
South Beach Rentals

- From $446 per night (USD)
VRBO
WATERFRONT VIEWS! BEAUTIFUL HILTON HEAD ISLAND VILLA NEAR BEACH & FISHING
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Check out this amazing review before reading the description and you'll see why everyone wants to book 1618 Port Villa! ...
From $446 per night (USD)VRBO
- From $335 per night (USD)
Expedia
LUXURY WATERFRONT VILLA W/ DOCK, TENNIS & WALK TO BEACH HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover your ideal retreat at this charming, cottage-esque villa, where breathtaking views and a daily hour of complime ...
From $335 per night (USD)Expedia
- From $245 per night (USD)
VRBO
UPDATED VILLA HILTON HEAD, STEPS TO BEACH & SOUTH BEACH MARINA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sometimes our guests say it better than we ever could - "We absolutely love Hilton Head and Sea Pines!! Every time we co ...
From $245 per night (USD)VRBO
- From $220 per night (USD)
Expedia
BEAUTIFUL 2BR VILLA, STEPS TO SOUTH BEACH & MARINA HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
"Immaculate and modern. Comfortable beds, beautiful baths, wonderfully relaxing furniture in front of the living room TV ...
From $220 per night (USD)Expedia
- From $433 per night (USD)
VRBO
STUNNING WATERFRONT VILLA WITH PRIVATE DOCK, BEACH, & SALTY DOG HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Why are guests raving about 1622 Port Villa? Beautiful waterfront views on every level of this home and each bedroom ha ...
From $433 per night (USD)VRBO
- From $379 per night (USD)
Expedia
LUXURY VILLA WITH OCEAN VIEWS, PRIVATE DOCK & BEACH ACCESS HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This gorgeous 3-story villa has simple, coastal elegance throughout! The first floor has been completely remodeled, star ...
From $379 per night (USD)Expedia
- From $248 per night (USD)
VRBO
BEAUTIFUL 1BR VILLA WITH CALIBOGUE SOUND VIEWS, STEPS TO BEACH & MARINA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
"Perfect!!" "Will for sure stay again!" "This property is way better than the photos! The location was perfect. We wer ...
From $248 per night (USD)VRBO
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Expedia
Beachfront/Oceanfront Villa - Memorial Day Week! 26th-June 2nd - 2Bed/2Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean Dune Villas - Direct Oceanfront - Beachfront Villa with heated pool The best beach on HHI is at your feet in this ...
Click For PricingExpedia
- From $210 per night (USD)
VRBO
Updated condo in beachfront complex with pools & hot tubs - walk to dining
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Carolina Beach Club 427 / Pineapple Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $210 per night (USD)VRBO
- From $356 per night (USD)
Expedia
STUNNING VIEWS! PET-FRIENDLY VILLA NEAR SALTY DOG, BEACH & TENNIS HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our guests absolutely love 1614 Port Villa and here are some reasons why, taken from their reviews - "Great location!" ...
From $356 per night (USD)Expedia
- From $729 per night (USD)
VRBO
Sunset Rentals | Jessamine Place 2 | Dog Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
2 Jessamine Place is located in the historically renowned Sea Pines Plantation and offers 4 bedrooms and 3.5 baths. With ...
From $729 per night (USD)VRBO
- From $2189 per night (USD)
Expedia
Ultimate Oceanfront Updated Home - Beautiful & Spacious with a Private Pool
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 18
Welcome to 6 Brown Pelican! This beautiful seven bedroom, six bathroom oceanfront Sea Pines home has all that you want i ...
From $2189 per night (USD)Expedia
- From $381 per night (USD)
VRBO
VitaminSEA-Beautifully Renovated,King,Bikes,Chairs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stylish second-floor end unit, ideal for a couples’ beach getaway! This beautifully renovated condo features a peek of t ...
From $381 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Cozy 2 bedroom with a gorgeous golf course view, 5 minute walk to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom, 2 bath ground floor villa in Plantation Club is brand new to the rental market. Located on the 9th fairw ...
