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Wailea Vacation Rental Accommodations - Page 1 of 3

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SPECIAL OFFER! End of Summer & Fall Specials August 20 - November 2

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

  • 4 BR/3 BA Villa (sleeps 10)
    $900 - $2,350/nt
    per property, accept credit card, beach, waterfront, pool, balcony, fitness room, air-conditioning, internet access, satellite or cable

Wailea Wailea Gem - Remodeled!! From $150/night

  • 1 BR/1 BA Condo (sleeps 4)
    $150 - $180/nt
    per property, beach, near the ocean, pool, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV

Wailea Beautiful Wailea Tropical Studio! Remodeled!

  • 1 BA Studio (sleeps 2)
    $115 - $140/nt
    per property, accept credit card, beach, near the ocean, pool, jacuzzi, tennis court, garden, terrace, balcony

Wailea Elua Village Oceanfront, the Best of Maui and Owner Direct!

  • 1 BR/1 BA Condo (sleeps 4)
    $445/nt
    per property, pool, air-conditioning, internet access, satellite or cable, DVD

Wailea Coco Palms Pool Villa D101 at Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,595 - $3,850/nt
    per property, accept credit card, beach, near the ocean, resort, waterfront, pool, pool, daily maid service, jacuzzi, garden, terrace

Wailea One-of-a-kind Maui Getaway

  • 4 BR/3 BA, 1 half bath House (sleeps 10)
    $1,250 - $1,600/nt
    per property, accept credit card, near the ocean, resort, pool, jacuzzi, garden, terrace, balcony, air-conditioning

Wailea Wailea Ekahi Luxury 1bd/2ba Beachfront resort

  • 1 BR/2 BA Condo (sleeps 4)
    $175 - $250/nt
    $1,225 - $1,750/wk
    per property, beach, resort, pool, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV

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

  • 1 BR/1 BA Condo (sleeps 5)
    $200 - $250/nt
    per property, accept credit card, near the ocean, resort, pool, air-conditioning, internet access, satellite or cable, DVD

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

  • 4 BR/3 BA, 1 half bath House (sleeps 9)
    $3,500 - $4,000/wk
    per property, accept credit card, beach, near the ocean, garden, balcony, air-conditioning, internet access, satellite or cable, TV

Wailea Enjoy Paradise! Our Guests Rate Our Condo Superior! U will 2! Near Ulua Beach!

  • 2 BR/2 BA Condo (sleeps 6)
    $189 - $265/nt
    per property, beach, near the ocean, jacuzzi, air-conditioning, internet access, satellite or cable, TV, DVD, barbecue
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Wailea Fabulous 2 Bedroom Ground Floor on Greenbelt -Ocean Views

  • 2 BR/2 BA Condo (sleeps 7)
    $360 - $500/nt
    per property, accept credit card, beach, waterfront, pool, garden, air-conditioning, internet access, satellite or cable, TV

Wailea Spectacular Sunset Ocean View in Peaceful Wailea -A/C Included

  • 1 BR/2 BA Condo (sleeps 4)
    $235 - $325/nt
    $1,645 - $2,275/wk
    per property, accept credit card, beach, resort, pool, daily maid service, tennis court, garden, balcony, air-conditioning

Wailea Wailea Beach Villa! Luxury 2.5 Bedrooms *See Specials*

  • 2 BR/2 BA Villa (sleeps 6)
    $550 - $1,100/nt
    $3,850 - $7,700/wk
    $12,000 - $15,000/month
    per property, accept credit card, beach, resort, jacuzzi, fitness room, air-conditioning, internet access, satellite or cable, TV

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, beach, resort, fitness room, air-conditioning, internet access, satellite or cable, TV, DVD

Wailea Beautiful Wailea Ekolu Condo with AWESOME Ocean Views

  • 2 BR/2 BA Condo (sleeps 4)
    $1,750 - $2,065/wk
    per property, accept credit card, near the ocean, resort, pool, balcony, air-conditioning, internet access, satellite or cable, TV

Wailea Renting a Vacation LIFESTYLE, not just a home

  • 3 BR/3 BA Townhome (sleeps 6)
    $650 - $1,750/nt
    per property, accept credit card, beach, near the ocean, resort, town, pool, jacuzzi, sauna, garden, balcony, fitness room

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

  • 1 BR/1 BA Condo (sleeps 4)
    $200 - $370/nt
    per property, accept credit card, beach, village, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV

Wailea Castaway Cove C201 at Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,250 - $3,050/nt
    per property, accept credit card, beach, near the ocean, resort, waterfront, pool, pool, jacuzzi, garden, terrace, fitness room

Wailea Bali Hai Pool Villa F102 at Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,450 - $3,050/nt
    per property, accept credit card, beach, near the ocean, resort, waterfront, pool, jacuzzi, garden, terrace, fitness room, air-conditioning

Wailea Beautiful Beach House, All the Comforts of Luxury Living-6/10 thru 6/21 Special!

