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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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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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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Kaanapali Alii 2162 Bedrooms | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Experience luxury and convenience at Kaanapali Alii 216, a ground floor garden view two-bedroom retreat perfect for your Hawaiian getaway. This exceptional condo offers easy access to the beach and pool, eliminating the need for elevators and
Kaanapali Alii 216
2 Bedroom Garden View - Diamond
Rating 5 (9)
2 bedrooms
2 baths
4 guests
Location Kaanapali, HI Icon of Garden View Garden 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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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 41143 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Kaanapali Alii 4114 has recently completed a full renovation! This two-bedroom ocean-view vacation rental has a den off the living room that can be closed off to serve as a private third bedroom. Be one of the first guests to experience this
Kaanapali Alii 4114
3 Bedroom Ocean View - Diamond
Rating 5 (4)
3 bedrooms
2 baths
6 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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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 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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The beautifully renovated Makena Surf A102 is a prime oceanfront vacation home spanning 1,510 square feet. This ground-floor unit boasts direct beach access from its private lanai, allowing guests to step right onto the sand. The residence features two bedrooms and two bathrooms, accommodating up to five guests comfortably. The fully equipped ki
Makena Surf A102 Beachfront Resort
2 Bedroom Oceanfront Condo - Diamond
Rating 4.9 (19)
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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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 11042 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 1104, a beautifully and tastefully renovated two-bedroom, two-bath residence designed for both comfort and style. This spacious retreat sleeps up to six guests and features multiple luxurious, relaxing spaces with oce
Kaanapali Alii 1104
2 Bedroom Ocean View - Diamond
Rating 5 (4)
2 bedrooms
2 baths
6 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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