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Wailea Vacation Rental Accommodations - Page 1 of 3

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SPECIAL OFFER! Only $1000/night! July 13 - August 4

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
SPECIAL OFFER! 20% Off Posted Summer Rate!! June 30 - July 6

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
SPECIAL OFFER! 20% Off Posted Summer Rate!! July 8 - August 3

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 10)
    $2,500 - $4,750/nt
    per property, accept credit card, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
SPECIAL OFFER! 15% OFF SUMMER RATES! July 9 - July 31

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)
    $1,695 - $3,950/nt
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning
SPECIAL OFFER! 15% OFF SUMMER RATES! July 1 - July 12

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)
    $2,000 - $5,000/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet
SPECIAL OFFER! 20% Off Posted Summer Rate!! June 14 - July 4

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)
    $1,395 - $2,950/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable
SPECIAL OFFER! 20% Off Posted Summer Rate!! June 28 - July 5

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)
    $1,395 - $2,750/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable
SPECIAL OFFER! 20% Off Posted Summer Rate!! June 27 - July 3

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)
    $1,195 - $2,250/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable
SPECIAL OFFER! 20% Off Posted Summer Rate June 13 - June 27

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)
    $1,295 - $2,850/nt
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning
SPECIAL OFFER! 20% Off Posted Summer Rate!! June 24 - July 3

Wailea D101 Coco Palms Pool Villa was acquired by new owners in the fall of 2011

  • 3 BR/3 BA, 1 half bath Boat (sleeps 6)
    $1,750 - $3,500/nt
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Lawn / Garden, pets considered, Fitness Room / Equipment
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SPECIAL OFFER! October Openings-BOOK TODAY! October 1 - October 31

Wailea Spectacular Villa! a Must See!

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6) accept credit card, wheelchair accessible, Downtown, Resort, Communal Pool, Sauna, Air Conditioning, Satellite / Cable, Television
SPECIAL OFFER! October Openings - BEST RATES! October 1 - October 31

Wailea Ho'olei in Wailea - Always Providing Excellent Service and VALUE!

  • 3 BR/3 BA, 1 half bath Villa (sleeps 8) accept credit card, wheelchair accessible, Beach, Near The Ocean, Resort, Communal Pool, Sauna, Balcony, Fitness Room / Equipment, Air Conditioning
SPECIAL OFFER! October Openings - CALL TODAY! October 1 - October 31

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

  • 3 BR/3 BA Townhome (sleeps 6) accept credit card, wheelchair accessible, Beach, Resort, Communal Pool, Sauna, Lawn / Garden, Fitness Room / Equipment, Air Conditioning
SPECIAL OFFER! October Openings-GREAT VALUE! October 1 - October 31

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 LUXURY BEACH HOME 'POOL & VIEWS' 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 Ekahi 37A Tropical Townhouse, Partial Ocean View, Full Renovation

  • 1 BR/1 BA, 1 half bath Condo (sleeps 5)
    $190 - $275/nt
    $1,330 - $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 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 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 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 - $3,250/nt
    per property, accept credit card, wheelchair accessible, Resort, Communal Pool, 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

  • 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)
    $1,450 - $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/2 BA Villa (sleeps 6)
    $995 - $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 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/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)
    $1,395 - $2,950/nt
    per property, accept credit card, wheelchair accessible, Private Pool, Communal Pool, Lawn / Garden, Balcony, 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)
    $1,095 - $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
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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 Maui Ekahi Luxury Condo Ocean View

  • 1 BR/2 BA Condo (sleeps 4) Beach, Waterfront, Communal Pool, Tennis Court, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

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 Beautifully Upgraded! Ocean & Fairway Views! 3 bedroom!Very Private!

  • 3 BR/2 BA Condo (sleeps 8) accept credit card, Beach, Resort, Jacuzzi, Tennis Court, Lawn / Garden, Air Conditioning, Internet, Television

Wailea The Perfect Escape! Ho'Olei Dream Home-Super Close to Pool

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

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
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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

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 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 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 #4C

  • 1 BR/1 BA Condo (sleeps 4)
    $275 - $305/nt
    $1,925 - $2,135/wk
    $8,250 - $9,150/month
    per property, Beach, DVD Player

Wailea Wailea Ekahi #21C

  • 1 BR/1 BA Condo (sleeps 2)
    $285 - $315/nt
    $1,995 - $2,205/wk
    $8,550 - $9,450/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
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