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Cottages in Wailea

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Cottages for every style

Find the right cottage for you in Wailea

Top picks for Wailea hotels

Explore our most popular hotels in Wailea

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Review score

Hale Kai O'Kihei 305

Kihei (Near Wailea)

Set in Kihei, just 700 metres from Waipuilani Beach, Hale Kai O'Kihei 305 offers beachfront accommodation with a spa and wellness centre and free WiFi.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 6 reviews
Price from
US$244.95
1 night, 2 adults

Maui Vista 1411

Kihei (Near Wailea)

Situated in Kihei, 500 metres from Kamaole Beach, Maui Vista 1411 features accommodation with a spa and wellness centre, free WiFi, a 24-hour front desk, and a lift.

S
Sarah
From
United States
Great location. Clean. Washing machine and dryer useful.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 16 reviews
Price from
US$158.70
1 night, 2 adults

Hale Kai O'Kihei 120

Kihei (Near Wailea)

Offering sea views, Hale Kai O'Kihei 120 is an accommodation set in Kihei, 700 metres from Waipuilani Beach and 11 km from Wailea Emerald Course.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 8 reviews
Price from
US$212.75
1 night, 2 adults

Hale Kai O'Kihei 118

Kihei (Near Wailea)

Featuring air-conditioned accommodation with a pool with a view, Hale Kai O'Kihei 118 is located in Kihei. This beachfront property offers access to a patio and free WiFi.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 5 reviews
Price from
US$175.95
1 night, 2 adults

Suite Maui Paradise Condo

Wailuku (Near Wailea)

Boasting air-conditioned accommodation with a balcony, Suite Maui Paradise Condo is situated in Wailuku. This beachfront property offers access to a terrace, free private parking and free WiFi.

D
Dimitrios
From
Switzerland
We had a wonderful stay at this apartment. It was spacious and bright, providing a comfortable and pleasant environment. Access to the beach was extremely easy, making our vacation even more enjoyable. Additionally, the neighbors were very friendly, adding to the positive experience. Access to the apartment without the need for keys is a great advantage.
Scored out of 10, guest rating 6.9
Pleasant - What previous guests thought, 9 reviews
Price from
US$198.24
1 night, 2 adults

Kihei Akahi Resort - Unit C505

Wailea

Set in Wailea and only 200 metres from Kamaole Beach, Kihei Akahi Resort - Unit C505 offers accommodation with mountain views, free WiFi and free private parking.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews

Kihei Akahi D113

Wailea

Located in Wailea, 200 metres from Kamaole Beach and 6 km from Wailea Emerald Course, Kihei Akahi D113 offers massage services and air conditioning.

L
Lani
From
Germany
We (couple +/-55 years from Germany) enjoyed our stay here in this apartment Unit #D113 in Kihei very much!!! We found Kihei itself to be a good starting point for various activities, there are restaurants within walking distance. It is about 40 minutes from the airport. The apartment is very tastefully furnished - you feel right at home. Everything is very clean and the kitchen is well equipped with everything you need. Checkin works online and you can choose the code for the entrance door - so don't forget (-: Communication with the management is online and is prompt and very nice. At the on-site check-in you get a sign for the car and have a privately assigned parking space which is very helpful as you don't have to search for a parking space. We would definitely come back and were sad to leave this place. Thank you very much !!!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews

Maui Kamaole J 108

Wailea

Located in Wailea, 600 metres from Kamaole Beach and 5.2 km from Wailea Emerald Course, Maui Kamaole J 108 offers massage services and air conditioning.

M
Mirela
From
United States
Wonderful location; the apartment was easy to find, comfortable, clean, quiet - loved all the birds keeping us company during breakfast on the terrace! Serious star gazing out there in the evenings also :) Would love to come back in the future.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 7 reviews

Kihei Akahi C210

Wailea

Located in Wailea, 200 metres from Kamaole Beach and 6 km from Wailea Emerald Course, Kihei Akahi C210 offers massage services and air conditioning.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

Luxury Condo at Kameole Beach T106

Wailea

Set in Wailea in the Hawaii region and Kamaole Beach reachable within 400 metres, Luxury Condo at Kameole Beach T106 offers accommodation with free WiFi, barbecue facilities, water sports facilities...

