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Hilton Head Vacation Rentals

Hotels (46)

B&Bs / Inns (0)

Specialty Lodging (48)

Vacation Rentals (2,059)

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[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
HH Beach Club 16, Hilton Head
Nightly rate from
$102
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
2 bedbroom, 1 1/2 bath - Hilton Head Beach Club - The living room, dining room and kitchen are located on the 1st level of the villa. The master bedroom with ...
  • Nightly
    $102
  • Weekly
    $510
  • Monthly
    --
240 Evian, Hilton Head
Nightly rate from
$175
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 3
3BD/3BA townhouse with golf and lagoon views. King, Queen & 2 Twins.Pool & Tennis located on site. Walk or bike easily to the beach. Sofa bed.Non-smoking. ...
  • Nightly
    $175 - $290
  • Weekly
    $875 - $1,450
  • Monthly
    --
3356 Lake Forest, Hilton Head
Nightly rate from
$175
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 3
3 BD/3 BA townhouse with lagoon view. 2 Kings & 2 Twins. Pool & Tennis onsite. Walk or bike to the Forest Preserve. Bike or drive to the Sea Pines Beach Club. ...
  • Nightly
    $175 - $290
  • Weekly
    $875 - $1,450
  • Monthly
    --
20 Bradley Beach, Hilton Head
Nightly rate from
$680
Management: Professional
Property: Rental Home
Bedrooms: 5, sleeps 12
Bathrooms: 5
5 BD/5 BA Oceanfront home with Private Pool (can be heated for fee) & Hot Tub. 3 Kings & 4 Twins. Trundle bed in game room with pool table. Non-smoking. ...
  • Nightly
    $680 - $1,360
  • Weekly
    $3,400 - $6,800
  • Monthly
    --
1 Bald Eagle West, Hilton Head
Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 10
Bathrooms: 4
This beautiful 4 bedroom, 3.5 bath home with *PRIVATE HEATED POOL is located in the South Beach area of Sea Pines Plantation. This delightful home is ...
  • Nightly
    --
  • Weekly
    $1,775 - $3,550
  • Monthly
    $7,607 - $15,214
1796 Bluff, Hilton Head
Nightly rate from
$150
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 2
2 BD/2 BA 1st floor villa with partial view of Braddock Cove. King & 2 Twins. No linens provided for sofa bed. Walk to the beach & South Beach Village. Free ...
  • Nightly
    $150 - $220
  • Weekly
    $750 - $1,100
  • Monthly
    --
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 2
This beautiful 2 bedroom, 2-bathroom 1st floor beachfront villa has just had a new kitchen with Corian counters installed as well as hardwood floors ...
  • Nightly
    --
  • Weekly
    $1,100 - $2,095
  • Monthly
    $4,714 - $8,979
3001 Turtle Lane, Hilton Head
Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 4
Stay at one of the most exclusive adresses in Sea Pines Plantation. Turtle Lane Club is located on the "Gold Coast" of Sea Pines Planation and has stunning ...
  • Nightly
    --
  • Weekly
    $1,950 - $3,900
  • Monthly
    $8,357 - $16,714
8 Lark, Hilton Head
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 2
Just second row from the ocean this wonderful 2 story beach home features and elevated deck and a private *HEATED pool. On the first floor you will find 2 ...
  • Nightly
    --
  • Weekly
    $1,250 - $2,500
  • Monthly
    $5,357 - $10,714
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 3
This adorable 3 bedroom, 2.5 bath home located in Night Heron Lakeside is perfect for a relaxing getaway and is an easy stroll to the beach. 3 levels with a ...
  • Nightly
    --
  • Weekly
    $810 - $1,450
  • Monthly
    $3,471 - $6,214
Port Au Prince 12, Hilton Head
Nightly rate from
$241
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 3
This wonderful home is tucked away on the golf course in Shipyard Plantation. With 3 bedrooms and 2.5 bathrooms it has plenty of space to offer. Also, it ...
  • Nightly
    $241
  • Weekly
    $1,205
  • Monthly
    --
Ruddy Turnstone 9, Hilton Head
Nightly rate from
$333
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 3
This home is nestled just inside the ocean gate of Sea Pines. Located on the beach side of the road, about 5 rows from the beach. The beach path is just ...
