Villa vacation rentals in Sea Pines

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Top-rated villa rentals in Sea Pines

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Guest favorite
Villa in Hilton Head Island
5 out of 5 average rating, 7 reviews

New Listing! Penthouse Oceanfront Sea Cloisters Co

Relax and enjoy the best of Hilton Head from this oceanfront 3BR/3BA penthouse at Sea Cloisters. Located mid-island off Folly Field Road, this bright and spacious condo offers breathtaking ocean views, a fully stocked kitchen, and easy beach access just steps away. With two king bedrooms on the main level and a loft with one queen bed and one full bed, there’s plenty of room for families or groups of friends (sleeps 6 total). Enjoy the direct ocean view from the master bedroom, unwind in the co

Top guest favorite
A spacious living area is furnished with a light grey sofa and armchairs, accented by decorative pillows. Two lamps provide soft lighting on side tables next to framed artwork. Natural light filters in through a large window, enhancing the warm and welcoming environment.
Villa in Hilton Head Island
4.98 out of 5 average rating, 53 reviews

Heart of Sea Pines|Tranquil 3BR Retreat|Beach*Pool

Light & spacious Heritage Villa in the heart of Sea Pines steps from Harbourtown's 1st Hole. Welcoming 3 Master-BR Suite villa w/ cathedral ceilings & deck. Just a 5 minute walk from the world-renown Harbourtown w/ shops, restaurants and live music for all ages. 8 minute bike ride to Sea Pines Beach Club. Beautiful shared pool, golf, tennis & pickleball, bike trails, award-winning playground, lagoon w/ gazebo for nature watching, amenities & beyond. Your perfect Spring Break or family vacation.

Top guest favorite
A spacious living area features a sectional sofa and cozy armchairs, creating an inviting space for relaxation. A colorful beach-themed artwork is displayed on the wall, and light fills the room through well-placed windows. The dining area is visible in the background.
Villa in Hilton Head Island
4.93 out of 5 average rating, 106 reviews

Walk to Beach | Lagoon View | 2 Kings+Queen & Bunk

On Island Time is a beautifully renovated Lowcountry beach villa, perfect for relaxed family vacations. Walk to the beach, Lowcountry Celebration Park, shops, dining, and pickleball. Bright open main level with spacious living area, smart TV, lagoon-view balcony, fully equipped kitchen, dining for 8, half bath & washer/dryer. Three private bedrooms each with ensuite bath: two king masters and a third with queen + twin bunks. Sleeps 8. High-speed WiFi, keyless entry, pool access, and beach gear.

Top guest favorite
A modern kitchen features a spacious marble countertop with seating for four. Well-appointed cabinetry and updated appliances are visible, enhancing the kitchen's functionality. Soft lighting illuminates the area, creating a welcoming environment for cooking and dining.
Villa in Hilton Head Island
5 out of 5 average rating, 33 reviews

Prime Waterview! Hilton Head Shelter Cove Marina

Permit 073816 Enjoy easy access to everything Hilton Head has to offer from this centrally located Condo in the heart of Shelter Cove Marina. Not only will you have breathtaking views of the sunset and the marina right from your balcony, but you also have many amenities right at your doorstep! Shelter Cove is one of the main attractions on Hilton Head Island with many shops, restaurants, weekly entertainment and water sports. You also have access to the private Palmetto Dunes Beach community.

Top guest favorite
The outdoor space features a year-round heated pool surrounded by lush greenery, with a clear view of the ocean. Umbrellas offer shade over picnic tables, while tall trees enhance the serene atmosphere of the beachside setting.
Villa in Hilton Head Island
4.97 out of 5 average rating, 123 reviews

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

Luxe
Villa in Hilton Head Island
5 out of 5 average rating, 5 reviews

1872 Beachside Tennis, Sea Pines: Beachfront Villa

Surrounded by lush vegetation on Hilton Head Island, this cozy residence features a superb blend of sun and shade. From the tiled terrace, steps lead into the turquoise pool. The heart of the village is a brief bike ride away. Discover waterfront restaurants, unique shops, and activities for the whole family. A 5-minute stroll is all it takes to sink your toes into the toasted sand at the beach. Copyright © Luxury Retreats. All rights reserved. STR Permit Number: 077170

Top guest favorite
An open dining and living area showcases a large dining table with upholstered chairs beneath a stylish chandelier. Recessed lighting highlights the wood-paneled ceiling, while large windows offer views of the greenery outside, enhancing the bright and airy atmosphere of the space.
Villa in Hilton Head Island
4.99 out of 5 average rating, 109 reviews

Walk to Beach, Indoor Pool, King Bed, Hot Tub!

