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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, 20 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!

Guest favourite
A bright and airy living area is enhanced by large sliding glass doors, providing views of lush greenery. Comfortable seating includes a light-coloured sofa, patterned chairs, and a wooden coffee table. Natural light illuminates the space, complemented by soft overhead lighting.
Apartment in Hilton Head Island
4.87 out of 5 average rating, 31 reviews

SeaPines - Walk to Beach, On-Site Pool, Free Bikes

You'll love the location for this spacious pet friendly villa in Wildwood Spa, a private little neighborhood just ten minutes on foot to the Sea Pines Beach Club. This Premier Property features two bedrooms, two baths, and a loft area for reading and relaxing or extra sleeping arrangements. This quiet, secluded end unit affords privacy and serenity throughout your stay. Pet friendly, yet clean and updated, this centrally located villa is the prime home base for your next island getaway.

Guest favourite
Home in Hilton Head Island
4.85 out of 5 average rating, 53 reviews

Luxury Home All New, Dogs OK, Near beach, NEW POOL

It's time to relax & enjoy this newly renovated home on one of the more desirable streets in Sea Pines. NOW with a NEW POOL. Dog Friendly. (W/ APPROVAL & $200 Pet fee) 4 min bike - 7 min walk to one of the most premier SECLUDED beaches on the east coast. (Read reviews) This unique home offers the seclusion, privacy with plenty of space for your family to spread out and make memories. This house is in highly desired south end/ south beach area of Sea Pine. We are CLOSE TO THE BEACH.

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

RBC Heritage Right In Your Backyard

WATCH THIS YEARS RBC HERITAGE RIGHT FROM YOUR BACKYARD WHERE YOU'LL BE STEPS AWAY FROM THE GREATEST PLAYERS IN THE WORLD! 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. Add in the chef's kitchen, community pool, tennis/pickleball and it all makes for a great week. "THE PINES" IS A PRIME LOCATION TO CALL HOME BASE FOR THIS YEARS BIG EVENT.

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
4.86 out of 5 average rating, 37 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.

Guest favourite
The outdoor space features a year-round heated pool surrounded by lush greenery, with a clear view of the ocean. Umbrellas offer shade over picnic tables, while tall trees enhance the serene atmosphere of the beachside setting.
Villa in Hilton Head Island
4.96 out of 5 average rating, 111 reviews

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

Top guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 107 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.

Guest favourite
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!

Guest favourite
A coastal resort is seen from the beach, featuring spacious buildings nestled among lush greenery. Bright orange lounge chairs are arranged on the sandy shore, with a pool area visible in the lower section, surrounded by palm trees and inviting outdoor spaces.
Apartment in Hilton Head Island
5 out of 5 average rating, 17 reviews

Marriott's Monarch at Sea Pines Resort

Discover Marriott's Monarch, a coastal gem featuring six oceanfront acres on Hilton Head Island’s renowned Sea Pines Resort. Enjoy spacious accommodations, two swimming pools, direct beach access, a splash pad for the kids, or relaxing in outdoor whirlpool spas. This fantastic location puts you within reach of the Sea Pines Forest Preserve and the Pinckney Island National Wildlife Refuge, golf courses, Harbour Town Marina, and so much more.

Superhost
Home in Hilton Head Island
5 out of 5 average rating, 4 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.

Guest favourite
A spacious dining area features a large wooden table surrounded by woven chairs. Light from the windows illuminates the room, complemented by a modern light fixture above. Soft tones of the decor and the patterned rug create a welcoming setting.
Home in Hilton Head Island
4.91 out of 5 average rating, 11 reviews

Luxurious Sea Pines home with saltwater pool

🏆 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. 🐕 Dog Friendly | Spacious Yard 💦 Private Pool | 15 Minute Walk to the Beach ⛳️ Save even more when you book 51 Lawton Road and receive $300 in complimentary daily activities!

Guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 11 reviews

MyStay at 1029 Caravel | Lighthouse Views & Pool!

Escape to 1029 Caravel Court, a dreamy Harbour Town getaway with front-row marina views, a king-size zero-gravity bed, and luxe coastal touches. Sip wine on the balcony, stroll to shops, or unwind at the Harbour Town Pool, a 120-ft freeform pool, heated and cooled seasonally. Plush linens, beach gear, & 24/7 service make every moment effortless. Love, luxury, and lighthouse views—book now!

Popular amenities for Sea Pines holiday rentals