Wailea vacation rentals 21 - 30 of 61   
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Wailea rentals. 2 Bedrooms, 2 Baths, Sleeps 6, Villa, Community Pool, Jacuzzi, Community Hot Tub, Garden View, Beach: 5 min walk to Wailea Beach, Shopping: 1 min walk to Shops at Wailea, Golf: 5 min drive to Golf, Tennis: 5 min drive to Tennis, SCUBA/Snorkeling: 5 min walk to Beautiful Reef in front of property, High Speed Internet Access, Wireless Internet From the decadence of a flat s...
2 Bedrooms, 2 Baths, Sleeps 6
  • Villa
  • Community Pool
  • Jacuzzi
  • Community Hot Tub
  • Garden View
  • Beach: 5 min walk to Wailea Beach
  • Shopping: 1 min walk to Shops at Wailea
  • Golf: 5 min drive to Golf
  • Tennis: 5 min drive to Tennis
  • SCUBA/Snorkeling: 5 min walk to Beautiful Reef in front of property
  • High Speed Internet Access
  • Wireless Internet
From the decadence of a flat screen television in the master bath, to an iPod docking station and a classic arcade game, this 2 bedroom, 2 bath penthouse features state of the art luxury throughout.... Read More
Rates
$1200 / night
Wailea rentals. 2 Bedrooms, 2 Baths, Sleeps 4, Apartment, Community Pool, Community Hot Tub, Ocean View, Beach: Oceanfront, Shopping: 5 min walk to Shops at Wailea, Sports: 5 min drive to Wailea Golf and Tennis, Adventure: 25 min drive to Maui Ocean Center, Internet Access This oceanfront, ground floor ...
2 Bedrooms, 2 Baths, Sleeps 4
  • Apartment
  • Community Pool
  • Community Hot Tub
  • Ocean View
  • Beach: Oceanfront
  • Shopping: 5 min walk to Shops at Wailea
  • Sports: 5 min drive to Wailea Golf and Tennis
  • Adventure: 25 min drive to Maui Ocean Center
  • Internet Access
This oceanfront, ground floor Maui condo unit is tastefully furnished with contemporary island-style decor throughout. Crashing surf and a white sandy beach, lush tropical landscapes and luxury Maui... Read More
Rates
$1125 / night
Wailea rentals. 2 Bedrooms, 2 Baths, Sleeps 4, Apartment, Community Pool, Community Hot Tub, Ocean View, Beach: Oceanfront, Shopping: 5 min walk to Shops At Wailea, Sports: 5 min drive to Wailea Golf and Tennis, Adventure: 25 min drive to Maui Ocean Center, Internet Access This 2nd floor Maui condo unit...
2 Bedrooms, 2 Baths, Sleeps 4
  • Apartment
  • Community Pool
  • Community Hot Tub
  • Ocean View
  • Beach: Oceanfront
  • Shopping: 5 min walk to Shops At Wailea
  • Sports: 5 min drive to Wailea Golf and Tennis
  • Adventure: 25 min drive to Maui Ocean Center
  • Internet Access
This 2nd floor Maui condo unit has contemporary island-style decor throughout. Crashing surf and a white sandy beach, lush tropical landscapes and luxury Maui condo accommodations are all part of... Read More
Rates
$940 / night
Wailea rentals. 2 Bedrooms, 2 Baths, Sleeps 4, Condo, Community Pool, Community Hot Tub, Ocean View, Beach: Beachfront, High Speed Internet Access Gracing its own private, cresc...
2 Bedrooms, 2 Baths, Sleeps 4
  • Condo
  • Community Pool
  • Community Hot Tub
  • Ocean View
  • Beach: Beachfront
  • High Speed Internet Access
Gracing its own private, crescent-shaped beach right along the water's edge, the Polo Beach Club defines paradise. As our guest, you'll enjoy magnificent Pacific views and elegant Maui condos along... Read More
Rates
$725 to $750 / night
Special Rate
Wailea rentals. 2 Bedrooms, 2 Baths, Sleeps 4, Condo, Community Pool, Community Hot Tub, Ocean View, Beach: Beachfront, High Speed Internet Access Gracing its own private, cresc...
2 Bedrooms, 2 Baths, Sleeps 4
  • Condo
  • Community Pool
  • Community Hot Tub
  • Ocean View
  • Beach: Beachfront
  • High Speed Internet Access
Gracing its own private, crescent-shaped beach right along the water's edge, the Polo Beach Club defines paradise. As our guest, you'll enjoy magnificent Pacific views and elegant Maui condos along... Read More
Rates
$650 to $675 / night
Special Rate
Wailea rentals. 2 Bedrooms, 2 Baths, Sleeps 4, Condo, Community Pool, Community Hot Tub, Ocean View, Beach: Beachfront, Shopping: 5 min walk to Shops At Wailea, Sports: 5 min drive to Wailea Golf and Tennis, Adventure: 25 min drive to Maui Ocean Center, High Speed Internet Access Crashing surf and a white sand...
