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Wailea Rentals

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SPECIAL OFFER! HO'OLEI RESORT - GREAT RATES FOR FALL August 16 - November 20

Wailea Renting a Vacation LIFESTYLE, not just a home LARGEST FLOOR PLAN!!

  • 3 BR/3 BA Townhome (sleeps 6)
    $650 - $1,950/nt
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Resort, Communal Pool, Sauna, Lawn / Garden, Fitness Room / Equipment
SPECIAL OFFER! Last Minute Spring Getaway! April 12 - May 29

Wailea * Beachfront Private Home *

  • 3 BR/4 BA Villa (sleeps 6)
    $2,495 - $4,250/nt
    per property, Hot Tub, Beach, Waterfront, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Wailea Wailea Seashore Suite K507 TOP FLOOR New Interior & Full Ocean Views!

  • 3 BR/2 BA Villa (sleeps 6)
    $1,095 - $2,950/nt
    per property, Hot Tub, wheelchair accessible, Resort, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning

Wailea Sea Breeze Suite J405 Top Floor Location with Awesome Panoramic Views!

  • 3 BR/3 BA Villa (sleeps 6)
    $1,195 - $2,950/nt
    per property, wheelchair accessible, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Sandcastles Suite L509 - True Ocean View ^Penthouse^ Location

  • 4 BR/3 BA Villa (sleeps 8)
    $1,350 - $3,500/nt
    per property, Hot Tub, wheelchair accessible, Resort, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning

Wailea Regal Mandalay M511 - Panoramic Ocean Views Are Guaranteed!

  • 3 BR/2 BA Villa (sleeps 6)
    $1,050 - $2,500/nt
    per property, Hot Tub, wheelchair accessible, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Wailea Orient Pacific Suite J505 with Awesome Panoramic Views

  • 3 BR/3 BA Villa (sleeps 6)
    $1,295 - $3,250/nt
    per property, Hot Tub, wheelchair accessible, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Wailea Floral Gardens Pool Villa G102 with Private Plunge Pool

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,395 - $2,950/nt
    per property, Hot Tub, wheelchair accessible, Resort, Private Pool, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment

Wailea Bella Luna D302 at Wailea Beach Villas - Only Steps to Wailea Beach!

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,895 - $4,150/nt
    per property, Hot Tub, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Aqua Lani J305 at Wailea Beach Villas - Private Ocean View Villa

  • 3 BR/3 BA Villa (sleeps 6)
    $995 - $2,550/nt
    per property, Hot Tub, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Beautiful Family-Friendly Townhouse

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $500 - $675/nt
    per property, limited accessibility, Beach, Mountain, Near The Ocean, Town, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Wailea ELEGANT BEACH HOME 'POOL & VIEWS' 3/3 EXCELLENT LOCATION!

  • 3 BR/3 BA House (sleeps 6)
    $745 - $1,285/nt
    $5,295 - $8,995/wk
    $22,350/month
    per property, Hot Tub, Private Pool, Communal Pool, Sauna, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning

Wailea Breathtaking Unobstructed Ocean And Golf Course Views In The Heart Of Wailea

  • 2 BR/2 BA Condo (sleeps 5)
    $295 - $350/nt
    $2,275 - $2,450/wk
    per property, Resort, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea No Place Like Wailea - Ocean and Haleakala View - Renovated Top Floor

  • 2 BR/2 BA Condo (sleeps 5)
    $225 - $300/nt
    $1,540 - $2,100/wk
    $6,150 - $9,000/month
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Always Providing Excellent Service and VALUE! A Residence of Distinction

  • 3 BR/3 BA, 1 half bath Villa (sleeps 8)
    $650 - $1,950/nt
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Near The Ocean, Resort, Communal Pool, Sauna, Lawn / Garden, Fitness Room / Equipment

Wailea Luxury Living with Sophistication at Hoolei! *****FIVE STAR REVIEWS!

  • 3 BR/3 BA, 1 half bath Townhome (sleeps 6)
    $650 - $1,950/nt
    per property, accept credit card, Hot Tub, wheelchair accessible, Near The Ocean, Resort, Communal Pool, Jacuzzi, Sauna, Lawn / Garden

Wailea Spectacular Villa! a Must See!

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $650 - $1,950/nt
    per property, accept credit card, wheelchair accessible, Downtown, Resort, Communal Pool, Sauna, Air Conditioning, Satellite / Cable, Television

Wailea One Of A Kind, Elegant, Sensual Retreat!

  • 1 BR/2 BA Condo (sleeps 2)
    $225 - $295/nt
    per property, Hot Tub, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Wailea Beach Villa Rated Perfect by Trip Advisor - Best Values Year Round

  • 3 BR/3 BA Villa (sleeps 10)
    $950 - $2,400/nt
    $10,500 - $16,800/wk
    $22,500 - $37,500/month
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Waterfront, Private Pool, Communal Pool, Balcony, Fitness Room / Equipment

Wailea New to HomeAway and VRBO! Spacious Maui Hill Resort 2 Bed/2 Bath

  • 2 BR/2 BA Condo (sleeps 6)
    $189 - $439/nt
    $2,023 - $3,073/wk
    per property, Hot Tub, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Wailea, Oceanfront, Luxury, Polo Beach Club Condo #403

  • 2 BR/2 BA Condo (sleeps 5) accept credit card, Beach, Waterfront, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Wailea Ekahi Village - Ground Floor with Views

  • 1 BR/2 BA Condo (sleeps 4) Beach, Resort, Tennis Court, Lawn / Garden, Balcony, Air Conditioning, Internet, Television, DVD Player

Wailea Fabulous 2 Bedroom Ground Floor on Greenbelt -Ocean Views

  • 2 BR/2 BA Condo (sleeps 7) accept credit card, wheelchair accessible, Beach, Waterfront, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable

Wailea Wailea Beach Villa- Stunning Ocean Sunsets in Amazing 4BR - Owner Direct Savings

  • 4 BR/3 BA Villa (sleeps 10)
    $950 - $2,400/nt
    $10,500 - $16,800/wk
    $22,500 - $37,500/month
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Resort, Waterfront, Private Pool, Communal Pool, Balcony, Fitness Room / Equipment
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