
House holiday rentals in Hilton Head Island
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Quick stats about house rentals in Hilton Head Island

Total holiday rentals
Explore 1,340 holiday rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island holiday rentals start at $124 NZD per night before taxes and fees

Verified guest reviews
Over 20,040 verified reviews to help you choose

Family-friendly holiday rentals
1,330 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 470 rentals that welcome pets

Holiday rentals with a pool
1,120 properties feature pools

Rentals with dedicated workspaces
850 properties have a dedicated workspace

Wi-Fi availability
1,340 of Hilton Head Island holiday rentals include Wi-Fi access

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

4.8 Average rating
Hilton Head Island stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Hilton Head Island
Guests agree: These houses are highly rated for location, cleanliness and more.

Beach House, Elevator, Sleeps 12
Stroll just a few steps from Fish Haul Beach to discover our haven of relaxation.This newly built beach house boasts 3 bedrooms and 2.5 baths complete with complimentary linens and bath towel sets.Enjoy a fully equipped kitchen, ample dining space,and 2 expansive balconies to soak in the coastal ambiance.Enhance your beach stay with included amenities such as boogie boards,backpack beach chairs and wagons.We've anticipated every need and are dedicated to ensuring your stay exceeds expectations!

Lovely 3BR in Palmetto Dunes w/ new pool & spa
Lovely 3 BR home on #2 tee of the Fazio golf course in Palmetto Dunes Resort. Near tennis/pickleball center, general store, & restaurants. Newer pool and spa. Quartz countertops. Two King BRs, 3rd BR with 2 Queens. Flat screen TVs, cable, ROKU in all BRs. Doorbell cam at front door porch with recording capability for host/guest safety. Beach access @ Omni resort and Dunes House is 5-10 min by bike or 15 min walk. Beach towels/umbrella/chairs not provided. Pool/spa heat unavailable after 6/1/26

Luxury home/tiki bar/pool/private beach boardwalk
BOTH master suite bathrooms beautifully remodeled January 2024. New deck boards installed September 2024. New AC system Sept. 2025. Spread out and relax in 4700 sq. ft. of luxury next to the ocean. Enjoy the perfect vacation in this 5 bedroom, 5 and 1/2 bath home with dual deluxe king master suites, plentiful parking for 10 cars, heated swimming pool, hot tub, private deck with lounge chairs, Tiki Bar, refrigerator/freezer, beach chairs and private boardwalk to your private beach paradise.

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!

5BR Private Pool+Hot Tub+Sauna, 400 Steps to Beach
The Grace Claire is the ultimate group getaway — just 400 steps from Hilton Head beach, a private resort in your backyard. Private pool, hot tub, barrel sauna, putting green, arcade games, and pool table. Five bedrooms sleep 14 comfortably. Spend your days at the beach, come back to float in the pool, compete on the putting green, or unwind in the sauna at sunset. Beach gear waiting in the outdoor shed. Beautifully designed throughout with every detail curated for your perfect stay.

Luxury Home All New, Dogs OK, Near beach, NEW POOL
It's time to relax & enjoy this newly renovated home on one of the more desirable streets in Sea Pines. NOW with a NEW POOL. Dog Friendly. (W/ APPROVAL & $200 Pet fee) 4 min bike - 7 min walk to one of the most premier SECLUDED beaches on the east coast. (Read reviews) This unique home offers the seclusion, privacy with plenty of space for your family to spread out and make memories. This house is in highly desired south end/ south beach area of Sea Pine. We are CLOSE TO THE BEACH.

Luxury Pool Home in Sea Pines | Sleeps 15
Experience Lowcountry charm in this Sea Pines retreat designed for relaxation and connection. Unwind by your private saltwater pool, surrounded by peaceful natural beauty, or gather in spacious living areas made for shared meals and evenings together. Spend your days biking scenic trails, exploring Harbour Town, or enjoying world-class golf and tennis nearby. With a perfect blend of comfort and location, this home is made for memorable Hilton Head getaways.

