Maui Vacation Rentals

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10,001 condos

Sunrise Retreat! Private pool, hot tub, WIFI, New Cabanas and more!

North Myrtle Beach house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Jacuzzi or hot tub Private outdoor pool (unheated) Sea view Smoking allowed

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Price per night from

$453

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Love Shack by the Pool, 2 night maximum

Elgin yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 50

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$143

6 Pender - Peaceful Serenity, Sea Pines Private Home with Pool/Spa

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$240

65 Baynard Cove Rd - Lagoon Views in Sea Pines

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$335

12 Park Rd - Octopus Oasis! Heated Pool, Fire Pit, Ranch Style

Hilton Head cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$275

11 Sandpiper Street - Sandpiper Oasis W/ Large Pool and Putting Green

Daufuskie Island house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$355

Short Walk to the Beach, Private Pool/Spa, Near Coligny Plaza

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Since we found this house we've not stayed anywhere else!” This was our 3rd year staying at 2 Bayberry and we have already booked it for next year! It is perfect for the whole family with a 2nd den upstairs. It is also wonderful working with the ladies at Beachside Getaway! Whatever we need we just call them up. When I arrived this year I noticed the tea kettle was missing so I asked them about it...one was delivered the next day! We wouldn't stay anywhere else!!!

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$225

13 Sandpiper Street - Pet Friendly

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“One of our best trips EVER at HHI” Very close to beach and within short bike ride to Coligny. Pet friendly and VERY clean which is a must for me! Lots of space

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$305

3 Elderberry - Beach Bungalow, 4 Bedrooms South Forest Beach

Hilton Head cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$350

19 Dove St - Large Pool, Short Walk to Beach!

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$375

4 Pelican Street - 4 Bedroom Dog Friendly North Forest Beach Home

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$320

Island Seas Resort: 2-Bedrooms, 2 Baths, Sleeps 6, Full Kitchen

Freeport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 26 minutes

3 of 4 match: Private outdoor pool (unheated), Jacuzzi or hot tub, Sea view, Smoking allowed

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Price per night from

$224

Channel-front home in Cherry Grove-Ocean view from porch-4 min walk to beach.

Little River house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (unheated), Jacuzzi or hot tub, Sea view, Smoking allowed

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Price per night from

$517

Three Oars Beach Surf Shak Pool, OceanView, Game Room

Daytona Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 40 minutes

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$573

Charleston Beaches Pool Heated Spa King Suite

James Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$192

4 Firethorn Way - 6 Bedroom, 3rd Row, South Forest Beach Home

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$375

28 Dune Lane - Seaside Haven

Hilton Head house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$300

49 Mooring Buoy - Luxury Private Home, 2 Master Suites, golf course and lagoon v

Hilton Head log cabin

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$590

63 Dune Lane- Jaali - Windows to the Sea, Brand New Construction as of 2021

Hilton Head house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 30

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$825

9 Hunt Club Dr - 6 Bedroom home with Movie Theater, Ping Pong, and a Pool

Hilton Head house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$325

11 Promontory Court - luxury 4 bedroom, 4.5 baths with sweeping lagoon and golf

Hilton Head house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$575

Southern Charm and Elegance - 20 Egret

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$675

117 Dune Lane - 6 Bedroom, Spectacular Oceanfront Beach Home with Large Pool

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$600

10 Sea Oak - Casa Beleza

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$990

23 Egret - 2nd Row Home W/ Ocean Views, 5 Minute Walk to Coligny Plaza

Hilton Head house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

“Enjoyable” Great for family with small children. Close to the beach.

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$665

“Great location, ammenities and view -- we will be back” We have been coming to HHI for 12 years now with our extended family and have stayed at 23 Dune Lane for the past 5 years. We knew this was the house for us after our first stay. The location in North Forest beach is perfect. We can walk to the beach and walk to Coligny Plaza for ice cream, restaurants, shopping, and entertainment. The house is perfect for multiple families -- each guest room has it's own bathroom. The outdoor space is great -- large pool, outdoor shower, grill, large patio and you can't beat the beach view. We will be back!

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$950

6 Quail - Pet Friendly 6 Bedroom, 3rd Row from the Beach

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 19

“Perfect family rental!” This is a very spacious home with all the extra amenities We especially loved the built in ice maker ! Just a very short walk to the beach! The large pool and outside bar area were perfect after a day on the beach! Will stay here again!

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$500

13 Flamingo St - 6 Bedroom Hilton Head Home, 2 minutes to the beach

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

“The Best!” This house has it all. Everyone has their own space when they need it. There is something for all ages. You can sit on the porch, around the pool, watch tv outside, play pool. Very close to the beach. The beach is wonderful. 13 Flamingo was everything we hoped for, but so much more.!

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$445

Beautiful Baja Beach House With Pool On The Beach!

Mexico house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$550

20 Gannet St - 2nd Row with Ocean Views, Massive Pool & Backyard

Hilton Head house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$600

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$425

61 Dune Lane - 5 Bedroom, Oceanfront Oasis

Hilton Head house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 18

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$515

109 Dune Lane - Oceanfront Paradise

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$875

Luxury Family Villa

Hernando house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$312

37 Dune Lane - Island Dream Home, 7 Bedroom Oceanfront

Hilton Head house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$875

1 Baynard Park - Perfect Destination for Harbor Town Golf Outing

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$435

160 Jacana - Formerly 12 Jacana - Pet Friendly, Private Pool

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$325

3 of 4 match: Sea view, Jacuzzi or hot tub, Private outdoor pool (unheated), Smoking allowed

3 of 4 filters match

Price per night from

$460

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