From $260 per night (USD)Expedia
- From $500 per night (USD)
VRBO
BEAUTIFUL VILLA WITH POOL, BEACH ACCESS, AND RENOVATED ROOMS HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to 27 Ocean Club — now newly refreshed and more inviting than ever! Whether you're planning a short getaway or a ...
From $500 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Courtside 81- Short Walk to the Beach- 2 BR 2.5 BA Updated Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
NEW FOR SPRING 2025. This nicely updated condominium has stone countertops, hardwood flooring throughout and has a brigh ...
From $189 per night (USD)Expedia
- From $532 per night (USD)
VRBO
STUNNING VIEWS! OCEANFRONT VILLA WITH POOL, BEACH ACCESS HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
51 Ocean Club is an oceanfront, ground floor, 2 bedroom, 2 bath villa and the perfect place to relax and get away from i ...
From $532 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Charming Beach Escape! Steps from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Villas at Xanadu are professionally managed by Vacation Time of Hilton Head and offer the best booking experience wh ...
From $276 per night (USD)Expedia
- Click For Pricing
VRBO
Marriott Ocean Grande
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
With its gleaming white villas overlooking miles of gorgeous Atlantic beaches, Marriott's Grande Ocean resort transports ...
Click For PricingVRBO
- Click For Pricing
Expedia
Everything for everyone within walking distance - July 3 - 10 only
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Upon arrival, guests will check-in at the resort’s front desk using their resort confirmation # just as if they had book ...
Click For PricingExpedia
- From $474 per night (USD)
VRBO
Walk to the Beach from this New Bright 2BR/2B condo in the <3 of The Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our beautiful condo has been recently updated with all new furnishing and tastefully decorated. Great Location! Park y ...
From $474 per night (USD)VRBO
- From $685 per night (USD)
Expedia
Newly updated home w/ multiple living spaces offers pool, lagoon & golf views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This pet-friendly Sea Pines h ...
From $685 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Xanadu D3 - South Forest Beach Steps to Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Vacation at one of the most sought-after Beaches on Hilton Head Island. Xanadu D3 - 2 Bedroom 2 Bath Villa is located on ...
From $189 per night (USD)VRBO
- From $398 per night (USD)
Expedia
1830 Beachside Tennis - Stunning Views of Calibogue Sound from 2nd Floor Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beachside Tennis Oceanfront Complex | Just Steps from the Beach! *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens, ...
From $398 per night (USD)Expedia
- From $488 per night (USD)
VRBO
Charming Sea Pines Retreat – 4th Row from the Beach with EV Charger
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your perfect island escape in the heart of Hilton Head’s Sea Pines Resort. Located just four rows from the be ...
From $488 per night (USD)VRBO
- From $408 per night (USD)
Expedia
Sea & Tee Time - Plantation Club Villa * REMODELED KITCHEN & ALL BATHS
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Plantation Club Villas is situated on the Atlantic Dunes Golf Course inside Sea Pines. It is conveniently located just a ...
From $408 per night (USD)Expedia
- From $1943 per night (USD)
VRBO
12 Royal Tern - 2nd Row (70 yard walk) to the Ocean and Large Private Pool
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 25
A "Royal Dream" on Royal Tern in Sea Pines is appropriately named as it is one of the select few in our signature Lowcou ...
From $1943 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Sunset Rentals | Ocean Breeze 44 | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Don't miss the opportunity to be among the first guests to stay in this fantastically updated 2 bedroom, 2.5 bathroom Oc ...
From $283 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Beautiful 2 bdrm Condo-Steps to beach and pool-all beach supplies included
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
*Heated community pool in fall/winter/spring/early summer and chilled in hot summer months!! Beautiful and meticulously ...
From $232 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Coastal Sea Pines Escape: Walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Leave your worries at bay and venture to the shore at this sunny vacation rental. With ample options for seaside fun at ...
