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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346 properties available
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Welcome to your dream vacation home at Wailea Elua Village 804, a luxurious 3-bedroom ocean-view condo nestled in the heart of Wailea. This stunning property offers a perfect blend of modern elegance and comfort, ideal for your next getaway.Step inside to discover a spacious, open-concept living area that seamlessly flows into a private balcony wit
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Wailea Elua Village (42)
Wailea Elua Village 804
3 Bedroom Ocean View Condo - Platinum
5
(13)
3
bedrooms
2
baths
8
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Ekahi Village 4B, a stunning studio condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for your Hawaiian getaway. Step inside to discover a thoughtfully laid-out space featuring a plush king-sized bed, ensuring a restful night's sleep. T
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Wailea Ekahi Village (48)
Wailea Ekahi Village 4B
Studio Garden View Condo
5
(11)
1
baths
2
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
Welcome to the Makena Surf G203 Beachfront Resort, a stunning 2-bedroom oceanfront condo nestled in the heart of Wailea. This luxurious retreat offers a perfect blend of comfort and elegance, ideal for families or groups of friends seeking a memorable Hawaiian getaway.Step inside to discover a thoughtfully designed layout that maximizes space and n
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Makena Surf (23)
Makena Surf G203 Beachfront Resort
2 Bedroom Oceanfront Condo - Platinum
5
(10)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
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
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New Listing
New Listing
The residence is brand new to our rental program. Be one of the first to stay!
Kaanapali Alii (158)
Kaanapali Alii 3103
2 Bedroom Ocean View - Diamond
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to the Makena Surf F306 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 you'll find a cozy living room with a comfortable sofa bed, perfect for unwinding after a day of adventure. The fully equ
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Makena Surf (23)
Makena Surf F306 Beachfront Resort
2 Bedroom Oceanfront Condo - Platinum
5
(22)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Kaanapali Alii 1242 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Kaanapali Alii 124 is an exquisite two-bedroom ocean-view rental that is perfect for families or groups seeking a luxurious getaway in Maui. Well maintained and beautifully updated, this spacious residence features all new furniture, fixtures,
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Kaanapali Alii (158)
Kaanapali Alii 124
2 Bedroom Ocean View - Platinum
5
(2)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Polo Beach Club 409, your perfect getaway in the heart of Wailea. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a blend of modern elegance and tropical charm, ideal for a family or group of friends seeking a relaxing Hawaiian vacation.Step inside to discover a spacious, open-concept living area with
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Polo Beach Club (9)
Polo Beach Club 409
2 Bedroom Oceanfront Condo
5
(15)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Ka’anapali Alii 4932 Bedroom | 2 Bathrooms | Sleeps 6 | Mountain View________________________________________Escape to paradise in this stunning 1,513 square foot one-bedroom mountain view condo with a fully enclosed den that comfortably serves as a second bedroom. Perched on the ninth floor, this vacation rental enjoys elevated views of the surrou
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Kaanapali Alii (158)
Kaanapali Alii 493
2 Bedroom Mountain View - Platinum
5
(4)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Mountain View
Complex Pool
Private Outdoor space
Kaanapali Alii 3842 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________The phrase “modern elegance” perfectly describes platinum-rated Kaanapali Alii 384. Clean white walls, tiled floors, and cream-colored furnishings are paired with dramatic dark wood cabinetry and accents, creating a minimalist yet luxurious atm
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Kaanapali Alii (158)
Kaanapali Alii 384
2 Bedroom Ocean View - Platinum
5
(4)
2
bedrooms
2
baths
8
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 21122 Bedroom | 2 Bathrooms | Sleeps 6 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 2112, a beautiful one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. This deluxe residence offers partial ocean views framed by swaying palm trees and lush tropical landsca
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Kaanapali Alii (158)
Kaanapali Alii 2112
2 Bedroom Partial Ocean View - Gold
5
(1)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Partial Oceanview
Complex Pool
Private Outdoor space
Kaanapali Alii 4812 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 481, a beautifully remodeled one-bedroom residence with a fully enclosed den that comfortably serves as a second bedroom. Located in an eighth-floor corner position in Building Four, this spacious condo offers
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Kaanapali Alii (158)
Kaanapali Alii 481
2 Bedroom Partial Ocean View - Platinum
5
(4)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Partial Oceanview
Complex Pool
Private Outdoor space
Kaanapali Alii 3722 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 372, a fantastic one-bedroom partial ocean view residence with a fully enclosed den that comfortably serves as a second bedroom. This updated condo offers peaceful views of the Pacific Ocean and swaying palm tr
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Kaanapali Alii (158)
Kaanapali Alii 372
2 Bedroom Partial Ocean View - Platinum
5
(3)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Partial Oceanview
Complex Pool
Private Outdoor space
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