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Wailea Villas

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    Travellers to Wailea are booking December dates now. Secure your holiday home today, and have the perfect trip.
    26 Matching Rentals in WaileaView all 206 rentals
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    WE OWN FIVE HOOLEI VILLAS ! WE SHOULD BE ABLE TO ACCOMODATE YOUR DATES!1 / 24
    (41)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!1 / 50
    (69)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Closest to Beach & Pool! We own five homes at Ho'olei!1 / 24
    (53)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    'Wailea Surf' Villa at Wailea Beach Villas: Exquisite Island Style Villa!1 / 23
    (72)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
    Ocean View, Close to Beach&Pool Sleeps 10-$795 for all avail dates in April!!!1 / 24
    (59)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Sauna
    • Air Conditioning
    • Parking
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Panoramic Ocean Views! - Wailea Beach Villas - Luxury 3 Bed / 3 Bath1 / 21
    (32)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
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    Pet friendly
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Golden Mandarin Pool Villa D102 with Private Plunge Pool1 / 50
    (6)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
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    • Hot Tub
    • Patio
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    Pet friendly
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    PRIVATE PLUNGE POOL! Bali Hai Pool Villa F102 at Wailea Beach Villas1 / 50
    (11)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
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    • DVD Player
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    • Cable/satellite TV
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    Pet friendly
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    OCEAN VIEWSTOP FLOOR! Regal Mandalay M511at Wailea Beach Villas1 / 50
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Washer
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    • Internet Access
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Castaway Cove C201 at Wailea Beach Villas - Extensively Re-decorated1 / 50
    (6)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Cable/satellite TV
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    • Internet Access
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Floral Gardens Pool Villa G102 with Private Plunge Pool1 / 50
    (5)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Hot Tub
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Blue Horizons K308 at Wailea Beach Villas - Panoramic Ocean View Villa1 / 50
    (7)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Washer
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    • Air Conditioning
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    • Hot Tub
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Aqua Lani J305 at Wailea Beach Villas - Private Ocean View Villa1 / 50
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
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    • DVD Player
    • Patio
    • Internet Access
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    Pet friendly
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    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    WAILEA SEASHORE K507 TOP FLOOR OCEAN VIEWS!1 / 50
    (7)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • Washer
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    Pet friendly
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    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Sandcastles Suite L509 - True Ocean View ^Penthouse^ Location1 / 50
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    • Shared Outdoor Pool (Unheated)
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    • Washer
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
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    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    FALL SPECIAL AT SANDY SURF K508! PANORAMIC OCEAN VIEWS1 / 50
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
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    • Hot Tub
    • Internet Access
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Royal Ilima A201 at Wailea Beach Villas Overlooking Wailea Beach!!!1 / 50
    (3)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    • Washer
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
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    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Wailea Beach Villa: Oceanfront Luxury Living1 / 23
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    PLUNGE POOL! Coco Palms Pool Villa D101 at Wailea Beach Villas1 / 50
    (6)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    4TH FLOOR PANORAMIC OCEAN VIEWS! Mer Et Soleil K408 at Wailea Beach Villas1 / 50
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Patio
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Orient Pacific Suite J505 with Spectacular Panoramic Ocean Views1 / 50
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    BELLA LUNA D302 at Wailea Beach Villas - Only Steps to Wailea Beach!1 / 50
    (4)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Hot Tub
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Patio
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    I.P.M PRESENTS: Penthouse J105 - Perfect Location and Amazing Rates!1 / 33
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Balcony
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    • Parking
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    Pet friendly
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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