  • 3 BR/2 BA Villa (sleeps 6)
    $425/nt
    per property, beach, near the ocean, pool, jacuzzi, garden, air-conditioning, internet access, satellite or cable, TV
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Wailea Polo Beach Club Wailea - Prime Beach Front Unit

  • 2 BR/2 BA Condo (sleeps 6)
    $2,400/wk
    per property, accept credit card, beach, waterfront, pool, pool, daily maid service, jacuzzi, garden, balcony

Wailea Wailea Paradise H501 at Wailea Beach Villas

  • 3 BR/3 BA Villa (sleeps 6)
    $2,250 - $3,850/nt
    per property, accept credit card, beach, resort, pool, jacuzzi, terrace, balcony, fitness room, air-conditioning

Wailea SeaView Sanctuary M311 at Wailea Beach Villas

  • 4 BR/2 BA Villa (sleeps 6)
    $899 - $1,950/nt
    per property, accept credit card, beach, near the ocean, pool, jacuzzi, garden, balcony, fitness room, air-conditioning

Wailea Sandy Surf K508 at Wailea Beach Villas

  • 5 BR/3 BA Villa (sleeps 8)
    $1,250 - $2,950/nt
    per property, accept credit card, beach, near the ocean, pool, jacuzzi, balcony, fitness room, air-conditioning, internet access

Wailea Sandcastles Suite L509 at Wailea Beach Villas

  • 4 BR/3 BA Villa (sleeps 8)
    $1,450 - $3,150/nt
    per property, accept credit card, beach, near the ocean, pool, jacuzzi, balcony, fitness room, air-conditioning, internet access

Wailea Royal Ilima A201 at Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $2,250 - $5,000/nt
    per property, accept credit card, beach, near the ocean, pool, jacuzzi, garden, terrace, balcony, fitness room

Wailea Ocean Pearl E202 at Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,195 - $2,500/nt
    per property, accept credit card, beach, near the ocean, pool, jacuzzi, terrace, balcony, fitness room, air-conditioning

Wailea Regal Mandalay M511 at Wailea Beach Villas

  • 3 BR/2 BA Villa (sleeps 6)
    $1,095 - $2,150/nt
    per property, accept credit card, beach, near the ocean, resort, pool, pool, jacuzzi, terrace, balcony, fitness room

Wailea Mer Et Soleil K408 at Wailea Beach Villas

  • 4 BR/3 BA Villa (sleeps 8)
    $1,395 - $2,950/nt
    per property, accept credit card, beach, near the ocean, pool, jacuzzi, terrace, balcony, fitness room, air-conditioning

Wailea Island Oasis M111 at Wailea Beach Villas

  • 3 BR/2 BA Villa (sleeps 6)
    $695 - $1,500/nt
    per property, accept credit card, beach, near the ocean, pool, jacuzzi, terrace, balcony, air-conditioning, internet access
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Wailea Grand Seascape K407 at Wailea Beach Villas

  • 3 BR/2 BA Villa (sleeps 6)
    $895 - $2,050/nt
    per property, accept credit card, beach, near the ocean, pool, daily maid service, jacuzzi, terrace, balcony, fitness room

Wailea Ginger & Palm Suite L109 at Wailea Beach Villas

  • 4 BR/3 BA Villa (sleeps 8)
    $995 - $2,400/nt
    per property, accept credit card, beach, near the ocean, waterfront, pool, pool, jacuzzi, terrace, balcony, air-conditioning

Wailea Golden Mandarin Pool Villa D102 at Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,350 - $3,150/nt
    per property, accept credit card, beach, near the ocean, resort, pool, pool, jacuzzi, garden, fitness room, air-conditioning

