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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181 properties available
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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
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Wailea Beach Villas (31)
Wailea Beach Villas PH512
3 Bedroom Ocean View Condo - Diamond
5
(19)
3
bedrooms
3
baths
6
guests
Wailea, HI
Ocean 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
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1001This exquisitely designed ground-floor 1,259 sq. ft. residence sits steps from Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. Walk straight from the extra-large patio to the backyard fronting the beach, explore 2 resort pools, and soothe your muscles in the hot
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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 Elua Village (42)
Wailea Elua Village 1001
2 Bedroom Oceanfront Condo - Diamond
5
(11)
2
bedrooms
2
baths
4
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 2108This stunningly renovated 2nd-floor 1,528 sq.ft. 2-bedroom condo features 2 oceanside lanais with lovely views, access to 2 resort pools, a pickleball court, and a shared hot tub. Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk, with the
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Recently Renovated
Recently Renovated
This beautifully renovated ocean view 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 2108
2 Bedroom Ocean View Condo – Diamond
5
(24)
2
bedrooms
2
baths
5
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to Wailea Beach Villas D302! Recently renovated, this residence features a custom gourmet kitchen and dining area, offering a luxurious and spacious retreat in one of Maui's premier locations. Spanning over 2,900 square feet of indoor and outdoor living, it comfortably accommodates families or groups of up to 8 guests.Located on the upper f
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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 D302
3 Bedroom Ocean View Villa - Diamond
5
(10)
3
bedrooms
3.5
baths
8
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1504Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. This recently remodeled 2nd-floor 2-bedroom condo sits elevated above the resort, with floor-to-ceiling glass on 2 walls framing panoramic ocean views from the living room and lanai. 2 oce
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Recently Renovated
Recently Renovated
This beautifully renovated oceanfront 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 1504
2 Bedroom Ocean View Condo – Diamond
5
(18)
2
bedrooms
2
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Marvel at the sophisticated style and decor of Wailea Beach Villas Penthouse 104, where a touch of Bali influence seamlessly merges with rustic undertones to create an unforgettable ambiance. The interior design captivates with elements like a textured wall-mounted matting behind the impressive 85'' living room TV and a charming wooden picnic-table
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Wailea Beach Villas (31)
Wailea Beach Villas PH104
2 Bedroom Garden View Condo - Diamond
5
(10)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
CORALTREE RESIDENCE COLLECTION presents... Makena Surf A102A premier 1,510 sq.ft. 2-bedroom ground-floor oceanfront condo offering step-free access and a direct walkout lanai onto the sand of Poʻolenalena Beach in less than 1 minute. Enjoy central A/C, sweeping ocean views, and sea turtle snorkeling right off the shoreline. On-site resort perks fea
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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
4.9
(20)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Discover for yourself why D301 is one of the most requested Villas in our vacation rental collection. Impressive artwork by internationally known Maui artist Elan Vital provides a fabulous backdrop to the welcoming great room in rich jewel colors of amethyst and jade furnishings. This three bedroom three and a half bath Villa features luxury appoin
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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.
Wailea Beach Villas (31)
Wailea Beach Villas D301
3 Bedroom Ocean View Villa - Platinum
5
(8)
3
bedrooms
3.5
baths
8
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to Villa F201, an expansive vacation retreat that embodies upscale relaxation. Spanning a generous 3,676 square feet, this luxurious 3-bedroom, 3.5-bath villa is perfect for families or couples seeking a serene getaway.Villa F201 is a decorator's dream, harmoniously blending Hawaiiana art, modern furnishings, and Asian accents. Enjoy breath
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Wailea Beach Villas (31)
Wailea Beach Villas F201
3 Bedroom Ocean View Villa - Platinum
5
(4)
3
bedrooms
3.5
baths
8
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
(5)
3
bedrooms
3
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
CORALTREE RESIDENCE COLLECTION presents... Makena Surf F207Perched directly above a vibrant green turtle reef, this 1,313 sq. ft. 2nd-floor sanctuary greets you with sweeping ocean views. Inside, floor-to-ceiling windows frame an airy coastal retreat, while Poʻolenalena Beach lies just steps away for morning snorkeling. Beyond your doors, enjoy 10
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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 F207 Beachfront Resort
2 Bedroom Ocean Front Condo – Platinum
4.9
(133)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Tell us what you're looking for and someone will contact you with available options.
- Hawaii: (888) 318-5789
- Wild Dunes: (844) 811-2240
- Colorado: (866) 966-2691
- Palmilla Beach Resort: (855) 771-8774
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