Wailea Vacation Rentals

Wailea Vacation Rentals & Vacation Homes!

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These Wailea vacation homes, condos, villas, cabins, cottages, chalets, and bed & breakfasts are presented by their owners or agents. Please contact them directly with your inquiries. Click on the underlined descriptions below for more details and property photos.

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Bedrooms
Weekly Rate  Interests 

  Preferred Listings
Awesome Views, Condo Directly on the Beach!
  • Wailea
  • Condo
  • 1 bedrooms, sleeps 3
  • 1 bathrooms
     

    Private Gated Ocean View Estate in Lush Garden Setting Featuring 70 ft. Pool and Panoramic Views - managed by "Luxurious Destinations"
    • Wailea
    • House (single)
    • 4 bedrooms, sleeps 8
    • 4.5 bathrooms
       

      5 Bedroom Estate Located in Wailea - managed by "Luxurious Destinations"
      • Wailea
      • House (single)
      • 4-5 bedrooms, sleeps 8-10
      • 4-5 bathrooms
      • Weekly rates
        From $8,000 to $14,000 USD
       

      Wailea Ekahi Vacation Condos Maui Hawaii
      • Wailea
      • Condo
         

        The Ekahi Condo- The Resort of Wailea - Home of Pristine Beaches, 54 Holes of Championship Golf, World Class Shopping and Renowned Cuisine.
        • Wailea
        • STUDIO
        • sleeps 2
        • Weekly rates
          From $1,400 to $1,750 USD
         

        Ultimate privacy overlooking Wailea. A tropical gated estate with beautiful ocean views. Less than 1 mile white from sandy swimming beaches.
        • Wailea
        • House (single)
        • 4 bedrooms, sleeps 8-10
        • 4.5 bathrooms
           

          Beautiful 1st Floor Ocean View Condo Just Steps To 1/2 Mile Long Sandy Keawakapu Beach In Oceanfront Wailea Ekahi Village
          • Wailea
          • Condo
          • 1 bedrooms, sleeps 2-4
          • 2 bathrooms
          • Weekly rates
            From $1,700 to $2,500 USD
           

          Wailea Ekahi 33A - Maui Luxury Resort Next To Beautiful Keawakapu Beach
          • Wailea
          • Condo
          • 1 bedrooms, sleeps 5
          • 2 bathrooms
          • Weekly rates
            From $1,400 to $1,715 USD
           

           
            Rental Locations   (Listed alphabetically by City or Town)
           

            City BR(s) BA(s) Sleeps Description
          Wailea 0 - Studio BR BA 2 The Ekahi Condo- The Resort of Wailea - Home of Pristine Beaches, 54 Holes of Championship Golf, World Class Shopping and Renowned Cuisine.
          Wailea Studio - 2 BR BA Wailea Ekahi Vacation Condos Maui Hawaii
          Wailea 1-3 BR BA Elua Village vacation condos on the beach in Wailea
          Wailea 1 BR 2 BA 2-4 Beautiful 1st Floor Ocean View Condo Just Steps To 1/2 Mile Long Sandy Keawakapu Beach In Oceanfront Wailea Ekahi Village
          Wailea 1 BR 1 BA 3 Awesome Views, Condo Directly on the Beach!
          Wailea 1 BR 2 BA 5 Wailea Ekahi 33A - Maui Luxury Resort Next To Beautiful Keawakapu Beach
          Wailea 1 BR 2 BA 4 KAMAOLE SANDS 1 BEDROOM CONDO - JUST STEPS TO THE "GOLD COAST" BEACHES
          Wailea 1 BR 1 BA BREATHTAKING OCEAN VIEW WAILEA-MAUI VACATION CONDO #16E
          Wailea 1-4 BR BA Luxury 1-4 Bedroom Condos in Makena, Maui Hawaii
          Wailea 3 BR 3 BA up to 8 gue Beautiful Maui 3 bd/3bath Estate with Ocean View, Pool
          Wailea 4 BR 4.5 BA 8-10 Ultimate privacy overlooking Wailea. A tropical gated estate with beautiful ocean views. Less than 1 mile white from sandy swimming beaches.
          Wailea 4 BR 4.5 BA 8 Private Gated Ocean View Estate in Lush Garden Setting Featuring 70 ft. Pool and Panoramic Views - managed by "Luxurious Destinations"
          Wailea 4 BR 3 BA 9 Luxury Oceanfront Grand Wailea Beach Villa
          Wailea 4-5 BR 4-5 BA 8-10 5 Bedroom Estate Located in Wailea - managed by "Luxurious Destinations"
          Wailea 7 BR 6.5 BA 14 Exquisite Beachfront Property Located on Keawakapu Beach - managed by "Luxurious Destinations"

          Featured
          Property Managers

          www.MostRomanticVacations.com
          Most Romantic Vacations presents fabulously luxurious vacation rental properties for even the most refined tastes ! We are designed to showcase privately owned and operated luxury vacation rental properties, beautifully appointed to please the most sophisticated travelers.

          LuxuriousDestinations.com
          We provide the ultimate luxury in private home rentals and concierge services in one of the world’s most desirable locations: Maui, Hawaii.


          www.WeddingsReunionsHawaii.com
          "Welcome to Paradise"
          We offer the finest accommodations for you to enjoy your Hawaiian Wedding or Reunion

          VacationBigIsland.com
          We offer unique private homes and condos for vacation rental from Kona to Kohala. Many of these homes are situated on the same shoreline as several luxury resorts. These resorts afford you world-class golf and tennis along with excellent shopping, dining and recreational facilities.

          HAWAII VACATION RENTALS
          The Perfect Company for your next Hawaiian Islands Vacation. Resorts, Homes, Condos, Cottages, Suites, and Travel Accommodations. Luxury Travel Packages and Car Rentals.





          Awesome Views, Condo Directly on the Beach!
          Kihei Condo, 1 bedrooms, sleeps 3, 1 bathrooms



          Private Gated Ocean View Estate in Lush Garden Setting Featuring 70 ft. Pool and Panoramic Views - managed by "Luxurious Destinations"
          Wailea House (single), 4 bedrooms, sleeps 8, 4.5 bathrooms



          5 Bedroom Estate Located in Wailea - managed by "Luxurious Destinations"
          Wailea House (single), 4-5 bedrooms, sleeps 8-10, 4-5 bathrooms Weekly rates from $8,000 to $14,000 USD



          Wailea Ekahi Vacation Condos Maui Hawaii
          Wailea Condo



          The Ekahi Condo- The Resort of Wailea - Home of Pristine Beaches, 54 Holes of Championship Golf, World Class Shopping and Renowned Cuisine.
          Wailea STUDIO, sleeps 2 Weekly rates from $1,400 to $1,750 USD



          Ultimate privacy overlooking Wailea. A tropical gated estate with beautiful ocean views. Less than 1 mile white from sandy swimming beaches.
          Wailea House (single), 4 bedrooms, sleeps 8-10, 4.5 bathrooms



          Beautiful 1st Floor Ocean View Condo Just Steps To 1/2 Mile Long Sandy Keawakapu Beach In Oceanfront Wailea Ekahi Village
          Wailea Condo, 1 bedrooms, sleeps 2-4, 2 bathrooms Weekly rates from $1,700 to $2,500 USD



          Wailea Ekahi 33A - Maui Luxury Resort Next To Beautiful Keawakapu Beach
          Wailea Condo, 1 bedrooms, sleeps 5, 2 bathrooms Weekly rates from $1,400 to $1,715 USD


          Featured Locations:
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