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
(1 - 10 of 42)

  1. Wailea Ekahi 53D
    Wailea Vacation Rental - Ekahi 53D Beautiful Ocean View Newly Renovated 1BR/1BA — Property 194155

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • beach, village
    • balcony
    Rates (shown in USD)
    $1505 - $2485 per property per week

  2. WaileaSunsetCondo.com
    Spectacular Sunset Ocean View in Peaceful Wailea, Ekolu Village — Property 166599

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 4
    • 2 bathrooms
    • beach, resort
    • pool
    Rates (shown in USD)
    $1225 - $1925 per property per week

  3. Wailea Ekahi 39D
    Wailea Ekahi 39D — Property 257748

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 2
    • 1 bathroom
    • near the ocean
    • air-conditioning
    Rates (shown in USD)
    $1925 per property per week

  4. Elua Village 1BR/2BA Ocean Front Condominium — Property 226394

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • beach, near the ocean
    • pool
    Rates (shown in USD)
    $3150 - $3500 per property per week

  5. Most Romantic Place on Maui — Property 241440

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 4
    • 2 bathrooms
    • near the ocean
    • pool
    Rates (shown in USD)
    $1225 - $1820 per property per week

  6. Grand Champions Villas
    Wailea Gem DEC 1-5th SPECIAL $130 — Property 110076

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • beach, near the ocean
    • pool
    Rates (shown in USD)
    $1015 - $1183 per property per week

  7. Luxurious Secret Garden One Bedroom — Property 315090

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 2
    • 1 bathroom
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $875 - $1155 per property per week

  8. Wailea Condo with Fabulous Ocean View — Property 160004

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 4
    • 2 bathrooms
    • near the ocean, resort
    • balcony
    Rates (shown in USD)
    $1533 per property per week

  9. Olu Olu
    More Than One Life Has Been Changed by a Visit to Maui — Property 147336

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 2
    • 2 bathrooms
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $1050 - $1200 per property per week

  10. Wailea Ekahi Luxury 1bd/2ba Beachfront resort — Property 188652

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 4
    • 2 bathrooms
    • beach, resort
    • pool
    Rates (shown in USD)
    $1295 - $1750 per property per week

Refine Your Search

You refined by:
Wailea remove
bedrooms_1 remove
air_conditioning 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
(1 - 10 of 42)