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The best cottages in Wailea

Check out our pick of great cottages in Wailea

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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Located in Wailea, 200 metres from Keawakapu Beach and 700 metres from Mokapu Beach, Enjoy Your Oceanside Dream at Kihei Surfside offers a garden and air conditioning. Among the facilities at this property are a lift and private check-in and check-out, along with free WiFi throughout the property. The pool features a fence and pool views.

The unit was everything we hoped for and we can’t wait to go back. The property is just stunning—beautiful lawn, great pool and beach access, amazing views, and wonderful snorkeling…and all within a short drive to fun spots in Kihei and Wailea. I honestly wouldn’t have changed a thing.

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9.6
Exceptional
9 reviews
Price from
€ 349
per night

Set in Wailea, 400 metres from Kamaole Beach and less than 1 km from Keawakapu Beach, 126 Hale Kamaole offers air conditioning. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is situated 1.4 km from Mokapu Beach.

nice place comfy remodelled unit convenient location easy to gain entrance no host keypad

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9
Superb
10 reviews
Price from
€ 371
per night

Featuring a garden and panoramic ocean views, Wailea Ekolu #607 is a holiday home situated in Wailea in the Maui Region. this unit is a short walking distance from beaches such as Wailea Beach, Ulua Beach Park and Mokapu Beach Park. Free private parking is available on site.

The property is perfectly situated for the most amazing sunsets. The owners have clearly put a lot of thought into providing absolutely everything you'd need to enjoy a self-catering holiday.

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9.1
Superb
10 reviews
Price from
€ 526
per night

Offering sea views, 4-309 Kamaole Sands**Newly Remodeled** Steps to Kamaole 3 Beach! is an accommodation set in Wailea, 200 metres from Kamaole Beach and 1.4 km from Keawakapu Beach. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is situated 1.7 km from Mokapu Beach.

Nice interior and comfortable.

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8.1
Very good
7 reviews
Price from
€ 395
per night

Set within 1.5 km of Ulua Beach and 1.7 km of Wailea Beach, Wailea Grand Champions offers rooms with air conditioning and a private bathroom in Wailea. The property features mountain views and is 1.9 km from Mokapu Beach and 2.2 km from Wailea Emerald Course. When staying at the holiday home, guests can use private entrance.

10 min walk from grocery store, 20 min walk from the beach. Very quiet area. There was a shared pool and BBQ grills in the inner yard. A lot of kitchen gadgets. Parking included.

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8.4
Very good
56 reviews
Price from
€ 770
per night

Situated in Wailea, 500 metres from Mokapu Beach and less than 1 km from Kamaole Beach, Hale Hui Kai 106 - Newly Renovated, Split AC offers air conditioning. Housed in a building dating from 1972, this holiday home is 4.5 km from Wailea Emerald Course and 29 km from Iao Valley State Park. Free WiFi is available throughout the property and Keawakapu Beach is a few steps away.

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Price from
€ 373
per night

Haleakala Shores A305 is located in Wailea, 1.3 km from Keawakapu Beach, 1.7 km from Mokapu Beach, as well as 5.5 km from Wailea Emerald Course. It is set a few steps from Kamaole Beach and provides a lift. Iao Valley State Park is 28 km from the holiday home and Lahaina Boat Harbor is 43 km away.

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Price from
€ 379
per night

Featuring air-conditioned accommodation with a private pool, mountain view and a patio, Maui Paradise Townhouse is set in Wailea. The property features garden views and is 1.7 km from Ulua Beach and 2 km from Wailea Beach. There is a sun terrace and guests can make use of free WiFi and free private parking.

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Price from
€ 968
per night

Situated in Wailea, 1.5 km from Keawakapu Beach and 1.6 km from Mokapu Beach, Wailea Ekahi 24B offers air conditioning. The property is located 1.8 km from Ulua Beach, 3.4 km from Wailea Emerald Course and 31 km from Iao Valley State Park. Wailea Gold Course is 3.4 km away and Makena North Course is 6.2 km from the holiday home.

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Price from
€ 426
per night

Situated 1.7 km from Mokapu Beach, 5.5 km from Wailea Emerald Course and 28 km from Iao Valley State Park, Kamaole Sands 7307 offers accommodation located in Wailea. The air-conditioned accommodation is 200 metres from Kamaole Beach, and guests can benefit from on-site private parking and complimentary WiFi. The property is non-smoking and is set 1.3 km from Keawakapu Beach.

