Sort:  
Arrive:
Depart:
Sort:  
A Wailea beach vacation rental can make your trip to Hawaii more memorable with its beautiful green surroundings and some of the best beaches in the world! On the beautiful island of Maui, you will find great restaurants, championship golf courses, tennis facilities, and shopping. Discover a selection of vacation rentals in Wailea, Hawaii that are perfect for your trip. Whether you’re traveling with friends or family, or both, BeachHouse vacation condos in Wailea have the best amenities for hanging out with the people that you love to vacation with, including heated swimming pools and air conditioning. Rates for condos start at $149 per night and go up to the luxury 3 br beachfront town homes for $1200 per night. Compare our total rates to the other sites and you will see we can save you up to 10% because we do not charge the same service fees.  More about Wailea...
(1-12 of 85)   Show
 Grid  Map
The Sweet Spot - Wailea Elua 3-Bdr3-Bath Beachfront Paradise - Beach Vacation Rentals in Wailea, Hawaii on Beachhouse.com
Featured
Townhouse
$1,495

The Sweet Spot - Wailea Elua 3-Bdr3-Bath Beachfront Paradise...

Beachfront Wailea Vacation Rental Townhouse

 3.0    Sleeps: 6
  Pets: No

Nightly Rate: $1,495-$2,200

  
 Pool: Yes
Minimum Stay: 5-7 nights
Heated Pool
     2327-136458
Beautiful Golf Course Views Wailea Grand Champions #78 - Beach Vacation Rentals in Wailea, Maui, HI on Beachhouse.com
Condo
$199

Beautiful Golf Course Views Wailea Grand Champions #78...

Wailea, Maui Vacation Rental Condo

 2.0    Sleeps: 6
  Pets: No

Nightly Rate: $199-$579

  
 Pool: Yes
Minimum Stay: 3 nights
Pool: Heated
Stunning Ground Floor 2 Bedroom Wailea Elua #307 - Beach Vacation Rentals in Wailea, Maui, HI on Beachhouse.com
Condo
$449

Stunning Ground Floor 2 Bedroom Wailea Elua #307...

Beachfront Wailea, Maui Vacation Rental Condo

 2.0    Sleeps: 5
  Pets: No

Nightly Rate: $449-$1,379

  
 Pool: Yes
Minimum Stay: 5 nights
Pool: Saline - Heated
Stunning Golf Course &amp Garden Views - WAILEA GRAND CHAMPION #1 - Beach Vacation Rentals in Wailea, Maui, HI on Beachhouse.com
Condo
$189

Stunning Golf Course &amp Garden Views - WAILEA GRAND CHAMPION #1...

Wailea, Maui Vacation Rental Condo

 2.0    Sleeps: 4
  Pets: No

Nightly Rate: $189-$439

  
 Pool: Yes
Minimum Stay: 3 nights
Pool: Heated
Great Location - Beautiful Grounds - 2 Bedroom Two Bath - Wailea  - Beach Vacation Rentals in Wailea, Maui, HI on Beachhouse.com
Condo
$389

Great Location - Beautiful Grounds - 2 Bedroom Two Bath - Wailea ...

Beachfront Wailea, Maui Vacation Rental Condo

 2.0    Sleeps: 6
  Pets: No

Nightly Rate: $389-$999

  
 Pool: Yes
Minimum Stay: 5 nights
Pool: Saline - Heated
Prime Oceanfront 2Bd2Ba Condo WAILEA ELUA, #1304 - Beach Vacation Rentals in Wailea, Maui, HI on Beachhouse.com
Condo
$549

Prime Oceanfront 2Bd2Ba Condo WAILEA ELUA, #1304...

Beachfront Wailea, Maui Vacation Rental Condo

 2.0    Sleeps: 4
  Pets: No

Nightly Rate: $549-$1,899

  
 Pool: Yes
Minimum Stay: 5 nights
Pool: Saline - Heated
Exquisite Wailea Condo - Wailea Ekolu #402  - Beach Vacation Rentals in Wailea, Maui, HI on Beachhouse.com
Condo
$239

Exquisite Wailea Condo - Wailea Ekolu #402 ...

Wailea, Maui Vacation Rental Condo

 2.0    Sleeps: 4
  Pets: No

Nightly Rate: $239-$1,099

  
 Pool: Yes
Minimum Stay: 3 nights
Pool: Heated
Exquisite Ocean View Townhouse - 2 Bed2.5 Bath in Wailea Ekahi #1 - Beach Vacation Rentals in Wailea, Maui, HI on Beachhouse.com
Condo
$339

Exquisite Ocean View Townhouse - 2 Bed2.5 Bath in Wailea Ekahi #1...

