Black Friday at Wailea Beach Villas
Our Most Exceptional Offer of the Year!
Save 25% on stays 7 nights or more through December 16th, 2027.Book by midnight December 1st, 2026.
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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
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
Curated with our guests in mind, Wailea Beach Villas PH111's outdoor elements are just as immaculate as the homeās interiors. Unwind and enjoy peekaboo views of the ocean along with tropical greenery from your private lanai. The pristine Wailea Beach is located nearby for additional endless entertainment and relaxation.Step inside to discover seren
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Wailea Beach Villas (31)
Wailea Beach Villas PH111
2 Bedroom Garden View Condo - Platinum
5
(10)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Maui's most prestigious beachfront communities. This stunning 1,899-square-foot villa offers the perfect blend of island elegance and modern comfort, making it an exceptional choice for families or small groups seeking a five-star getaway in Wailea.Inside, you'
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Newly Remodeled
Newly Remodeled
This beautifully renovated condo offers the ultimate blend of luxury and comfort, featuring high-end finishes and top-of-the-line appliances. Enjoy its modern design and attention to detail.
Wailea Beach Villas (31)
Wailea Beach Villas PH106
2 Bedroom Garden View Condo - Platinum
5
(8)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Wailea Beach Villas PH410 is a fourth floor penthouse suite that overlooks the central swimming pool with spectacular views of the Pacific Ocean and Wailea Beach, along with views of Kaho'olawe, Molokini and Lana'i.From your private elevator landing, the suite opens with a wide hallway leading past both bedrooms toward the great room where a genero
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Wailea Beach Villas (31)
Wailea Beach Villas PH410
2 Bedroom Ocean View Condo - Platinum
5
(5)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
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 Mauiās 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
(14)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Welcome to Wailea Beach Villas Penthouse 209, a beautifully furnished 2,600 sq. ft. garden view suite that offers a serene escape overlooking the family pool. This open and airy vacation rental is designed for relaxation and leisure, featuring an expansive tiled great room that seamlessly blends indoor and outdoor living. When the sliding glass doo
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Wailea Beach Villas (31)
Wailea Beach Villas PH209
3 Bedroom Garden View Condo - Platinum
5
(31)
3
bedrooms
3
baths
8
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
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
(3)
2
bedrooms
2
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
Penthouse 309 at Wailea Beach Villas offers a distinctive blend of luxury and cultural charm, making it an ideal vacation rental for families or groups of friends. This 2,520 square foot ocean view suite is located on the third floor and is accessible via a private elevator, ensuring privacy and exclusivity.The penthouse features three bedrooms and
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Wailea Beach Villas (31)
Wailea Beach Villas PH309
3 Bedroom Ocean View Condo - Platinum
5
(12)
3
bedrooms
3
baths
8
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
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 wit
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Wailea Beach Villas (31)
Wailea Beach Villas G302
3 Bedroom Ocean View Villa - Platinum
5
(5)
3
bedrooms
3.5
baths
8
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Wailea Beach Villas Penthouse 302, with breathtaking views of the pristine Pacific Ocean, awaits. Take joy in the comfort of luxury and tranquility as it seamlessly infuses with lush tropical surroundings creating long lasting memories. Impeccable contemporary finishes paired with chic, natural tones and patterns further elevate the ambiance of thi
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Wailea Beach Villas (31)
Wailea Beach Villas PH302
2 Bedroom Ocean View Condo - Platinum
5
(9)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
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