Holiday houses in Sea Pines

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Top-rated holiday rentals in Sea Pines

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Top Guest favourite
A spacious living area is furnished with a blue sectional sofa and a coffee table. Soft lighting is provided by two lamps on either side of the sofa. A large patio door opens to an outdoor seating area, allowing natural light to fill the room.
Apartment in Hilton Head Island
5 out of 5 average rating, 19 reviews

Renovated 1BR HHI – Walk to Beach & Salty Dog Café

Welcome to your home away from home on Hilton Head Island! Stay steps from the beach in this newly renovated 1-bedroom villa with all new furnishings. It is the perfect blend of comfort, convenience, and coastal charm. Nestled just a short walk from the beach and the famous Salty Dog Café, you're in the heart of Sea Pines fun with dining, shopping, biking, pickleball and sun-soaked relaxation right at your doorstep, not to mention nearby access to some of the state’s most iconic golf courses.

Top Guest favourite
A serene lagoon scene is presented, featuring calm water bordered by leafy trees. Palm trees stand prominently in the foreground, while charming homes line the water's edge under a clear blue sky, providing a tranquil backdrop.
Home in Hilton Head Island
4.93 out of 5 average rating, 84 reviews

Updated! Sea Pines Lagoon View Oasis

Escape to our family-friendly home in the heart of Sea Pines on Hilton Head Island. Our home features new flooring, windows, and furnishings, a large master retreat with a dedicated workspace, and a fully equipped kitchen. Enjoy al fresco dining with in-table firepit and gorgeous views of the expansive lagoon. Centrally situated in Sea Pines, close to Harbour Town and the Beach Club. We'll help book hassle-free bike rentals, exciting water activities, and access to world-class golf courses.

Top Guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 27 reviews

Harbour Town Marina Studio | Walk to Lighthouse

Cozy, bright penthouse studio with direct views of the Harbour Town Marina, just steps from the lighthouse, shops, dining, and golf. The space features a comfortable sleeping area with king bed, sitting space, kitchenette, and full bath with tub/shower combo. Enjoy the small private balcony, perfect for morning coffee or evening sunsets over the marina. Ideal for 1–2 guests looking to enjoy the Harbour Town lifestyle in Sea Pines. Located on the fourth floor with convenient elevator access.

Guest favourite
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.
Condo in Hilton Head Island
4.86 out of 5 average rating, 57 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.

Top Guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 14 reviews

Sea Pines Villa: Pool, Tennis & Golf

This renovated 1-bedroom villa in Sea Pines offers comfort and convenience just steps from shops, dining, and bike rentals. Enjoy a plush king bed, memory foam sleep sofa, sleek walk-in shower, Smart TVs, a private deck, and a fully equipped kitchen with washer/dryer. Relax by the sparkling pool, play free tennis on-site, or bike to Harbour Town and the Beach Club. With the seasonal trolley nearby, every island adventure is at your fingertips. One small dog (under 25 lbs)- $230 pet fee.

Guest favourite
A spacious brick patio is surrounded by lush greenery, featuring a large dining table with white wooden chairs, ideal for outdoor meals. A grill can be seen in the background, under a covered balcony that offers additional seating options.
Home in Hilton Head Island
5 out of 5 average rating, 6 reviews

Steps to Beach | Sea Pines | Private Courtyard

HOST & HOME presents… 18 East Beach Lagoon! Escape to this breathtaking oceanfront retreat in the prestigious Sea Pines Resort. Just steps from the sand, this home offers a private beach path and unmatched tranquility. Relax in a designer-decorated space surrounded by lush Lowcountry greenery, featuring a large brick patio with teak furniture for al fresco dining. Perfect for up to 8 guests seeking unique style, comfort, and proximity to the ocean. Learn more below ...

Top Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 124 reviews

5 Star Location-Harbourtown-Walkable Area

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.

Top Guest favourite
A red and white striped lighthouse is visible, surrounded by boats docked in a harbor. A multi-storied building with a sloped roof stands in the background, complementing the maritime setting under a partly cloudy sky.
Condo in Hilton Head Island
5 out of 5 average rating, 49 reviews

Harbour Town Lighthouse & Sunset Views | Sea Pines

Enjoy direct Harbour Town lighthouse, yacht basin, and Calibogue Sound views from our beautifully updated Sea Pines condo. Located in Ketch Court, this cozy coastal retreat puts you steps from Harbour Town dining, shopping, sunsets, bike paths, golf, and the marina. Perfect for couples, golfers, or a small family looking for one of Hilton Head’s most iconic locations. Come relax and unwind and take in all that Harbour Town has to offer!

Top Guest favourite
An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.
Home in Hilton Head Island
4.97 out of 5 average rating, 61 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.

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

Sea Pines · Walk to Beach · Lagoon Deck · 3BR

Heron's Haven is the quiet side of Sea Pines — a very short walk from the sand, a one-minute stroll from a near-private neighborhood pool, and a half-mile pedal from the marshes of the Forest Preserve. Three bedrooms, a lagoon-view deck, and room for up to ten mean the whole family (four-legged members included) can spread out and slow all the way down. **Newly renovated with love by experienced Airbnb Superhosts!

Top Guest favourite
A modern living area features a gray sofa adorned with decorative pillows, complemented by a round wicker coffee table. Light fills the space through large windows, with a balcony view visible in the background. A flat-screen TV and lamps enhance the inviting ambiance.
Apartment in Hilton Head Island
5 out of 5 average rating, 25 reviews

Penthouse flat in Sea Pines | Harbour Town

Welcome to 681 Mariner’s Way, a beautifully renovated 2-bedroom, 2-bathroom penthouse flat, now available for rent! Formerly a private residence, the unit is situated on the 4th floor, this modern unit offers an open floor plan, flooded with natural light, and stylish, professionally designed interiors—perfect for your Sea Pines Harbour Town retreat. Town of Hilton Head, SC Short Term Rental Permit # 037692

Top Guest favourite
A cozy balcony setting is pictured, featuring comfortable seating and a view of the scenic marina. The iconic Harbour Town Lighthouse stands in the background, accompanied by moored boats and lush greenery along the waterfront. Bright blue skies enhance the tranquil atmosphere.
Condo in Hilton Head Island
4.97 out of 5 average rating, 35 reviews

MyStay at 1027 Caravel Ct.-Lighthouse View & Pool!

Harbour Town villa with direct views of the iconic lighthouse and marina. This updated 2BR retreat features luxury vinyl flooring, stainless steel kitchen, private balcony, and elevator access. Walk to dining, shopping, golf, and the Harbour Town Pool. Located inside gated Sea Pines with two gate passes included. Premier views, unbeatable location, elevated MyStay hospitality. Sleeps 6.

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