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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345 properties available
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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
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Kaanapali Alii (157)
Kaanapali Alii 246
2 Bedroom Garden View
5
(3)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Garden View
Complex Pool
Private Outdoor space
Kaanapali Alii 4862 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 486, a charming platinum-rated, two-bedroom, two-bathroom condo that invites you to experience the best of Hawaiian living. Situated on the elevated eighth floor, this residence offers views of the courtyard pool, sand
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Kaanapali Alii (157)
Kaanapali Alii 486
2 Bedroom Ocean View
5
(6)
2
bedrooms
2
baths
8
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Ka’anapali Alii 2262 Bedrooms | 2 Bathrooms | Sleeps 8 | Garden View________________________________________Welcome to Kaanapali Alii 226, a charming second floor garden view two-bedroom vacation rental condo in Maui’s exclusive Ka’anapali Alii Resort. Nestled within a lush tropical landscape, this beautifully appointed residence provides a serene
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Kaanapali Alii (157)
Kaanapali Alii 226
2 Bedroom Garden View
5
(12)
2
bedrooms
2
baths
8
guests
Kaanapali, HI
Garden View
Complex Pool
Private Outdoor space
Welcome to the Makena Surf B106 Beachfront Resort, your perfect Hawaiian retreat. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. Step into the open-concept living area, where modern furnishings and large windows create a bright, airy atmosphere. The living room features a cozy sofa bed, perfect
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Close to the Beach
Close to the Beach
Walk to the beach in less than a minute from the ground floor oceanfront two-bedroom condo.
Makena Surf (23)
Makena Surf B106 Beachfront Resort
2 Bedroom Oceanfront Condo - Platinum
5
(36)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Wailea Grand Champions 102, your perfect retreat in the heart of Wailea. This stunning 2-bedroom, 2-bathroom condo offers a spacious 1,698 square feet of living space, comfortably accommodating up to six guests. Step inside to find a thoughtfully designed layout that combines elegance and comfort. The master bedr
Recently Renovated
Recently Renovated
This newly renovated partial ocean view condo offers the ultimate blend of luxury and comfort, featuring modern design touches in the fully-equipped kitchen.
Wailea Grand Champions 102
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2 Bedroom Golf Course View Condo
5
(10)
2
bedrooms
2
baths
5
guests
Wailea, HI
Golf View
Complex Pool
Private Outdoor space
Kaanapali Alii 1742 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 174, a charming two-bedroom ocean-view residence that perfectly captures the spirit of Maui. This inviting retreat combines the comfort of home with the beauty of island living. From the private lanai, enjoy serene vie
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Kaanapali Alii (157)
Kaanapali Alii 174
2 Bedroom Ocean View
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 1833 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 183, a nicely remodeled 2-bedroom ocean-view residence, with a fully enclosed den that comfortably serves as a third bedroom. This spacious 1,843 square foot residence on the eighth floor offers spectacular views of th
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Kaanapali Alii (157)
Kaanapali Alii 183
3 Bedroom Ocean View
5
(7)
3
bedrooms
2
baths
8
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 2452 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 245, a beautiful condo in Maui’s exclusive Kaanapali Alii Resort. This elegant residence offers breathtaking views of the Pacific Ocean framed by the resort’s lush tropical gardens. Expansive windows and a spacious pri
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Kaanapali Alii (157)
Kaanapali Alii 245
2 Bedroom Ocean View
5
(1)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Ekolu Village 1107, a luxurious 2-bedroom condo nestled in the heart of Wailea. This stunning 1,316 sq. ft. property offers a perfect blend of comfort and elegance, ideal for a family getaway or a group of friends. Step inside to find a thoughtfully designed living space with plush seating, a flat-screen TV, a
Guest Favorite
Guest Favorite
This guest-favorite condo offers the perfect blend of convenience and charm, with modern furnishings and sleek design.
Wailea Ekolu Village 1107
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2 Bedroom Ocean View Condo - Platinum
5
(102)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Steps to Shopping
Complex Pool
Welcome to the serene and luxurious Wailea Grand Champions 104, your perfect retreat in the heart of Wailea. This stunning 1-bedroom condo offers a blend of modern elegance and comfort, ideal for a relaxing getaway. The open-plan living area features a plush king-sized bed in the bedroom, a cozy sofa bed in the living room, and can comfortably slee
Guest Favorite
Guest Favorite
This guest-favorite condo offers the perfect blend of convenience and charm, with modern furnishings, unique touches, and sleek design.
Wailea Grand Champions 104
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1 Bedroom Golf Course View Condo - Platinum
5
(11)
1
bedrooms
2
baths
4
guests
Wailea, HI
Golf View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Elua Village 2012, a stunning 1-bedroom, 2-bathroom ocean view condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for your next Hawaiian getaway. Step inside to discover a spacious, open-concept living area that seamlessly flows into a p
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Guest Favorite
Guest Favorite
This guest-favorite condo offers the perfect blend of convenience and charm, with modern furnishings and sleek design. Enjoy wrap-around ocean views from this corner residence.
Wailea Elua Village (42)
Wailea Elua Village 2012
1 Bedroom Ocean View Condo
5
(9)
1
bedrooms
2
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
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
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Kaanapali Alii (157)
Kaanapali Alii 251
2 Bedroom Ocean View
5
(5)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
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