Holiday rentals in Sea Pines

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Top-rated holiday rentals in Sea Pines

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Top guest favourite
Flat in Hilton Head Island
5 out of 5 average rating, 27 reviews

Sea Pines Villa – Walk to Beach, Pool, & Salty Dog

Steps from Beach, Pool, & Salty Dog! Bright 3-bed villa in the heart of Sea Pines fast Wi-Fi and fully stocked kitchen. What you’ll love: 5-minute walk to sand, trails & marina dining Large open living area with Smart TV & books Private patio for morning coffee under palms Enjoy full-size washer/dryer, beach gear and free on-site parking. Ideal for families or couples wanting space to relax after sun-soaked days. Ready for a carefree coastal getaway? Tap “Reserve” before your dates disappear!

Top guest favourite
Home in Hilton Head Island
4.99 out of 5 average rating, 143 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!

Superhost
A modern two-story sealoft is framed by lush greenery and landscaped pathways. The entrance features a subtle blue door flanked by potted topiaries. Natural light spills through the floor-to-ceiling windows, highlighting the coastal-inspired design amidst the tropical surroundings.
Holiday home in Hilton Head Island
4.71 out of 5 average rating, 112 reviews

2033 Deer Island Sealoft with Sound Views

3 minute Walk to Harbour Town to climb the lighthouse, play on the playground, listen to live entertainment, shop, dine or enjoy water sports of all types. Swing your club at the Harbour Town Golf Links or your racket at the Sea Pines Racket Club, 200 yards from the treehouse! Tranquil Deer Island offers the relaxation of moss drapped oaks and free roaming friendly deer while being a walk or bike ride to lots of action! Sea Pines Beach Club welcomes you to comb 11 miles os sandy white shores!

Top guest favourite
The exterior of the house presents a modern coastal design, featuring a spacious deck with multiple seating areas, a large umbrella, and a grassy surrounding. Large glass doors invite natural light into the interior while a BBQ grill is visible on the deck.
Home in Hilton Head Island
5 out of 5 average rating, 34 reviews

New Sea Pines Remodel Close To Beach

This stunning, newly remodeled getaway offers a modern coastal vibe with an open and airy floor plan that features two spacious king Master en-suites and an additional bedroom with two full beds - sleeps up to eight. Enjoy views of the world famed Harbour Town Golf Links and breathtaking sunsets right from the back deck! Add in the chef's kitchen, access to a community pool, tennis and pickleball and The Pines is the perfect vacation spot for families seeking a luxury Hilton Head escape!

Guest favourite
The living room features ample seating with two sofas and a flat-screen TV placed against a light wall. Large glass doors lead to a sunroom, inviting natural light. A coffee table sits in the center of the room, enhancing the open concept design.
Flat in Hilton Head Island
4.83 out of 5 average rating, 40 reviews

Great Find! Walk to Beach, Golf & Dining!

Relax with the whole family at this peaceful place to stay half mile from beach. This clean and comfortable villa is the perfect vacation escape! 11 Lighthouse Road, Villa 24 is a two bedroom villa nestled near Sea Pines Beach Club, Heron Point & Atlantic Dunes Golf Courses, bike trails and restaurants. Just a half mile from the beautiful beach, this villa has everything you need for an enjoyable stay with access to all that Sea Pines Resort and Hilton Head Island have to offer.

Top guest favourite
Flat in Sea Pines, Hilton Head Island
5 out of 5 average rating, 8 reviews

Sea Pines Condo, 1 Bdrm/1Ba w/Bikes! Pets welcome!

Perfectly situated in the heart of Sea Pines, this first floor, one bedroom fully renovated condo sleeps 2-4 guests and is an absolute gem! The Villa is pet-friendly and offers convenient access to on site private tennis courts and swimming pool. The Sea Pines Resort offers three championship golf courses, including the legendary Harbour Town Golf Links — home of the PGA TOUR's RBC Heritage. A very easy walk or bike ride to the beach, Harbour Town, shops and restaurants.

Guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 7 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 favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 111 reviews

5 Star Location-Harbourtown-Walkable Area

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.

Guest favourite
A bright living room features a white sofa set adorned with colorful cushions. A modern ceiling fan is visible above, while a flat-screen television is mounted against a blue accent wall. A coffee table is positioned in the center, complemented by an area rug and outdoor views through large windows.
Flat in Hilton Head Island
4.89 out of 5 average rating, 18 reviews

SeaPines-Stunning & Pet Friendly

Enjoy a Stylish Coastal Dream! We are pleased to welcome 35 Lighthouse back to the rental market after undergoing a breathtaking complete remodel. Everything is new, from the kitchen and baths to furnishings, and all finishes were done with taste and care. Open concept, spacious and with an amazing golf view, this 2 bedroom in Seapines couples the perfect location (1/2 mile to the Beach Club and a mile to Harbour Town) and comfort. All of this and pet friendly!

Guest favourite
A cozy living area features a light-colored sofa and armchairs arranged around a coffee table, with a flat-screen TV mounted on the wall. Large sliding glass doors provide views of the outdoor space, while soft lighting creates an inviting ambiance.
Home in Hilton Head Island
5 out of 5 average rating, 5 reviews

Hilton Head Sea Pines Golf Villa Near Beach

🏆We're a Superhost located in Hilton Head Island with 700+ fantastic property reviews. Voted LowCountry's Best year after year, your group is sure to enjoy your next Hilton Head Island escape in this stunning property. 🏝️ Atlantic Dunes Golf Course | 4-minute bike ride or less than 10 minute walk to Sea Pines Beach Club ⛳️ Save even more when you book 38 Lighthouse Road Villas and receive $300 in complimentary daily activities!

Luxe
Home in Hilton Head Island
5 out of 5 average rating, 5 reviews

44 Heritage, Sea Pines: Retreat on 11th Tee of HT

Set alongside the 11th tee box of the famous Harbour Town Links, this exclusive villa on Hilton Head Island is the perfect home base for your next golf vacation or family getaway. When you’re not out on the golf course, take a refreshing dip in the South Beach community pool or head down to the sandy beach. In the evening, check out South Beach Marina Village. Copyright © Luxury Retreats. All rights reserved.

Top guest favourite
Treehouse in Hilton Head Island
5 out of 5 average rating, 27 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.

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