N
Neshev
From
United States
Really well furnished with all the amenities and even had two separate bathrooms / showers. There were enough towels, kitchen was well equipped, new washer and dryer, beach chairs and umbrella to use - everything was there for a comfortable stay. The host was very polite and proactive at reaching out to us and making sure everything was great. The complex was walking distance to beaches, it had a nice garden, pools, and we had a dedicated parking spot. Such a gem! Way better than staying in a big hotel chain. A tip we learned towards the end - for a nice brunch, visit the South Maui Gardens. The food at the Blue Door Bread Company is on another level. Way better than the other cafes. The luau there seem very good as well and they have plenty of food trucks to choose from.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 23 reviews
All cottages in Wailea

The best cottages in Wailea

Check out our pick of great cottages in Wailea

Filter by:

Review score

Hale Kai O'Kihei 305

Kihei (Near Wailea)

Set in Kihei, just 700 metres from Waipuilani Beach, Hale Kai O'Kihei 305 offers beachfront accommodation with a spa and wellness centre and free WiFi.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 6 reviews
Price from
US$244.95
1 night, 2 adults

Maui Vista 1411

Kihei (Near Wailea)

Situated in Kihei, 500 metres from Kamaole Beach, Maui Vista 1411 features accommodation with a spa and wellness centre, free WiFi, a 24-hour front desk, and a lift.

S
Sarah
From
United States
Great location. Clean. Washing machine and dryer useful.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 16 reviews
Price from
US$158.70
1 night, 2 adults

Hale Kai O'Kihei 120

Kihei (Near Wailea)

Offering sea views, Hale Kai O'Kihei 120 is an accommodation set in Kihei, 700 metres from Waipuilani Beach and 11 km from Wailea Emerald Course.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 8 reviews
Price from
US$212.75
1 night, 2 adults

Hale Kai O'Kihei 118

Kihei (Near Wailea)

Featuring air-conditioned accommodation with a pool with a view, Hale Kai O'Kihei 118 is located in Kihei. This beachfront property offers access to a patio and free WiFi.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 5 reviews
Price from
US$175.95
1 night, 2 adults

Suite Maui Paradise Condo

Wailuku (Near Wailea)

Boasting air-conditioned accommodation with a balcony, Suite Maui Paradise Condo is situated in Wailuku. This beachfront property offers access to a terrace, free private parking and free WiFi.

D
Dimitrios
From
Switzerland
We had a wonderful stay at this apartment. It was spacious and bright, providing a comfortable and pleasant environment. Access to the beach was extremely easy, making our vacation even more enjoyable. Additionally, the neighbors were very friendly, adding to the positive experience. Access to the apartment without the need for keys is a great advantage.
Scored out of 10, guest rating 6.9
Pleasant - What previous guests thought, 9 reviews
Price from
US$198.24
1 night, 2 adults

Kihei Akahi Resort - Unit C505

Wailea

Set in Wailea and only 200 metres from Kamaole Beach, Kihei Akahi Resort - Unit C505 offers accommodation with mountain views, free WiFi and free private parking.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews

Kihei Akahi D113

Wailea

Located in Wailea, 200 metres from Kamaole Beach and 6 km from Wailea Emerald Course, Kihei Akahi D113 offers massage services and air conditioning.

L
Lani
From
Germany
We (couple +/-55 years from Germany) enjoyed our stay here in this apartment Unit #D113 in Kihei very much!!! We found Kihei itself to be a good starting point for various activities, there are restaurants within walking distance. It is about 40 minutes from the airport. The apartment is very tastefully furnished - you feel right at home. Everything is very clean and the kitchen is well equipped with everything you need. Checkin works online and you can choose the code for the entrance door - so don't forget (-: Communication with the management is online and is prompt and very nice. At the on-site check-in you get a sign for the car and have a privately assigned parking space which is very helpful as you don't have to search for a parking space. We would definitely come back and were sad to leave this place. Thank you very much !!!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews

Maui Kamaole J 108

Wailea

Located in Wailea, 600 metres from Kamaole Beach and 5.2 km from Wailea Emerald Course, Maui Kamaole J 108 offers massage services and air conditioning.

M
Mirela
From
United States
Wonderful location; the apartment was easy to find, comfortable, clean, quiet - loved all the birds keeping us company during breakfast on the terrace! Serious star gazing out there in the evenings also :) Would love to come back in the future.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 7 reviews

Kihei Akahi C210

Wailea

Located in Wailea, 200 metres from Kamaole Beach and 6 km from Wailea Emerald Course, Kihei Akahi C210 offers massage services and air conditioning.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

Luxury Condo at Kameole Beach T106

Wailea

Set in Wailea in the Hawaii region and Kamaole Beach reachable within 400 metres, Luxury Condo at Kameole Beach T106 offers accommodation with free WiFi, barbecue facilities, water sports facilities...

