Apartment holiday rentals in Sea Pines

4.91 out of 5 average rating, 32 reviews

Fall Golf and Cozy Villa equals Perfect Escape!

Beautiful Quaint Villa in the Harbour Town area. Enjoy the wooded surroundings accompanied by a peaceful lagoon view. Outside you can relax on the private deck. The bedroom has 2 full size beds and a pullout couch is in the living area. The bathroom has a large walk in shower. Harbour Town itself is only 5 min by bike, 7 min to the beach, 45 sec walk to 2nd hole on Harbour Town GL. Private pool, pickleball (paddles inc) and tennis are on site. A gate pass is necessary to enter the plantation

A spacious living area features a bright and airy ambiance with two comfortable sofas and an armchair arranged around a coffee table. A large sliding glass door creates a connection to the outdoors, offering views of the lush surroundings. A dining area with bar stools is visible in the background.

4.74 out of 5 average rating, 120 reviews

Lovely Villa in Sea Pines Hilton Head

🌊 🌴 Location, location, vacation! Welcome to your dream getaway in Bluff Villas, where everything you love about Hilton Head is just steps away. This sunny and spacious 2-bedroom, 2-bath condo is perfectly situated just a minutes walk to the beach, South Beach Marina, the iconic Salty Dog Café, and the South Beach Pool (reopening Summer 2025)! Relax on your private patio overlooking Braddock Cove, unwind in the updated living space, or take a quick stroll to grab an ice cream by the harbor.

A welcoming living area is presented, featuring a comfortable sofa and a round dining table with two chairs. A wall-mounted television is visible. Natural light floods in through sliding glass doors, offering a view of palm trees and outdoor seating.

5.0 out of 5 average rating, 103 reviews

The Lookout - A Modern Beach Retreat (Oceanfront)

Welcome to The Lookout! The moment you step into this villa you will be greeted by an open floor plan, a fully stocked kitchen, & every amenity that you'll need for your stay. Take a seat on one of the high top adirondack chairs & enjoy your favorite beverage while overlooking the most popular beaches on the island. Truly - every square inch of this unit has been meticulously utilized to give you an unforgettable vacation. We look forward to hosting you at Seaside Villa's premier luxury villa!

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.

4.87 out of 5 average rating, 54 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.

A vibrant sunrise is captured over the Atlantic Ocean, illuminating the horizon with warm hues of orange and yellow. The sun's rays radiate across the calm water, casting reflections on the sandy beach below.

4.96 out of 5 average rating, 219 reviews

Ocean Overlook - The Ultimate Vacation Experience

LUXURIOUS, DIRECT, OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

A living area features a leather recliner sofa and a cozy woven coffee table. A light-colored accent chair and a lamp are positioned nearby. A television is mounted on a decorative cabinet, and three framed art pieces are displayed on the wall above.

4.97 out of 5 average rating, 152 reviews

1st Floor, 1 BR Condo - Steps to Beach and Pool!

Renovated 1st floor, 1 BR getaway located across the street from the beach! Private deck overlooks community pool just steps from back door. Great location - plenty of restaurants, bars, shopping and grocery stores nearby. New appliances, smart TVs in living area and bedroom (cable in living room). Bedroom has a queen-size bed and brand new leather recliner sofa in the living room. Rental includes 2 beach chairs, cart and umbrella. Absolutely no pets and no smoking allowed.

A spacious living area is illuminated by natural light, featuring a large flat-screen TV and a wooden coffee table. Seating includes a plush sofa, loveseat, and a comfortable chair. A desk with two stools provides additional workspace, and the adjacent kitchen is partially visible.

5.0 out of 5 average rating, 47 reviews

Luxury Penthouse in the Heart of Harbour Town

We offer a weekly a 10% off 7 nights or more. Discount is automatically applied. Plan your next vacation in this luxurious villa. It’s prime location is steps from Hilton Head’s iconic lighthouse, marina, shops and restaurants. There are only 9 villas in the this building. This unit is on the top floor on the end closest to the marina. If you are familiar with Harbour Town, Mariner’s Way is located between the live oak trees on the sandy playground and the Crazy Crab.

A cozy living area features a green sofa adorned with patterned cushions, accompanied by two stylish armchairs. A wooden coffee table sits at the center, with decorative elements including a bowl. Artistic nature-themed prints are displayed on the walls, and natural light fills the space through sliding glass doors.

4.89 out of 5 average rating, 145 reviews

Sunny Treetop Getaway w/ tennis and pickleball

Welcome to the Sunny Treetop Getaway on Hilton Head Island! This recently renovated condo offers south-facing sunshine and treetop views. The 3rd floor walk-up unit is centrally located between the beach and popular attractions. Amenities include tennis/pickleball courts, a pool, and parking for 2 vehicles. There are bicycle paths and even a free trolly (The Breeze Trolly) to help you explore everything the island has to offer! Short Term Rental Permit No. 044080

5.0 out of 5 average rating, 123 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.

An outdoor dining area is shown, featuring a round table with six ornate metal chairs. A large red umbrella provides shade, and lush greenery and a view of the marina are visible in the background.

4.98 out of 5 average rating, 200 reviews

Heart of Harbour Town - Beach | Pool | Golf | 2BR/

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.

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.

5.0 out of 5 average rating, 43 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!