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The best cottages in Wailea

Check out our selection of great cottages in Wailea

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126 Hale Kamaole, hotel in Wailea

126 Hale Kamaole is located in Wailea, just 3.4 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park.

nice place comfy remodelled unit convenient location easy to gain entrance no host keypad
Scored 8.9
8.9
Rated excellent
Excellent
11 reviews
Price from
$449
1 night, 2 adults
4-309 Kamaole Sands**Newly Remodeled** Steps to Kamaole 3 Beach!, hotel in Wailea

4-309 Kamaole Sands**Newly Remodeled** Steps to Kamaole 3 Beach! offers accommodations in Wailea, 3.4 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park.

Nice interior and comfortable.
Scored 6.7
6.7
Rated pleasant
Pleasant
9 reviews
Price from
$438
1 night, 2 adults
Bamboo Suite located across from the beach, 1 Bedroom sleeps 4, hotel in Wailea

Bamboo Suite located across from the beach, 1 Bedroom sleeps 4 offers accommodations in Kihei, 7.4 miles from Wailea Emerald Course and 13 miles from Iao Valley State Park.

Very well appointed. Comfortable furniture and bed. Efficient air conditioning. Beautiful pool. Would stay here again!
Scored 9.4
9.4
Rated wonderful
Wonderful
23 reviews
Price from
$227
1 night, 2 adults
Hale Kai O'Kihei 120, hotel in Wailea

Hale Kai O'Kihei 120 offers accommodations in Kihei, 1.5 miles from Cove Park and 2.1 miles from Kihei Regional Park.

Cute little 1960's Condo oceanfront in Kihei. Code access. Great location and easy parking. John the property manager, security officer, quarter dispenser, and conch shell entertainer, was super kind and lives on site. Condo's are mostly vacation rentals, but there are a few permanent residents as well. Quiet with easy access to beach, and the outdoor area pristine, John keeps the BBQ's spotless. Now onto the shape of the condo. It could really use a deep clean, and the furniture is old, smells dirty and very uncomfortable. The bed was OK, grateful to have a fan above it. Our stay was late September, our trip purpose was to volunteer, it was hot and humid, the air conditioner was old and did not keep up also was super noisy, living room has a floor and ceiling fan, but that didn't help much. I usually just like the lanai door open and try to catch a cross breeze but none was to be had. Its tropical so there are bugs, not a big deal, just don't leave food out on the counter, some little tiny bugs, smaller than black ants, were very present in the kitchen and bath. The shower was divine, but again dirty with some broken tiles. Loved the location and the outdoor area. The cleanliness/maintenance inside the Condo is really the responsibility of AA Oceanfront Rental who were unresponsive. We would stay there again, but would seek a unit that is managed by another company. Sorry if this is perceived as a negative review, but just telling the truth. We rented because we sought out a local company, but they need to up their game in the cleaning, maintenance department Aloha
Scored 8.3
8.3
Rated very good
Very Good
9 reviews
Price from
$206
1 night, 2 adults
Hale Kai O'Kihei 305, hotel in Wailea

Located in Kihei, Hale Kai O'Kihei 305 is 1.5 miles from Cove Park. Kihei Regional Park is 2.1 miles away. All units are air conditioned and feature a cable TV and DVD player.

Location and view of water
Scored 8.8
8.8
Rated excellent
Excellent
8 reviews
Price from
$274
1 night, 2 adults
Hale Kai O'Kihei 118, hotel in Wailea

Hale Kai O'Kihei 118 offers accommodations in Kihei, 1.5 miles from Cove Park and 2.1 miles from Kihei Regional Park.

The location was great and the view was amazing!
Scored 7.0
7.0
Rated good
Good
5 reviews
Price from
$209
1 night, 2 adults
Maui Vista 1411, hotel in Wailea

Offering accommodations with air conditioning, Maui Vista 1411 is located in Kihei, just 437 yards from Cove Park. Kihei Regional Park is 0.7 miles from the property.

Very comfortable beds. Nice to have extras in the room for the beach etc. great location
Scored 7.7
7.7
Rated good
Good
11 reviews
Price from
$230
1 night, 2 adults
106 Milowai, hotel in Wailea

106 Milowai offers accommodations in Wailuku, 9.5 miles from Iao Valley State Park and 13 miles from Wailea Emerald Course. The air-conditioned accommodation is a 7-minute walk from Maalaea Beach.

Beautiful spot and place!
Scored 7.0
7.0
Rated good
Good
6 reviews
Price from
$438
1 night, 2 adults
Wailea Sunset Condo - Ekolu #607, hotel in Wailea

Featuring a garden and panoramic ocean views, Wailea Sunset Condo - Ekolu #607 is a holiday home located in Wailea in the Maui Region.

Condo was spacious and we appreciated 2 full bathrooms. THe bed was very comfortable and we especially appreciated all the "extras" the owner provided, ie beach towels, beach chairs, washer/dryer on site, stocked kitchen, WiFi and parking just outside our unit. I loved the fact we could open all the windows and experience the trade winds and the sunset from the lanai. We were able to walk to many restaurants and the pool was nearby. Overall the space was very nice and well kept.
Scored 9.1
9.1
Rated wonderful
Wonderful
11 reviews
NEW Luxury Condo at Kameole Beach, hotel in Wailea

Just a 5-minute walk from Kamaole Beach and 1.2 miles from Cove Beach, NEW Luxury Condo at Kameole Beach features accommodations in Wailea with water sports facilities.

