Wailea Lodging

Luxury Resorts, WORLD CLASS Golf, AND Upscale Shopping

Wailea is a luxurious resort community in South Maui, renowned for its beautiful crescent shaped beaches. The area is home to several world-class golf courses, luxurious shopping, and exquisite dining options.  Known for its upscale accommodations, Wailea boasts numerous resorts and vacation rentals, including family-friendly options, making it ideal for both relaxation and adventure. 

Sort by
  • Random
  • Name
  • Bedrooms
  • Sleeps
  • Price
  • Quality
Map View
Favorites
Compare Favorites
Viewed
viewed
You have not recently viewed any properties.
Properties Available 179 properties available
Sort by:
Random
Sort Random Down
  • Random
  • Bedrooms
  • Sleeps
  • Price
  • Quality
Welcome to your luxurious Wailea Ekahi Village 22F, a stunning 2-bedroom ocean view condo that promises an unforgettable stay. This spacious 1,505 square foot property comfortably sleeps up to six guests, making it perfect for families or groups of friends. Guests also love the convenient location, just a five-minute walk to the beach or pool and a
Wailea Ekahi Village 22F
2 Bedroom Ocean View Condo
Rating 5 (18)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
CORALTREE RESIDENCE COLLECTION presents... Wailea Ekahi Village 18CA spacious 1,000 sq.ft. 1-bedroom condo with 2 full bathrooms, and step-free ground-floor walkout access to a covered wrap-around lanai. Enjoy serene garden views with distant ocean glimpses, 4 resort pools, and a 5 to 10-minute stroll down scenic botanical paths to resort's oceanfr
Wailea Ekahi Village 18C
1 Bedroom Garden View Condo
Rating 5 (6)
1 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Garden View Garden View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Penthouse 512 at Wailea Beach Villas offers an unparalleled top-floor experience with expansive ocean and island views, ideal for a Hawaiian dream vacation. This 2,300-square-foot home features a wrap-around lanai, providing one of the most breathtaking views in the Wailea Beach resort area. Just a short five-minute walk immerses you in the Pacific
Wailea Beach Villas PH512
3 Bedroom Ocean View Condo - Diamond
Rating 5 (19)
3 bedrooms
3 baths
6 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Indulge in luxury at this stunning two-story townhouse, featuring a primary retreat on the second floor complete with a lavish bath and a private ocean view lanai. Enjoy sweeping views of the lush lawn and ocean from every corner, enhanced by decorative art and exquisite bronze pieces throughout the space. With five TVs strategically placed thro
Makena Surf A203 Beachfront Resort
3 Bedroom Oceanfront Condo - Silver
Rating 5 (11)
3 bedrooms
3 baths
6 guests
Location Wailea, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Welcome to Makena Surf E302, an exquisite ocean view vacation condo that perfectly blends antique charm with modern luxury. Spanning 1,038 sq. ft., this stunning third-floor suite features two beautifully appointed bedrooms, ensuring ample space for relaxation. As you enter, you'll be captivated by the elegant details, including bamboo flooring
Makena Surf E302 Beachfront Resort
2 Bedroom Oceanfront Condo - Gold
Rating 4.9 (24)
2 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
CORALTREE RESIDENCE COLLECTION presents... Wailea Ekahi Village 47EPicture your morning: coffee on a sweeping 224-square-foot lanai, tropical gardens around you, the Pacific glinting in the distance. Inside, vaulted ceilings and a custom kitchen anchor this bright, airy 1-bedroom, 2-bathroom condo. A short walk to Keawakapu Beach, where sea turtles
Wailea Ekahi Village 47E
1 Bedroom Garden View Condo
Rating 5 (15)
1 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Garden View Garden View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Wailea Ekahi 3E is a charming one-bedroom vacation rental located in the picturesque Wailea Ekahi Village. Situated on the second floor, this condo offers elevated views over the tropical grounds lush with colorful island landscaping. The vaulted ceilings and oversized windows and sliding glass doors allow light to pour into this Wailea vacation r
Wailea Ekahi Village 3E
1 Bedroom Garden View Condo
Rating 5 (4)
1 bedrooms
1 baths
4 guests
Location Wailea, HI Icon of Garden View Garden View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Wailea Ekahi 11C is an ideal Hawaiian retreat for friends or families traveling together. Each of the two bedrooms in this spacious condo feature a private lanai and en suite bathroom. Many guests return to this condo year after year for its close proximity to the pool as well as sweeping views of Wailea Ekahi's tropical landscapes, the crystal blu
Wailea Ekahi Village 11C
2 Bedroom Garden View Condo-Silver
Rating 5 (8)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Garden View Garden View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Villa 104 at Wailea Grand Champions Villas is a beautiful Maui vacation rental that offers an exceptional blend of style, comfort, and convenience. This modern and hip condo boasts stunning golf course views and thoughtfully curated interior design elements that create a unique island atmosphere. The villa's decor is a perfect mix of contemporary
Wailea Grand Champions 104
1 Bedroom Golf Course View Condo - Platinum
Rating 5 (11)
1 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Golf View Golf View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Makena Surf B205 is an exquisite oceanfront vacation rental located within the luxurious Makena Surf resort, nestled on the stunning Po'olenalena Beach in Maui. This beautifully appointed second-floor residence offers a serene escape, perfect for families or couples seeking relaxation and privacy in a tropical paradise. Spanning 1,313 sq. ft., M
Makena Surf B205 Beachfront Resort
2 Bedroom Oceanfront Condo - Gold
Rating 5 (17)
2 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Welcome to your serene oasis at Wailea Ekahi Village, where luxury meets tranquility. This 1 Bedroom Ocean View Condo is the perfect retreat for up to four guests seeking a relaxing getaway. Step inside to find a beautifully appointed living room with a plush sofa bed, offering a cozy spot to unwind after a day of exploration. The master bedroom fe
Wailea Ekahi Village 12E
1 Bedroom Ocean View Condo
Rating 5 (4)
1 bedrooms
1 baths
4 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Experience Wailea at its absolute best in Penthouse 508, a spectacular 2,893-square-foot residence that stands apart with a totally unique layout-perched at the top of the Wailea Beach Villas with sweeping ocean views, soaring ceilings, and a spacious design unlike anything else in the resort.This exceptional 3-bedroom + den, 3-bathroom penthouse o
Wailea Beach Villas PH508
3 Bedroom Ocean View Condo - Platinum
Rating 5 (3)
3 bedrooms
3 baths
8 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details

Tell us what you're looking for and someone will contact you with available options.

I agree