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.
-
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)
-
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
-
Impressive Elua Village Condo 3/2 — Property 7023916
- Condo
- 3 bedrooms , sleeps 8
- 2 bathrooms
- adventure
- air-conditioning
- Rates (shown in USD)
- $4550 - $5950 per condo per week
-
Luxury Maui Ocean View, Grand Wailea Resort Amenities — Property 246371
- Townhome
- 3 bedrooms , sleeps 10
- 3 bathrooms
- 1 half bathroom
- near the ocean, resort
- pool
- Rates (shown in USD)
- $5250 - $17465 per property per week
-
Seaview Sanctuary M311 Wailea Beach Villas — Property 95986
- Villa
- 3 bedrooms , sleeps 6
- 2 bathrooms
- adventure
- air-conditioning
- Rates (shown in USD)
- $5250 - $10500 per villa per week
-
Hoku At Ho`olei Wailea — Property 7017693
- Villa
- 3 bedrooms , sleeps 6
- 3 bathrooms
- 1 half bathroom
- adventure
- air-conditioning
- Rates (shown in USD)
- $5250 - $6650 per villa per week
-
Beach Breezes H201 Wailea Beach Villas — Property 7017686
- Villa
- 3 bedrooms , sleeps 6
- 3 bathrooms
- adventure
- air-conditioning
- Rates (shown in USD)
- $6300 - $7665 per villa per week
-
Aqua Lani J305 Wailea Beach Villas — Property 7017685
- Villa
- 3 bedrooms , sleeps 6
- 3 bathrooms
- adventure
- air-conditioning
- Rates (shown in USD)
- $6300 - $12565 per villa per week
-
Ocean Pearl E202 Wailea Beach Villas — Property 7017695
- Villa
- 3 bedrooms , sleeps 6
- 3 bathrooms
- 1 half bathroom
- adventure
- air-conditioning
- Rates (shown in USD)
- $6650 - $9100 per villa per week
-
Grand Seascape K407 Wailea Beach Villas — Property 7017688
- Villa
- 3 bedrooms , sleeps 6
- 2 bathrooms
- adventure
- air-conditioning
- Rates (shown in USD)
- $5950 - $6965 per villa per week
Refine Your Search
- You refined by:
- Wailea remove
- bedrooms_3 remove
- (remove all)
Sleeps
- Sleeps 5-8 (35)
- Sleeps 9-12 (4)
Baths
- 2 bathrooms (12)
- 3 bathrooms (23)
- 4+ bathrooms (4)
Lodging Type
- condo rentals (3)
- house rentals (3)
- townhome rentals (2)
- villa rentals (31)
Amenities
- air conditioning (30)
- satellite or cable tv (23)
- pool (33)
- internet access (13)
- dishwasher (38)
- washing machine (31)
Leisure Activities
Suitability
- wheelchair accessible (19)
- suitable for elderly or infirm (20)
- pet friendly (1)
- non smoking only (35)