N
Neshev
From
United States
Really well furnished with all the amenities and even had two separate bathrooms / showers. There were enough towels, kitchen was well equipped, new washer and dryer, beach chairs and umbrella to use - everything was there for a comfortable stay. The host was very polite and proactive at reaching out to us and making sure everything was great. The complex was walking distance to beaches, it had a nice garden, pools, and we had a dedicated parking spot. Such a gem! Way better than staying in a big hotel chain. A tip we learned towards the end - for a nice brunch, visit the South Maui Gardens. The food at the Blue Door Bread Company is on another level. Way better than the other cafes. The luau there seem very good as well and they have plenty of food trucks to choose from.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 23 reviews
All cottages in Wailea

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.

Most booked cottages in Wailea and surroundings in the past month

See all

Popular with guests booking cottages in Wailea

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 4 reviews

Popular with guests booking cottages in Wailea

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Popular with guests booking cottages in Wailea

Popular with guests booking cottages in Wailea

Popular with guests booking cottages in Wailea

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 4 reviews

Popular with guests booking cottages in Wailea

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 4 reviews

Popular with guests booking cottages in Wailea

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 4 reviews

Popular with guests booking cottages in Wailea

Popular with guests booking cottages in Wailea

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 23 reviews

Popular with guests booking cottages in Wailea

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 34 reviews

Travelling by car? These cottages in Wailea and nearby offer free parking

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Located in Wailea, less than 1 km from Ulua Beach and 3 km from Wailea Emerald Course, Koa Resort 4I offers air conditioning.

Elua 2001

Wailea
Free parking
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Boasting air-conditioned accommodation with a patio, Elua 2001 is situated in Wailea. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

Elua 406

Wailea
Free parking
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Set in Wailea, less than 1 km from Ulua Beach and 2.8 km from Wailea Emerald Course, Elua 406 offers an outdoor swimming pool and air conditioning.

Elua 2011

Wailea
Free parking

Set in Wailea, less than 1 km from Ulua Beach and 2.7 km from Wailea Emerald Course, Elua 2011 offers pool with a view and air conditioning.

Set in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 183 offers air conditioning.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Located in Wailea and only 1.6 km from Ulua Beach, Grand Champions 174 provides accommodation with mountain views, free WiFi and free private parking.

Located in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 27 offers air conditioning.

Located in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 116 offers air conditioning.

Enjoy breakfast in Wailea and nearby

Located in Wailea, 1.7 km from Ulua Beach and 2.4 km from Wailea Emerald Course, Grand Champions Golf Villas 150 offers massage services and air conditioning.

Located in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Grand Champions Golf Villas 118 offers massage services and air conditioning.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Set in Wailea, 1.1 km from Ulua Beach and 1.9 km from Wailea Emerald Course, Grand Champions Golf Villas 153 offers massage services and air conditioning.

Elua 2301

Wailea
Breakfast options

Featuring air-conditioned accommodation with a patio, Elua 2301 is located in Wailea. It is set 2.8 km from Wailea Emerald Course and provides an ATM.

Situated in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 73 offers air conditioning.

Situated in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 71 offers air conditioning.

Set in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 43 offers air conditioning.

Set in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 31 offers air conditioning.

These cottages in Wailea and nearby have options with free cancellation

Wailea Grand Champions 75

Wailea
Free cancellation options available

Located 1.5 km from Ulua Beach, 2.3 km from Wailea Emerald Course and 31 km from Iao Valley State Park, Wailea Grand Champions 75 provides accommodation set in Wailea.

Wailea Grand Champions 111

Wailea
Free cancellation options available

Located in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 111 offers air conditioning.

Wailea Grand Champions 140

Wailea
Free cancellation options available

Situated in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 140 offers air conditioning.

Wailea Grand Champions 185

Wailea
Free cancellation options available

Set in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 185 offers air conditioning.

Wailea Grand Champions 84

Wailea
Free cancellation options available

Situated in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 84 offers air conditioning.

Wailea Grand Champions 159

Wailea
Free cancellation options available

Set in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 159 offers air conditioning.

Wailea Grand Champions 177

Wailea
Free cancellation options available

Situated in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 177 offers air conditioning.

Wailea Grand Champions 152

Wailea
Free cancellation options available

Set in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Wailea Grand Champions 152 offers air conditioning.

FAQ about cottages in Wailea