A1Vacations is part of HomeAway.com, the world’s leading vacation rentals marketplace.
Search over 150,000 vacation rentals properties now!   Click here to see more Vacation Homes

Search for vacation rental homes in Wailea

Beautiful Beaches are Only the Beginning in Wailea


With an unbeatable location on Maui’s sunny southern shore, Wailea invites you to leave all your worries behind on a getaway filled with white sand beaches, countless water sports, and scenic beauty that is beyond compare.


Once you step foot onto the land that is Wailea, it is easy to see how this place can truly be called paradise. One magnificent beach after another beckons with opportunities for swimming, snorkeling, scuba diving and even kayaking; all you need to do is heed the call and let every last ounce of stress fall by the wayside.


So where should you begin? Any of the beautiful beaches are certainly a treat, but Wailea Beach is the best place to get your feet wet with its spectacular swimming conditions, breathtaking views of Kahoolawe and Lanai, and gentle boogie boarding possibilities. And see that little crescent out in the distance? That is Molokini Crater, where you will be snorkeling or scuba diving in crystal clear water surrounded by schools of colorful fish.


However, if your Wailea vacation rental lies along a different stretch of sand, you can’t be too disappointed because the other options can certainly hold their own. The long golden sands of Mokapu Beach and Ulua Beach can satisfy your need for adventure with amazing snorkeling and swimming in calm water and spectacular bodysurfing when the waves kick up, while Polo Beach is a great place to simply relax, swim or snorkel to your heart’s content.


Although the beaches are certainly the centerpiece of Wailea, this area is more than just a one attraction wonder. If you are looking for other ways to fill up your stay in paradise, the three courses at the Wailea Golf Club, the renowned tennis of the Wailea Tennis Club, the one-of-a-kind treasures at The Shops at Wailea, and the natural beauty of La Perouse Bay are all waiting to make your Maui vacation everything you always imagined and more.

  • Next Page
Go to page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. 7
(1 - 10 of 64)

  1. Ekahi 2A, Lower Village, 2BR/2BA, Spectacular Ocean Views and Sunsets — Property 150847

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, waterfront
    • tennis court
    Rates (shown in USD)
    $2835 per property per week

  2. Sun Splash J506 Wailea Beach Villas — Property 95988

    Vacation Villa rental in Wailea area
    • Villa
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • accept credit card
    • activities guide
    Rates (shown in USD)
    $5950 - $11550 per villa per week

  3. Wailea, Maui, Ocean view; Remodeled 8/08; On island owners — Property 204107

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $1540 - $1750 per property per week

  4. Wailea Ekolu
    Luxury Wailea Condo - Just Listed & Available Now! — Property 248996

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • air-conditioning
    Rates (shown in USD)
    $1575 - $2065 per property per week

  5. Wailea Beach Villa - Stunning 2.5 Bedroom Paradise in Wailea — Property 258169

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, resort
    • internet access
    Rates (shown in USD)

  6. Wailea Ekahi
    Fabulous 2 Bedroom Ground Floor Condo on Greenbelt in Wailea Ekahi Village — Property 253378

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 7
    • 2 bathrooms
    • beach, waterfront
    • pool
    Rates (shown in USD)
    $2380 - $3500 per property per week

  7. Luxury Beachfront Wailea Condo — Property 152894

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach
    • air-conditioning
    Rates (shown in USD)
    $2750 per property per week

  8. Deluxe Oceanview Wailea Condo — Property 192613

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • pool
    Rates (shown in USD)

  9. Grand Champions Ocean View. Tempur-Pedic Beds, Remodeled, Family friendly,CLEAN! — Property 154811

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • near the ocean
    • tennis court
    Rates (shown in USD)
    $1645 - $2093 per property per week

  10. Enjoy Dinner and Wine on the Beach for a Maui Sunset Treat! — Property 188896

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 8
    • 2 bathrooms
    • beach, village
    • tennis court
    Rates (shown in USD)
    $2555 - $2765 per property per week

Refine Your Search

You refined by:
Wailea remove
sleeps_5_or_more remove
bedrooms_2 remove
(remove all)
Find by availability dates:

Baths

Lodging Type

Amenities

Leisure Activities

Suitability

  • Next Page
Go to page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. 7
(1 - 10 of 64)