa in Hilton Head Island
5 out of 5 average rating, 4 reviews

The Salty Mermaid

HannahRating, 5 stars1 week ago
The Salty Mermaid was the perfect stay! Very clean and spacious. It was great for our group of five. Great location. Amy was incredibly helpful and responsive to questions about the area. This has been my favorite experience staying on HHI so far! Definitely recommend.
Villa in Hilton Head Island
4.75 out of 5 average rating, 4 reviews

Charming Condo Overlooking Pool, Minutes to Beach!

KateRating, 5 stars1 month ago
Our family came for a Spring Break beach vacation and had the best time! The condo was SO nice and we felt right at home! There was plenty of space for everyone, very nice and comfy furniture, beautiful view overlooking the pool with direct access off the balcony, and so much more! We had everything we needed including a fully working washer and dryer right inside the unit and a dishwasher. Everything was spotless and the complex was well lit and in a safe area. It's conveniently located right near Coligny Plaza just off Forest Beach Drive. We rented bikes and it was just a short bike ride or walk to all the shops, dining and the beach. We were so impressed and had such a lovely vacation! If i could give more than 5 stars I would! Definitely holding onto the info to rent here again!
Guest favourite
Villa in Hilton Head Island
5 out of 5 average rating, 31 reviews

1602 Port Villa

AnthonyRating, 5 stars10 months ago
Cheryl was a great host. Always quick to respond to any questions. The location and the villa are wonderful. Would definitely stay again!
Villa in Hilton Head Island
4.79 out of 5 average rating, 19 reviews

Twin Oaks 207 | Condo in Hilton Head

LaurenRating, 5 stars1 month ago
This place was fantastic! We were a large group and had plenty of room in this house. The kids loved their own private space, and there was a good-sized pool. The house was in a perfect location near Harbor Town, and it was only a 10-minute drive to the grocery store. We'd definitely stay here again!
Top guest favourite
Villa in Hilton Head Island
5 out of 5 average rating, 6 reviews

389 Seaside l 1BR Ocean View l 1 min walk to beach

PaulRating, 5 stars3 weeks ago
Perfect for a couple looking to be on the beach most of the time. No lugging a whole days worth of stuff just grab what you need for that time and walk. The unit had everything we wanted/needed, perfect for two and maybe a small child, balcony provided a great view of evening thunderstorms. Location was great we walked almost everywhere beach, dinner, shops.
Guest favourite
Villa in Hilton Head Island
4.85 out of 5 average rating, 27 reviews

3 BR/3 B Ocean Palms Villa with Westin Amenities

KellyRating, 5 stars8 months ago
We had such a good time on vacation at this Air BnB. We will definitely be back! Everything was as described and the Westin amenities were great.
Guest favourite
Villa in Hilton Head Island
5 out of 5 average rating, 5 reviews

Luxury Villa at Shorewood Villas Unit 210

PaigeRating, 5 stars2 weeks ago
WOW! We’ve been staying at Shorewood for years and this unit was beautiful and pristine!! Probably one of the cleanest/tidiest places we’ve ever stayed and so comfortable! The location is one that you cannot beat and not that you would want to leave, but there is so much to do that’s walkable at Coligny! Our kids LOVE the pool as well! We had the pleasure of running into Robin and Peter on the beach and they were so kind and an absolute pleasure! Loved having them as our hosts and cannot wait to come back!

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