Wailea Hawaii Vacation Rentals

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Beautifully Remodeled! Wonderful Ocean & Fairway Views! 3 bedrooms!Very Private! — Property 192880

  • Condo
  • 3 bedrooms, sleeps 8
  • 2 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$275 - $295/night

Wailea Condo Getaway — Property 161243

  • Condo
  • 1 bedroom, sleeps 4
  • 1 bathroom
  • beach, near the ocean
  • swimming pool
SPECIAL OFFER! 7th night free! July 20 to September 30 July 20 - September 30

Wailea Vacation Rental - Ekahi 53D Fabulous Ocean View Newly Renovated 1BR/1BA — Property 194155

  • Condo
  • 1 bedroom, sleeps 4
  • 1 bathroom
  • beach, resort
  • accept credit card
Rates per property (USD)
$255 - $350/night

Exquisite 'Aloha Kai Suite' 3BD/3BA! Wailea Beach Villa — Property 163269

  • Villa
  • 3 bedrooms, sleeps 8
  • 3 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$995 - $2,195/night

Luxury Wailea Studio Hideaway - Many, Many Recommendations — Property 188831

  • Studio
  • studio, sleeps 4
  • 1 bathroom
  • near the ocean, resort
  • accept credit card
Rates per property (USD)
$125 - $140/night

Architect's Own Custom Estate in South Maui — Property 159525

  • House
  • 4 bedrooms, sleeps 10
  • 3 bathrooms, 1 half bath
  • near the ocean, resort
  • accept credit card
Rates per property (USD)
$1,250/night
$8,750/week
$30,000/month

Magical Wailea Home in Private Gated Community — Property 194773

  • House
  • 4 bedrooms, sleeps 8
  • 3 bathrooms
  • beach, near the ocean
  • swimming pool
Rates per property (USD)
$875/night

More Than One Life Has Been Changed by a Visit to Maui — Property 147336

  • Condo
  • 1 bedroom, sleeps 2
  • 2 bathrooms
  • near the ocean, resort
  • swimming pool

Spectacular Ocean & Fairway Views at a great price! family friendly! — Property 312525

  • Condo
  • 3 bedrooms, sleeps 8
  • 2 bathrooms
  • beach, resort
  • accept credit card

Maui Rendezvous Wailea Ekahi 33A Luxury Resort Next To Beautiful Beach — Property 203701

  • Condo
  • 1 bedroom, sleeps 5
  • 2 bathrooms
  • beach, resort
  • swimming pool
Rates per property (USD)
$200 - $245/night
$1,400 - $1,715/week
$5,100 - $6,450/month

Escape to Paradise in the Heart of Wailea — Property 168889

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • near the ocean
  • accept credit card
Rates per person (USD)
$175/night

Stunning Oasis in The Palms at Wailea- 2block to beach, world class golf&shops! — Property 156620

  • Condo
  • 1 bedroom, sleeps 4
  • 2 bathrooms
  • beach, resort
  • swimming pool
Rates per property (USD)
$160 - $200/night
$1,120 - $1,400/week

Grand Champions Ocean/Fairway Views. New Furnishings. TempurPedic Beds — Property 154811

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • near the ocean
  • accept credit card
Rates per property (USD)
$250 - $295/night
$1,750/week

Quiet Wailea Condo with Molten Sunset Views — Property 146586

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • near the ocean
  • swimming pool
Rates per property (USD)
$315/night

Vacation in Style in our Ocean View Wailea Ekahi Village Townhouse!!! — Property 185555

  • Townhome
  • 2 bedrooms, sleeps 6
  • 2 bathrooms, 1 half bath
  • beach, resort
  • swimming pool
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