From $162 per night (USD)Expedia
- From $185 per night (USD)
VRBO
UPDATED 1BR VILLA IN SEA PINES, STEPS FROM BEACH & SOUTH BEACH MARINA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
"Excellent!" "Ideal!" "It had everything I needed for the week. Will be back!" "Relaxing." "Great location on South ...
From $185 per night (USD)VRBO
- From $498 per night (USD)
Expedia
LUXURY POOL HOME! NEAR BEACH & COLIGNY IN SOUTH FOREST BEACH HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Tell the kids they can bring their friends to this 4 bedroom, 3 bath Island getaway that comfortably accommodates 11 gue ...
From $498 per night (USD)Expedia
- From $310 per night (USD)
VRBO
LUXURY VILLA WITH POOL ACCESS NEAR BEACH, DINING & ISLAND ADVENTURES HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Can you imagine a lovely and relaxing home away from home to make your beach vacation memorable? Also, strong Wi-Fi eas ...
From $310 per night (USD)VRBO
- From $309 per night (USD)
Expedia
OCEANSIDE 2BR VILLA WITH POOL, STEPS TO BEACH, FAMILY-FRIENDLY HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
The white sandy beach and ever changing ocean are practically at your front door in this oceanside 2 bedroom, 2 bath vil ...
From $309 per night (USD)Expedia
- From $615 per night (USD)
VRBO
16 Hickory Lane - Pet Friendly, Short Walk to the Beach, South Forest Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
16 Hickory Lane - Beach-style Home, Short Walk to the beach, on South Forest Beach Welcome to this charming vacation ho ...
From $615 per night (USD)VRBO
- From $1389 per night (USD)
Expedia
4th Row beach home with screened porch & private pool, steps from the beach!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This breath-taking 4th-row ho ...
From $1389 per night (USD)Expedia
- From $985 per night (USD)
VRBO
Sea Pines Cottage 2 min walk to Beach! 5th Row. Pool, Hot Tub, Kids Room!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
This perfect Island getaway home is 5th row from a semi-private beach SEA PINES! Walk from your vacation house only 2 mi ...
From $985 per night (USD)VRBO
- From $264 per night (USD)
Expedia
“Sweet P By The Sea” 7 Ocean Gate Villas
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We think family vacations make for the best experiences and happiest memories ever! “Sweet P by the Sea” is all about he ...
From $264 per night (USD)Expedia
- From $416 per night (USD)
VRBO
55 Lawton: Pet Friendly, Modern Luxury, Remodeled Sea Pines Home. Free Bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This Home Features: • 3 Bedrooms, 2 Bathrooms • Sleeps 8-10: 1 King, 1 Queen, Full over Full Bunk, Twin Trundle, Full D ...
From $416 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Walk to Coligny Beach Park: Coastal Oasis w/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
The ocean is calling and to Hilton Head Island you must go! This 3-bedroom, 2.5-bath vacation rental is well-appointed w ...
From $276 per night (USD)Expedia
- From $394 per night (USD)
VRBO
SunnyDaze-Steps to the Ocean king bed, Free bikes!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy an affordable beach escape in this oceanfront complex, just steps from the sand! This comfortable second-floor vil ...
From $394 per night (USD)VRBO
- From $406 per night (USD)
Expedia
BEAUTIFUL 3BR VILLA WITH ROOFTOP DECK, POOL & BEACH ACCESS HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
***Snowbird Rentals Accepted at a Discounted Rate*** Have you ever dreamed of sunning, dining, entertaining, or stargaz ...
From $406 per night (USD)Expedia
- Click For Pricing
VRBO
Hilton Head Island Beautiful 2 BR Plus - Partial Ocean View
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Discover downtime done right at Ocean Oak Resort by Hilton Grand Vacations Club, offering the best of Lowcountry luxury ...
Click For PricingVRBO
- Click For Pricing
Expedia
OCEAN FRONT at Ocean Oak Hilton Grand Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover downtime done right at Ocean Oak Resort by Hilton Grand Vacations Club, offering the best of Lowcountry luxury ...
