We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
TripAdvisor
Wailea
Post
Trips
Inbox
ProfileSign up
Search

Wailea Villas

Check In Check Out
Any Bedrooms
Any Guests
Show Prices
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Suitability
    Bathrooms
    Any
    More filters
    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
    Sort by:
    Default
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!1 / 50
    (69)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Closest to Beach & Pool! We own five homes at Ho'olei!1 / 24
    (53)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    'Wailea Surf' Villa at Wailea Beach Villas: Exquisite Island Style Villa!1 / 23
    (72)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Sauna
    • Air Conditioning
    • Parking
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Washer
    • Air Conditioning
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Hot Tub
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Save time - get the best Wailea rentals sent straight to your email!
    Get the List
    Floral Gardens Pool Villa G102 with Private Plunge Pool1 / 50
    (5)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Wailea, Maui 96753
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Stunning Ocean View Wailea Beach Villa- Book & Save1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    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
    About this property
    View all property information
    Location Information
    Wailea, Maui 96753
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Huge Savings for Ocean Villa Perfect L4091 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    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
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
    • Hot Tub
    • Internet Access
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    List your property for free!
    List your holiday home where TripAdvisor travellers can find it.
    Add a Listing
    PLUNGE POOL! Coco Palms Pool Villa D101 at Wailea Beach Villas1 / 50
    (6)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    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
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Patio
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    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
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • DVD Player
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    SEASPIRIT AT ANDAZ MAUI AT WAILEA RESORT - Steps to Mokapu Beach!1 / 48
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    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
    About this property
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Balcony
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Expand your search!
    Visitors who viewed this location, also viewed properties in these locations:
    List your property
    Owner log in