Holiday rentals in Sea Pines

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!

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!

96 Forest Drive in Sea Pines

Situated in a neighborhood community in the center of Sea Pines called Greenwood Forest, a convenient bike ride away from any place in Sea Pines, lies this cozy home with an open space floor plan. Address is 96 Forest Drive, Hilton Head Island, SC. The house features hardwood floors throughout the house. It offers 3 Bedrooms and 2 Bathrooms. The kitchen is equipped with all the tools required to cook a perfect meal. All this is rounded off by a private enclosed deck.

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.

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!

Spacious Harbor Town Condo!

Your perfect vacation begins when you walk out the door of this newly renovated condo into the Harbour Town marina with its boutique shops, gourmet restaurants, racquet club offering tennis and pickleball, famous PGA tournament golf course, and the iconic red and white lighthouse. The spacious 1-BR sleeps up to four guests. The master bedroom has a King-size bed and a large picture window that comes with blackout curtains for late sleepers.

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.

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.

Seapines-2025 Remodel, Walk to Beach, End Unit

This newly remodeled, private end unit is located just 1/2 miles from the Sea Pines Beach Club. Stunning updates including fresh paint and furniture, updated baths and flooring. Pet friendly, yet pristine, crisp and tastefully coastal, your whole family will enjoy the thoughtful choices in #10 Lighthouse. This property's lovely, sunny exposure and open layout make it the perfect location for your relaxing Sea Pines getaway.

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!

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.

Serene Sea Pines Escape with Pool & Hot Tub

Beautifully updated 4BR/3BA home tucked beside Harbour Town Golf Links in Sea Pines. Enjoy a private pool, hot tub (optional heat), tranquil backyard with brook, stunning new kitchen, renovated baths, and flexible 4th bedroom. Located on a quiet cul-de-sac just minutes from beaches, Harbour Town, golf, biking, and all Sea Pines amenities.