Click For PricingExpedia
- From $332 per night (USD)
VRBO
Charming Seascape Beach Getaway! Close to Coligny
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Updated Three-Bedroom Townhome with Private Balcony, Steps from the Beach! Welcome to your perfect beach retreat! This ...
From $332 per night (USD)VRBO
- From $322 per night (USD)
Expedia
SeaPines, Walk to the Beach Club, Golf view, 2 free bikes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Privately owned, spacious 3 bedroom 3 full bath villa, located just steps from two golf courses and a ten minute walk t ...
From $322 per night (USD)Expedia
- From $208 per night (USD)
VRBO
Walk to Forest Beach: Hilton Head Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bring the kids or your closest friends for an unforgettable trip to Hilton Head Island! With Coligny Beach Park just und ...
From $208 per night (USD)VRBO
- From $522 per night (USD)
Expedia
💎Direct Oceanfront Villa / Heated Pool & Ocean View💎
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the Ocean Gem! Relax and listen to the crashing waves on your private balcony of our newly renovated, newly f ...
From $522 per night (USD)Expedia
- From $1750 per night (USD)
VRBO
2nd Row Ocean Home w/ a Private Pool & Spa - Steps to Beach - Sea Pines Home!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 24
14 Grey Widgeon is the perfect vacation rental home that can sleep up to 24 guests! This six bedroom, seven bathroom ho ...
From $1750 per night (USD)VRBO
- Click For Pricing
Expedia
Marriott's Monarch Oceanfront Sea Pines, 2B/2Ba, Avail 6/15-6/22, BEST PRICE!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fully furnished two bedroom / two bath garden/lagoon view villas at Marriott's Monarch Oceanfront in Sea Pines for the w ...
Click For PricingExpedia
- From $920 per night (USD)
VRBO
5 Bed Sea Pines- Sleeps 17- Steps to Beach Access - Screened Pool, EV Charger
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 17
This 5 bedroom vacation home is located in the Sea Pines Resort, just 3/4 mile from the famous Salty Dog Café (a 5 minut ...
From $920 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Forest Beach Townhome 2BR/1.5 Bath Pet Friendly and 1 Block from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Cabana 40 is a charming townhouse located in South Forest Beach one block from the ocean. This property is ...
From $206 per night (USD)Expedia
- Click For Pricing
VRBO
Enjoy an incredible, relaxing week at one of the hallmark family vacation sites.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Available August 17-24th! This cozy two bedroom, two bath condo is located near the golf course and conveniently locate ...
Click For PricingVRBO
- From $426 per night (USD)
Expedia
Sea Pines Home on 18th Hole of Atlantic Dunes w/Private Pool & New Deck-2 DogsOK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Carolina Oaks Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $426 per night (USD)Expedia
- From $569 per night (USD)
VRBO
RESTFUL RETREAT!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
UPDATES AS OF 11/01/2023: NEW FLOORING IN PRIMARY AND BEDROOM OVER THE GARAGE, ENTRY AND LAUNDRY ROOM, SLEEPER SOFA MAT ...
From $569 per night (USD)VRBO
- From $580 per night (USD)
Expedia
15 Lands End ~ Enjoy Views of Calibogue Sound from Private Deck
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
15 Lands End Road | Panoramic Sound Views! *3 Bedrooms | 3 Full Bathrooms *Sleeps 7 *2 Kings, Twin Bunkbed w/ Trundle * ...
From $580 per night (USD)Expedia
- From $416 per night (USD)
VRBO
25 Wildwood ~ Upscale Private Home in Greenwood Forest Community in Sea Pines!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
25 Wildwood | Convenient Greenwood Forest Location *3 Bedrooms | 2 Bathrooms *Sleeps 9 *2 Kings, 4 Twins (2 sets of bun ...
