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
  8. 8
(1 - 10 of 80)

  1. 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

  2. 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)

  3. Special Discounts at Luxury Wailea Condo Rental in Maui — Property 234928

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 4
    • 2 bathrooms
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $1295 - $1960 per property per week

  4. 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

  5. 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

  6. Elua Village - Ulua Beach Utopia - 1703 — Property 7023935

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • adventure
    • air-conditioning
    Rates (shown in USD)
    $3815 - $5950 per condo per week

  7. Luxury Grand Champions Villa - on 7th Fairway- Blue Golf Course — Property 134937

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

  8. Paradise at Wailea
    November Special!-$179 a night INCLUDING Thanksgiving — Property 167604

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $1575 - $1750 per property per week

  9. Exclusive Oceanfront Condo Nestled Between 2 World Class Maui Beaches — Property 7019171

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 4
    • 3 bathrooms
    • adventure
    • air-conditioning
    Rates (shown in USD)
    $567 - $833 per condo per week

  10. Bird Of Paradise Cottage — Property 7017711

    Vacation House rental in Wailea area
    • House
    • 2 bedrooms , sleeps 4
    • 2 bathrooms
    • accept credit card
    • activities guide
    Rates (shown in USD)
    $2625 - $3150 per house per week

Refine Your Search

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

Sleeps

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
  8. 8
(1 - 10 of 80)