Vacation rentals in Sea Pines

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Top-rated vacation rentals in Sea Pines

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Top guest favorite
Home in Hilton Head Island
4.99 out of 5 average rating, 140 reviews

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

Guest favorite
A cozy living room features a modern fireplace and a large flat-screen TV mounted on the wall. Light enters through expansive sliding glass doors, leading to a deck. Comfortable seating is arranged around a circular coffee table, with decorative pillows adding subtle touches.
Townhouse in Hilton Head Island
4.91 out of 5 average rating, 182 reviews

Ocean Gate 13 Walk to beach villa with pickleball

This villa is perfect for the family beach vacation! We have little ones ourselves, so we've got all the gear needed to make this a comfortable and relaxing stay. We LOVE this villa because of its screened in porch, FREE TENNIS, and proximity to the beach. The screened in porch allows you to enjoy breakfast and happy hour free from mosquitoes and close enough to hear the waves! The beaches are far less crowded than other areas of the island, and it's very close to Sea Pines and Coligny Plaza.

Guest favorite
The exterior of the villa features a modern design with natural wood siding. A spacious deck is adorned with a railing and small plants, providing a welcoming entrance. Large windows allow natural light into the home, surrounded by lush greenery.
Bungalow in Hilton Head Island
4.98 out of 5 average rating, 124 reviews

Sea Pines Resort , 5 Minute Walk to the 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

Top guest favorite
A community pool area is surrounded by lush greenery, featuring a large swimming pool with a gentle slope and steps for easy access. Several lounge chairs are positioned around the pool, providing relaxation spots, while a shaded area with umbrellas is visible. Safety floats are present in the water.
Home in Hilton Head Island
5 out of 5 average rating, 30 reviews

Sea Pines Serenity!

LOCATION, LOCATION, LOCATION! If you want security and serenity, this home is for you! This stylish 3 bed, 2 bath house has EVERYTHING you need for a relaxing vacation. Walking distance (10 blocks) to the best beaches on the island, dozens of restaurants and amazing Harbour Town! The fabulous Beach Club has onsite parking Sea Pines guests. Spend the day on a dolphin or pirate cruise, and then spend the night relaxing on a huge patio with your fire pit while enjoying s’mores!

Guest favorite
A bright Carolina Room features large windows overlooking the golf course, inviting natural light. Furnishings include a plush sofa, an armchair, and a wrought iron dining table surrounded by chairs. A pendant light hangs above, adding to the comfortable setting.
Apartment in Hilton Head Island
4.91 out of 5 average rating, 43 reviews

SeaPines - Beautiful Renovation, Walk to beach

Take in the dynamic Golf and Lagoon views from one of the most centrally located villas in Sea Pines. Just a 5-7 minute walk to the beautiful white sand beaches of Hilton Head. The heated/cooled on-site pool is steps from the front door. New ownership, new everything! From the appliances to the flooring, furniture, paint, kitchen and baths-do not miss a chance to enjoy all of Sea Pines from a stunning property. Please note this property is no longer pet friendly.

Top guest favorite
A large, colorful turtle sculpture is seen in a natural outdoor setting. The turtle features a intricately designed shell in earthy tones and vibrant blue flippers, perched on a textured rock with white, oval shapes resembling eggs located at its base.
Apartment in Hilton Head Island
4.94 out of 5 average rating, 123 reviews

KING BED!Ocean View, Free Bikes Poolside 3rd Floor

Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!

Guest favorite
Home in Hilton Head Island
5 out of 5 average rating, 6 reviews

Charming Lagoon view Townhome near Harbor Town

With a picturesque lagoon view this two-bedroom townhome is perfect for getting away from the every hustle. Spacious living area to relax and enjoy the peaceful settings of the lagoon on the back patio. Two well appointed bedrooms upstairs each with their own full bath and TV's. Walking distance to the Harbor Town Golf Club and Tennis courts as well as the Harbor town to shop, eat and enjoy the beautiful sights of the marina. (Short Term rental lic no. 7524.)

Top guest favorite
Condo in Hilton Head Island
5 out of 5 average rating, 109 reviews

5 Star Location-Pool, Walk to Dining/Shops/Marina

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

Top guest favorite
An outdoor dining area is shown, featuring a round table with six ornate metal chairs. A large red umbrella provides shade, and lush greenery and a view of the marina are visible in the background.
Condo in Hilton Head Island
4.98 out of 5 average rating, 187 reviews

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

In the Heart of Harbour Town Experience the best of Harbour Town living with exquisite harbour views in this recently updated 2 BR / 2.5 BA end unit just steps away from the waterfront. Villa is a short walk to pool, the pristine Harbour Town Golf Links, and the Sea Pines Trolley -- offering complimentary seasonal transport. Recently renovated with gourmet kitchen, elegant living area, and outdoor dining. Sleeps 8. Includes Harbour Town pool passes.

Guest favorite
Home in Hilton Head Island
5 out of 5 average rating, 17 reviews

LARGE Private Pool & Spa ~ Designer Decorated

Escape to Island Time, a 4BR/3BA retreat in Sea Pines, just 0.5 miles to the beach & 0.7 miles to the Beach Club. This spacious home features a private heated pool & spa, golf course views, a screened-in porch, and multiple indoor & outdoor living areas. Enjoy the grill (cleaned before arrival, propane included) and a Solo Stove fire pit (guest provides firewood). Experience the perfect blend of relaxation and Lowcountry charm—book your stay today!

Top guest favorite
The bungalow is nestled among lush greenery and tall trees, surrounded by a natural environment. Palm leaves frame the structure, and a small deck is visible at the front, inviting warmth and privacy in this woodland setting.
Bungalow in Hilton Head Island
4.95 out of 5 average rating, 121 reviews

Closest to Beach Path, Screened Porch, 1 dog ok

Wonderful Single Sea Pines Bungalow for 2 people. Walk 5 min on beach path. Excellent location; ride bikes to Harbor Town, Beach Club, Coligny Plaza, No elevator or parking lots! Grill out on deck. 50" TV ; screened-in porch. Walk to best beach on island, no hotels. Swimming pool onsite. Equipped Kitchen with Cooktop, Dishwasher, Refrigerator. We allow 1 dog.. under 30lbs. 4 night min bookings.

Top guest favorite
Treehouse in Hilton Head Island
5 out of 5 average rating, 25 reviews

Luxury Waterfront Tree House | Harbour Town | Pool

One of our newest homes, see our over 1000 *5*-star reviews. Nestled on a tranquil cul-de-sac on Deer Island - an island on an island - our enchanting Treehouse offers the ultimate getaway, surrounded by lush gardens and bamboo forests, stunning reclaimed wood floors, historic Savannah brickwork, and marvelous mid-century design and furnishings.

Popular amenities for Sea Pines vacation rentals