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 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!

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!

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!

100 Fairway Lane, Sea Pines: A Luxury Villa Stay

Welcome to all NEW BESTNEST/Luxe: An Elevated Experience in Vacationing, and our newest Luxe property at Unit 100 Fairway Lane Villas in Sea Pines. (200 Fairway Lane for mapping) Enjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with the discerning traveler in mind, fabulously stocked, outfitted, and equipped, and supported by your personal property concierge, available 24/7.

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.)

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.

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!

Sea Pines house ~ Golf Sim / Putting Green / Games

Centrally located in HHI just within the gates of Sea Pines, with golf simulator, outdoor putting green, 2 game rooms, and a backyard area with games, outdoor dining, fire table & lounging areas, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 king beds and 4 double beds), this luxurious space will offer unparalleled comfort, amenities, and the perfect location for you to use as your central base to enjoy the best of Hilton Head Island.

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.

Gorgeous Coastal Beach Home w/ Pool, Hilton Head

20 Columbine Lane - This spacious 4-bedroom, 3-bathroom home in the picturesque Sea Pines Resort offers 2800 sq. ft. of living space with vaulted ceilings and access to community amenities such as a pool and tennis courts. The home also features strong wifi and a dedicated workspace, making it an ideal choice for remote work or study. Enjoy the tranquil surroundings and comfortable accommodations of this lovely vacation home.

Modern Home ~ Golf Course Views ~ .8 Mile to Beach

Welcome to Sunny Shores, a stylish 4BR, 3BA retreat in Sea Pines with mid-century flair, sweeping golf course views, and access to the Harbour Town Pool. Located on a quiet cul-de-sac just a 5-min bike ride to the beach. Enjoy soaring ceilings, a chef’s kitchen, multiple decks, and lush outdoor space. The perfect Hilton Head escape! 27 Red Maple Road