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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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'
Wailea Beach Villas PH106
2 Bedroom Garden View Condo - Platinum
Rating 5 (6)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
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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
Wailea Beach Villas PH201
3 Bedroom Garden View Condo - Platinum
Rating 5 (10)
3 bedrooms
3 baths
6 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
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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
Wailea Beach Villas PH302
2 Bedroom Ocean View Condo - Platinum
Rating 5 (1)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Warm breezes and lush tropical gardens greet guests of Wailea Beach Villas E202 as the spacious and comfortably appointed interior blends seamlessly onto the private outdoor lanai. Contemporary neutral and earth-toned furnishings are complimented by splashes of color throughout, accentuating the natural light, swaying palms and fresh air of Maui.Tw
Wailea Beach Villas E202
3 Bedroom Garden View Villa - Platinum
Rating 5 (6)
3 bedrooms
3.5 baths
8 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
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Welcome to Wailea Beach Villas Penthouse 205, an elegant retreat that showcases sophisticated furnishings, vibrant colors, and striking artwork. This family-friendly penthouse features three bedrooms and three full baths, offering ample space for families or groups to relax and unwind.A private key-entry elevator transports you directly from your r
Wailea Beach Villas PH205
3 Bedroom Garden View Condo - Platinum
Rating 5 (2)
3 bedrooms
3 baths
8 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
View Details
Experience Wailea at its absolute best in Penthouse 508, a spectacular 2,893-square-foot residence that stands apart with a totally unique layout-perched at the top of the Wailea Beach Villas with sweeping ocean views, soaring ceilings, and a spacious design unlike anything else in the resort.This exceptional 3-bedroom + den, 3-bathroom penthouse o
Wailea Beach Villas PH508
3 Bedroom Ocean View Condo - Platinum
4 bedrooms
3 baths
8 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Wailea Beach Villas Penthouse 502 boasts a panoramic ocean vista, ideal for whale watching in the winter, and with spectacular sunset views all year long. This top floor penthouse has been exquisitely redecorated with an elegant, casual decor.Your private elevator landing on the top floor offers a glimpse of the dramatic and towering Haleakala - so
Wailea Beach Villas PH502
2 Bedroom Ocean View Condo - Platinum
Rating 5 (2)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
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
Wailea Beach Villas PH512
3 Bedroom Ocean View Condo - Diamond
Rating 5 (18)
3 bedrooms
3 baths
6 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Experience the very best in tropical island living from ocean view Wailea Beach Villas Penthouse 402. Revel in sweet sunsets and seasonal whale watching from your spacious, private lanai with scenic views of the Maui horizon, Molokini Crater and the island of Kaho'olawe. This beautiful two-bedroom, two-bathroom villa provides a delicate balance of
Wailea Beach Villas PH402
2 Bedroom Ocean View Condo - Platinum
Rating 5 (3)
2 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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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
Wailea Beach Villas PH104
2 Bedroom Garden View Condo - Diamond
Rating 5 (6)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
View Details
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
Wailea Beach Villas PH112
3 Bedroom Garden View Condo - Platinum
Rating 5 (15)
3 bedrooms
3 baths
6 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
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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
Wailea Beach Villas D301
3 Bedroom Ocean View Villa - Platinum
Rating 5 (5)
3 bedrooms
3.5 baths
8 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details

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