Holiday rentals in Sea Pines

Treehouse in Hilton Head Island

4.89 out of 5 average rating, 54 reviews

CoCo's Island Treehouse

. Unwind in a cozy, character-filled treehouse nestled in nature, featuring open-beam construction & a peaceful, wooded setting. Within easy walking distance of the beach, shops, & restaurants of Harbortown, this retreat offers the perfect balance of convenience & seclusion. Head to the wide beaches of the Sea Pines Beach Club by car, bike trail, or trolley. After a day of exploring, relax in front of the 85-inch TV, prepare a home-cooked meal in the fully equipped kitchen, or fire up the grill.

Home in Hilton Head Island

An airy living space is highlighted by soft white sofas and a large rug featuring ocean-themed designs. A ceiling fan hangs above, while natural light floods in through expansive glass doors. The room includes a cozy fireplace and a wooden coffee table in the center.

5 out of 5 average rating, 26 reviews

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

Flat in Hilton Head Island

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.

4.86 out of 5 average rating, 37 reviews

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.

Aerial view of Marriott's Harbour Club reveals the spacious resort surrounded by lush greenery and tall trees. Scenic Calibogue Sound is visible in the background, with the iconic Harbour Town Lighthouse further enhancing the inviting landscape.

5 out of 5 average rating, 15 reviews

Marriott Harbour Club - 2BD

Nestled in Hilton Head Island's Sea Pines Resort, Marriott's Harbour Club overlooks scenic Calibogue Sound. This Marriott Vacation Club resort offers access to Hilton Head's natural beauty, hospitality, and activities, including championship golf courses and numerous tennis courts. Enjoy fine dining, shopping, yacht harbors, galleries, Harbour Town, horseback tours, ecotours, watersports, and museums. Marriott's Harbour Club provides an ideal seaside getaway with family-friendly activities.

Flat in Hilton Head Island

5 out of 5 average rating, 16 reviews

Chic Sea Pines Villa — Walk to Beach & Salty Dog

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

Villa in Hilton Head Island

A spacious oceanfront pool area is surrounded by lush green landscaping, featuring lounge chairs and a shallow entry. A winding path leads toward the beach, with the ocean visible in the background, flanked by tall trees creating a serene atmosphere.

4.93 out of 5 average rating, 117 reviews

Modern Oceanfront Villa With Views and Heated Pool

Welcome to Villa Lucia, our oceanfront retreat on S. Forest Beach. Enjoy the ocean views from the balcony and convenient year-round heated pool just outside your door. The villa has been fully renovated with modern amenities and has personal touches throughout. Our location is unbeatable on S. Forest Beach between Coligny Beach and Sea Pines - Away from the crowds, but close enough (.5 mi) to bike or walk to all that’s offered. After a long day enjoy a drink with lush foliage and sea views.

Home in Hilton Head Island

5 out of 5 average rating, 22 reviews

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.

A sunlit living area features large windows providing views of the surrounding greenery. A comfortable sofa sits opposite a white coffee table, complemented by a stylish armchair and a small workspace with a wooden desk. Light wooden flooring enhances the vibrant atmosphere.

4.86 out of 5 average rating, 50 reviews

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.

Flat in Hilton Head Island

A large, colorful turtle sculpture is seen in a natural outdoor setting. The turtle features a intricately designed shell in earthy tones and vibrant blue flippers, perched on a textured rock with white, oval shapes resembling eggs located at its base.

4.94 out of 5 average rating, 118 reviews

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 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.

A spacious living area features a large sectional sofa in soft blue hues, complemented by a patterned accent chair. A round coffee table sits in front, with natural light streaming through sliding glass doors that open to views of a golf course and greenery.

5 out of 5 average rating, 15 reviews

519 Plantation Club - 2BR, Pool with Golf Views

Relax in this updated 2BR/2BA Sea Pines villa with stunning 180° golf course views. Just a short walk to the beach, golf, dining, and bike rentals. Features include a fully equipped kitchen, spacious living area, smart TVs, washer/dryer, WiFi, and 4 beach chairs. Enjoy access to 2 pools, one just steps away. Peaceful and private yet close to all the Sea Pines highlights. Managed locally with 24/7 guest support. Perfect for a Hilton Head Island escape!