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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.
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Maui Rendezvous Wailea Ekahi 33A Luxury Resort Next To Beautiful Beach — Property 203701
- Condo
- 1 bedroom , sleeps 5
- 2 bathrooms
- beach, resort
- pool
$150/night 11/16-23; 11/30-12/9/09S P E C I A L O F F E R- Rates (shown in USD)
- $1540 - $1925 per property per week
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Wailea Grand Beach Villa
$750/night Wailea Beach Villa for 8-View Rated Perfect By Guests — Property 230622
- Villa
- 4 bedrooms , sleeps 10
- 3 bathrooms
- beach, resort
- pool
Fall Special & Thanksgiving TreatS P E C I A L O F F E R- Rates (shown in USD)
- $7665 - $10500 per property per week
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Ocean Front Home, Private Luxury in Kihei-Wailea, Hawaii — Property 245114
- House
- 3 bedrooms , sleeps 12
- 3 bathrooms
- beach, waterfront
- garden
Special Last minute Rate*** $750/ntS P E C I A L O F F E R- Rates (shown in USD)
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Wailea Ekolu Village
Wailea Ekolu - Ocean View - Special March/April $155 NT — Property 205827
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- beach, near the ocean
- air-conditioning
- Rates (shown in USD)
- $1148 per property per week
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Beautiful Beach House with All the Comforts of Luxury Living — Property 313906
- Villa
- 3 bedrooms , sleeps 6
- 2 bathrooms
- beach, near the ocean
- pool
- Rates (shown in USD)
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Enjoy Dinner and Wine on the Beach for a Maui Sunset Treat! — Property 188896
- Condo
- 2 bedrooms , sleeps 8
- 2 bathrooms
- beach, village
- tennis court
- Rates (shown in USD)
- $2555 - $2765 per property per week
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Grand Champions Villas
Wailea Tropical Forest Studio NOV SPECIAL $85/NIGHT — Property 307780
- Condo
- studio , sleeps 2
- 1 bathroom
- beach, near the ocean
- pool
- Rates (shown in USD)
- $805 - $945 per property per week
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Ekahi Village
'Tommy Bahama' Style Luxury Condo on Greenbelt, Ocean View — Property 239232
- Condo
- 1 bedroom , sleeps 4
- 2 bathrooms
- beach, near the ocean
- pool
- Rates (shown in USD)
- $2100 - $2275 per property per week
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Wailea Grand Beach Villa-Piano
Most Popular Wailea Beach Villa Trip Advisor Rates Perfect-$750/nite for 8 — Property 164181
- Villa
- 4 bedrooms , sleeps 10
- 3 bathrooms
- beach, waterfront
- pool
- Rates (shown in USD)
- $6965 - $10500 per property per week
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Wailea Beach Villa, Luxury w/Beautiful Ocean Views — Property 141228
- Villa
- 3 bedrooms , sleeps 6
- 3 bathrooms
- beach, resort
- jacuzzi
- Rates (shown in USD)
- $6300 - $12600 per property per week
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