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Wailea Rentals, Sleeps 5-8

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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! 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

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

Wailea 'Spring' into action, and book your Maui Vacation today

  • 2 BR/2 BA Condo (sleeps 5)
    $235/nt
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Wailea Ocean Views! Beach Gear, Remodeled, Great for Families/Couples. Save $150!

  • 2 BR/2 BA Condo (sleeps 6)
    $235/nt
    $1,645/wk
    per property, accept credit card, Hot Tub, Near The Ocean, Resort, Communal Pool, Jacuzzi, Tennis Court, Balcony, Air Conditioning

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 Grand Champions Ocean View. Tempur-Pedic Beds, Remodel. 7th Night Free!

  • 2 BR/2 BA Condo (sleeps 6)
    $235 - $310/nt
    $1,645/wk
    per property, accept credit card, Near The Ocean, Tennis Court, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

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 Grand Seascape K407 at Wailea Beach Villas - Prime Upper Level

  • 3 BR/2 BA Villa (sleeps 6)
    $895 - $2,250/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 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 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 Beautiful Family-Friendly Townhouse

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $500 - $675/nt
    per property, limited accessibility, Beach, Mountain, Near The Ocean, Town, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

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 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 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 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 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 #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 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 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 # 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 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 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
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