Skip to main content

Cottages in Wailea

Find the cottages that appeal to you the most

Cottages for every style

Find the right cottage for you in Wailea

The best cottages in Wailea

Check out our pick of great cottages in Wailea

Show hotels on map

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
Check availability

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 8.7
Fabulous - What previous guests thought, 14 reviews
Price from
US$157.55
1 night, 2 adults
Check availability

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$240.35
1 night, 2 adults
Check availability

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$187.45
1 night, 2 adults
Check availability

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
Check availability

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
Check availability

Tropical Paradise 1-bed 2-bath Oasis At The Pool

Wailea

Situated in Wailea and only 400 metres from Kamaole Beach, Tropical Paradise 1-bed 2-bath Oasis At The Pool features accommodation with mountain views, free WiFi and free private parking.

D
David
From
Czech Republic
Great location, nice decoration, entrance to the beautiful right from the living room. Close to town and also to nice beaches at the same time, tennis courts just behind the house, fully equipped kitchen, boards for kids and tennis rackets with balls, own parking place.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 8 reviews
Check availability

Kihei Akahi D113

Wailea

Located in Wailea, 200 metres from Kamaole Beach and 6 km from Wailea Emerald Course, Kihei Akahi D113 provides spacious air-conditioned accommodation with a balcony and free WiFi.

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
Check availability

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
Check availability

Kihei Akahi C210

Wailea

Located in Wailea, 200 metres from Kamaole Beach and 6 km from Wailea Emerald Course, Kihei Akahi C210 provides spacious air-conditioned accommodation with a balcony and free WiFi.

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

Popular with guests booking cottages in Wailea

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

Popular with guests booking cottages in Wailea

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 8 reviews

Popular with guests booking cottages in Wailea

Popular with guests booking cottages in Wailea

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 17 reviews

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 8.7
Fabulous - What previous guests thought, 4 reviews

Popular with guests booking cottages in Wailea

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2 reviews

Popular with guests booking cottages in Wailea

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

Popular with guests booking cottages in Wailea

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 32 reviews

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

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

Boasting a hot tub, Beach House Getaway is located in Kihei. The air-conditioned accommodation is 90 metres from Mai Poina Beach, and guests can benefit from on-site private parking and complimentary...

From US$856.46 per night
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.

Situated in Wailea, Grand Champions 32 offers accommodation with an outdoor pool and massage services.

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.

Set in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Grand Champions 105 offers massage services and 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.

Grand Champions 174

Wailea
Breakfast options
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.

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 159

Wailea
Free cancellation options available

<h2>Spacious Accommodation</h2> Wailea Grand Champions 159 in Wailea offers a spacious holiday home with three bedrooms and two bathrooms.

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.

Wailea Grand Champions 97

Wailea
Free cancellation options available

31 km from Iao Valley State Park in Wailea, Wailea Grand Champions 97 features accommodation with access to a hot tub.

FAQ about cottages in Wailea

Research, refine and make plans for your whole trip

Hotels in Wailea

Looking for an alternative to a cottage? Check out some of the best hotels in the city.

Cottages in the United States

Pack a bigger bag and see more of the country.

When to visit the United States

Events, prices, the weather and more.

Things to do in Wailea

How will you spend your time in the city?

Hotels near Kapalua Beach

Hotels close to a popular local landmark.

Hotels near Kahului Airport

Perfect for a late arrival or early departure.

Cottages in Honolulu

Want to extend your trip or still just browsing? Try Honolulu, also popular with our guests!

Cottages in Kurtistown

Try another destination popular with our guests.

Cottages in Hawaii

Extend your search and explore the surrounding area.