  • Nightly
    $333
  • Weekly
    $1,665
  • Monthly
    --
Captains Walk 435, Hilton Head
Nightly rate from
$329
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 6
Bathrooms: 3
Beautiful 3 bedroom, 3 bathroom, second floor ocean front villa. This villa was completely remodeled in the winter of 2008. The villa has tile and hardwood ...
  • Nightly
    $329
  • Weekly
    $1,645
  • Monthly
    --
Greens 101, Hilton Head
Nightly rate from
$170
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 3
3 bedroom 3 bathroom townhouse end unit --- at front of complex. Very nice decor. Main floor has kitchen with eat-in area & washer/dryer. Kitchen has pass ...
  • Nightly
    $170
  • Weekly
    $850
  • Monthly
    --
Windsor, 2219, Hilton Head
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 3
3 Bedroom 3 Bath 2nd Floor Oceanfront condo located in Palmetto Dunes Plantation. Located on the 2nd floor, this ocean front villa is located in the Windsor ...
  • Nightly
    --
  • Weekly
    $1,325 - $3,565
  • Monthly
    --
Hilton Head Vacation Rental Advice
Posted by jclVermont, Nov 3, 2009
Our family loves going to Sea Pines every year, it is perfect for us! Try using Vacation Company, their prices are usually lower for the same properties. Have a blast, my kids would rather stay at Sea Pines than Disney! ... more
Posted by Paul28803Asheville, Sep 26, 2009
... at a few of the rental websites all ... ... Seaside, Florida, Ginn Belvidere outside of Charleston and the Inn at Palmetto Bluff outsisde of Savannah and we're looking for similar type of decor as those places Does anyone know of a good website or specific rentals that aren't typical ... more
Posted by Paul28803Asheville, Sep 27, 2009
Thanks for the suggestion but in looking at about 20 of the units (gold rating) it looks like the typical rental units we've been seeing in the area. ... more
Posted by gabesz, Sep 27, 2009
... looking for a private home rental which will have the look in some cases as to where you stayed before. But the question that I must ask-are you going for a place to stay for the decor or what is available to do in the complex or the area ... more
Posted by RandKinKC, Sep 25, 2009
... up the keys from the Vacation Company on our way into town. The rental property (Forest ... ... group our size. Overall, our rental home was ... ... back of us (not a rental), had some ... ... by the owner or the Vacation Company to wash dishes with (we picked some up); discovered a kitchen ... more
Posted by luckytimer, Sep 25, 2009
... box" when we're on vacation, and that was it for me! The breeze felt like warm butter. It created a great memory for my son and I. (My latest "out of the box" adventure was in August when my dh and I celebrated our 25th anniversary in Quebec City ... more
Posted by CoalTownTraveler, Mar 15, 2009
Last night, I was looking at one of the rental companies websites. They were offering a deal that included a beach portrait with your vacation rental. I think it may have been Sea Pines Resort. ... more
Posted by gotodaufuskie, Sep 22, 2009
... their real-world experience and opinions. I can also give you a link to my online guest book so you can read the reviews from my guests over the past few years. One of our guests said "This was the best vacation we've ever had!" Good luck! - Jeff Morgan ... more
Posted by travelluvr, Sep 22, 2009
... The kids have basically grown up going to HH and would love it as a place to come with their families- someday! My brother lived in a short term rental at 4 seasons many years ago- thats why it sounded so familiar! It has changed quite a bit since then ... more
Posted by gotodaufuskie, Sep 22, 2009
... As I understand it, when you turn 59 1/2 you can take your condo or house as a "withdrawal". Check with your tax advisor. There are some really strict rules about personal usage and rental management. You may already have enough money to buy that retirement villa! :-D - Jeff ... more
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns