Wailea Vacation Rentals

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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 Sleeps
Weekly Rate  Interests 

  Preferred Listings
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
 

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
 

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
     

    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
       

      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
       

      Wailea Ekahi Vacation Condos Maui Hawaii
      • Wailea
      • Condo
         

        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
         

         
          Rental Locations   (Listed alphabetically by City or Town)
         

          City BR(s) BA(s) Sleeps Description
        Wailea BR BA Palms Condos at Wailea Maui Hawaii
        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 - 3 BR BA Click here to view more details about this property
        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 - 2 BR BA Wailea Ekolu Condo
        Wailea 1 - 2 BR BA Wailea Polo Beach Club Condo Rental
        Wailea 1 BR 2 BA 5 Wailea Ekahi 33A - Maui Luxury Resort Next To Beautiful Keawakapu Beach
        Wailea 1-4 BR BA Luxury 1-4 Bedroom Condos in Makena, Maui Hawaii
        Wailea 1 BR 1 BA BREATHTAKING OCEAN VIEW WAILEA-MAUI VACATION CONDO #16E
        Wailea 2 BR 2.5 BA 4 - 6 Beautiful 2 Bedroom Wailea Ekahi Condo with Awesome Ocean View
        Wailea 4-5 BR 4-5 BA 8-10 5 Bedroom Estate Located in Wailea - managed by "Luxurious Destinations"
        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 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.

        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.

        LuxuriousDestinations.com
        Worldwide
        Rates Vary
        We provide the ultimate luxury in private home rentals and concierge services in one of the world’s most desirable locations

        VacationBigIsland.com
        Big Island, HI
        Rates from $125
        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.





        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



        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



        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



        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



        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



        Wailea Ekahi Vacation Condos Maui Hawaii
        Wailea Condo



        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