Wailea Vacation Rentals, Homes, Condos, Cottages and Villas

Wailea VACATION RENTALS - We currently have 13 Wailea vacation rentals listed on this page!

VacationRentalDirect.com has found 13 Wailea Vacation Rentals that match your search criteria. Your results can be sorted by price, bedrooms, type of unit and whether the unit is pet friendly or not. All Wailea cottages, homes and vacation rentals are presented by their respective owners or managers.

Please click on the photos or links below to view the property details, then contact the owner directly (via the phone number or property inquiry button on each listing).

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  • Wailea, Hawaii
    Exquisite Aloha Kai Suite at Wailea Beach Villas. Luxury awaits in this exquisite three bedroom, three full baths, 2500 square feet Penthouse Villa J205 with gorgeous ocean view.
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    3 3 Villa
    $895 - $2195 $0 - $0 $0 - $0
  • Wailea, Hawaii
    Enjoy Soothing vacation at Wailea beach with breathtaking views of Maui Island.
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    4 4 Villa
    $1000 - $2550 $0 - $0 $0 - $0
  • Wailea, Hawaii
    Enjoy Spa Hot Tubs, Heated Oceanside Pools
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    3 3 Villa
    $3050 - $4000 $0 - $0 $0 - $0
  • Wailea, Hawaii
    Sunset Views Beachfront 3 BR Villa on Ka'anapali Beach
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    3 3 Villa
    $1950 - $2500 $0 - $0 $0 - $0
  • Wailea, Hawaii
    Luxury Beachfront 4 Bedroom Villa for superb vacation with breathtaking views.
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    4 4 Villa
    $1250 - $1800 $0 - $0 $0 - $0
  • Wailea, Hawaii
    On the sand... Welcome to our vacation rentals in the Wailea / Makena area of South West Maui. The beach front Polo Beach Club units are located on the beach.
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    2 2 Condo
    $0 - $0 $0 - $0 $0 - $0
  • Wailea, Hawaii
    On the sand... Welcome to our vacation rentals in the Wailea / Makena area of South West Maui. The beach front Polo Beach Club units are located on the beach.
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    2 2 Condo
    $0 - $0 $2100 - $5000 $0 - $0
  • Wailea, Hawaii
    On the sand... Welcome to our vacation rentals in the Wailea / Makena area of South West Maui. The beach front Polo Beach Club units are located on the beach. 2-4 bedrooms.
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    2 2 Condo
    $0 - $0 $0 - $0 $0 - $0
  • Wailea, Hawaii
    2 bedrm, 2 bath Ocean & Fairway Views Condo, located in Sunny South Maui. Many extras: Boogie Boards, 3 Flat Screen TV's, Beach Chairs, Fully equipped Granite Kitchen, all New Furnishings. Comfortable Tempur-Pedic Beds. ...
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    2 2 Condo
    $250 - $295 $1750 - $2065 $7200 - $8850
  • Wailea, Hawaii
    Our luxurious two, bedroom, two bath Palms at Wailea condominium is located in the world-renowned vacation resort destination of Wailea (sunny South Maui) -- one of the more exclusive areas on the island.
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    2 2 Condo
    $260 - $330 $0 - $0 $0 - $0
  • Wailea, Hawaii
    Beautiful 2 bedroom, 2 bath Condo with granite countertops throughout, new carpet, new paint, island motif and all new appliances. Beautiful ocean views from living room and one of the Master Suites. Two pools, BBQ's, ...
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    2 2 Condo
    $199 - $280 $1393 - $1960 $0 - $0
  • Wailea, Hawaii
    We invite you to stay at our panoramic oceanview 1 BR 2 BA condo in the exclusive, gated oceanfront Elua Village in sunny Wailea. Visit our website www.MauiCondoWailea.com for details, photos, and comments from our guest...
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    1 2 Condo
    $0 - $0 $2450 - $2800 $0 - $0
  • Wailea, Hawaii
    This Villa is a newly built luxurious 4 bedroom(sleeps 8), 3,5 bathroom panoramic ocean view estate with the most stunning ocean view in all of South Maui. Villa Wailea is fully furnished with an emphasis on comfort and...
    Call Owner For Payment Details
    Bedrooms Bathrooms Rental type Pet friendly Daily Rate Weekly Rate Monthly Rate
    4 4 Villa
    $1600 - $2200 $11200 - $15400 $0 - $0






Learn More About
Wailea
Wailea has a lot to offer all visitors to the area. Below you will find writings from other Wailea vacation rental owners about the area they know best! It's a great way to learn first hand about the Wailea region and all that it has to offer!

If you are a registered vacation rental property owner on VacationRentalDirect.com and want to tell everyone about the Wailea area and additional exposure for your listing, please login here and click on 'Edit Your Listing!'

 

South Maui, Sunny Wailea

Posted by Barbara Marshall on Sunday, February 11, 2007
Maui is the second largest of the Hawaiian islands and is often acclaimed as the best island in the world. You'll often hear "Maui noka oi" or "Maui is the best"! South Maui basks in the glow of the golden sunshine virtually all year round and has been referred to as Hawaii's Gold Coast. The sunny resort area of Wailea wraps around some of the best beaches in Hawaii. In Wailea, there are more than a dozen beaches strung along the warm, dry coast and a full range of accommodations from exclusive condos to luxurious hotel resorts. Sculpted from 1,500 acres of kiawe brush and rugged lava, Wailea resort is the jewel of South Maui. It hugs the ocean and has 5 gorgeous crescents of sandy beaches. Travelers seeking the perfect tropical escape just might find it here in paradise.
Website: http://www.MauiCondoWailea.com
Desc. ID: 54