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Price from
€ 392
per night

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.
Search cottages in Wailea

Most booked cottages in Wailea this month

Enjoy breakfast in Wailea!

  • The Villas at Fairmont Kea Lani
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 3 reviews

    Facing the seafront, The Villas at Fairmont Kea Lani offers 5-star accommodation in Wailea and features a fitness centre, free bikes and garden.

  • Enjoy Your Oceanside Dream at Kihei Surfside
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 9 reviews

    Located in Wailea, 200 metres from Keawakapu Beach and 700 metres from Mokapu Beach, Enjoy Your Oceanside Dream at Kihei Surfside offers a garden and air conditioning.

  • Wailea Ekolu #607
    Breakfast options
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 10 reviews

    Featuring a garden and panoramic ocean views, Wailea Ekolu #607 is a holiday home situated in Wailea in the Maui Region. this unit is a short walking distance from beaches such as Wailea Beach, Ulua...

  • Wailea Grand Champions
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 56 reviews

    Set within 1.5 km of Ulua Beach and 1.7 km of Wailea Beach, Wailea Grand Champions offers rooms with air conditioning and a private bathroom in Wailea.

    Gute Lage alles sauber, Küche sehr gut ausgestattet

  • Hale Hui Kai 106 - Newly Renovated, Split AC

    Situated in Wailea, 500 metres from Mokapu Beach and less than 1 km from Kamaole Beach, Hale Hui Kai 106 - Newly Renovated, Split AC offers air conditioning.

  • Haleakala Shores A305

    Haleakala Shores A305 is located in Wailea, 1.3 km from Keawakapu Beach, 1.7 km from Mokapu Beach, as well as 5.5 km from Wailea Emerald Course.

  • Wailea Ekahi 24B
    Breakfast options

    Situated in Wailea, 1.5 km from Keawakapu Beach and 1.6 km from Mokapu Beach, Wailea Ekahi 24B offers air conditioning.

  • Kamaole Sands 7307
    Breakfast options

    Situated 1.7 km from Mokapu Beach, 5.5 km from Wailea Emerald Course and 28 km from Iao Valley State Park, Kamaole Sands 7307 offers accommodation located in Wailea.

These cottages in Wailea have options with FREE cancellation

  • Maui Paradise Townhouse
    Free cancellation options available

    Featuring air-conditioned accommodation with a private pool, mountain view and a patio, Maui Paradise Townhouse is set in Wailea.

  • Wailea Elua Village 1002
    Free cancellation options available

    Boasting air-conditioned accommodation with a balcony, Wailea Elua Village 1002 is set in Wailea. Guests may go for a swim in the private pool.

  • Kamaole Sands 4413
    Free cancellation options available

    Located in Wailea and only 200 metres from Kamaole Beach, Kamaole Sands 4413 provides accommodation with sea views, free WiFi and free private parking.

  • Haleakala Shores A410
    Free cancellation options available

    Situated in Wailea, a few steps from Kamaole Beach and 1.3 km from Keawakapu Beach, Haleakala Shores A410 offers air conditioning.

  • Maui Parkshore 213
    Free cancellation options available

    Situated in Wailea, 200 metres from Kamaole Beach and 1.3 km from Keawakapu Beach, Maui Parkshore 213 offers air conditioning. It is located 1.7 km from Mokapu Beach and provides a lift.

  • Mana Kai 501
    Free cancellation options available

    Mana Kai 501 is a beachfront property set in Wailea, 300 metres from Keawakapu Beach and 800 metres from Mokapu Beach.

  • Maui Parkshore 305
    Free cancellation options available

    Set in Wailea, 200 metres from Kamaole Beach and 1.3 km from Keawakapu Beach, Maui Parkshore 305 offers air conditioning. It is located 1.7 km from Mokapu Beach and provides a lift.

  • Grand Champions Golf Villas 94
    Free cancellation options available

    Located in Wailea, 1.7 km from Wailea Beach and 1.9 km from Mokapu Beach, Grand Champions Golf Villas 94 offers air conditioning.

Travelling by car? These cottages in Wailea offer free parking!

  • 126 Hale Kamaole
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 10 reviews

    Set in Wailea, 400 metres from Kamaole Beach and less than 1 km from Keawakapu Beach, 126 Hale Kamaole offers air conditioning.

  • 4-309 Kamaole Sands**Newly Remodeled** Steps to Kamaole 3 Beach!
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 7 reviews

    Offering sea views, 4-309 Kamaole Sands**Newly Remodeled** Steps to Kamaole 3 Beach! is an accommodation set in Wailea, 200 metres from Kamaole Beach and 1.4 km from Keawakapu Beach.

