House holiday rentals in Hilton Head

Sea Pines house ~ Golf Sim / Putting Green / Games

Town of Hilton Head Island STR Permit Number: 064406 Centrally located in Hilton Head Island just within the gates of Sea Pines, with golf simulator, outdoor putting green, 2 game rooms, and a backyard area with games, outdoor dining, fire table & seating, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 kings and 4 doubles), this luxurious space will offer unparalleled comfort, amenities, and the perfect location for you to use as your central base to enjoy the best of HHI.

Steps to Beach, Pool, 5BR, Great Location

Make this brand new (2023) custom built home, Sur La Mer at Burkes Beach, your vacation destination! This 5 bedroom home is a guaranteed picture perfect destination for your family or group of up to 14 people and features a heated private pool* and a short walk to the beach. Sur Le Mer is located just steps from beach access and right next to Chaplin Community Park (basketball, playground, tennis, baseball diamond and open field). It's also short drive to local restaurants, bars, grocery store

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

98 Sandcastle Ct

98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.

4BR with Private Pool, Pets Welcome, Steps to Sand

Discover your perfect Hilton Head getaway! This spacious 4BR/3BA, pet-friendly home sleeps 8 with a private heated saltwater pool, large sun decks + BBQ area, and a quick <5-min walk via exclusive path to beautiful Folly Field Beach. Enjoy 2 master suites (up/down) for privacy, 2 living areas + work nook ideal for families & remote work, full kitchen, fast Wi-Fi, and Smart TVs. Just 10-15 min to restaurants, shops & attractions. 75+ 5-star reviews for prime location & exceptional stays! 🏖️🌴

Governor’s Quarters Pet Friendly, Fenced in Yard

Welcome to Governor's Quarters- your Luxury Hilton Head Getaway Stay Lowcountry in this stately-designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins from the SeaPines Beach Club and HarbourTown Golf Links and the heated community pool! Located in famous, Sea Pines Resort. Enter the gates of resort living offering trolley rides to local restaurants, premium golf courses, HarbourTown Lighthouse, & most importantly- the beach!

Serene Views, Best Beach & Tennis Villa

The beach is calling and you must come! Bring the whole family and enjoy this spacious villa! Spacious with 2 bedrooms/2 baths. Sleeps 8 guests, total of 4 cozy queen sized beds. Fully equipped kitchen, & a dining area. Located within the Beach & Tennis resort. Enjoy the beautiful view of the lagoon from your balcony as you sip coffee in the morning or after a day at the private beach and oceanfront pool. The condo is located on the second floor and is a short 3 minute walk to the beach!

Cozy beach house w/Private Heated Pool near park

Short walk to Singleton beach or Burkes beach. This oversized 4 bedroom 4 ensuite is the perfect retreat close to everything the Island has to offer. The home features a screened in pool with TV and adjacent ping pong table. The open concept living space is perfect for entertaining with access to a large porch and grill. The property is steps away from Chaplin Park that hosts Tennis, Playground, Soccer, Baseball, Basketball, Trails and Fields for the kids to play. Sleeps 12.

Blue Sky Villa: Beach/pets/golf/tennis/pickleball

Offered by owner /manager. This bright, airy, family and pet friendly Queens Grant villa, is perfectly located towards the entrance of Hilton Head Island's Palmetto Dunes. Nested just off of one of 3 Hilton Head's world class golf courses "Robert Trent golf course". Take a dip in one of 5 complex's pools only steps away from the large entertaining deck, equipped with a barbecue grill and plenty outdoor seating to just sit back and relax. Just a short walk to the resorts beach!

Hilton Head Island Beach Cottage/House

Our house is located on the southern end of Hilton Head Island in the North Forest Beach neighborhood. The house is an easy 5 minute walk to Hilton Head's beautiful beach. Heron St offers its own private beach walk. It’s also a 10 minute walk to Coligny Plaza, offering local shopping, restaurants, and a grocery store. The house features a delightful outdoor shower, 2 bicycles and a shed loaded with 2 beach chairs, boogie boards, a frisbee and a surf fishing pole and tackle.

Private pool + Walk to Beach!

🏆 We're a Superhost located in Hilton Head Island with 700+ fantastic property reviews. Voted LowCountry's Best year after year, your group is sure to enjoy your next Hilton Head Island escape in this stunning property. 🏝️ 6-Minute Walk to Fish Haul Beach | 7-8 Minute Walk to Port Royal Sound ☀️ Beautiful View | Features a Tesla Charger ⛳️ Save even more when you book6 Hammock Breeze and receive $300 in complimentary daily activities! *Short Term Rental Permit #36449

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 ...