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Wailea Rentals, Sleeps 5-8

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SPECIAL OFFER! JUNE SPECIALS!!! May 25 - June 25

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

  • 3 BR/3 BA, 1 half bath Townhome (sleeps 6) accept credit card, wheelchair accessible, Near The Ocean, Resort, Communal Pool, Jacuzzi, Sauna, Lawn / Garden, Balcony

Wailea Renting a Vacation LIFESTYLE, not just a home

  • 3 BR/3 BA Townhome (sleeps 6) accept credit card, limited accessibility, wheelchair accessible, Beach, Near The Ocean, Resort, Town, Communal Pool, Jacuzzi, Sauna, Lawn / Garden

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

  • 2 BR/2 BA Condo (sleeps 6)
    $200 - $280/nt
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Ocean & Golf Course Views-Beach Gear. Great for families or 2 couples.

  • 2 BR/2 BA Condo (sleeps 6)
    $235/nt
    per property, accept credit card, Near The Ocean, Resort, Jacuzzi, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable

Wailea Beautiful Family-Friendly Townhouse

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

Wailea Panoramic Ocean View Home on 1 Acre Near Beach

  • 3 BR/2 BA, 1 half bath House (sleeps 6) accept credit card, Near The Ocean, Rural, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Wailea Wailea Sunset Estate, one of our most popular vacation homes, was just lovingly refreshed with some upgraded amenities and decor

  • 4 BR/5 BA, 1 half bath House (sleeps 8)
    $2,500 - $4,750/nt
    per property, accept credit card, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 3 BR/3 BA Villa (sleeps 6)
    $2,000 - $3,500/nt
    per property, accept credit card, wheelchair accessible, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Wailea C301 Sun Splash Villa is a new vacation villa rental opportunity within the Wailea Beach Villas, a residential villa resort set directly on Wailea Beach in Wailea Resort, on the leeward sunny side of Maui Island

  • 3 BR/3 BA, 1 half bath Boat (sleeps 6)
    $1,750 - $3,950/nt
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 5 BR/3 BA Villa (sleeps 6)
    $1,695 - $3,350/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable
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Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 4 BR/3 BA Villa (sleeps 8)
    $1,550 - $3,150/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $2,650 - $5,000/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 3 BR/2 BA Villa (sleeps 6)
    $1,095 - $2,350/nt
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning

Wailea Tropical Villa Vacations manages a boutique collection of twenty one of the very best villas within the beachfront Wailea Beach Villas resort, including Orient Pacific Suite J505

  • 3 BR/3 BA Villa (sleeps 6)
    $1,495 - $2,950/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,295 - $2,750/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 3 BR/2 BA Villa (sleeps 6)
    $795 - $1,750/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 3 BR/2 BA Villa (sleeps 6)
    $995 - $2,250/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,595 - $3,350/nt
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas Resort

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,495 - $2,950/nt
    per property, accept credit card, wheelchair accessible, Private Pool, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning

Wailea Introducing one of our newest vacation villa rental opportunity within the Wailea Beach Villas residential villa resort on Maui - Castaway Cove Villa C201 at Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Boat (sleeps 6)
    $1,395 - $2,850/nt
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning
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Wailea K308 Blue Horizons 4 bedroom Ocean View Villa was recently updated, upgraded and refreshed including sparkling polished marble floors, new decor, furniture, wall art, lighting, state-of-art electronics including large flat panel Samsung televisions, live plants, rich wool area rugs, capiz shell chandelier, and other lux details

  • 4 BR/3 BA Villa (sleeps 8)
    $1,595 - $3,150/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 3 BR/3 BA Villa (sleeps 6)
    $1,195 - $2,350/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Tropical Villa Vacations is proud to introduce another of our newest vacation villa rental opportunities within the Wailea Beach Villas residential villa resort on Maui - Bali Hai Pool Villa Villa F102 at Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,350 - $3,050/nt
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet

Wailea Aloha and Welcome to M212 - Azure Azul Ocean View Villa at Wailea Beach Villas, a newly refreshed and re-decorated 3 bedroom 3 bath vacation villa, located within the Wailea Beach Villas Resort on Wailea Beach, Maui Island

  • 3 BR/3 BA Villa (sleeps 6)
    $1,195 - $2,450/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea J305 Aqua Lani at Wailea Beach Villas was the featured property in a story about upscale villas managed by Tropical Villa Vacations on Maui in the October 24, 2010 issue of the San Francisco Sunday Examiner

  • 3 BR/3 BA Villa (sleeps 6)
    $1,195 - $2,450/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Makena Surf Resort # E-204

  • 2 BR/2 BA Condo (sleeps 6)
    $639 - $745/nt
    $4,473 - $5,215/wk
    $19,170 - $22,350/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 1104

  • 2 BR/2 BA Condo (sleeps 6)
    $495 - $640/nt
    $3,465 - $4,480/wk
    $14,850 - $19,200/month
    per property, DVD Player

