Wailea Hawaii Vacation Rentals and Vacation Homes

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 33 Rentals in Wailea

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Property 85267

Wailea Diamond Estate

  • The modern and spacious Wailea Diamond estate provides luxury and privacy, yet easy access to the ocean.
  • House in Wailea (Near Kihei)
  • 7 Bedroom(s), Sleeps 14
  • 5 Bathroom(s)
Property 85384

Sunset Pavillion

  • Welcome to Sunset Pavilion, one of Luxurious Destination’s newest exclusive vacation homes.
  • House in Makena (Near Wailea)
  • 4 Bedroom(s), Sleeps 10
  • 3 Bathroom(s)
Property 85389

Wailea Sapphire Estate

  • Here is a beautifully updated, four bedroom, private, gated estate that is just steps away from “Keawakapu Beach”,
  • House in Wailea
  • 4 Bedroom(s), Sleeps 10
  • 4 Bathroom(s)
Property 85370

Kamaole Villa

  • A stay at Kama'ole Villa is sure to create cherished long-lasting memories of the beauty of Maui.
  • House in Wailea (Near Kihei)
  • 3 Bedroom(s), Sleeps 6
  • 3 Bathroom(s)
Property 85403

Hoolei

  • If you are looking for the privacy of a vacation home but still want the amenities of a resort, Ho'olei is perfect. All that is missing is you!
  • House in Wailea
  • 3 Bedroom(s), Sleeps 8
  • 3 Bathroom(s)
Property 85445

South Maui Beach House

  • From the beautiful "South Maui Beach House" at Makena Landing in South Maui, you can experience all of it!
  • House in Makena (Near Wailea)
  • 3 Bedroom(s), Sleeps 6
  • 3 Bathroom(s)
Property 112077

Palms at Wailea #2002

  • Palms at Wailea #2002
  • Condo in Wailea
  • 3 Bedroom(s), Sleeps 8
  • Weekly Rates from $2,275 - $2,975
Property 112081

Wailea Beach Villa I-203

  • Wailea Beach Villa I-203
  • Condo in Wailea
  • 3 Bedroom(s), Sleeps 6
  • Weekly Rates from $5,565 - $6,300
Property 112221

Wailea Elua 1305

  • Wailea Elua 1305
  • Condo in Wailea
  • 3 Bedroom(s), Sleeps 8
Property 85469

South Maui Sunset

  • "South Maui Sunset" is a perfect oceanfront vacation cottage located on a the south shores of Maui.
  • Cottage in Wailea
  • 2 Bedroom(s), Sleeps 6
  • 1 Bathroom(s)
Property 85483

Wailea Point

  • Wailea Point is an exclusive oceanfront community. Each luxury villa in Wailea Point is privately owned.
  • Villa in Wailea (Near Makena)
  • 2 Bedroom(s), Sleeps 4
  • 2 Bathroom(s)
Property 111758

Grand Champions #36

  • Grand Champions #36
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 6
  • Weekly Rates from $1,365 - $1,575
Property 111864

Rainbow Deluxe

  • Rainbow Deluxe
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 4
  • Great Rate for Wailea 2 Bedroom 2 bath Ocean Views!
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 6
  • 2 Bathroom(s)
  • Weekly Rates from $1,750 - $1,750
Property 112153

Wailea Elua 0105

  • Wailea Elua 0105
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 6
Property 112154

Wailea Elua 0307

  • Wailea Elua 0307
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 5
Property 112155

Wailea Elua 0801

  • Wailea Elua 0801
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 5
Property 112156

Wailea Elua 0802

  • Wailea Elua 0802
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 6
Property 112157

Wailea Elua 0902

  • Wailea Elua 0902
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 5
Property 112158

Wailea Elua 1510

  • Wailea Elua 1510
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 4
Property 112163

Wailea Elua 1603

  • Wailea Elua 1603
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 5
Property 112165

Wailea Elua 1702

  • Wailea Elua 1702
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 5
Property 112168

Wailea Elua 2010

  • Wailea Elua 2010
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 6
Property 112171

Wailea Elua 2106

  • Wailea Elua 2106
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 6
Property 112173

Wailea Elua 2107

  • Wailea Elua 2107
  • Condo in Wailea
  • 2 Bedroom(s), Sleeps 6


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