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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179 properties available
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CORALTREE RESIDENCE COLLECTION presents... Wailea Ekahi Village 9AThis spacious 945 sq.ft. ground-floor condo offers lush tropical garden views and step-free walkout access. It is located right across from the oceanfront pool pavilion on a gentle slope. Enjoy 4 resort pools, pickleball, and a short stroll down to Keawakapu Beach known for the best
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Wailea Ekahi Village (45)
Wailea Ekahi Village 9A
1 Bedroom Garden View Condo
5
(10)
1
bedrooms
1
baths
4
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Makena Surf B201Experience an intimate Hawaiian retreat at this 2-bedroom second-floor condo on Po'olenalena Beach. Perfect for families, this quiet escape offers spectacular ocean views with direct balcony access from both bedrooms. Enjoy world-class sea turtle snorkeling right off the property, 32 acres
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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.
Makena Surf (23)
Makena Surf B201 Beachfront Resort
2 Bedroom Ocean Front Condo
5
(1)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Wailea Elua Village 1603, a stunning 2-bedroom ocean front condo nestled in the heart of Maui’s resort town of Wailea. “Oceanfront” literally means that the only thing separating your ground floor lanai from the ocean is landscaped and manicured lawns! The home is highlighted by its inviting and oversized lanai.
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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!
Wailea Elua Village (42)
Wailea Elua Village 1603
2 Bedroom Ocean Front Condo
5
(4)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Ekahi Village 49BWake up to the open ocean and swaying palms — then step out to the private lanai, where the view makes breakfast last longer. The pool is steps away; Keawakapu Beach is a short walk through the tropical gardens, where sea turtles glide offshore year-round. Four resort pool areas, pi
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Wailea Ekahi Village (45)
Wailea Ekahi Village 49B
1 Bedroom Ocean View Condo
5
(3)
1
bedrooms
2
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Wailea Beach Villas Penthouse 406 is desirable for its remarkable Pacific Ocean and Island views. This upscale penthouse vacation rental features two bedrooms, two bathrooms, exotic hardwood furnishings, an incredible antiquities collection, and an amazing ocean view. The luxurious and expansive sightline is visible from the front entry and boasts
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Wailea Beach Villas (31)
Wailea Beach Villas PH406
2 Bedroom Ocean View Condo - Platinum
5
(6)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1202Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. Just steps from the sand, this second floor 1,025 sq.ft., 1-bedroom condo offers an extra large lanai with prime ocean views, 2 resort pools, a shared hot tub, and 24 acres of tropical gr
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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 1202
1 Bedroom Ocean View Condo
5
(13)
1
bedrooms
1
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Ekahi Village 40F, a meticulously designed 1-bedroom, 1-bathroom garden view condo that promises an unforgettable stay. Nestled in the heart of Wailea, this 1,186 sq. ft. condo is perfect for up to four guests, offering a blend of comfort and luxury.Step inside to find a spacious living room with a cozy sofa b
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Wailea Ekahi Village (45)
Wailea Ekahi Village 40F
1 Bedroom Garden View Condo
4.9
(11)
1
bedrooms
1
baths
4
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
Wailea Beach Villas Penthouse 301 offers an unparalleled vacation experience with its luxurious 2,500 square foot ocean view suite. Situated on the third floor and accessible via a private elevator, this penthouse ensures privacy and tranquility. The suite features three elegantly appointed bedrooms and three bathrooms, accommodating up to eight gu
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Wailea Beach Villas (31)
Wailea Beach Villas PH301
3 Bedroom Ocean View Condo - Platinum
5
(22)
3
bedrooms
3
baths
8
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Awaken to the sweet sounds of palm trees swaying in the tropical breeze from Wailea Beach Villas PH112. Spanning 2,500 square feet, this main level, corner villa fuses a Hawaiian vibe with warm, earthy interior tones. The wraparound lanai offers peekaboo views of the ocean and the surrounding lush grounds. Ideal for large friend groups or couples t
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Wailea Beach Villas (31)
Wailea Beach Villas PH112
3 Bedroom Garden View Condo - Platinum
5
(35)
3
bedrooms
3
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Welcome to the Makena Surf A102 Beachfront Resort, your perfect oasis in Wailea, HI. This stunning 2-bedroom, 2-bathroom oceanfront condo sleeps up to six guests and offers a luxurious retreat with breathtaking views of the Pacific Ocean. Step inside to find a spacious, open-concept living area with a fully equipped kitchen, perfect for preparing m
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Guest Favorite
Guest Favorite
This guest-favorite condo offers the perfect blend of convenience and charm, with modern furnishings and sleek design.
Makena Surf (23)
Makena Surf A102 Beachfront Resort
2 Bedroom Oceanfront Condo - Diamond
5
(29)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Welcome to your serene island retreat at Wailea Elua Village 2005, a luxurious 2-bedroom ocean view condo nestled in the heart of Wailea. This meticulously designed property offers a perfect blend of comfort and elegance, ideal for your next Hawaiian getaway.Step inside to discover a thoughtfully laid-out space that comfortably accommodates up to s
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Wailea Elua Village (42)
Wailea Elua Village 2005
2 Bedroom Ocean View Condo
5
(10)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to Wailea Beach Villas Penthouse 105, where luxury living meets the breathtaking beauty of Maui. This elegant ocean view penthouse spans 2,500 square feet and features a spacious floor plan that flows seamlessly onto a generous lanai, providing the perfect backdrop for enjoying the island's tropical splendor.Located in a prime position with
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Wailea Beach Villas (31)
Wailea Beach Villas PH105
3 Bedroom Garden View Condo - Platinum
5
(7)
3
bedrooms
3
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
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