From $416 per night (USD)VRBO
- Click For Pricing
Expedia
S. Forrest Beach renovated Condo w/pools & pickleball. 3 Blocks to the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Just renovated in July 2021. This one bedroom, one bath condo is centrally located in South Forest Beach. King size bed, ...
Click For PricingExpedia
- From $159 per night (USD)
VRBO
****Completely Updated Condo Just Steps to Beach and Pool****
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Completely renovated... Brand new beautiful ceramic tile shower....Steps to the beach and pool....Beautiful view! One b ...
From $159 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Beautiful 2BR/2Bath Unit - 1 Block from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean Walk 306 is a Gorgeous 3rd floor updated unit just steps to the beach. This unit offers the largest floor plan of ...
From $196 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Beautiful Villa! Tennis Courts, Close to Coligny
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Xanadu B12 Spacious 3-Bedroom, 3-Bath Condo – Just a 5-Minute Walk to the Beach! Welcome to Xanadu 12-B, an ...
From $271 per night (USD)VRBO
- From $1330 per night (USD)
Expedia
11 Sea Oak - 2nd Row, Steps to the Sand, South Forest Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
11 Sea Oak is a beautiful 2nd row home located off South Forest Beach. This home contains 5 bathrooms, 5 bathrooms, an ...
From $1330 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Fairway One 6953- Wonderful 3 BR/3.5 BA Ground Floor Flat with Golf Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Fairway One 6953 offers the best of both worlds. Golf Views of the famous Atlantic Dune Golf Course & Clubhouse from the ...
From $358 per night (USD)VRBO
- From $594 per night (USD)
Expedia
Four Bedroom Sea Pines Home with Private Pool ~ 5 Minute Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
10 Wren Drive is a newly renovated four bedroom, three bathroom home that can sleep up to twelve guests. Located just a ...
From $594 per night (USD)Expedia
- From $676 per night (USD)
VRBO
STUNNING 4BR HOME IN SEA PINES WITH POOL, DOCK & CLOSE TO BEACH
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Make your island vacation dreams come true at 17 Baynard Cove, beautifully sited on one of the most exclusive roads in a ...
From $676 per night (USD)VRBO
- From $875 per night (USD)
Expedia
1841 Beachside Tennis ~ Renovated for 2025! Panoramic Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachside Tennis Oceanfront Complex | Amazing Ocean Views *** Newly Renovated for 2025*** *2 Bedrooms | 2 Bathrooms *S ...
From $875 per night (USD)Expedia
- From $328 per night (USD)
VRBO
Walk to Beach Club! Open Plan, Renovated Baths, Pet Friendly & No Carpet!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to the BESTNEST at 476 Plantation Club Villas. Here’s the skinny - just buzz us for more details! Our advertis ...
From $328 per night (USD)VRBO
- From $351 per night (USD)
VRBO
New Listing!! Lovely three bedroom home in Sea Pines Hilton Head. New addition.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The house is three bedrooms and easily sleeps eight. Master bedroom has king bed . Second bedroom has two queen beds. T ...
From $351 per night (USD)VRBO
- From $486 per night (USD)
VRBO
2 Bedroom 2 Bath Sleeps 8 Marriott Grande Ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Ocean View Luxury Marriott Resort with 4 Clay Tennis Courts and 5 Outdoor Pools Ocean View luxury 5 Star Resort on the O ...
From $486 per night (USD)VRBO
- From $870 per night (USD)
Expedia
HILTON HEAD 6BR HOME ON HARBOUR TOWN GOLF WITH POOL NEAR BEACH AND DINING
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
Call all golf enthusiasts, if you have ever dreamed of being at the Heritage Golf Tournament, 18 Turnberry Lane puts yo ...
From $870 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Hilton Head Island Condo w/ Deck < 1 Mi to Beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Leave your worries behind and find yourself some South Carolina sun when you stay at this Hilton Head Island vacation re ...