Wailea Floral Gardens Pool Villa G102 at Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,350 - $2,850/nt
    per property, accept credit card, beach, near the ocean, pool, pool, daily maid service, jacuzzi, garden, terrace

Wailea Blue Horizons K308 at Wailea Beach Villas

  • 4 BR/3 BA Villa (sleeps 8)
    $1,095 - $2,850/nt
    per property, accept credit card, beach, near the ocean, pool, daily maid service, jacuzzi, terrace, balcony, fitness room

Wailea Bella Luna D302 at Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,850 - $3,500/nt
    per property, accept credit card, beach, near the ocean, resort, pool, pool, jacuzzi, terrace, balcony, fitness room

Wailea Aqua Lani J305 at Wailea Beach Villas

  • 3 BR/3 BA Villa (sleeps 6)
    $895 - $2,350/nt
    per property, accept credit card, beach, near the ocean, pool, daily maid service, jacuzzi, terrace, balcony, fitness room

Wailea Beach Breezes H201 at Wailea Beach Villas

  • 3 BR/3 BA Villa (sleeps 6)
    $995 - $2,350/nt
    per property, accept credit card, beach, near the ocean, pool, daily maid service, jacuzzi, terrace, balcony, fitness room

Wailea Wailea Sunset Estate

  • 4 BR/5 BA, 1 half bath House (sleeps 10)
    $2,250 - $4,500/nt
    per property, accept credit card, beach, near the ocean, pool, daily maid service, jacuzzi, balcony, air-conditioning, internet access

Wailea Wailea Sunset Bungalow

  • 2 BR/1 BA Cottage (sleeps 4)
    $500 - $950/nt
    per property, accept credit card, beach, near the ocean, daily maid service, jacuzzi, air-conditioning, internet access, TV, DVD
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Wailea Palms 904 Lanai overlooking garden, Ocean & West Maui Mountains. Walk to Beach

  • 2 BR/2 BA Condo (sleeps 5)
    $1,600 - $2,600/wk
    per property, accept credit card, near the ocean, resort, pool, garden, fitness room, air-conditioning, internet access, satellite or cable

Wailea Ocean View, Remodeled, Stuff for the Kids, Early booking discounts-low season!

  • 2 BR/2 BA Condo (sleeps 6)
    $250/nt
    per property, accept credit card, beach, near the ocean, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV

Wailea Ekahi - on the greenbelt, spectacular ocean view, remodeled, stuff for the kids

  • 1 BR/2 BA Condo (sleeps 4)
    $290/nt
    per property, accept credit card, beach, near the ocean, air-conditioning, internet access, satellite or cable, TV, DVD, parking

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

  • 4 BR/3 BA Villa (sleeps 10)
    $995 - $2,350/nt
    per property, accept credit card, beach, waterfront, pool, balcony, air-conditioning, internet access, satellite or cable, TV

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

  • 2 BR/2 BA Condo (sleeps 6)
    $235/nt
    $1,645/wk
    per property, accept credit card, near the ocean, resort, jacuzzi, tennis court, balcony, air-conditioning, internet access, satellite or cable

Wailea Wailea Elua Oceanfront, OWNER DIRECT, Fully Renovated, Private!

  • 2 BR/2 BA Condo (sleeps 6)
    $695 - $995/nt
    per property, accept credit card, beach, waterfront, pool, tennis court, balcony, fitness room, air-conditioning, internet access

Wailea Grand Champions, Spectacular OCEAN View,2 Large Master Suites, Remodeled,Luxury

  • 2 BR/2 BA Condo (sleeps 5)
    $219 - $300/nt
    per property, beach, near the ocean, pool, jacuzzi, tennis court, balcony, air-conditioning, internet access, satellite or cable

Wailea Best View in Resort! Just Renovated a/C Throughout *New Photos

  • 2 BR/2 BA Condo (sleeps 4)
    $2,653/wk
    per property, accept credit card, beach, near the ocean, pool, air-conditioning, internet access, satellite or cable, DVD

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, beach, resort, pool, jacuzzi, tennis court, balcony, fitness room, air-conditioning

Wailea Wailea Elua Village #701 - Luxury 2-Bedroom with Ocean View & Perfect Location.

  • 2 BR/2 BA Condo (sleeps 5)
    $395 - $485/nt
    per property, beach, near the ocean, pool, air-conditioning, internet access, satellite or cable, TV, DVD, parking
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