Sea Pines vacation rentals

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Top-rated vacation rentals in Sea Pines

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Guest favorite

Condo in Hilton Head Island

4.93 out of 5 average rating, 165 reviews

Hilton Head BIKE 'n BED - Perfect Couple's Getaway

Come relax and enjoy Hilton Head on South Forest Beach, the most popular section of the island. Ride our free bikes for a quick trip to Coligny Plaza where the quaint local shops and restaurants are. The beach is a quick 2 or less minute walk and the pool is just down the hall. Our condo is small, but perfect for a couple's getaway or a memorable trip with the kids. We have everything you need to help make yourselves at home with full size kitchen appliances and washer/dryer room just next door.

Jan 19 – 26

G$24,444 GYD per night

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 198 reviews

HHBT Resort-OceanView-Remodeled-Steps to beach!

FULLY REMODELED OCEAN VIEW VILLA Located in Hilton Head Beach & Tennis Resort, this beautiful 540 Square foot Villa is perfect for a small family or couple looking for a relaxing and fun getaway. The second floor balcony offers a view of both the ocean and pool, as well as, offering the soothing sounds of the ocean waves Located within a gated community and with access to the beach just steps away. The resort also features 2 private pools, 3 restaurants, bike rentals, a private gym & more!

Dec 5 – 12

G$31,266 GYD per night

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 119 reviews

Ocean Overlook - The Ultimate Vacation Experience

LUXURIOUS, DIRECT, OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

Dec 18 – 25

G$43,400 GYD per night

Guest favorite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 274 reviews

LOCATION! Harbour, Dining, Shops, Beach-1.4 mile

Location .. Location .. Location !!! Private guest suite with independent entrance from outside, total privacy, and complete amenities, queen bed and full bath (no kitchen). Just step outside - great water-front restaurants with live music, weekly fireworks during summer, bars, shops, outdoor pool and BBQ. Supermarkets and more restaurants in 10 minutes walking. Free shuttle from April till September, beach only 1.4 miles. Great golfing, biking, tennis, fishing and water sports.

Mar 30 – Apr 6

G$22,456 GYD per night

Guest favorite

Bungalow in Hilton Head Island

4.91 out of 5 average rating, 114 reviews

Sea Pines Deer Island Tree House with Ocean Views

Enjoy Hilton Head Island in this designer decorated sealoft on Deer Island in Sea Pines Plantation. Classy coastal chic touches throughout this 3 Bedroom, 2 Bath sealoft are complemented by floor to ceiling windows that extend views of Calibogue Sound and the abundance of wildlife adorning the natural landscape. Relax or dine al fresco on the expansive decks and patios. Within a 3 minute walk, many fine shoppes, restaurants and entertainment await you in Harbour Town.

Dec 28 – Jan 4

G$60,150 GYD per night

Guest favorite

Condo in Hilton Head Island

4.99 out of 5 average rating, 312 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

Jan 15 – 22

G$28,711 GYD per night

Guest favorite

Condo in Hilton Head Island

4.92 out of 5 average rating, 101 reviews

Secluded 1st Floor Beach Getaway

Newly Remodeled - 2 Bedroom/2 Bath First Floor Villa in a Gated Community - less than a five minute walk through our complex to a private, natural beach! Everything you need to enjoy a relaxing, peaceful getaway and all that Hilton Head Island is famous for. Located in a beautiful, quiet community that offers 2 outdoor pools and one indoor pool that can be enjoyed year round. Come discover why this island has been voted the #1 best island in the United States!

Dec 18 – 25

G$26,676 GYD per night

Guest favorite

Condo in Hilton Head Island

4.96 out of 5 average rating, 113 reviews

Beach&Tennis, Stylish, Modern, Folly Field Beach!

Hilton Head Beach & Tennis, 1-bedroom, fully remodeled! New queen mattress, stainless appliances, Queen Sleeper Sofa. 5 units from the ocean, partial ocean view. Enjoy a glass of wine, and listen to the ocean on the private patio. Free Wi-Fi! Don't stay in a tiny hotel room with no kitchen. Hotels are cold and sterile, our home is warm and welcoming! 100 feet to our beautiful beach and oceanfront pool! 12 Pickleball courts!

Jan 23 – 30

G$20,342 GYD per night

Guest favorite

Condo in Hilton Head Island

4.95 out of 5 average rating, 201 reviews

Cozy Renovated Unit Great Location

Completely renovated, new everything! Easy access to beach, public restrooms and open bar / food / fire pits at beach access (see photo). High speed internet, 3 TV’s w/ YouTube TV included (70 channels, Golf, Tennis, ESPN family of channels, SportsSouth, Disney family of channels), local Cable through Spectrum included. The perfect location near Coligny Plaza, Sea Pines, the beach, miles of bike trails!

Nov 4 – 11

G$26,591 GYD per night

Guest favorite

Condo in Hilton Head Island

4.85 out of 5 average rating, 234 reviews

Charming Sea Pines Villa with View on Hilton Head

New Appliances!! Enjoy this lovely condo with gorgeous views overlooking Braddock Cove. Top floor 1 BR villa located in SeaPines at South Beach. A short walknext door to Salty Dog Cafe/South Beach Marina with restaurants and shopping. It's also a barefoot walk across the way from beautiful Calibogue Sound (beach) for incredible dolphin/sunset watching!

Dec 6 – 13

G$30,089 GYD per night

Guest favorite

Guesthouse in Bluffton

4.98 out of 5 average rating, 354 reviews

Hickory Trace Carriage House

In the heart of Historic Bluffton, walking distance to restaurants, galleries, shops & the beautiful May River. Built in 2015 featuring an open floor plan, fully equipped kitchen, washer & dryer, queen bed & sofa bed. Full of lovely Southern Charm! http://www.onlyinyourstate.com/maryland/little-known-restaurants-md/

Apr 5 – 12

G$27,511 GYD per night

Guest favorite

Condo in Tybee Island

4.93 out of 5 average rating, 521 reviews

Adorable Beachfront Condo

This bright and cheerful little beachfront condo is a perfect get-away for a couple or families of four (2 adults max & 2 children). This first floor condo features a queen bed, 2 bunk beds, full bath, full kitchen and a private balcony. Just steps to the beach and private pool. Short walk to restaurants & pubs!

Dec 5 – 12

G$26,248 GYD per night