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Wailea Vacation Rental Accommodations - Page 1 of 3

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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 Stunning Hawaiian Style Beach Home 3/3 Excellent Location!

  • 3 BR/3 BA House (sleeps 6) Beach, Resort, Waterfront, Private Pool, Communal Pool, Sauna, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning

Wailea Luxury 2BR, Ocean View, Owner Direct - Read Our Guest Reviews!

  • 2 BR/2 BA Condo (sleeps 5)
    $395 - $485/nt
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea First Class..Panoramic Unobstructed Ocean View..Best of Hoolei!

  • 3 BR/3 BA, 1 half bath Townhome (sleeps 8)
    $650 - $1,500/nt
    per property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Communal Pool, Jacuzzi, terrace, Balcony, Fitness Room / Equipment

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

  • 4 BR/3 BA Villa (sleeps 10)
    $1,250 - $2,400/nt
    per property, accept credit card, wheelchair accessible, Beach, Waterfront, Private Pool, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning

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

  • 4 BR/3 BA Villa (sleeps 10)
    $1,250 - $2,400/nt
    per property, accept credit card, wheelchair accessible, Beach, Waterfront, Private Pool, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning

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
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Wailea One-of-a-kind Maui Getaway

  • 4 BR/3 BA, 1 half bath House (sleeps 10) accept credit card, Near The Ocean, Resort, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning

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 The Wailea Sunset Bungalow was recently re-freshed with live green plants, new paint, carpet, drapery, lamps, solar shades, and new beautiful solid honey teak bedroom furniture

  • 2 BR/1 BA Cottage (sleeps 4)
    $650 - $950/nt
    per property, accept credit card, Air Conditioning, Internet, Television, DVD Player, Parking

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

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
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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 Wailea Ekolu; Panoramic Ocean View! Quiet and relaxing, Great Rates!

  • 2 BR/2 BA Condo (sleeps 4) Near The Ocean, Village, Communal Pool, 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, 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

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
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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 Ekolu # 312

  • 1 BR/2 BA Condo (sleeps 4)
    $220 - $260/nt
    $1,540 - $1,820/wk
    $6,600 - $7,800/month
    per property, Beach, DVD Player

Wailea MAKENA SURF RESORT, #E-206

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

Wailea Wailea Ekahi Village # 4B

  • Studio/1 BA Condo (sleeps 2)
    $200 - $230/nt
    $1,400 - $1,610/wk
    $6,000 - $6,900/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 Elua Village # 1702

  • 2 BR/2 BA Condo (sleeps 4)
    $699 - $795/nt
    $4,893 - $5,565/wk
    $20,970 - $23,850/month
    per property, Beach, DVD Player
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Wailea Makena Surf Resort # B-304

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

Wailea Wailea Elua Village # 1402

  • 1 BR/1 BA Condo (sleeps 4)
    $450 - $545/nt
    $3,150 - $3,815/wk
    $13,500 - $16,350/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 Makena Surf Resort # C-103

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

Wailea Ekahi 53D - Wailea Vacation Rental Luxury Unit Great Prices On 5 Mile Beach

  • 1 BR/1 BA Condo (sleeps 4)
    $215 - $380/nt
    per property, accept credit card, Beach, Near The Ocean, Village, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Wailea Experience Affordable Luxury in a Beautiful Renovated Wailea 2 Bedroom Condo

  • 2 BR/2 BA Condo (sleeps 4)
    $175/nt
    $1,225/wk
    $4,500/month
    per property, accept credit card, Communal Pool, Air Conditioning, Internet, Satellite / Cable, 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

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
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