Holiday rentals in Sea Pines

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Top-rated holiday rentals in Sea Pines

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Guest favourite

Apartment in Hilton Head Island

4.94 out of 5 average rating, 110 reviews

Cozy Condo•2/2•Bonus Loft•short walk to beach•Pool

Beautiful Cozy 3rd floor 2bed/2bath condo in Treetops. We have everything you need to enjoy your Island vacation including beach gear! Bonus Loft/game room that our kids love with a Bunk bed. Perfect for a family vacay, or remote work w/High speed WIFI 2/3 pools are just steps away from our front entryway or one of our private screened in porches. We are nestled in a quiet wooded community located in the popular Forest Beach/Coligny area. Complimentary cable, Netflix, and coffee are provided.

Guest favourite

Apartment in Hilton Head Island

4.95 out of 5 average rating, 256 reviews

Ocean View & Steps to beach! Remodeled HHBT Condo

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

Guest favourite

Rental unit in Hilton Head Island

4.96 out of 5 average rating, 140 reviews

Fully Renovated 2 Bedroom Villa - Walk to Beach

Make yourself at home in this comfortable 2 story, ground floor Condo. Easy walk to the beach. Open concept living, dining and fully equipped kitchen and 1/2 bath on main floor. Chose either the comfy King or Queen bedroom with walk-in shower or bathtub of your choice. Private courtyard with Grill and outside seating. All this, in a setting of azaleas, palms and 20 steps to pool with stores and restaurants just 2 blocks away. Please note there is only 1 parking space available for your stay.

Guest favourite

Apartment in Hilton Head Island

4.81 out of 5 average rating, 144 reviews

After Dune Delight Beach Condo, Pickleball/Hot Tub

Experience the effortless charm of coastal living at After Dune Delight, where every moment feels like a breeze. Nestled just a short 10 min walk from the sandy shores, our inviting one-bedroom condo offers a retreat that feels just like home, only better. Indulge in the spacious comfort of our accommodations, thoughtfully equipped with all the essentials for a relaxing stay. From cozy furnishings to convenient amenities, we've curated an experience that seamlessly blends comfort and luxury.

Guest favourite

Apartment in Hilton Head Island

4.98 out of 5 average rating, 246 reviews

Coastal King Beach Flat Convenient to Everything!

Incredible location right on the beach! Walking distance to Coligny Plaza where there are a multitude of restaurants, cafe's, cute shops, bike rental places everything you need. Quite complex with pool and sundeck. High speed internet WIFI, smart tvs, Roku & Cable. All of the comforts of home including fully stocked kitchen, comfortable King bed, great for remote working, updated. Many extra amenities including beach chairs, umbrellas, water/soft drinks, Coffee K-cups, cooler, & essentials.

Guest favourite

Bungalow in Hilton Head Island

5 out of 5 average rating, 109 reviews

SEA PINES RESORT VILLA , 5 MINUTE WALK TO BEACH!

Completely renovated AMAZING villa.This 1 bedroom 1 bath villa is a short 5 min.(400 yards ) walk to the stunning beach!The master bedroom has a king bed and the living room sofa is queen sleeper.The kitchen is updated with stainless steel appliances and a beautiful oyster shell chandelier hangs over a 4 seat dining table.Enjoy your time on large screened in porch with privacy shades that overlooks a small lagoon & enclosed outdoor shower.Free Amazon Prime and HBO.Private pool for guests

Guest favourite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 311 reviews

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

Location .. Location .. Location !!! Private guest suite (256 sq ft) 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, bars, shops and weekly fireworks during summer. Supermarkets and more restaurants in 10 minutes walking. Free shuttle to attractions in 2 miles radius from April till September, beach 1.4 miles away, biking, fishing and water sports.

Guest favourite

Townhouse in Hilton Head Island

4.9 out of 5 average rating, 121 reviews

HHI South Beach at it's Best! Sea Pines

The two story floor plan has 4 bedrooms, 4.5 baths. The lower level has a garage, three bedrooms, three bathrooms and a covered porch. Upstairs you will find the main living area, gourmet kitchen, dining area, 2 decks, the master bedroom/bathroom, laundry room and half bath. There’s an open floor plan that flows from the kitchen to the dining room right out to the balcony overlooking Braddock Cove and the South Beach Marina.

Superhost

Apartment in Hilton Head Island

4.83 out of 5 average rating, 138 reviews

1 minute walk to the beach!

Welcome to our stunning beachfront condo, designed to deliver a five-star experience. Enjoy breathtaking ocean views, premium furnishings, and high-end appliances. We provide free wine, coffee, Keurig cups, high-quality towels and linens, and beach towels and chairs. Our guidebook to local restaurants, bars, and activities ensures you make the most of your stay. Book now for the ultimate beachfront luxury experience!

Superhost

Hut in Hilton Head Island

4.84 out of 5 average rating, 150 reviews

SEA PINES-Bike to Beach, Dog Friendly Cottage

This clean and comfortable - and dog friendly - cottage is the perfect vacation escape. The free standing cozy, one bedroom home is located just inside the Ocean Gate of Sea Pines Resort, only a few minutes away from the beach. The home is located on a quiet street in a preserve-like setting. You will have everything you need for an enjoyable stay on your Hilton Head Island vacation.

Superhost

Apartment in Hilton Head Island

4.84 out of 5 average rating, 247 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!

Guest favourite

Apartment in Hilton Head Island

4.97 out of 5 average rating, 105 reviews

Harbour Town Paradise! Amazing Sunset Views

Our home overlooks the picturesque Harbour Town marina and lighthouse in Sea Pines on Hilton Head Island. This special place is close to everything, making it easy to plan your visit. Whether your passion is dining, night life, golf, tennis, shopping, jet skiing, biking, hiking, or beach life, our home is convenient to all of it.