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Wailea Vacation Rental Accommodations - Page 1 of 3

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SPECIAL OFFER! Spring/Summer discounts available! May 15 - September 30

Wailea 5 Star Reviews! Incredible Ocean Views & Location in Wailea Ekolu

  • 1 BR/2 BA Condo (sleeps 4)
    $195 - $275/nt
    per property, accept credit card, wheelchair accessible, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television
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 'Tommy Bahama' Style Luxury Condo on Greenbelt, Ocean View

  • 1 BR/2 BA Condo (sleeps 4)
    $295/nt
    per property, Beach, Near The Ocean, Village, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Maui Ekahi Luxury Condo Ocean View

  • 1 BR/2 BA Condo (sleeps 4)
    $295 - $350/nt
    $7,965 - $9,450/month
    per property, Beach, Waterfront, Communal Pool, Tennis Court, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

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 Stunning Ocean View Wailea Beach Villa-Book Maui Condo Direct & Save

  • 4 BR/3 BA Villa (sleeps 10)
    $695 - $2,400/nt
    $4,865 - $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 The Perfect Escape! Ho'Olei Dream Home-Super Close to Pool

  • 3 BR/3 BA, 1 half bath Condo (sleeps 8)
    $850/nt
    per property, accept credit card, wheelchair accessible, Private Pool, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television

Wailea Wailea Elua #2003

  • 1 BR/2 BA Condo (sleeps 4)
    $375 - $425/nt
    $2,625 - $2,975/wk
    $11,250 - $12,750/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua #2306

  • 2 BR/2 BA Condo (sleeps 4)
    $500 - $550/nt
    $3,500 - $3,850/wk
    $15,000 - $16,500/month
    per property, Hot Tub, Beach, DVD Player

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 MAKENA SURF RESORT, #F-307*^ - Makena Surf Resort is a luxurious secluded beachfront condom

  • 2 BR/2 BA House (sleeps 4)
    $599 - $649/nt
    $4,193 - $4,543/wk
    $17,970 - $19,470/month
    per property, Hot Tub, DVD Player

Wailea MAKENA SURF RESORT, #E-206

  • 2 BR/2 BA Condo (sleeps 4)
    $639 - $692/nt
    $4,473 - $4,844/wk
    $19,170 - $20,760/month
    per property, Hot Tub, DVD Player

Wailea MAKENA SURF RESORT, #B-205

  • 2 BR/2 BA Condo (sleeps 4)
    $639 - $692/nt
    $4,473 - $4,844/wk
    $19,170 - $20,760/month
    per property, Hot Tub, Beach, DVD Player

Wailea WAILEA EKAHI, #24B*^ - Wailea Ekahi Village is a beautifully terraced property loca

  • 1 BR/2 BA House (sleeps 4)
    $275 - $290/nt
    $1,925 - $2,030/wk
    $8,250 - $8,700/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village #802

  • 2 BR/2 BA Condo (sleeps 6)
    $500 - $550/nt
    $3,500 - $3,850/wk
    $15,000 - $16,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort, B-102

  • 2 BR/2 BA Condo (sleeps 4)
    $725 - $769/nt
    $5,075 - $5,383/wk
    $21,750 - $23,070/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 1603

  • 2 BR/2 BA Condo (sleeps 5)
    $699 - $750/nt
    $4,893 - $5,250/wk
    $20,970 - $22,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort # G-206

  • 2 BR/2 BA Condo (sleeps 4)
    $599 - $649/nt
    $4,193 - $4,543/wk
    $17,970 - $19,470/month
    per property, Hot Tub, Beach, DVD Player

Wailea MAKENA SURF RESORT, #F-212

  • 2 BR/2 BA Condo (sleeps 4)
    $599 - $649/nt
    $4,193 - $4,543/wk
    $17,970 - $19,470/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village #4C

  • 1 BR/1 BA Condo (sleeps 4)
    $275 - $290/nt
    $1,925 - $2,030/wk
    $8,250 - $8,700/month
    per property, Beach, DVD Player

Wailea Wailea Ekahi #21C

  • 1 BR/1 BA Condo (sleeps 2)
    $285 - $300/nt
    $1,995 - $2,100/wk
    $8,550 - $9,000/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 1204

  • 2 BR/2 BA Condo (sleeps 5)
    $699 - $750/nt
    $4,893 - $5,250/wk
    $20,970 - $22,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua #1305

  • 3 BR/3 BA Condo (sleeps 6)
    $995 - $1,100/nt
    $6,965 - $7,700/wk
    $29,850 - $33,000/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort # E-205

