Hilton Head Island Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

8006 Treetops, 3 Bedrooms, Walk to Beach, Wifi, Washer/Dr...

Hilton Head Island
Whether you’re vacationing with another couple or with your family, you’ll be delighted by the conve...
Condo 3 / 3 / 6

*
Online booking available

$125 - $257
Per Night

$875 - $1799
Per Week

402 Ocean Dunes Villas - 1 Bedroom 1 Bathroom Oceanview Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 6

*
Online booking available

$83 - $170
Per Night

$445 - $905
Per Week

# 5 Beachside Homes-50 yards to the beach & Fully Renovated

Hilton Head Island
Only 100 yards to the ocean! This 4 bedroom, 4 bathroom South Beach home is the optimal beach getawa...
Home 4 / 4 / 10

*
Online booking available

$280 - $280
Per Night

$1435 - $4640
Per Week

3001 Turtle Lane- Spectacular Oceanfront Views with aweso...

Hilton Head Island
3001 Turtle Lane- Spectacular Oceanfront Views with awesome sunrises/sunsets 3001 Turtle Lane Club ...
Villa 4 / 4 / 11

*
Online booking available

$340 - $480
Per Night

$1785 - $4871
Per Week

204 Shipmaster. Spacious 3 bedroom Shipyard townhouse!

Hilton Head Island
Lovely fairway views from this beautifully decorated 3 bedroom, 3 bath townhouse. Furnished in the B...
Villa 3 / 3 / 6

*
Online booking available

$120 - $180
Per Night

$490 - $1703
Per Week

15-16 Moorings - Beautiful 2 Bedroom Palmetto Dunes Villa!

Hilton Head Island
This cozy 2nd floor 2 bedroom, 3 bath villa is located in Palmetto Dunes. Just a minute walk from th...
Villa 2 / 3 / 6

*
Online booking available

$120 - $160
Per Night

$473 - $1627
Per Week

15 Avocet Street- Pool/Spa, Quick Walk to Beach & Coligny...

Hilton Head Island
15 Avocet Street- Pool/Spa, Quick Walk to Beach & Coligny Plaza Lovely 4 bedroom, 3 bathroom home w...
Home 4 / 3 / 12

*
Online booking available

$320 - $320
Per Night

$1323 - $4553
Per Week

2366 Racquet Club-On-Site Pool & Har-Tru Tennis Courts.

Hilton Head Island
This lovely 1 bedroom villa is located right in the heart of Sea Pines and is within walking distanc...
Villa 1 / 1 / 4

*
Online booking available

$140 - $460
Per Night

$525 - $2300
Per Week

5 Green Heron-Renovated- 5th Row Ocean.

Hilton Head Island
Wow is what comes to mind when you see this beautifully renovated coastal chic house! 5 bedrooms and...
Home 5 / 4.5 / 14

*
Online booking available

$560 - $560
Per Night

$2940 - $7560
Per Week

8 Osprey - Oceanviews from your porch & 25 steps to the b...

Hilton Head Island
8 Osprey - Oceanviews from your porch & 25 steps to the beach. Just steps to the beach with amazing...
Home 5 / 3.5 / 11

*
Online booking available

$620 - $620
Per Night

$3095 - $6295
Per Week

Hampton Place 6209

Hilton Head Island
Hampton Place 6209 is an oceanfront, three-bedroom condo located in Palmetto Dunes. This condo is a ...
Villa 3 / 3 / 9

*
Online booking available

$470 - $1020
Per Night

$2345 - $5110
Per Week

Villamare 3220

Hilton Head Island
Villamare 3220 is a two bedroom condo located in an oceanfront complex in Palmetto Dunes. This condo...
Condo 2 / 2 / 8

*
Online booking available

$170 - $395
Per Night

$840 - $1960
Per Week

Breakers 139 - Ocean Front 1 bedroom

Hilton Head Island
This comfortable 1 bedroom condo sleeps up to 4 people. The bedroom features a queen-sized bed and t...
Condo 1 / 1 / 4

*
Online booking available

$150 - $265
Per Night

$750 - $1325
Per Week

Hilton Head Beach & Tennis A141, 1 Bedroom, Ground Floor,...