2 Bedrooms, 2 Baths, Sleeps 4
  • Condo
  • Community Pool
  • Community Hot Tub
  • Ocean View
  • Beach: Beachfront
  • Shopping: 5 min walk to Shops At Wailea
  • Sports: 5 min drive to Wailea Golf and Tennis
  • Adventure: 25 min drive to Maui Ocean Center
  • High Speed Internet Access
Crashing surf and a white sandy beach, lush tropical landscapes and luxury Maui condo accommodations are all part of the appeal of Wailea Elua Village. Located on the mile-and-a-half beach walk that... Read More
Rates
$575 to $625 / night
Special Rate
Wailea rentals. 2 Bedrooms, 2 Baths, Sleeps 4, Condo, Community Pool, Ocean View, Beach: 5 min walk to to Keawakapu Beach, High Speed Internet Access Surrounded by lushly landscape...
2 Bedrooms, 2 Baths, Sleeps 4
  • Condo
  • Community Pool
  • Ocean View
  • Beach: 5 min walk to to Keawakapu Beach
  • High Speed Internet Access
Surrounded by lushly landscaped terraces that slope gently toward the Pacific, Wailea Ekahi Village overlooks beautiful Keawakapu Beach. Ideal for active couples and families, Wailea Ekahi Village... Read More
Rates
$550 to $600 / night
Special Rate
Wailea rentals. 1 Bedroom, 1 Bath, Sleeps 2, Condo, Community Pool, Community Hot Tub, Ocean View, Beach: Beachfront, Shopping: 5 min walk to Shops At Wailea, Sports: 5 min drive to Wailea Golf and Tennis, Adventure: 25 min drive to Maui Ocean Center, High Speed Internet Access Crashing surf and a white sand...
1 Bedroom, 1 Bath, Sleeps 2
  • Condo
  • Community Pool
  • Community Hot Tub
  • Ocean View
  • Beach: Beachfront
  • Shopping: 5 min walk to Shops At Wailea
  • Sports: 5 min drive to Wailea Golf and Tennis
  • Adventure: 25 min drive to Maui Ocean Center
  • High Speed Internet Access
Crashing surf and a white sandy beach, lush tropical landscapes and luxury Maui condo accommodations are all part of the appeal of Wailea Elua Village. Located on the mile-and-a-half beach walk that... Read More
Rates
$550 to $600 / night
Special Rate
Wailea rentals. 2 Bedrooms, 2 Baths, Sleeps 4, Condo, Community Pool, Community Hot Tub, Garden View, Beach: Beachfront, Shopping: 5 min walk to Shops At Wailea, Sports: 5 min drive to Wailea Golf and Tennis, Adventure: 25 min drive to Maui Ocean Center, High Speed Internet Access Crashing surf and a white sand...
2 Bedrooms, 2 Baths, Sleeps 4
  • Condo
  • Community Pool
  • Community Hot Tub
  • Garden View
  • Beach: Beachfront
  • Shopping: 5 min walk to Shops At Wailea
  • Sports: 5 min drive to Wailea Golf and Tennis
  • Adventure: 25 min drive to Maui Ocean Center
  • High Speed Internet Access
Crashing surf and a white sandy beach, lush tropical landscapes and luxury Maui condo accommodations are all part of the appeal of Wailea Elua Village. Located on the mile-and-a-half beach walk that... Read More
Rates
$500 to $525 / night
Special Rate
Wailea rentals. 3 Bedrooms, 2 Baths, Sleeps 6, Condo, Community Pool, Community Hot Tub, Partial Ocean View, Garden View, Beach: 5 min drive to 2-3 minute drive to beach, High Speed Internet Access With its classic architecture,...
3 Bedrooms, 2 Baths, Sleeps 6
  • Condo
  • Community Pool
  • Community Hot Tub
  • Partial Ocean View
  • Garden View
  • Beach: 5 min drive to 2-3 minute drive to beach
  • High Speed Internet Access
With its classic architecture, 11 acres of lush, tropical landscaping and exclusive, country-club atmosphere, the Wailea Grand Champions condo village is the ideal choice in Maui condo rentals. ... Read More
Rates
$475 to $500 / night
Special Rate
Wailea vacation rentals 21 - 30 of 61   
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Hundreds of vendors list their properties on our site. Hawaiian Beach Rentals is a listing and marketing company. Therefore, all pricing and terms of rental are determined by the individual vendor and are subject to change. All travelers must pay a 30% to 50% deposit to make a reservation and pay the full balance for the vacation rental within 30 to 100 days of arrival depending on the specific rental. Cancellation after a vacation rental confirmation is issued results in forfeiture of any collected money, except the guest's security deposit and cleaning fee (if applicable). Hawaiian Beach Rentals prides itself on outstanding customer service and listing the highest quality accommodations possible. For information on Vacation Rental Travel Insurance Click Here.
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