From $265 per night (USD)VRBO
- From $287 per night (USD)
Expedia
SeaPines, Pet friendly, Walk to the Beach Club, On site pool and tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Highly sought end unit in Wildwood Spa is both immaculately clean and relaxing. Giant screened back deck overlooks the b ...
From $287 per night (USD)Expedia
- From $639 per night (USD)
VRBO
218 Cordillo Parkway ~ Pet Friendly 5BR Home, Less Than 7 Minute Walk to Beach!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
218 Cordillo Parkway | Short Walk to the Beach! *5 Bedrooms | 5 Bathrooms | 1 Half Bath *Sleeps 10 *2 Kings, 2 Queens, ...
From $639 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Escape to Seascape villas in South Forest Beach !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax with the whole family, just steps away from the pristine beaches of Hilton head Island. 🏖 This completely renovat ...
From $269 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Forest Beach Townhome - Pet Friendly - 1 Block from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Hilton Head Cabana 34 is a charming townhouse located in South Forest Beach one block from the ocean. This property is ...
From $260 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Forest Beach Townhome - 2BR/1.5 Bath - Pet Friendly - Short Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Cabana 21 is a charming townhouse located in South Forest Beach one block from the ocean. This property is ...
From $212 per night (USD)Expedia
- From $244 per night (USD)
VRBO
SeaForever-King Bed, Ocean Views w/ Beach Bikes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy ocean views from the balcony of this first-floor villa, perfectly located in the heart of Hilton Head’s main beach ...
From $244 per night (USD)VRBO
- From $603 per night (USD)
Expedia
Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
When you arrive at Villa Oyster Bay, you are greeted with chic coastal decor and a beach retreat aesthetic. You know fo ...
From $603 per night (USD)Expedia
- From $3737 per night (USD)
VRBO
24 Duck Hawk-Oceanfront, Large Pool & Amazing Game Room. Coastal Chic!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
This 6-bedroom, 6.5-bath coastal contemporary is for the discerning guest looking for the ultimate oceanfront getaway. ...
From $3737 per night (USD)VRBO
- From $523 per night (USD)
Expedia
1 West Garrison- 3 Bedroom Home in Sea Pines and Only1/2 mile to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Discover the perfect family retreat at 1 West Garrison, nestled in a serene neighborhood within Sea Pines Resort. This s ...
From $523 per night (USD)Expedia
- From $444 per night (USD)
VRBO
5 Wildwood Court: BESTNEST by Beverly Serral
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the BESTNEST at 5 Wildwood Court in Sea Pines. Here’s the skinny - just buzz us for more details: Our advert ...
From $444 per night (USD)VRBO
- From $828 per night (USD)
Expedia
3 Min Walk to Beach, Spacious & Inviting, Private Pool & Spa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the BESTNEST at 12 Wren Drive in Sea Pines. Here’s the skinny - just buzz us for more details! Our advertis ...
From $828 per night (USD)Expedia
- From $505 per night (USD)
VRBO
Overlooks Egret Island in Baynard Park. Pet friendly, pool and large lawn.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
OUR FOUR HOMES HAVE MONTHLY RATES FOR WINTER, DO INQUIRE. Located on quiet Baynard Park Road, across from the Heritage P ...
From $505 per night (USD)VRBO
- From $334 per night (USD)
Expedia
8 Lighthouse Road: Charming Villa Walk to Beach, Pool, Free Bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Heated community pool! 5 Minute Walk to the Beach. Basic Features: • Under 5 minute walk to Beach Club • Community poo ...
From $334 per night (USD)Expedia
- From $1466 per night (USD)
VRBO
Pristine 4th row beach home with gorgeous updates and private pool & spa!
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This charming Sea Pines home ...
From $1466 per night (USD)VRBO
- From $1026 per night (USD)
Expedia
Private Pool | Golf Course Views | Sea Pines Home | Guest House | Gas Grill
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
PROPERTY DESCRIPTION Prime Sea Pines Getaway – Steps from the Beach Trolley and Golf Views! Welcome to 253 Greenwood D ...