Hilton Head Island
Start planning your vacation to Hilton Head Beach & Tennis A141 today. The sooner you contact us, th...
Condo 1 / 1 / 6

*
Online booking available

$175 - $367
Per Night

$1225 - $2566
Per Week

Ocean Dunes Villa 421 - Beautifully renovated Oceanfront ...

Hilton Head Island
Ocean Dunes Villa 421 - Beautifully renovated Oceanfront and Pool view Villa Renovated in 2008!!! ...
Condo 2 / 2 / 6

*
Online booking available

$165 - $312
Per Night

$900 - $1560
Per Week

Xanadu Villa B1 - 3 BR 2 and 1/2 BA Poolside Flat Hilton ...

Hilton Head Island
Xanadu Villa B1 - 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc "Newly renovated top to bottom." ...
Condo 3 / 2.5 / 8

*
Online booking available

$132 - $284
Per Night

$745 - $1420
Per Week

31 Dune Lane -Oceanfront , New & Beautiful

Hilton Head Island
Fantastic, custom built, oceanfront home is perfect for your next family vacation to Hilton Head Isl...
Home 6 / 6.5 / 19

*
Online booking available

$1080 - $1080
Per Night

$5992 - $15970
Per Week

Beautiful 2 Bedroom Evian Villa overlooking Golf & Lagoon

Hilton Head Island
**Evian 185** This delightful 2nd story villa is nestled within the private community of Evian in...
Villa 2 / 2 / 7

*
Online booking available

$190 - $300
Per Night

$825 - $1400
Per Week

Direct Oceanfront home, 5 BRs, 5.5 Baths with Private Pool

Hilton Head Island
**Collier Beach 16** This exquisite 3 story Oceanfront Home offers the ultimate Vacation Retreat ...
Home 5 / 5.5 / 12

*
Online booking available

$1000 - $1600
Per Night

$5000 - $12000
Per Week

4 BR Home on Serene Lagoon with Beautiful Infinity Pool &...

Hilton Head Island
4 BR Home on Serene Lagoon with Beautiful Infinity Pool & Spa **Full Sweep 16** This unique home...
Home 4 / 4.5 / 10

*
Online booking available

$700 - $1100
Per Night

$3500 - $5000
Per Week

Villamare 3520

Hilton Head Island
Villamare 3520 is a beautifully condo at a prime location inside Palmetto Dunes. It's located on the...
Villa 2 / 2 / 6

*
Online booking available

$260 - $605
Per Night

$1295 - $3045
Per Week

Captain's Walk 467

Hilton Head Island
Captain's Walk 467 is an oceanfront, two-bedroom condo located Palmetto Dunes. This condo is located...
Villa 2 / 2 / 8

*
Online booking available

$280 - $625
Per Night

$1435 - $3115
Per Week

St. George 29

Hilton Head Island
This three bedroom home is located within walking distance to the beach and the George Fazio golf co...
Home 3 / 3 / 8

*
Online booking available

$270 - $560
Per Night

$1365 - $2800
Per Week

2 Red Cardinal

Hilton Head Island
This beautiful 6 bedroom, 4.5 bath home is located on the ocean side of Sea Pines Drive in Sea Pines...
Home 6 / 4 / 13

*
Online booking available

$425 - $1170
Per Night

$2975 - $8190
Per Week

Slack Tide 6, 4 Bedrooms, Lagoon View, Pet Friendly, Slee...

Hilton Head Island
6 Slack Tide, Palmetto Dunes features 4 bedrooms and awesome views of the lagoon! Bring your fishing...
Home 4 / 3.5 / 11

*
Online booking available

$249 - $616
Per Night

$1744 - $4315
Per Week

 

More Getaway Locations and Properties