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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Wailea Grand Champions 116 is a luxurious vacation rental located along the southern coast of Maui in the desirable tourist area of Wailea. This beautifully appointed one-bedroom, two-bathroom condo accommodates up to four guests, making it ideal for families or groups of friends seeking a tropical Hawaii getaway. The interior of the condo feature
Wailea Grand Champions 116
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1 Bedroom Garden View Condo - Silver
5
(6)
1
bedrooms
2
baths
4
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Ekahi Village 50C, a beautifully designed 1-bedroom, 1-bathroom condo nestled in the heart of Wailea, Hawaii. This charming 945 sq. ft. retreat offers a perfect blend of comfort and elegance, ideal for up to four guests. Step inside to discover a thoughtfully laid-out space that combines modern amenities with
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Festive Availability
Festive Availability
This residence is still available over the high-demand travel dates between Christmas and New Years.
Wailea Ekahi Village (45)
Wailea Ekahi Village 50C
1 Bedroom Garden View Condo- Silver
5
(2)
1
bedrooms
1
baths
4
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
Kaanapali Alii 1111 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View____________________________________________________Welcome to Kaanapali Alii 111, a beautifully appointed one-bedroom garden view condo, with a fully enclosed den that can comfortably serve as a bonus second bedroom. This inviting residence blends comfort and island-inspired design,
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Kaanapali Alii (161)
Kaanapali Alii 111
1 Bedroom Garden View - Platinum
1
bedrooms
2
baths
6
guests
Kaanapali, HI
Garden View
Complex Pool
Private Outdoor space
Wailea Beach Villas Penthouse 504 enjoys 180 degree views of the Pacific Ocean, Kaho‘olawe, Molokini crater, and Lanai. This generous two-bedroom, two-bathroom condo provides over 1900 sq. ft. of living space, outdoor lanai, entertaining space, plus a den. Located on the fifth floor, guests can take advantage of the elevated views! Lounge on the s
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Wailea Beach Villas (31)
Wailea Beach Villas PH504
2 Bedroom Ocean View Condo - Platinum
5
(5)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to the Makena Surf F207, where luxury meets the ocean's edge. This beautifully renovated 2-bedroom, 2-bathroom oceanfront condo is perfect for your dream Maui getaway. The spacious 1,313 square foot open features floor-to-ceiling windows that bring the ocean views and natural lighting into the living room, kitchen, and dining area.Spend gen
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New Rental!
New Rental!
Be one of the first guests to stay in this vacation residence that just joined our rental program!
Makena Surf (23)
Makena Surf F207 Beachfront Resort
2 Bedroom Ocean Front Condo - Platinum
4.9
(132)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront 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 (161)
Kaanapali Alii 245
2 Bedroom Ocean View - Gold
5
(2)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Maui's most prestigious beachfront communities. This stunning 1,899-square-foot villa offers the perfect blend of island elegance and modern comfort, making it an exceptional choice for families or small groups seeking a five-star getaway in Wailea.Inside, you'
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Newly Remodeled
Newly Remodeled
This beautifully renovated condo offers the ultimate blend of luxury and comfort, featuring high-end finishes and top-of-the-line appliances. Enjoy its modern design and attention to detail.
Wailea Beach Villas (31)
Wailea Beach Villas PH106
2 Bedroom Garden View Condo - Platinum
5
(8)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Kaanapali Alii 4252 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Welcome to Kaanapali Alii 425, a stunning two-bedroom garden view condo in Maui’s exclusive Kaanapali Alii Resort. This 1,807-square-foot residence offers serene views of the resort’s lush gardens, with expansive windows in the living room brin
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Kaanapali Alii (161)
Kaanapali Alii 425
2 Bedroom Garden View - Gold
4.6
(3)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Garden View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1511Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. This 1025 sq.ft. ground-floor walkout condo has 2 full bathrooms and a large lanai opening straight onto the lawn and gardens — step-free from the door. 2 resort pools, pickleball courts,
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Wailea Elua Village (42)
Wailea Elua Village 1511
1 Bedroom Garden View Condo
5
(3)
1
bedrooms
2
baths
4
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Makena Surf A204Experience an intimate Hawaiian retreat at this 2-bedroom second-floor condo on Po'olenalena Beach. Perfect for families or couples, this quiet escape offers spectacular ocean, mountain, and pool views on three sides. Enjoy instant access to a secluded stretch of sand, world-class sea turtl
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Makena Surf (23)
Makena Surf A204 Beachfront Resort
2 Bedroom Oceanfront Condo - Silver
5
(4)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to Wailea Beach Villas Penthouse 205, an elegant retreat that showcases sophisticated furnishings, vibrant colors, and striking artwork. This family-friendly penthouse features three bedrooms and three full baths, offering ample space for families or groups to relax and unwind.A private key-entry elevator transports you directly from your r
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Wailea Beach Villas (31)
Wailea Beach Villas PH205
3 Bedroom Garden View Condo - Platinum
5
(2)
3
bedrooms
3
baths
8
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Welcome to your serene paradise at Wailea Ekahi Village 51D, a stunning 2-bedroom 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 the dining a
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Wailea Ekahi Village (45)
Wailea Ekahi Village 51D
2 Bedroom Ocean View Condo- Silver
5
(4)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
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