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Wailea, HI cottages
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4 Best cottages in Wailea, HI

Remodeled Cottage With Ac, Ocean Views, Yard & Lanai - Near Beach, Golf & Dining - Wailea, HI
9.2 36 reviews
Wailea, HI
10/16 – 10/28
$341/nighttotal: $4092 (12 )

Remodeled Cottage With Ac, Ocean Views, Yard & Lanai - Near Beach, Golf & Dining

2 1
cottage , Wailea
The Nahenahe Cottage is located in the peaceful Maui Meadows neighborhood of Kihei, just minutes from the beach and a short drive from the popular Wailea resort area. This cottage has received excellent user ratings and is a great choice for travelers looking for a comfortable and convenient home base. The cottage is a two-bedroom, one-bathroom home with a capacity for five guests, perfect for a family or group of friends. The cottage offers modern amenities like a fully equipped kitchen, air conditioning, and a private outdoor space with a covered lanai and a gas grill, making it easy to enjoy meals and relax in the Hawaiian sunshine.
Wailea Ike By Avantstay Walk To The Beach Balcony W/ Views - Wailea, HI
10 1 review
Wailea, HI
10/16 – 10/28
$434/nighttotal: $5208 (12 )

Wailea Ike By Avantstay Walk To The Beach Balcony W/ Views

1 1
cottage , Wailea
This non-smoking cottage is located in Wailea, within 1.2 miles of The Shops at Wailea, Wailea Beach, Ulua Beach Park, and Wailea Shopping Village.
This accommodation offers air conditioning, a full kitchen with a microwave and dishwasher, a swimming pool, and a private balcony, with complimentary Wi-Fi in common areas and non-covered parking.
Private 2br Cottage House With Waterfall Pool Maui Meadows Permitted - Wailea, HI
10 180 reviews
Wailea, HI
10/24 – 11/03
$582/nighttotal: $5820 (10 )

Private 2br Cottage House With Waterfall Pool Maui Meadows Permitted

2 2
cottage , Wailea
This charming cottage is located in Wailea, just over 2 kilometers from Keawakapu Beach North and 3.6 kilometers from Wailea Beach, offering easy access to the area's beautiful beaches and attractions. The cottage has received excellent ratings for its location, cleanliness, and overall user experience.
The 720 square foot cottage comfortably sleeps four guests in its two bedrooms. Guests can enjoy a range of amenities, including a private pool, a fully equipped kitchen, and a relaxing outdoor terrace, perfect for enjoying the Wailea sunshine.
Private Ocean View Cottage Overlooking Wailea - Wailea, HI
10 71 reviews
Wailea, HI
10/24 – 11/03
$318/nighttotal: $3180 (10 )

Private Ocean View Cottage Overlooking Wailea

1 2
cottage , Wailea
This charming cottage in Sunny South Maui sits just above the Wailea Resort, offering stunning ocean views and a peaceful escape. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The cottage is a fully separate house with its own driveway, carport, and wraparound deck, providing 700 square feet of space. Enjoy a fully equipped kitchen, air conditioning, WiFi, a private deck with ocean views, and beautifully landscaped grounds.

Guest-Favorite Family Cottages in Wailea, HI

Finding the perfect cottage makes all the difference for a comfortable and memorable family trip to Wailea, HI.

Private 2br Cottage House With Waterfall Pool Maui Meadows Permitted - Wailea, HI
10 180 reviews
Wailea, HI
10/24 – 11/03
$582/nighttotal: $5820 (10 )

Private 2br Cottage House With Waterfall Pool Maui Meadows Permitted

2 2
cottage , Wailea
This charming cottage is located in Wailea, just over 2 kilometers from Keawakapu Beach North and 3.6 kilometers from Wailea Beach, offering easy access to the area's beautiful beaches and attractions. The cottage has received excellent ratings for its location, cleanliness, and overall user experience.
The 720 square foot cottage comfortably sleeps four guests in its two bedrooms. Guests can enjoy a range of amenities, including a private pool, a fully equipped kitchen, and a relaxing outdoor terrace, perfect for enjoying the Wailea sunshine.