Wailea Wailea Elua Village # 702

  • 2 BR/2 BA Condo (sleeps 6)
    $379 - $450/nt
    $2,653 - $3,150/wk
    $11,370 - $13,500/month
    per property, Beach, DVD Player

Wailea Wailea Ekolu # 401

  • 2 BR/2 BA Condo (sleeps 6)
    $280 - $325/nt
    $1,960 - $2,275/wk
    $8,400 - $9,750/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 801

  • 2 BR/2 BA Condo (sleeps 5)
    $500 - $595/nt
    $3,500 - $4,165/wk
    $15,000 - $17,850/month
    per property, Beach, DVD Player
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Wailea Grand Champions #180

  • 3 BR/2 BA Condo (sleeps 6)
    $365 - $425/nt
    $2,555 - $2,975/wk
    $10,950 - $12,750/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 2106

  • 2 BR/2 BA Condo (sleeps 6)
    $379 - $450/nt
    $2,653 - $3,150/wk
    $11,370 - $13,500/month
    per property, Beach, DVD Player

Wailea Makena Surf Resort # E-105

  • 2 BR/2 BA Condo (sleeps 6)
    $639 - $745/nt
    $4,473 - $5,215/wk
    $19,170 - $22,350/month
    per property, Beach, DVD Player

Wailea Makena Surf Resort # G-201

  • 2 BR/2 BA Condo (sleeps 6)
    $599 - $700/nt
    $4,193 - $4,900/wk
    $17,970 - $21,000/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 1204

  • 2 BR/2 BA Condo (sleeps 5)
    $699 - $795/nt
    $4,893 - $5,565/wk
    $20,970 - $23,850/month
    per property, Beach, DVD Player

Wailea Wailea Elua #1305

  • 3 BR/3 BA Condo (sleeps 6)
    $995 - $1,200/nt
    $6,965 - $8,400/wk
    $29,850 - $36,000/month
    per property, Beach, DVD Player

Wailea Wailea Ekahi Village # 4A

  • 2 BR/2 BA, 1 half bath Condo (sleeps 5)
    $375 - $410/nt
    $2,625 - $2,870/wk
    $11,250 - $12,300/month
    per property, Beach, DVD Player

Wailea Makena Surf Resort # E-205

  • 2 BR/2 BA Condo (sleeps 6)
    $639 - $745/nt
    $4,473 - $5,215/wk
    $19,170 - $22,350/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village #802

  • 2 BR/2 BA Condo (sleeps 6)
    $500 - $595/nt
    $3,500 - $4,165/wk
    $15,000 - $17,850/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 1603

  • 2 BR/2 BA Condo (sleeps 5)
    $699 - $795/nt
    $4,893 - $5,565/wk
    $20,970 - $23,850/month
    per property, Beach, DVD Player
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Wailea Wailea Elua Village #2303

  • 2 BR/2 BA Condo (sleeps 5)
    $500 - $595/nt
    $3,500 - $4,165/wk
    $15,000 - $17,850/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 105

  • 2 BR/2 BA Condo (sleeps 6)
    $500 - $595/nt
    $3,500 - $4,165/wk
    $15,000 - $17,850/month
    per property, Beach, DVD Player

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

  • 3 BR/3 BA Villa (sleeps 8)
    $995 - $2,195/nt
    per property, accept credit card, wheelchair accessible, Beach, Resort, Communal Pool, Jacuzzi, Tennis Court, Balcony, Fitness Room / Equipment

Wailea 'Wailea Surf' Villa at Wailea Beach Villas: Exquisite Island Style Villa!

  • 2 BR/2 BA Villa (sleeps 6)
    $645 - $1,395/nt
    per property, accept credit card, wheelchair accessible, Beach, Resort, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television

Wailea Newly Renovated 1 BR on Greenbelt with Fabulous View!!

  • 1 BR/1 BA Condo (sleeps 5)
    $225/nt
    per property, accept credit card, wheelchair accessible, Near The Ocean, Resort, Communal Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Wailea MAKENA SURF RESORT, #G-104

  • 2 BR/2 BA Condo (sleeps 6)
    $599 - $700/nt
    $4,193 - $4,900/wk
    $17,970 - $21,000/month
    per property, DVD Player

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 4 BR/3 BA Villa (sleeps 8)
    $1,450 - $3,250/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,995 - $3,950/nt
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning

Wailea Palms 904 Lanai overlook garden, Ocean & Mountains. Walk to Beach

  • 2 BR/2 BA Condo (sleeps 6) accept credit card, Near The Ocean, Resort, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Grand Champions 2BD/2BA for6 onFabulous Wailea Blue Golf Course WIFI&Res Parking

  • 2 BR/2 BA Condo (sleeps 6)
    $199 - $325/nt
    per property, accept credit card, Near The Ocean, Resort, Communal Pool, Tennis Court, Lawn / Garden, terrace, Balcony, Air Conditioning
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