Why you’ll love this space: Fully renovated with high‑end appliances Indoor heated pool & hot tub Outdoor pool, renovated 2025 (Open April 1 - October 31) Tennis - & pickleball courts Approx 5 minute walk to beach; 10 minute walk to Coligny 320 Mbps Wi‑Fi with dedicated workspace Chef’s kitchen, washer/dryer, cypress ceilings Marble walk‑in showers & electric fireplaces Beach gear included (towels, chairs, wagon, toys) STR Permit No. 040546

Guest favorite
The image showcases a heated pool surrounded by palm trees and lounge chairs. Umbrellas provide shade over some seating areas. A white fence encloses the pool area, with lush greenery and ocean views in the background, creating a tranquil outdoor environment.
Villa in Hilton Head Island
4.92 out of 5 average rating, 118 reviews

💎Direct Oceanfront Villa - Heated Pool Ocean View

Welcome to the Ocean Gem! Relax and listen to the crashing waves on your private balcony of our newly renovated, newly furnished, direct oceanfront, one bedroom, one bathroom, beautiful beach villa. Ocean Gem is located in Ocean Dunes complex, a private gated community, on South Forest Beach and only steps from the popular Coligny Plaza. You will enjoy the wonderful accommodations, heated pool, picnic area and spectacular views! Thank you

Top guest favorite
A bright living area is filled with soft furnishings in soothing tones. Two comfortable couches are positioned around a central coffee table, while light streams in through sliding glass doors that open to a private patio. Decorative beach-themed artwork adds a touch of coastal charm.
Villa in Hilton Head Island
4.98 out of 5 average rating, 95 reviews

HHI South Forest beach/WLK TO BEACH, dining, pool

Pack up the whole crew—two-legged or four—and escape to this fully furnished, perfectly located cozy condo in Hilton Head’s popular Treetops complex. Enjoy three refreshing pools, tennis courts, and a laid-back vibe perfect for relaxing or playing. Just a 10-minute walk to the beach and steps from Coligny Plaza, you’ll be close to shopping, dining, and all the island fun. It’s your ideal home base for sun, sand, and good times!

Guest favorite
A cozy living area showcases two comfortable gray sofas arranged around a wooden coffee table. A dining space with tall chairs is visible near a fully equipped kitchen. Large glass doors open to a private patio featuring outdoor seating and a red umbrella, providing a view of greenery.
Villa in Hilton Head Island
4.92 out of 5 average rating, 117 reviews

Escape at Seascape Villas, quiet beach getaway

Escape at Seascape! Secluded, three level villa provides a tranquil retreat. 3rd floor master suite for added privacy. Included beach cart and beach equipment makes a short walk to the beach convenient. Private, locked beach cabana with bathroom for Seascape guests. Close to Coligny plaza for shopping and dining. Natural lagoon setting gets you close to nature. Patio with gas grill. Two pools to unwind and relax.

Guest favorite
A spacious living area features a large blue sectional sofa with decorative pillows, two matching armchairs, and a stylish coffee table. The room is illuminated by natural light from expansive windows, offering views of the surrounding greenery. A dining area with a chandelier is visible in the background.
Villa in Hilton Head Island
5 out of 5 average rating, 12 reviews

1102 Harbour South Club Villa Harbour Town

Nestled in the heart of Harbour Town, this beautifully updated and professionally designed Harbour South Club Villa offers the perfect blend of luxury, comfort, and convenience. Whether you're visiting for the RBC Heritage, planning a golf getaway, or enjoying a family vacation, this exquisite villa is your ideal retreat. Community Pool Open April 1st-October 1st. Beach Access via the Sea Pines Trolley.

Guest favorite
A comfortable seating area includes a cozy gray sofa with patterned throw pillows. A bamboo coffee table sits in the center, surrounded by natural light from sliding glass doors leading to a balcony. Vibrant green plants add a touch of nature to the space.
Villa in Hilton Head Island
4.96 out of 5 average rating, 211 reviews

Private Beach on Sound | 3 Pools/Spa | Free Tennis

Make the most of beachfront living at this sunny retreat. Our community is closer to the water than any other resort on the island. Pack the cooler and take a short stroll to the beach. Sea’ la Vie is a ground-floor (no stairs) unique escape destination with top-of-the-line comforts of any 5-star rental or hotel. Our villa has been renovated from top to bottom.

Popular amenities for Sea Pines villa rentals