Villa holiday rentals in Sea Pines

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Top-rated villa rentals in Sea Pines

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Top guest favourite
A cozy sleeping area features a spacious bed with a decorative quilt, complemented by a patterned accent pillow. A ceiling fan hangs above, while adjacent wooden sliding doors lead to a closet. Light blue walls and dark wood flooring enhance the inviting atmosphere.
Villa in Hilton Head Island
4.93 out of 5 average rating, 100 reviews

Beach Awaits You! Snowbird & Nightly discounts!

Located at the gated, ocean front Hilton Head Beach & Tennis Resort, this cozy condo is only a 4 minute walk to beach and pool. Enjoy the beach bar, sports bar, tennis/pickle ball courts, fitness room & bike rentals. Equipped with full kitchen, queen bed, futon sofa. Ideally suited for two adults (max occupancy 3). Starter set of toiletries/towels provided. Laundry room on-site. Resort is located close to all the fun the island has in store for you! *Additional cleaning fees for monthly stays.

Top guest favourite
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, 29 reviews

Prime Waterview! Hilton Head Shelter Cove Marina

Enjoy easy access to everything that Hilton Head has to offer from this centrally located Condo right 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 its many shops, restaurants, weekly entertainment and water sports. You also have access to the private Palmetto Dunes Beach community.

Top guest favourite
Villa in Hilton Head Island
4.97 out of 5 average rating, 30 reviews

3rd Night Free Nov-Feb! S. Forest Bch, 3Bdrm Villa

3rd night free or 20% off 4 nights or more Nov - Feb. (excl holiday periods). 3 bdrm Villa, Only a 7 minute walk from South Forest Beach and a half mile from Coligny Plaza. You will have a spacious kitchen, dining & living area, perfect for entertaining. The primary bedroom & guest bedroom have queen beds w/TV's and newly remodeled bathrooms. The 3rd Bedroom has bunk beds, a TV & bathroom. Just steps away from the villa, enjoy the convenience of the community pools & tennis courts.

Top guest favourite
The open living area features new reclining furniture arranged around a coffee table. A flat-screen TV is positioned on a media console against the wall. Light-colored tiles and a patterned area rug enhance the spaciousness, complemented by a ceiling fan and decorative shelving.
Villa in Hilton Head Island
4.91 out of 5 average rating, 117 reviews

Walk to the Beach, One Level Villa, COMFY beds

5-10 minute walk to the pristine Hilton Head beach, retreat to your spacious villa in Queen's Grant of Palmetto Dunes. With nearly 1500sq ft and lofted ceilings, you can spread out comfortably. New living room furniture that all reclines, amazing king green tea memory foam mattress in both bedrooms, and a fully stocked kitchen (blender, toaster oven, crock pot+.) The master and living room open up to a private back patio equipped with a grill, dining room table and beach accessories.

Guest favourite
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
4.96 out of 5 average rating, 105 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.

Top guest favourite
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, 103 reviews

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

Why you will love this space: -Floor to ceiling complete renovation with high end appliances -Indoor heated pool and hot tub (renovated July 2025!) -Outdoor pool (renovated March 2025!), tennis court, pickleball courts -5-minute walk to beach, 10-minute walk to Coligny (approx) -320 mbps Wi-Fi and dedicated workspace -Chefs’ kitchen, washer-dryer, cypress ceilings -Porcelain and marble walk-in showers -Beach Items: towels, chairs, wagon, toys, backpack cooler -Electric fireplaces

Top guest favourite
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, 45 reviews

Sea Pines | Light & Airy 3BR Villa | Beach | Pool

Light, bright & spacious Heritage Villa in the heart of Sea Pines. Perfect for your Thanksgiving getaway. 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, lagoon w/ gazebo for nature watching, amenities & beyond. Your perfect getaway or family vacation

Guest favourite
Villa in Hilton Head Island
4.82 out of 5 average rating, 114 reviews

Location! Walk ToThe Beach, Dining and Shopping.

About this space ✔︎ 4 Minute Walk To The Beach ✔︎ 5 Minute Walk To Restaurants & Shopping ✔︎ Great for Families/Couples ✔︎ 1 King Bed + 2 Double Beds ✔︎ 2 Full Bathrooms ✔︎ Free Fast WIFI + 2 Smart TVs ✔︎ First Floor End Unit ✔︎ Fully Stocked Kitchen ✔︎ Beautiful Inground Pool ✔︎ Free Parking ✔︎ Very Close to Celebration Park ✔︎ Centrally Located ✔︎ Outdoor Deck

Superhost
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
4.91 out of 5 average rating, 101 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

Guest favourite
A comfortable living area features a sectional sofa arranged around a glass-topped coffee table. A large television is mounted on the wall, and natural light fills the space from sliding glass doors that offer views of greenery outside.
Villa in Hilton Head Island
5 out of 5 average rating, 14 reviews

Great Blue Heron - an iTrip Hilton Head Home

Ready for a fresh start, peaceful downtime or a relaxing getaway in the serene & endless beauty of Sea Pines Resort on Hilton Head Island? Welcome to Great Blue Heron This freshly renovated & furnished Inland Harbour villa will help you de-stress, unwind and get back to your old self. As soon as you enter this home, the beautiful design & decor of this villa will welcome you and put you at ease.

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

Pet Friendly Villa Near Beach with Pool Access

Lookout Lagoon is a serene retreat in Sea Pines, Hilton Head, just 0.3 miles from the beach. This pet-friendly villa features 3 spacious bedrooms and bathrooms, a fully equipped kitchen, a private deck with lagoon views, and community pool access. Enjoy luxury amenities, beach gear, and local recommendations for a perfect coastal getaway. Book now for an unforgettable stay!

Guest favourite
Two high-back chairs with striped fabric are positioned next to a small round table on the balcony. The railing provides a clear view of the ocean and palm trees in the background, creating a refreshing seaside atmosphere.
Villa in Hilton Head Island
4.9 out of 5 average rating, 84 reviews

Breakers, Ocean Front Villa - Spectacular View

Beautifully decorated Breakers #235 villa featuring spectacular front/corner view; also overlooks the pool and the ocean. Enjoy sunrise to sunset, watch the surfers and the sunbathers at the beach or pool from the private balcony furnished with a chaise lounge and a dining table and chairs. In walking distance to several shops, restaurants, rentals, and entertainment.

Popular amenities for villa rentals in Sea Pines