Holiday rentals in Sea Pines

Sal and Babs Sea Pines Sanctuary

Nestled along the picturesque coastline of Sea Pines on Hilton Head Island, the beachside area of this premier community offers an idyllic retreat by the sea. Residents and visitors alike are treated to expansive views of the Atlantic Ocean, with pristine sandy shores inviting leisurely walks, sunbathing, and water activities. Sea Pines is a sanctuary where the sounds of waves crashing and seabirds calling create a soothing backdrop for relaxation. With easy access to the beach from various poin

Great Find! Walk to Beach, Golf & Dining!

NEW TO RENT! 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.

Walk to Beach, Salty Dog, Pool - Sea Pines Villa

Chic Sea Pines villa with bright open living area, modern kitchen, and cozy bedrooms. Just a 5‑minute walk to the beach and a short stroll to Salty Dog Café. Designed for families, couples, or remote work, the villa offers comfort and convenience with modern amenities and a prime location. Highlights: • 3 bedrooms + washer/dryer • Fast Wi‑Fi & free parking • Pool access, bike trails, golf nearby • Private patio for relaxing outdoors • Easy access to dining, shopping, and local attractions

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 hut, 5-min walk to beach, dog friendly.

Ocean, serene, luxury! Awaken your senses in this cottage surrounded by natural beauty of pines, pond, and blue herons. 5 min walk to Sea Pines pristine beach. 2-mile bike to the beach club and Nature Reserve full of wildlife. Luxurious interior and cozy outdoor porch, plush king bed, queen sofa bed sleep 4. cathedral ceiling, dog friendly, free bikes, beach chairs and cart, perfect for couples, solo travelers, or small families looking to create a luxurious Hilton Head Island experience.

SeaPines - Walk to beach, Remodeled, Pet friendly

Beautifully renovated in modern beach style! With beautiful new flooring throughout, new furniture, linens and updated baths, this stylish coastal villa is just waiting for you to relax and enjoy all of Sea Pines and HHI. From the stunning kitchen to the thoughtful dedicated workspace and expanded patio with grill, this two bedroom, two bath villa comfortably sleeps six adults. This property is pet friendly, yet clean and well appointed, and offers one of the best locations in Sea Pines.

Roxy’s Hideaway | Harbour Town Treehouse | Pool

Roxy’s Hideaway — #1 Sea Pines Treehouse, steps from Harbour Town & RBC Heritage! Enjoy exclusive comfort in nature, close to shopping, dining and more. Pet-friendly and ideal for high-end travelers, including pro athletes. Experience unmatched service and bespoke amenities—no fluff, no gimmicks. Our real guests write the story; we just provide the setting. Relax in our hammock throne, surrounded by nature and serene unaugmented ocean views, with pool access at the Harbour Town Pool!

Jim's Direct Oceanfront 3BR Penthouse Villa

507 Shorewood is a 3 Bedroom Oceanfront end unit on the 5th floor and offers breathtaking, Panoramic Oceanfront Views. The unit features lovely artwork and new furniture/floors throughout. A rare find! Jim Says: “I personally stay in each of my units throughout the year to ensure they are maintained to my highest level of expectations. Walk to all of the amazing shops & restaurants of Coligny Plaza and the brand-new Celebration Park. Best visitor location on the Island!"

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!

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.

Sea Pines Top-Floor Villa | Golf & Wooded Views

Stay where the pros play! Perfectly situated for the Heritage Golf Tournament, this renovated top-floor villa overlooks lush fairways and peaceful woods. The modern interior boasts taupe tile backsplashes and speckled granite throughout. Sea Pines’ famous bike paths are right outside your door, leading you to pristine beaches and luxury shopping. Experience elevated HHI living with contemporary amenities and the quiet privacy of a top-floor treetop location.

Marriott's Monarch at Sea Pines 2BD

Marriott's Monarch at Sea Pines is located along six oceanfront acres within Hilton Head Island's renowned Sea Pines Plantation - a natural beauty framed by spectacular scenery. This beautiful vacation ownership resort embraces the natural setting and offers an idyllic location and exceptional amenities. With privileged access to the adjacent Sea Pines Beach Club, you can make golf and tennis part of your day as well.