Best Wailea, HI cottages with a garden

Private Ocean View Cottage Overlooking Wailea - Wailea, HI
10 71 reviews
Wailea, HI
10/24 – 11/03
$318/nighttotal: $3180 (10 )

Private Ocean View Cottage Overlooking Wailea

1 2
cottage , Wailea
This charming cottage in Sunny South Maui sits just above the Wailea Resort, offering stunning ocean views and a peaceful escape. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The cottage is a fully separate house with its own driveway, carport, and wraparound deck, providing 700 square feet of space. Enjoy a fully equipped kitchen, air conditioning, WiFi, a private deck with ocean views, and beautifully landscaped grounds.
Remodeled Cottage With Ac, Ocean Views, Yard & Lanai - Near Beach, Golf & Dining - Wailea, HI
9.2 36 reviews
Wailea, HI
10/16 – 10/28
$341/nighttotal: $4092 (12 )

Remodeled Cottage With Ac, Ocean Views, Yard & Lanai - Near Beach, Golf & Dining

2 1
cottage , Wailea
The Nahenahe Cottage is located in the peaceful Maui Meadows neighborhood of Kihei, just minutes from the beach and a short drive from the popular Wailea resort area. This cottage has received excellent user ratings and is a great choice for travelers looking for a comfortable and convenient home base. The cottage is a two-bedroom, one-bathroom home with a capacity for five guests, perfect for a family or group of friends. The cottage offers modern amenities like a fully equipped kitchen, air conditioning, and a private outdoor space with a covered lanai and a gas grill, making it easy to enjoy meals and relax in the Hawaiian sunshine.
Private 2br Cottage House With Waterfall Pool Maui Meadows Permitted - Wailea, HI
10 180 reviews
Wailea, HI
10/24 – 11/03
$582/nighttotal: $5820 (10 )

Private 2br Cottage House With Waterfall Pool Maui Meadows Permitted

2 2
cottage , Wailea
This charming cottage is located in Wailea, just over 2 kilometers from Keawakapu Beach North and 3.6 kilometers from Wailea Beach, offering easy access to the area's beautiful beaches and attractions. The cottage has received excellent ratings for its location, cleanliness, and overall user experience.
The 720 square foot cottage comfortably sleeps four guests in its two bedrooms. Guests can enjoy a range of amenities, including a private pool, a fully equipped kitchen, and a relaxing outdoor terrace, perfect for enjoying the Wailea sunshine.

Frequently Asked Questions about cottages in Wailea, HI

Destinations nearby

Top Cottages with Jacuzzi in Wailea, HI

A private hot tub at your cottage makes every trip to Wailea, HI truly unforgettable after a day by the water.

Remodeled Cottage With Ac, Ocean Views, Yard & Lanai - Near Beach, Golf & Dining - Wailea, HI
9.2 36 reviews
Wailea, HI
10/16 – 10/28
$341/nighttotal: $4092 (12 )

Remodeled Cottage With Ac, Ocean Views, Yard & Lanai - Near Beach, Golf & Dining

2 1
cottage , Wailea
The Nahenahe Cottage is located in the peaceful Maui Meadows neighborhood of Kihei, just minutes from the beach and a short drive from the popular Wailea resort area. This cottage has received excellent user ratings and is a great choice for travelers looking for a comfortable and convenient home base. The cottage is a two-bedroom, one-bathroom home with a capacity for five guests, perfect for a family or group of friends. The cottage offers modern amenities like a fully equipped kitchen, air conditioning, and a private outdoor space with a covered lanai and a gas grill, making it easy to enjoy meals and relax in the Hawaiian sunshine.

Neighborhoods and points of interest in Wailea, HI

Choose the Right Dog-Friendly Cottages in Wailea, HI

Your dog is as welcome as you are; each pet-friendly cottage in Wailea, HI features specialized amenities near the water.

Wailea Ike By Avantstay Walk To The Beach Balcony W/ Views - Wailea, HI
10 1 review
Wailea, HI
10/16 – 10/28
$434/nighttotal: $5208 (12 )

Wailea Ike By Avantstay Walk To The Beach Balcony W/ Views

1 1
cottage , Wailea
This non-smoking cottage is located in Wailea, within 1.2 miles of The Shops at Wailea, Wailea Beach, Ulua Beach Park, and Wailea Shopping Village.
This accommodation offers air conditioning, a full kitchen with a microwave and dishwasher, a swimming pool, and a private balcony, with complimentary Wi-Fi in common areas and non-covered parking.
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