  • Hale Kamaole
    Free parking
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 3 reviews

    Situated in Wailea, 500 metres from Kamaole Beach and less than 1 km from Keawakapu Beach, Hale Kamaole offers air conditioning.

  • Haleakala Shores A-302 - Stunning Ocean View Condo

    Set in Wailea in the Hawaii region, Haleakala Shores A-302 - Stunning Ocean View Condo has a balcony and sea views.

  • Kamaole Sands 5401

    Situated in Wailea and only 200 metres from Kamaole Beach, Kamaole Sands 5401 features accommodation with sea views, free WiFi and free private parking.

  • Ekolu 1602
    Free parking

    Located in Wailea, 1.8 km from Ulua Beach and 2.1 km from Wailea Beach, Ekolu 1602 offers air conditioning.

  • Wailea Ekahi 37C

    Offering garden views, Wailea Ekahi 37C is an accommodation set in Wailea, 1.8 km from Ulua Beach and 3.4 km from Wailea Emerald Course.

  • Kamaole Sands 10203

    Located in Wailea and only 200 metres from Kamaole Beach, Kamaole Sands 10203 provides accommodation with sea views, free WiFi and free private parking.

FAQ about cottages in Wailea





Cottages that guests love in Wailea

  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 19 reviews
    Location was fantastic. Walking distance to beach across the road which was popular with tourists and locals. Not too crowded which was a bonus. The condo was next level- very spacious, had everything and more for self catering purposes, beach gear was included and utilised daily. The balcony was perfect for morning coffee and evening drinks. The complex was impeccable and the pool looked great (I did not use it though). I would return to this property in a heartbeat.
    kelly
    Young couple
  • 9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 13 reviews
    Tiki Tiki flat was perfect at all levels, CLEAN and COSY in a perfect location on Maui. Mark and Kate have been full of our attention and very reactive. It’s by far the best housing option to feel home in the island as opposed to highly expensive resorts in the area. Mahalo you Kate and Mark 🙏
    Nawel
    Young couple
  • 6.3
    Scored 6.3
    Pleasant
    Rated pleasant
     · 69 reviews
    The building was properly staffed, from everything I saw. There was always a friendly person at the front desk, and I could see many employees had been hired to keep the grounds clean. The condo matched the description. There was adequate parking. The beach was as advertised, a short walk across the road. The property maintained a pool and hot tub. There were many gas grills. The elevator was convenient although a trifle slow.
    Roger
    Family with young children
  • Avg. price/night: € 568.91
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 33 reviews
    Nice cozy place, got everything you need. Kitchen is fully stackes with all kinds of appliances, flat is clean, near to the beach. All you need.
    Rene
    Young couple
  • 9.0
    Scored 9.0
    Superb
    Rated superb
     · 2 reviews
    The location was perfect...right across the street from the beach with plenty of shops and restaurants around. The kitchen was well stocked with the basics so cooking was easy. I also liked the fact that beach towels were provided. The pool and hot tub area is cleaned daily so that's a plus...very family friendly.
    D
    DARLENE
    Solo traveller
  • 7.8
    Scored 7.8
    Good
    Rated good
     · 521 reviews
    The hot tub was great, easy walking to a beach and shops and food.
    Danny
    People with friends
  • 8.0
    Scored 8.0
    Very good
    Rated very good
     · 183 reviews
    self catering, which I liked. clean and nice corner room away from the street. too many roosters! Decor needs a bit of an update but it had everything we needed
    Shawna
    Young couple
  • Avg. price/night: € 568.91
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 33 reviews
    Kitchen had a Mr. Coffee drip coffee maker, plenty of filters in the cabinet. Pots and pans were sufficient for needs. Could see the sunset from the balcony. Balcony is always sunny so it could get warm. Didn't need the heater or A/C as the weather was great. Shower is a decent size and tiled nicely. Good water pressure. Neighbors were queit so that was a plus. Elevator was fast, we didn't have to wait much at all.
    Craig
    Young couple
  • 8.0
    Scored 8.0
    Very good
    Rated very good
     · 7 reviews
    The location was great as it was an easy walk to the beach, restaurants and food trucks. You could walk the beaches in either direction. The pool and hot tub facilities were well maintained and provided shower facilities. The lanai faced the water that gifted beautiful sunsets each night.
    Carla
    Solo traveller