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Wailea Vacation Rental Accommodations - Page 1 of 3

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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
SPECIAL OFFER! Last minute Easter Special of $695/night April 19 - April 26

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 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 Villa Kumulani - Graceful

  • 4 BR/5 BA Villa (sleeps 8)
    $31,500/wk
    per property, Hot Tub, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Television, DVD Player

Wailea Wailea Sunset Estate - Amazing ocean side estate w/ pebbley beach access

  • Studio Villa (sleeps 8)
    $2,250 - $4,750/nt
    $15,750 - $24,500/wk
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player, Parking

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

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

Wailea Beautiful New Kitchen! *May Special $199.00 per night!

  • 2 BR/2 BA Condo (sleeps 5)
    $260 - $300/nt
    $1,820 - $2,100/wk
    per property, accept credit card, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Stunning Oasis Palms at Wailea- 2blocks to beach, golf&shops!

  • 1 BR/2 BA Condo (sleeps 4)
    $175 - $225/nt
    $1,225 - $1,575/wk
    $4,200 - $5,400/month
    per property, accept credit card, Beach, Resort, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Panoramic Ocean View Home on 1 Acre Near Beach

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $2,765/wk
    per property, accept credit card, Hot Tub, Near The Ocean, Rural, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet

Wailea Grand Seascape K407 at Wailea Beach Villas - Prime Upper Level

  • 3 BR/2 BA Villa (sleeps 6)
    $995 - $2,250/nt
    per property, Hot Tub, wheelchair accessible, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Wailea One-of-a-kind Maui Getaway

  • 4 BR/3 BA, 1 half bath House (sleeps 10)
    $1,350 - $1,600/nt
    $10,150 - $10,500/wk
    per property, accept credit card, Hot Tub, Near The Ocean, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony

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

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

  • 2 BR/2 BA Villa (sleeps 6)
    $695 - $1,525/nt
    $10,150 - $10,675/wk
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Resort, Fitness Room / Equipment, 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 Wailea Sunset Bungalow - Private Oceanfront Home in Makena

  • 2 BR/1 BA Bungalow (sleeps 4)
    $600 - $950/nt
    per property, Hot Tub, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Wailea Sunset Estate - Private Oceanfront Home in Makena

  • 4 BR/5 BA, 1 half bath House (sleeps 10)
    $2,250 - $4,950/nt
    per property, Hot Tub, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Wailea Paradise H501- Full Panoramic Ocean, Beach and Haleakala Views!

  • 3 BR/3 BA Villa (sleeps 5)
    $1,850 - $3,150/nt
    per property, Hot Tub, wheelchair accessible, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Wailea Sun Splash C301 at Wailea Beach Villas - Ocean View Top Floor

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,695 - $3,850/nt
    per property, Hot Tub, wheelchair accessible, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

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 Sandy Surf K508 with Full Panoramic Ocean, Beach and Haleakala Views

  • 4 BR/3 BA Villa (sleeps 6)
    $1,595 - $3,350/nt
    per property, Hot Tub, wheelchair accessible, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

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 Royal Ilima A201 at Wailea Beach Villas Overlooking Wailea Beach!!!

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $2,500 - $4,950/nt
    per property, Hot Tub, wheelchair accessible, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

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 Ocean Pearl E202 at Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,195 - $2,850/nt
    per property, Hot Tub, wheelchair accessible, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Wailea Mer Et Soleil K408 at Wailea Beach Villas - 3rd Floor Panoramic Views

  • 4 BR/3 BA Villa (sleeps 8)
    $1,550 - $3,500/nt
    per property, Hot Tub, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Island Oasis M111 at Wailea Beach Villas - Close to Family Pool!

  • 3 BR/2 BA Villa (sleeps 6)
    $795 - $1,895/nt
    per property, Hot Tub, wheelchair accessible, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Wailea Golden Mandarin Pool Villa D102 with Private Plunge Pool

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,595 - $3,500/nt
    per property, Hot Tub, wheelchair accessible, Resort, Private Pool, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning

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 Coco Palms Pool Villa D101 at Wailea Beach Villas with Plunge Pool

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,695 - $3,350/nt
    per property, Hot Tub, wheelchair accessible, Resort, Private Pool, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning

Wailea Castaway Cove C201 at Wailea Beach Villas - Extensively Re-decorated

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,395 - $2,850/nt
    per property, Hot Tub, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Blue Horizons K308 at Wailea Beach Villas - Panoramic Ocean View Villa

  • 4 BR/3 BA Villa (sleeps 8)
    $1,395 - $3,050/nt
    per property, Hot Tub, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

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

  • 1 BR/1 BA Condo (sleeps 4)
    $265 - $400/nt
    per property, accept credit card, Beach, Near The Ocean, Village, Private Pool, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet

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

  • 2 BR/2 BA Condo (sleeps 6)
    $260 - $429/nt
    $1,800 - $2,600/wk
    per property, accept credit card, Near The Ocean, Resort, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

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

  • 3 BR/3 BA, 1 half bath Villa (sleeps 8)
    $650 - $1,750/nt
    $5,250 - $5,950/wk
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Near The Ocean, Resort, Communal Pool, Sauna, Balcony, Fitness Room / Equipment

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

  • 3 BR/3 BA, 1 half bath Townhome (sleeps 6)
    $650 - $1,850/nt
    per property, accept credit card, Hot Tub, wheelchair accessible, Near The Ocean, Resort, Communal Pool, Jacuzzi, Sauna, Lawn / Garden

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

  • 3 BR/3 BA Townhome (sleeps 6)
    $4,550 - $12,250/wk
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Resort, Communal Pool, Sauna, Lawn / Garden, Fitness Room / Equipment

Wailea Spectacular Villa! a Must See!

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $650 - $1,750/nt
    per property, accept credit card, wheelchair accessible, Downtown, Resort, Communal Pool, Sauna, Air Conditioning, Satellite / Cable, Television

Wailea Maui Retreat-4 bedroom-4 1/2 bathrooms sleeps 10

  • 4 BR/3 BA, 1 half bath House (sleeps 10)
    $3,500 - $4,000/wk
    per property, accept credit card, Hot Tub, Beach, Near The Ocean, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet

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, Hot Tub, Beach, Near The Ocean, 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 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 Wailea - Luxury, Comfort and Beachfront Living at our Polo Beach Club #408

  • 2 BR/2 BA Condo (sleeps 4)
    $625 - $769/nt
    per property, Beach, Resort, Waterfront, Communal Pool, Daily Maid Service, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

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 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
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