Beachfront Wailea, Maui Vacation Rental Condo

 3.0    Sleeps: 7
  Pets: No

Nightly Rate: $339-$1,099

  
 Pool: Yes
Minimum Stay: 3 nights
Pool: Heated
Beautiful Grounds with Ocean View WAILEA ELUA, #1802 - Beach Vacation Rentals in Wailea, Maui, HI on Beachhouse.com
Condo
$599

Beautiful Grounds with Ocean View WAILEA ELUA, #1802...

Beachfront Wailea, Maui Vacation Rental Condo

 2.0    Sleeps: 4
  Pets: No

Nightly Rate: $599-$1,199

  
 Pool: Yes
Minimum Stay: 5 nights
Pool: Saline - Heated
Stunning Condo on the Golf Course - WAILEA GRAND CHAMPION #90 - Beach Vacation Rentals in Wailea, Maui, HI on Beachhouse.com
Condo
$209

Stunning Condo on the Golf Course - WAILEA GRAND CHAMPION #90...

Wailea, Maui Vacation Rental Condo

 2.0    Sleeps: 5
  Pets: No

Nightly Rate: $209-$579

  
 Pool: Yes
Minimum Stay: 3 nights
Pool: Heated
WAILEA POINT Sweet 2 Bedroom3 Bath Oceanview - Beach Vacation Rentals in Wailea, Hawaii on Beachhouse.com
Condo
$855

WAILEA POINT Sweet 2 Bedroom3 Bath Oceanview...

Beachfront Wailea Vacation Rental Condo

 3.0    Sleeps: 4
  Pets: No

Nightly Rate: $855-$1,551

  
 Pool: Yes
Minimum Stay: 14 nights
Heated Pool
     2327-272583
Wailea Point 3 Bedroom3+ Bath Oceanview Condominium - Beach Vacation Rentals in Wailea, Hawaii on Beachhouse.com
Condo
$1,250

Wailea Point 3 Bedroom3+ Bath Oceanview Condominium...

Beachfront Wailea Vacation Rental Condo

 3.0    Sleeps: 6
  Pets: No

Nightly Rate: $1,250-$1,450

  
 Pool: Yes
Minimum Stay: 30 nights
Heated Pool
     2327-270101
More Cities With Beach Homes For Rent within 50 miles:
Hawi
Kihei
Lahaina
Makena
Wailuku


Wailea - Beach Information - Fun Things to Do - Tips

A Wailea beach vacation rental can make your trip to Hawaii more memorable with its beautiful green surroundings and some of the best beaches in the world! On the beautiful island of Maui, you will find great restaurants, championship golf courses, tennis facilities, and shopping. Discover a selection of vacation rentals in Wailea, Hawaii that are perfect for your trip. Whether you’re traveling with friends or family, or both, BeachHouse vacation condos in Wailea have the best amenities for hanging out with the people that you love to vacation with, including heated swimming pools and air conditioning. Rates for condos start at $149 per night and go up to the luxury 3 br beachfront town homes for $1200 per night. Compare our total rates to the other sites and you will see we can save you up to 10% because we do not charge the same service fees.
Maui's rich culture creates the perfect backdrop for a Hawaiian vacation rental. Experience all the splendors of Hawaii, from the food to the people, beaches, and landscape in style too, with your very own Hawaiian beach house rental in Wailea you will be sure to experience the best of Hawaii's second largest island with its amazing weather and fantastic seaside properties.
Located on the southern side of Maui, Wailea is known for its beautiful beaches, which have been declared to be the best the United States has to offer! Wailea's gorgeous coastline is dotted with many perfect villa rentals to choose from. The town is also known for being a more relaxed, less crowded spot to visit in Hawaii. You will never want to leave the beauty of Maui's Wailea! While at your beach house rental explore the lush green areas surrounding you. Relax at the beaches or play water sports in the surf. And when you're ready to turn in, enjoy a continental breakfast, a delicious BBQ lunch, and unlimited sodas and juices! A Wailea beach house rental will help make your vacation a worry-free, pleasant experience. Its short proximity to other parts of the island, including Kihei, also located in the south, and the exciting beach towns of Makena and Kaanapali, will allow you to explore all of the island. When you are on a Maui vacation, you can indulge yourself in many exciting activities, be it visiting the historic areas of old Hawaii's kingdom, enjoying fine dining & shopping, snorkeling, whale-watching, or surfing.
Wailea is addictive! It's a Hawaiian favorite and must-see beach town for any vacation to the islands. So don't wait any longer, book your Wailea beach house rental through BeachHouse.com today!

Click here to see all Wailea vacation rentals!