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.
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Wailea Grand Champions 116 is a luxurious vacation rental located along the southern coast of Maui in the desirable tourist area of Wailea. This beautifully appointed one-bedroom, two-bathroom condo accommodates up to four guests, making it ideal for families or groups of friends seeking a tropical Hawaii getaway. The interior of the condo feature
Wailea Grand Champions 116
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1 Bedroom Garden View Condo - Silver
5
(6)
1
bedrooms
2
baths
4
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
Wailea Beach Villas Penthouse 504 enjoys 180 degree views of the Pacific Ocean, Kaho‘olawe, Molokini crater, and Lanai. This generous two-bedroom, two-bathroom condo provides over 1900 sq. ft. of living space, outdoor lanai, entertaining space, plus a den. Located on the fifth floor, guests can take advantage of the elevated views! Lounge on the s
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Wailea Beach Villas (31)
Wailea Beach Villas PH504
2 Bedroom Ocean View Condo - Platinum
5
(5)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to Makena Surf B305, an extraordinary oceanfront retreat offering some of the most breathtaking views on all of Maui. Perfectly positioned within the exclusive gated Makena Surf resort, this spacious two-bedroom, two-bathroom residence sits just steps from the some of the best snorkeling on Maui. Snorkel boat tours often anchor just offsho
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New Rental!
New Rental!
Be one of the first guests to stay in this vacation residence that just joined our rental program!
Makena Surf (23)
Makena Surf B305 Beachfront Resort
2 Bedroom Ocean Front Condo - Gold
4.9
(20)
2
bedrooms
2
baths
4
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Let the sounds of palm fronds brushing against each other in the gentle trade winds sing you to sleep this vacation. With relaxing views of the ocean and the manicured tropical landscaping, Wailea Beach Villas Penthouse 411 leaves no stone unturned in the pursuit of your delight. Open up your lanai doors and head outside to look for whales or watch
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Recently Renovated
Recently Renovated
This beautifully renovated condo offers the ultimate blend of luxury and comfort, featuring high-end finishes and top-of-the-line appliances. Enjoy its impeccable design and attention to detail.
Wailea Beach Villas (31)
Wailea Beach Villas PH411
2 Bedroom Ocean View Condo - Diamond
5
(3)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Discover the charm of Maui from the comfort of Wailea Ekahi 40F, a beautifully appointed one-bedroom, one-bathroom condo located in the desirable Wailea community. This inviting vacation rental combines modern amenities with a touch of tropical elegance, offering a perfect retreat for couples or solo travelers seeking relaxation and adventure. U
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Festive Availability
Festive Availability
This residence is still available over the high-demand travel dates between Christmas and New Years.
Wailea Ekahi Village (45)
Wailea Ekahi Village 40F
1 Bedroom Garden View Condo – Silver
4.8
(7)
1
bedrooms
1
baths
4
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
Wailea Grand Champions 75 is an exceptional vacation rental situated in the picturesque Wailea region of Maui. This luxurious property promises an unforgettable escape with its blend of elegance, comfort, and stunning natural beauty. Upon entering Wailea Grand Champions 75, you'll immediately notice the spacious and inviting atmosphere. The open
Wailea Grand Champions 75
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2 Bedroom Golf Course + Partial Ocean View - Gold
5
(9)
2
bedrooms
2
baths
4
guests
Wailea, HI
Golf View
Complex Pool
Private Outdoor space
Call this private piece of paradise home, which features panoramic views of Maui and the ocean below as well as luxurious interior elements everywhere you look. This contemporary vacation residence spans 2,500 square feet and captures the true allure of vacationing in Hawaii while providing the ultimate in luxury, comfort, and convenience. Blending
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Wailea Beach Villas (31)
Wailea Beach Villas PH201
3 Bedroom Garden View Condo - Platinum
5
(10)
3
bedrooms
3
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you've spent an action-packed day at the beach or hiking one of Maui’s scenic trails, return to your vacation residence and discover some more relaxing entertainment options that will bring a smile to your face. Whether you choose to put in your favorite mo
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Cool Arcade Machine
Cool Arcade Machine
Test your skills at the custom-built arcade machine equipped with fan-favorite video games.
Wailea Beach Villas (31)
Wailea Beach Villas PH211
2 Bedroom Garden View Condo - Platinum
5
(13)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 208Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. This 1025 sq.ft. 2nd-floor 1-bedroom has 2 full bathrooms and an elevated ocean outlook across the resort lawns to the Pacific and Kahoolawe. A large lanai, 2 resort pools, pickleball court
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Recently Renovated
Recently Renovated
This beautifully renovated condo offers the ultimate blend of luxury and comfort, featuring high-end finishes and top-of-the-line appliances. Enjoy its impeccable design and attention to detail.
Wailea Elua Village (42)
Wailea Elua Village 208
1 Bedroom Ocean View Condo - Platinum
5
(7)
1
bedrooms
2
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Wailea Beach Villas Penthouse 403 offers a luxurious escape with stunning ocean views and ample space for the whole family. Spanning 2,000 square feet, this penthouse features three bedrooms and three full bathrooms, making it an ideal holiday retreat. Guests can enjoy breathtaking Maui sunsets from the expansive 375-square-foot covered lanai, perf
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Wailea Beach Villas (31)
Wailea Beach Villas PH403
3 Bedroom Ocean View Condo - Platinum
5
(1)
3
bedrooms
3
baths
8
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Polo Beach Club 508 is a stunning oceanfront vacation rental located in the heart of the luxurious Wailea area of Maui. This two-bedroom, two-bathroom condo offers an exceptional blend of comfort and elegance, accommodating up to six guests. Positioned on the fifth floor, this beach condo provides breathtaking views of the Pacific Ocean and the nei
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Polo Beach Club (10)
Polo Beach Club 508
2 Bedroom Oceanfront Condo - Silver
5
(19)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Wailea Grand Champions 159 is a beautifully updated three-bedroom vacation rental located along the fairway of the Wailea Blue Golf Course. This ground-floor condo offers a spacious layout with three bedrooms and two bathrooms, making it ideal for families or groups seeking a luxurious and convenient retreat.As you step into the condo, you are gree
Great for Families
Great for Families
This three-bedroom condo is the perfect retreat for families, offering plenty of space and versatile bedding options to accommodate everyone.
Wailea Grand Champions 159
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3 Bedroom Golf Course View Condo - Gold
5
(50)
3
bedrooms
2
baths
8
guests
Wailea, HI
Golf View
Complex Pool
Private Outdoor space
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