
House holiday rentals in Hilton Head Island
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Top-rated house rentals in Hilton Head Island
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W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms
✔wlk to beach 500 yrds, bike, boat, tennis, golf ✔pet-ok✔5beds✔gourmet kitchen☼sundeck✔ping pong table &games✔screened outdoor area with grill&table✔Spectrum&AppleTV*Roku&WiFi✔W&D✔Busn traveler ready✔2 garages✔private yard space✔1st-floor kitchen, living room with love seat and cal king sofa✔semi-open sitting room aka bdrm with cal king sofa, adjacent small closet, powder room✔sun porch✔2nd floor 2 bdrms with a queen✔master bdrm with king bed Tempurpedic, wlk-in cl and bath with ♥♥shower, 2Z AC

“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.

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets
Offered by owner /manager. Master bath w/ walk in shower, spacious bright open concept LR, DR, kitchen, w/ private cozy courtyard. Designer inspired coastal chic for the beachy atmosphere. Sit and relax in the courtyard, lounge in the sun while having an afternoon drink and BBQ. Watch golfers at the driving range or Trent golf course just a short walk from the villa. Go for a swim in 1 of 5 community pools. Under 10 minute walk to Palmetto Dunes beach or call seasonal dune buggy for a ride.

Sycamore at the Sound — live like a local!
This beautiful home is nestled on a cul-de-sac street in Hilton Head Plantation and offers a private back yard sanctuary in which to truly enjoy low country life. The home features a sun room with ample seating, a pool table and game table, as well as an additional living area with sectional sofa. Each bedroom has its own television and attached bathroom. The kitchen is fully equipped, and the dining area offers seating for eight. Additional amenities include Wi-Fi, gas grill, and hot tub.

Palmetto Dunes Home on 1st Tee Fazio Golf Course
Beautiful home located in Palmetto Dunes Resort. Deck with pool overlooking the first tee of Fazio Golf course with fantastic views of the sunset. Carolina room makes a great 5th bedroom. Private Cul-De-Sac street. Short walk to the beach, general store and tennis center. Enjoy all the amenities of the resort including its beaches, three golf courses, fishing, kayaking, tennis, pickleball, bike trails, restaurants and Dunes Buggy shuttle. Perfect for family beach trips or golf getaways.

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.

Sea Pines house ~ Golf Sim / Putting Green / Games
Centrally located in HHI 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 & lounging areas, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 king beds and 4 double beds), 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 Hilton Head Island.

Private pool/spa : pool heat available : Kg master
Private pool and 4 person spa! Enjoy breakfast by the pool with the birds chirping and end your day relaxing in the spa under the stars! ‣1800 ft² , One level ‣Parking for 4 cars ‣Fully equipped kitchen ‣Washer/Dryer ‣2 Living/Seating areas ‣Dining table for 8/Island seats 4 ‣Bunk room with 2 triple bunkbeds ‣King master w/ desk space ‣Smart TVs ‣Pool Heating available for extra fee ➼Folly Field Beach: 0.5 mi/5 min bike/12 min walk

Harbour Town Treehouse | Deer Island | Pool
Please see our almost 1000 5-star reviews at our other properties. Enjoy unbelievable tranquility high in the Sea Pines tucked away on Deer Island next to Harbour Town. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. Feed the deer from your hand while you connect with nature. The Sea Loft is just one house away from the Turtle Trail that winds along the marshlands.

Spacious 4Bd/3Ba Pet/Beach/Pool/Tennis/Pickleball
Newly updated four-bedroom, three-bathroom townhome only 1 mile from the beach, steps from shared pool, tennis and pickelball. Family friendly and well equipped to cook in or enjoy central location with easy biking to Cologny square and many other dining choices. Miles of bike trails on property, twenty-seven holes of golf, the perfect location for all your vacation needs.

Pet Friendly ~ Coastal Casual & Refined Style
Sea Breeze Bliss is a light-filled 3BR, 2BA Sea Pines retreat that sleeps 8 and sits just 0.8 miles from the beach. Located in quiet Lawton Woods, this pet-friendly home features vaulted ceilings, soft coastal styling, a peaceful private patio, and Harbour Town Pool access (2 miles with free parking). Ideal for girls’ trips, couples, and relaxed island getaways.
Popular amenities for house rentals in Hilton Head Island
House rentals with a pool

6 BR, Sleeps 26, Beach Time

Sea Pines - S. Beach Charmer - Private Pool/Spa

The Ocean Lily of Sea Pines

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

109 Dune Lane - Oceanfront Paradise

Charming Lagoon view Townhome near Harbor Town

Newly Renovated Condo HiltonHead

Sea Pines Hut, 5-min Stroll to Ocean, Dog Friendly
Weekly house rentals

Wisteria by AvantStay | Entertainer's Home

Starfish Beach House with Pool and Bikes

Charming Beach Villa at Palmetto Dunes!

Updated! Sea Pines Lagoon View Oasis

New Sea Pines Remodel Close To Beach

Sea Pines Villa - Walk to Beach, Golf and Tennis

Private Gated Beach Retreat in Hilton Head, SC

Charming Pet-Friendly Beach Home
Private house rentals

Ocean Gate Hideaway! 7 min walk to the beach

Waterfront Treehouse Oasis steps from Harbourtown

Hilton Head Island Beach House - Sea Pines Resort

Heels in the Sand- Private Pool & Putting Green

Short walk to the Beach!

Palmetto Peace

Old Town Bluffton 'The Yellow Cottage' w Golf Cart

40 Crabline: Walk to Beach w/ Pool & Beach Shuttle
When is the best time to visit Hilton Head Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £222 | £239 | £286 | £320 | £317 | £385 | £389 | £332 | £283 | £261 | £270 | £266 |
| Avg. temp | 10°C | 12°C | 16°C | 19°C | 23°C | 27°C | 28°C | 28°C | 25°C | 20°C | 15°C | 12°C |
Quick stats about house rentals in Hilton Head Island

Total holiday rentals
Explore 1,460 holiday rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island holiday rentals start at £53 per night before taxes and fees

Verified guest reviews
Over 21,180 verified reviews to help you choose

Family-friendly holiday rentals
1,410 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 470 rentals that welcome pets

Holiday rentals with a pool
1,260 properties feature pools

Rentals with dedicated workspaces
940 properties have a dedicated workspace

Wifi availability
1,430 of Hilton Head Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hilton Head Island rentals

4.7 Average rating
Hilton Head Island stays receive an average rating of 4.7 out of 5 from guests
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- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- River Street
- Tybee Beach Pier and Pavilion
- Bonaventure Cemetery
- Wormsloe Historic Site
- Enmarket Arena
- Fort Pulaski National Monument
- Edisto Beach State Park
- Cathedral of Saint John the Baptist
- Savannah College of Art and Design
- Skidaway Island State Park
- Old Fort Jackson
- Chippewa Square
- Hunting Island State Park
- Coastal Discovery Museum
- Oatland Island Wildlife Center
- Kiawah Beachwalker Park
- Tybee Island Marine Science Center
- Tybee Island Light Station
- Harbour Town Lighthouse
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