Excellent communications from the owner. Nice and quiet Conco, accross from the beautiful beach. Beach chairs, snorkel kit, umbrealls included! In the center of Kehei, and you can walk or drive to restaurants, shops etc. It is also just a 10 minutes drive to the beautiful Wailea golf. Brand new washer and dryer. I used the quick wash mode and my load was done in 15 mintes!!!
Scored 9.5
9.5
Rated exceptional
Exceptional
6 reviews
All cottages in Wailea
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Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.
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Most booked cottages in Wailea this month

Enjoy breakfast in Wailea!

  • The Villas at Fairmont Kea Lani
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 3 reviews

    The Villas at Fairmont Kea Lani provides beachfront accommodations in Wailea.

  • NEW Luxury Condo at Kameole Beach
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 6 reviews

    Just a 5-minute walk from Kamaole Beach and 1.2 miles from Cove Beach, NEW Luxury Condo at Kameole Beach features accommodations in Wailea with water sports facilities.

  • Keawakapu 208
    Breakfast options
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 9 reviews

    Keawakapu 208 is located in Wailea, just 3 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park. This beachfront property offers access to free Wifi and free private parking.

    Sehr schöne große Wohnung und super Lage… viel Licht und sehr bequeme Betten

  • Enjoy Your Oceanside Dream at Kihei Surfside
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 19 reviews

    Offering a garden and a terrace, Enjoy Your Oceanside Dream at Kihei Surfside in Wailea is close to Keawakapu Beach and Mokapu Beach. This beachfront property offers access to a balcony and free Wifi.

    Absolutely amazing stunning apartment with breathtaking view

  • Wailea Ekolu Village
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 5 reviews

    Wailea Ekolu Village enjoys a location in Wailea, 1.3 miles from Mokapu Beach and 19 miles from Iao Valley State Park.

  • Wailea Sunset Condo - Ekolu #607
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 11 reviews

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

  • Nahenahe Cottage
    Breakfast options
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 7 reviews

    Nahenahe Cottage offers accommodations in Wailea, 2.5 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park. The air-conditioned accommodation is 1.9 miles from Mokapu Beach.

    Sehr schön und modern eingerichtet, super schöner Meerblick

  • 126 Hale Kamaole
    Breakfast options
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 11 reviews

    126 Hale Kamaole is located in Wailea, just 3.4 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park.

These cottages in Wailea have options with FREE cancellation

  • Wailea Grand Champions
    Free cancellation options available
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 57 reviews

    Wailea Grand Champions offers air-conditioned rooms in Wailea. There's a private entrance at the vacation home for the convenience of those who stay.

    Gute Lage alles sauber, Küche sehr gut ausgestattet

  • Maui Kamaole M210
    Free cancellation options available

    Maui Kamaole M210 is located in Wailea, just a 9-minute walk from Keawakapu Beach and 0.7 miles from Mokapu Beach. The air-conditioned accommodation is a 6-minute walk from Kamaole Beach.

  • Wailea Ekahi 45D - Ocean Views, Split AC, Wi-Fi

    Wailea Ekahi 45D - Ocean Views, Split AC, Wi-Fi offers accommodations in Wailea, 2.1 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park.

  • Maui Kamaole - Nohea -Front Row - Huge Ocean Views

    Maui Kamaole - Nohea -Front Row - Huge Ocean Views is located in Wailea, just 3.2 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park.

  • Wailea Elua 702 - Ocean Views, Central AC, Wi-Fi

    Wailea Elua 702 - Ocean Views, Central AC, Wi-Fi offers accommodations in Wailea, 1.8 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park.

  • Kihei Akahi D502
    Free cancellation options available

    Kihei Akahi D502 is located in Wailea, just a 19-minute walk from Cove Beach and 1.1 miles from Keawakapu Beach. The air-conditioned accommodation is a 2-minute walk from Kamaole Beach.

  • Grand Champions Golf Villas 153
    Free cancellation options available

    Grand Champions Golf Villas 153 is located in Wailea, just 1.2 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park.

  • Grand Champions Golf Villas 118
    Free cancellation options available

    Grand Champions Golf Villas 118 offers accommodations in Wailea, 1.1 miles from Wailea Beach and 1.2 miles from Mokapu Beach. The air-conditioned accommodation is a 18-minute walk from Ulua Beach.

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

FAQ about cottages in Wailea

Cottages That Guests Love in Wailea

  • Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 21 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
  • Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 20 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
  • Scored 6.0
    6.0
    Rated pleasant
    Pleasant
     · 46 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
  • Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 34 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
  • Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 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 traveler
  • Scored 7.8
    7.8
    Rated good
    Good
     · 519 reviews
    The hot tub was great, easy walking to a beach and shops and food.
    Danny
    Travelers with friends
  • Scored 8.0
    8.0
    Rated very good
    Very Good
     · 162 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
  • Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 34 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
  • Scored 7.7
    7.7
    Rated good
    Good
     · 6 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 traveler