From $1026 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Lighthouse Tennis 2383 | Lagoon View, Pool Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ready to explore all the pleasures of Hilton Head Island? Then stay at Lighthouse Tennis 2383, a ground-floor villa that ...
From $244 per night (USD)VRBO
- From $484 per night (USD)
Expedia
Direct Oceanfront; Steps to Beach; 4 Bd/4Bth: Large Deck; Zero Entry Pool; Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our Oceanfront four bedroom, four bathroom townhome. This is the only 4 bedroom/ 4 bath condo in the complex! ...
From $484 per night (USD)Expedia
- From $309 per night (USD)
VRBO
80 Ocean Breeze: Beach Oriented Townhome, Free Bikes, Tennis, Pool, 80OB
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The following amenities are provided with this rental: • 3 Bedrooms, 3 Baths • Sleeps 6 Adults and 2 Children • 4 Free ...
From $309 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Steps to the ocean with beautiful partial ocean views from this updated penthouse condo. Enjoy ocean side living with p ...
From $272 per night (USD)Expedia
- From $375 per night (USD)
VRBO
SeaPines, Stunning Remodel, Golf view, Walk to the Beach Club, 2 Free Bikes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Take in the dynamic Golf and Lagoon views from one of the most centrally located villas in Sea Pines. Just a 5 minute w ...
From $375 per night (USD)VRBO
- From $288 per night (USD)
Expedia
BEAUTIFUL UPDATED VILLA WITH POOL, TENNIS & PET-FRIENDLY HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your Hilton Head Island vacation home away from home in this lovely and newly decorated villa, which has an on-sit ...
From $288 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Come 'Sea-Esta!' Recently Renovated, Clean, 2BR ~ Pet and Kid Friendly, WIFI
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
'SEA-esta' is renovated 2 bedroom and 2.5 bathroom 2-story end-unit town home in the Ocean Breeze Villas complex in Hilt ...
From $227 per night (USD)VRBO
- From $378 per night (USD)
Expedia
Amazing Oceanfront Views-Top Floor Corner Villa with Direct Access to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
It’s always 5 O’clock at this Hilton Head Island beachside villa! Brand new kitchen and appliances January 2024! This ...
From $378 per night (USD)Expedia
- From $224 per night (USD)
VRBO
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ocean Front Complex! Super nice and updated, newly renovated, newer furniture, new paint, new ceiling fans, 1 minute wa ...
From $224 per night (USD)VRBO
- From $987 per night (USD)
Expedia
3 Firethorn Way - 2nd Row (75 yards walk) to the Beach.
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
3 Firethorn Way - Formerly known as 33 Firethorn Lane This 6-bed, 5.5-bath home offers low-country luxury only steps aw ...
From $987 per night (USD)Expedia
- From $1768 per night (USD)
VRBO
STUNNING, Updated 2nd Row Ocean Sea Pines Home with all of the Luxuries
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 13
Welcome to luxury! 19 Belted Kingfisher is a five bedroom, six and a half bathroom home that will absolutely take your b ...
From $1768 per night (USD)VRBO
- From $582 per night (USD)
Expedia
18 Audubon Pond - Beautiful Marsh Views, Private Pool and an EV Charger too!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A spectacular retreat in Sea Pines with an open floor plan showcasing gorgeous views, abundant natural light, and 2 mast ...
From $582 per night (USD)Expedia
- From $610 per night (USD)
VRBO
FULL REMODEL COMPLETED JUNE 2025 - Beachfront Condo w/ STUNNING Sunset Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Beachside Tennis 1897 - COMPLETELY renovated beachfront condo! Be prepared to be WOWed as the renovations co ...
From $610 per night (USD)VRBO
- From $1424 per night (USD)
Expedia
Oceanfront, Sea Pines, Pool & Private Beach Access
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
This oceanfront beach house is for a fabulous family (or multi-family) holiday. It combines an original but updated beac ...
From $1424 per night (USD)Expedia