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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Properties Available 348 properties available
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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 reserve-collection-logo
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 reserve-collection-logo
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 1542 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 154, a gorgeous one-bedroom condo, with a fully enclosed den that comfortably serves as a second bedroom. Featuring gleaming hardwood floors, bold artwork, and vibrant coastal accents, this spacious residence exudes bo
Kaanapali Alii 154
2 Bedroom Ocean View - Diamond
Rating 5 (2)
2 bedrooms
2 baths
4 guests
Location Kaanapali, 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 (10)
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 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 2512 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 251, a beautifully renovated one-bedroom, inner courtyard ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. This deluxe retreat is diamond rated, located on the fifth floor, and ha
Kaanapali Alii 251
2 Bedroom Ocean View - Diamond
Rating 5 (6)
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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Kaanapali Alii 2462 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Kaanapali Alii 246 was designed for entertaining! This two-bedroom garden view condo is positioned in the corner of the resort, with most of the living room and dining room highlighted with wrap-around windows offering constant views of the bea
Kaanapali Alii 246
2 Bedroom Garden View - Diamond
Rating 5 (3)
2 bedrooms
2 baths
6 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 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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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 reserve-collection-logo
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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Kaanapali Alii 2933 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 293! Located on the 9th floor, this is a stunning 2-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom. Step inside and discover a harmonious blend of modern luxury and i
Kaanapali Alii 293 reserve-collection-logo
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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CORALTREE RESIDENCE COLLECTION presents... Makena Surf A102A premier 1,510 sq.ft. 2-bedroom ground-floor oceanfront condo offering step-free access and a direct walkout lanai onto the sand of Poʻolenalena Beach in less than 1 minute. Enjoy central A/C, sweeping ocean views, and sea turtle snorkeling right off the shoreline. On-site resort perks fea
Makena Surf A102 Beachfront Resort
2 Bedroom Oceanfront Condo - Diamond
Rating 4.9 (20)
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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CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1001This exquisitely designed ground-floor 1,259 sq. ft. residence sits steps from Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. Walk straight from the extra-large patio to the backyard fronting the beach, explore 2 resort pools, and soothe your muscles in the hot
Wailea Elua Village 1001 reserve-collection-logo
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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