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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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Wailea Elua 2BR/2BA Condo Just Steps to the Beach! — Property 226393
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- beach, near the ocean
- pool
- Rates (shown in USD)
- $2975 - $3220 per property per week
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Wailea Elua Large 2 BR/2 BA - Stunning Ocean View — Property 226391
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- beach, near the ocean
- pool
- 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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THE GRAND CHAMPION VILLAS
Quiet,Private2BD/2BAfor6-7thFairway WAILEA BLUE COURSEgolfdiscNrBeachs&ShopsWIFI — Property 131169
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- near the ocean, resort
- tennis court
- Rates (shown in USD)
- $1225 - $2065 per property per week
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2 BR/2 BA, Remodeled Partial Ocean View Condo — Property 226395
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- near the ocean, resort
- pool
- Rates (shown in USD)
- $1820 per property per week
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Ekahi 2A, Lower Village, 2BR/2BA, Spectacular Ocean Views and Sunsets — Property 150847
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- beach, waterfront
- tennis court
- Rates (shown in USD)
- $2835 per property per week
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Sun Splash J506 Wailea Beach Villas — Property 95988
- Villa
- 2 bedrooms , sleeps 6
- 2 bathrooms
- accept credit card
- activities guide
- Rates (shown in USD)
- $5950 - $11550 per villa per week
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Wailea, Maui, Ocean view; Remodeled 8/08; On island owners — Property 204107
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- near the ocean, resort
- pool
- Rates (shown in USD)
- $1540 - $1750 per property per week
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Wailea Ekolu
Luxury Wailea Condo - Just Listed & Available Now! — Property 248996
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- beach, near the ocean
- air-conditioning
- Rates (shown in USD)
- $1575 - $2065 per property per week
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Wailea Beach Villa - Stunning 2.5 Bedroom Paradise in Wailea — Property 258169
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- beach, resort
- internet access
- Rates (shown in USD)
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