Wailea Hawaii Vacation Rentals

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

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea villa rental - View from Makai Lanai/Spectacular Maui Sunset
 
Vacation Rental Details
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  • Villa
  • 3 bedrooms, sleeps 8
  • 3 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$995 - $2,195/night

Luxury Home in Private Maui Meadows, Wailea - Close to Wailea's Best Beaches — Property 301979

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea house rental - Living Room
 
Vacation Rental Details
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  • House
  • 3 bedrooms, sleeps 8
  • 3 bathrooms
  • near the ocean
  • swimming pool
Rates per property (USD)
$2,450 - $2,940/week

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

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea house rental - View from pool at sunset
 
Vacation Rental Details
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  • 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

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea house rental
 
Vacation Rental Details
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  • House
  • 4 bedrooms, sleeps 8
  • 3 bathrooms
  • beach, near the ocean
  • swimming pool
Rates per property (USD)
$12,000/month

Wailea Beach Villa, Luxury w/Beautiful Ocean Views — Property 141228

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea villa rental - Kitchen
 
Vacation Rental Details
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  • Villa
  • 3 bedrooms, sleeps 6
  • 3 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$1,000 - $2,500/night
$7,000 - $17,500/week
SPECIAL OFFER! You Save on New 4BR Villa-Fun Guaranteed June 9 - August 31

Wailea Beach Villa w/Baby Grand- Breathtaking View & Luxurious Furnishings — Property 164181

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea villa rental - Ocean View from Lanai
 
Vacation Rental Details
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  • Villa
  • 4 bedrooms, sleeps 9
  • 3 bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,425 - $3,150/night
$9,975 - $22,050/week
SPECIAL OFFER! Special Offer!! $1500/night 6/16-9/15 June 16 - September 15

Serenity at the Wailea Oasis — Property 161624

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea villa rental
 
Vacation Rental Details
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  • Villa
  • 3 bedrooms, sleeps 8
  • 3 bathrooms
  • beach, resort
  • accept credit card

Ocean Views, Private Pool, Hot Tub, overlooking Wailea / Kihei. Private Home — Property 155321

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea estate rental - Homes from the street
 
Vacation Rental Details
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  • Estate
  • 4 bedrooms, sleeps 10
  • 3 bathrooms
  • beach, near the ocean
  • accept credit card
Rates per property (USD)
$525/night

LONG TERM ONLYGated Wailea Kihei Estate, w/Pool, Ocean Views,4b, 3b, Waterfalls — Property 322751

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea house rental - Ocean side of house and pool area
 
Vacation Rental Details
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  • House
  • 4 bedrooms, sleeps 8
  • 3 bathrooms
  • accept credit card
  • swimming pool
Rates per property (USD)
$4,000/month
SPECIAL OFFER! Special Offer!! $3250/night 6/15-9/15 June 15 - September 15

Exclusive!! Oceanfront Wailea Beach Villa with Private Plunge Pool — Property 161729

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea villa rental - Private Plunge Pool
 
Vacation Rental Details
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  • Villa
  • 3 bedrooms, sleeps 6
  • 3 bathrooms, 1 half bath
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$3,050 - $5,000/night

The Royal Ilima at Wailea Beach Villas — Property 146966

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea villa rental - Luxury Great Room with Ocean Views
 
Vacation Rental Details
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  • Villa
  • 3 bedrooms, sleeps 6
  • 3 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$3,050 - $4,550/night

Mer Et Soleil 3.5 BR K408 Wailea Beach Villa w/Piano Sleeps 8 - Avail. X-mas — Property 166411

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea villa rental - Family Pool & Spa Hot Tub From K408 Mer Et Soleil
 
Vacation Rental Details
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  • Villa
  • 3 bedrooms, sleeps 8
  • 3 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$1,325 - $3,100/night

Ginger & Palm L109 Luxury 4 BR Poolside — Property 168279

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea villa rental - Casual Dining and Ocean Views from Ginger & Palm
 
Vacation Rental Details
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  • Villa
  • 4 bedrooms, sleeps 8
  • 3 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$1,100 - $1,700/night

Beach Breezes H201 Luxury Ocean View 3 BR Wailea Beach — Property 162782

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea villa rental - Adult Infinity Pool with Hot Tub Spa
 
Vacation Rental Details
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  • Villa
  • 3 bedrooms, sleeps 6
  • 3 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$1,200 - $1,750/night

Pacific Sunset L409 Sleeps 8! Amazing View Wailea Beach Villa — Property 166412

  1. Hawaii,
  2. Maui,
  3. Wailea Vacation Rentals
Wailea villa rental - Panoramic Views from L409 Pacific Sunset Villa
 
Vacation Rental Details
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  • Villa
  • 4 bedrooms, sleeps 8
  • 3 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$1,200 - $3,350/night
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