Maui Vacation Home & Rentals

Browse our collection of luxury studios, one-bedroom, two-bedroom, and three-bedroom vacation residences across the island of Maui, voted best island in the world year after year. With condos located in popular resort towns like Wailea, Makena, Kaanapali, and Lahaina, vacation conveniently close to your favorite beaches, restaurants, golf courses, and points of interest on the Valley Isle.

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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
Wailea Beach Villas PH411
2 Bedroom Ocean View Condo - Diamond
Rating 5 (3)
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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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 (19)
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
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Welcome to the serene and luxurious Wailea Elua Village 2108, your perfect oceanside retreat. This stunning two-bedroom, two-bathroom condo offers a spacious 1,528 square feet of living space, comfortably accommodating up to six guests. The master bedroom features a king bed, while the second bedroom has a queen bed and a twin bed, ensuring a restf
Wailea Elua Village 2108
2 Bedroom Ocean View Condo - Diamond
Rating 5 (23)
2 bedrooms
2 baths
5 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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Kaanapali Alii 1252 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean Front________________________________________Kaanapali Alii 125 is a two-bedroom oceanfront second-floor condo that offers breathtaking ocean views from your private lanai, living room, and primary bedroom. This beautifully designed vacation rental combines island-inspired aesthetics wit
Kaanapali Alii 125
2 Bedroom Ocean Front - Diamond
Rating 5 (3)
2 bedrooms
2 baths
8 guests
Location Kaanapali, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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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
Wailea Beach Villas D302
3 Bedroom Ocean View Villa - Diamond
Rating 5 (9)
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
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Kaanapali Alii 3105 /31034 Bedrooms | 4 Bathrooms | Sleeps 10 | Ocean Front / Ocean View________________________________________Introducing the Kaanapali Alii ʻOhana Suite – An Exceptional Multi-Residence RetreatThe ʻOhana Suite experience is ideal for multi-generational families, couples traveling together, or groups seeking shared experiences dur
Kaanapali Alii Ohana Suite
4 BR Ocean Front/Ocean View Bedroom Suite
4 bedrooms
4 baths
10 guests
Location Kaanapali, 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 Elua Village #1001 is a stunning oceanfront sanctuary that has undergone a complete transformation. For discerning travelers who enjoy the best of Wailea, the extended outdoor living space allows you to enjoy panoramic ocean views while relaxing with a book, enjoying a meal al fresco at the covered dining table, or savoring a cocktail wi
Wailea Elua Village 1001
2 Bedroom Oceanfront Condo - Diamond
Rating 5 (11)
2 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Kaanapali Alii 3442 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Discover the perfect blend of comfort and island-inspired style in this two-bedroom partial ocean view residence. This beautifully designed space accommodates up to four guests, making it ideal for couples or small families.Inside, the
Kaanapali Alii 344
2 Bedroom Partial Ocean View - Diamond
Rating 5 (10)
2 bedrooms
2 baths
4 guests
Location Kaanapali, HI Icon of Partial Oceanview Partial Oceanview Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Kaanapali Alii 31052 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________Experience the ultimate never-before-rented oceanfront home at Kaanapali Alii 3105, a luxurious corner home on the 10th floor that feels like it’s perched directly above the Pacific, steps away from the renowned Kaanapali Beach. With floor-to
Kaanapali Alii 3105
2 Bedroom Ocean Front - Diamond
Rating 4 (2)
2 bedrooms
2 baths
6 guests
Location Kaanapali, HI Icon of Oceanfront View Oceanfront 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 (10)
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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Kaanapali Alii 11062 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean Front--------------------------------------------------Welcome to Kaanapali Alii 1106, a spectacular two-bedroom oceanfront retreat at Maui’s exclusive Kaanapali Alii Resort. This lavish residence offers unobstructed views of the sparkling Pacific Ocean and the neighboring islands of La
Kaanapali Alii 1106
2 Bedroom Ocean Front - Diamond
Rating 5 (2)
2 bedrooms
2 baths
4 guests
Location Kaanapali, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Kaanapali Alii 31032 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Introducing Kaanapali Alii 3103, a stunning never-before-rented, luxurious ocean view retreat perched on the 10th floor of the prestigious Kaanapali Alii, steps away from the renowned Kaanapali Beach. Every room in this exceptional two-bedroom
Kaanapali Alii 3103
2 Bedroom Ocean View - Diamond
2 bedrooms
2 baths
4 guests
Location Kaanapali, 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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