4BR Coastal Elegance Chef’s Kitchen Steps to Beach
Willoughby House is a newly built luxury coastal retreat just a 3-minute walk from the beach. This spacious 4-bedroom, 3.5-bath home features designer coastal interiors, a gourmet chef’s kitchen, elegant dining for 10+, and a refined family room with fireplace and TV. Enjoy a main-level primary suite, multiple indoor and outdoor living spaces, resort-style amenities, and seamless beach access—perfect for upscale family and group getaways.

Private Pool | Golf | Exq. Coffee | Seascape
Gourmet Coffee Lovers Paradise. And, over 1000 *5* star reviews! You found the perfect vacation home where you can enjoy a private pool with a spacious layout. Comfortably sleep 8 in 4 private bedrooms. The kitchen is fully equipped with everything needed to prepare a gourmet meal. You can enjoy dining in the large formal dining room, the sunroom adjacent to the kitchen, or outside. *The pool can be heated for an additional fee.

Sea Pines Villa - Walk to Beach, Golf and Tennis
This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.

Harbour Town Tree House | Private Office | HT 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.

80 Steps to Private Beach Access • Walk to Coligny
Welcome to Curlew Cottage! Nestled only 80 steps from a private beach access (marker 61B) and 2 blocks north of Coligny Plaza. Sleeps up to 4 adults + 2 kids, 2 BR/1 BA, large screened porch, private outdoor hot shower, firepit, fully equipped kitchen, smart TVs, NFL Sunday Ticket. One dog allowed on a case-by-case. I am a local owner and available to help you plan your stay.
Popular amenities for Hilton Head Island house rentals
House rentals with a pool

6 BR, Sleeps 26, Beach Time

Wren's Nest - 4BR SeaPines Retreat+Backyard Oasis

5 Sandy Beach Trail- Beach House w/ Private Pool

Palmetto Dunes House: Private Pool, PDBeach, Golf

3rd row Palmetto Dunes spacious home, private pool

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms

Perfect spot for a great getaway

Luxury Palmetto Dunes Retreat with Private Pool
Weekly house rentals

“Vitamin Sea HHI” coastal comfort in Sea Pines

Steps to the Beach - Perfect All-Season Getaway

Updated! Sea Pines Lagoon View Oasis

Shipyard Golf: Where Family Memories Shine!

Marsh Views | Pool, HotTub, Game Room&Pet Friendly

Charming 3BR / 2 bath beach bungalow with hot tub!

1 Osprey - Beach Cottage with HUGE pool! Steps to

Pink Sand Paradise - A Peaceful Luxury Retreat
Private house rentals

Walk to Beach + Golf Views | Palmetto Dunes

The Caddyshack - Perfect Location!

Sea Pines Home! Walk to Beach & Pool | Lagoon View

The Ocean Lily of Sea Pines

Modern Beach Escape | Private Pool~Steps to Beach

New Sea Pines Remodel Close To Beach

Sea Pines Home w Large Deck | Great for Couples!

Charming Pet-Friendly Beach Home
When is the best time to visit Hilton Head Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $567 NZD | $599 NZD | $762 NZD | $752 NZD | $743 NZD | $904 NZD | $913 NZD | $780 NZD | $663 NZD | $613 NZD | $633 NZD | $624 NZD |
| 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 |
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- Savannah Historic District
- Coligny Beach Park
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Harbour Town Lighthouse
- Bonaventure Cemetery
- Edisto Beach State Park
- Wormsloe Historic Site
- Skidaway Island State Park
- Oatland Island Wildlife Center
- Shelter Cove Towne Centre
- Hunting Island State Park
- Jepson Center for the Arts
- Kiawah Beachwalker Park
- Cathedral of Saint John the Baptist
- Fort Pulaski National Monument
- Savannah College of Art and Design
- Seabrook Island Beach
- Owens-Thomas House
- Tybee Island Marine Science Center
- Tybee Island Light Station
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