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, which features stunning ocean views and pristine sands. The area is home to several world-class golf courses, offering exceptional play with breathtaking scenery. The Shops at Wailea provide a premier shopping experience with a range of 70 upscale retail stores and 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. Discover the epitome of luxury in Wailea with CoralTree Residences, offering elegant stays and access to all the remarkable attractions in this exquisite destination.

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Nestled in the prestigious Wailea Ekahi Village, condo 30D is an exquisitely decorated island-inspired vacation rental that offers a perfect blend of luxury and comfort with breathtaking ocean views. The lanai provides an idyllic setting for outdoor dining or morning coffee, allowing guests to savor their meals while basking in the tropical surroun
Wailea Ekahi Village | 30D
1 Bedroom Ocean View Condo - PLATINUM
1 bedrooms
2 baths
4 guests
Location Wailea, HI
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Escape to an extraordinary Hawaiian sanctuary nestled in the breathtaking south shore of Kaua'i within a private 1000-acre resort community. Cottage 7 at the prestigious Lodge at Kukui'ula offers a perfect blend of luxury, comfort, and authentic island living. This exquisite three-bedroom open-air cottage provides spacious and elegant living for u
Lodge at Kukui'ula Cottage | 7
3 Bedroom Golf Course View Residence - PLATINUM
3 bedrooms
3 baths
6 guests
Location Koloa, HI
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The two bedroom cottages at The Lodge at Kukui’ula on Kaua’i offer luxurious accommodations and exclusive access to the award winning private club facilities and amenities of The Club at Kukui’ula, including the 18-hole Tom Weiskopf designed golf course, sprawling spa and wellness complex, 10-acre organic farm, club house facilities, two restaurant
Lodge at Kukui'ula Cottage | 15
2 Bedroom Golf Course View Residence - PLATINUM
2 bedrooms
2 baths
4 guests
Location Koloa, HI
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Welcome to Villa G302, your luxurious Hawaiian escape where relaxation meets elegance. This stunning ocean view villa features two walls of retractable sliding doors that seamlessly blend the open living area with a spacious corner lanai, complete with a built-in Viking grill—perfect for sunset barbecues in a tranquil island atmosphere. Designed w
Wailea Beach Villas | G302
3 Bedroom Ocean View Condo - PLATINUM
3 bedrooms
3 baths
8 guests
Location Wailea, HI
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Situated on a private walk up cul-de-sac within walking distance from The Club at Kukui’ula, Bungalow 1B allows guests to experience golf-view one-bedroom tropical living. This 1,275 sq. ft. bungalow opens into a high-ceilinged kitchen and living area with couch and flat screen TV. The galley style kitchen features top of the line décor and appoint
Lodge at Kukui'ula Bungalow | 1B
1 Bedroom Golf Course View Residence - PLATINUM
1 bedrooms
1 baths
2 guests
Location Koloa, HI
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This stunning beachfront estate is located directly on the pristine sands of Poipu’s Baby Beach, making it one of the few oceanfront rentals in Kauai that offers both beach access and proximity to shopping and dining options in Poipu. Nestled above a shallow, reef-protected cove, the property features a two-story main house and a detached single-st
Hale Luana | 5 Bedroom Home
5 Bedroom Oceanfront Home | PLATINUM
5 bedrooms
3 baths
10 guests
Location Koloa, HI
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This three-bedroom bungalow at The Lodge at Kukui’ula on Kaua’i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui’ula, including the 18-hole Tom Weiskopf designed golf course, sprawling Hi'ilani spa and wellness complex, 10-acre organic farm, club house facilities, tw
Lodge at Kukui'ula Bungalow |14
3 Bedroom Golf Course View Residence - PLATINUM
3 bedrooms
3 baths
7 guests
Location Koloa, HI
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This stunning villa provides barefoot elegance and comfortable accommodations for up to eight guests across four bedrooms. Three bedrooms are found in the primary home with a fourth bedroom located in the detached 'ohana, provided a private oasis for guests that choose to stay in the 'ohana. Villa 4 enjoys and open floorplan made up of 3,219 squa
Lodge at Kukui'ula Villa | 4
4 Bedroom Ocean View Residence - PLATINUM
4 bedrooms
4 baths
8 guests
Location Koloa, HI
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This Wailea Ekahi Village residence completed a beautiful renovation in 2022. From colorful artwork to comfortable and sleek furnishings, you will instantly recognize why this Wailea vacation rental earned our highest internal ranking of ''platinum'' status. This private one-bedroom ocean view condo is perched on the second floor beneath vaulted c
Guest Favorite Guest Favorite
Guest Favorite
This guest-favorite condo offers the perfect blend of convenience and charm, with modern furnishings and sleek design.
Wailea Ekahi Village | 29D
1 Bedroom Ocean View Condo - PLATINUM
1 bedrooms
1 baths
4 guests
Location Wailea, HI
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This 1,090 square foot one-bedroom, two bathroom vacation rental sleeps four comfortably. Wailea Ekahi Village 42C is conveniently located close to the pool, but offers a quiet sanctuary surrounded by lush greenery. Featuring contemporary, yet comfortable décor – this vacation residence utilizes an indoor-outdoor lifestyle with a great room and ki
Wailea Ekahi Village | 42C
1 Bedroom Garden View Condo - PLATINUM
1 bedrooms
2 baths
4 guests
Location Wailea, HI
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Landmark 507 is a luxurious 2,300 sq ft penthouse offering breathtaking panoramic views and an exceptional location just steps from the mountain and Lionshead Village. The upscale four-bedroom, four-bath condo is ideal for families, couples, or executive retreats. The expansive living and dining areas feature sophisticated finishes such as hardwood
The Landmark | L507 | Lionshead Village
4 Bedroom Condo - DIAMOND
Rating 5 (25)
4 bedrooms
4 baths
10 guests
Location Vail, CO
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Welcome to Wailea Ekahi Village 23C. This residence was fully renovated in the fall of 2024 and features beautiful furnishings and decor to offer you a relaxing, island-inspired retreat. Nestled within 34 acres of lush tropical landscaping, 23C is a ground-floor residence that boasts partial ocean views and easy access to the renowned Keawakapu Bea
Recently Renovated 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 Ekahi Village | 23C
1 Bedroom Garden View Condo - PLATINUM
1 bedrooms
2 baths
4 guests
Location Wailea, HI
View Details

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