Wailea Hawaii Vacation Rentals

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

  • Villa
  • 3 bedrooms, sleeps 6
  • 3 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$1,000 - $2,200/night
$7,000 - $15,400/week

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

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

  • House
  • 3 bedrooms, sleeps 8
  • 3 bathrooms
  • near the ocean
  • swimming pool
Rates per property (USD)
$2,450 - $2,940/week

Welcome to Reds Wailea Maui Vacation Rental Home — Property 320487

  • House
  • 3 bedrooms, sleeps 8
  • 2 bathrooms
  • beach, town
  • accept credit card

Elegant Maui Condo In Wailea — Property 210817

  • Condo
  • 3 bedrooms, sleeps 8
  • 2 bathrooms
  • beach
  • swimming pool
Rates per property (USD)
$349/night
$2,395/week

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

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

Serenity at the Wailea Oasis — Property 161624

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

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

  • 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

  • Villa
  • 3 bedrooms, sleeps 6
  • 3 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$3,050 - $4,550/night

Wailea Sunset Estate — Property 147064

  • Estate
  • 3 bedrooms, sleeps 9
  • 5 bathrooms, 1 half bath
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$2,350 - $4,500/night

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

  • Villa
  • 3 bedrooms, sleeps 8
  • 3 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$1,325 - $3,100/night

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

  • Villa
  • 3 bedrooms, sleeps 6
  • 3 bathrooms
  • beach, resort
  • accept credit card
Rates per property (USD)
$1,200 - $1,750/night

D102 Golden Mandarin Ocean View 3 BR w/Plunge Pool - Avail. X-mas/New Year's — Property 173251

  • Villa
  • 3 bedrooms, sleeps 6
  • 3 bathrooms, 1 half bath
  • beach, resort
  • accept credit card
Rates per property (USD)
$1,950 - $3,500/night

Ocean Pearl Luxury Wailea Beach Villa — Property 148475

  • Villa
  • 3 bedrooms, sleeps 6
  • 3 bathrooms, 1 half bath
  • beach, resort
  • accept credit card
Rates per property (USD)
$1,200 - $1,850/night
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