  • 2 BR/2 BA Condo (sleeps 6)
    $639 - $692/nt
    $4,473 - $4,844/wk
    $19,170 - $20,760/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resorts # G-204

  • 2 BR/2 BA Condo (sleeps 5)
    $599 - $649/nt
    $4,193 - $4,543/wk
    $17,970 - $19,470/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 1510

  • 2 BR/2 BA Condo (sleeps 4)
    $500 - $550/nt
    $3,500 - $3,850/wk
    $15,000 - $16,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village #2303

  • 2 BR/2 BA Condo (sleeps 5)
    $500 - $550/nt
    $3,500 - $3,850/wk
    $15,000 - $16,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua #1601

  • 1 BR/2 BA Condo (sleeps 4)
    $450 - $495/nt
    $3,150 - $3,465/wk
    $13,500 - $14,850/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 105

  • 2 BR/2 BA Condo (sleeps 6)
    $500 - $550/nt
    $3,500 - $3,850/wk
    $15,000 - $16,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 801

  • 2 BR/2 BA Condo (sleeps 5)
    $500 - $550/nt
    $3,500 - $3,850/wk
    $15,000 - $16,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Grand Champions #180

  • 3 BR/2 BA Condo (sleeps 6)
    $365 - $395/nt
    $2,555 - $2,765/wk
    $10,950 - $11,850/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 2106

  • 2 BR/2 BA Condo (sleeps 6)
    $379 - $415/nt
    $2,653 - $2,905/wk
    $11,370 - $12,450/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort # E-105

  • 2 BR/2 BA Condo (sleeps 6)
    $639 - $692/nt
    $4,473 - $4,844/wk
    $19,170 - $20,760/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 1702

  • 2 BR/2 BA Condo (sleeps 4)
    $699 - $750/nt
    $4,893 - $5,250/wk
    $20,970 - $22,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort # B-304

  • 2 BR/2 BA Condo (sleeps 4)
    $639 - $692/nt
    $4,473 - $4,844/wk
    $19,170 - $20,760/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 1402

  • 1 BR/1 BA Condo (sleeps 4)
    $450 - $495/nt
    $3,150 - $3,465/wk
    $13,500 - $14,850/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort # C-103

  • 2 BR/2 BA Condo (sleeps 4)
    $495 - $539/nt
    $3,465 - $3,773/wk
    $14,850 - $16,170/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort # G-201

  • 2 BR/2 BA Condo (sleeps 6)
    $599 - $649/nt
    $4,193 - $4,543/wk
    $17,970 - $19,470/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort # E-204

  • 2 BR/2 BA Condo (sleeps 6)
    $639 - $692/nt
    $4,473 - $4,844/wk
    $19,170 - $20,760/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Ekolu # 312

  • 1 BR/2 BA Condo (sleeps 4)
    $220 - $240/nt
    $1,540 - $1,680/wk
    $6,600 - $7,200/month
    per property, Beach, DVD Player

Wailea Wailea Ekolu # 401

  • 2 BR/2 BA Condo (sleeps 6)
    $280 - $303/nt
    $1,960 - $2,121/wk
    $8,400 - $9,090/month
    per property, Beach, DVD Player

Wailea LUXURY OCEANFRONT MAKENA SURF- 3 BR/3 BA

  • 3 BR/3 BA Condo (sleeps 8)
    $950 - $1,950/nt
    per property, Hot Tub, Near The Ocean, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Wailea Kitchen/ Bath Remodel To Be Completed June 10. New Pics Coming!

  • 2 BR/2 BA Condo (sleeps 5)
    $185 - $225/nt
    $1,575/wk
    per property, Hot Tub, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Wailea Bali Hai Pool Villa F102 at Wailea Beach Villas - Private Plunge Pool

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,450 - $3,050/nt
    per property, Hot Tub, wheelchair accessible, Resort, Private Pool, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning

Wailea Azure Azul M212 at Wailea Beach Villas - Panoramic Ocean View Villa

  • 3 BR/3 BA Villa (sleeps 6)
    $1,095 - $2,650/nt
    per property, Hot Tub, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Ekahi 37A Tropical Townhouse, Partial Ocean View, Full Renovation

  • 1 BR/1 BA, 1 half bath Condo (sleeps 5)
    $190 - $275/nt
    $1,925/wk
    per property, accept credit card, Beach, Near The Ocean, Village, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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 Panoramic Ocean Views! - Wailea Beach Villas - Luxury 3 Bed / 3 Bath

  • 3 BR/3 BA Villa (sleeps 8)
    $1,095 - $2,295/nt
    $15,365 - $16,065/wk
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Resort, Communal Pool, Jacuzzi, Tennis Court, Balcony
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