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Compare 26 Cottages in Olowalu with updated reviews, rates, and availability.

Beautiful coastal decor in this charming cottage.
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
9.8 out of 10, Exceptional, (92)
"My wife and I enjoyed our stay at this Vrbo very much. The check in/check out was easy. The detached unit felt private and roomy. It was very clean. The place was as advertised. No surprises. Easy walk to Paia with its restaurants and shopping. Close to beaches and to airport. Good overall location on Maui."
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
Living area
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
9.8 out of 10, Exceptional, (14)
"My husband and I stayed here a few nights on our trip to Maui, and this was the perfect spot! It was a great location, close to the airport, central location on the island to go and do lots of fun activities, and overall a very pleasant stay! Thank you!"
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
View from living room to kitchen
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
10.0 out of 10, Exceptional, (98)
"Great little spot. Just a short walk into Pa’ia. Perfect to as described. Great place to rest your head for the night. Safe, fenced in entry. The owner lives nearby and the neighbors are friendly. Rest easy."
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
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Dining
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
9.6 out of 10, Exceptional, (50)
"Nice place! Bathroom WAY TOO SMALL!!!!"
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
Cottage and pool area with surrounding tropical foliage
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
10.0 out of 10, Exceptional, (129)
"We had a nice stay. Nice and private place in a nice quiet neighborhood. The cabin came stocked with all the amenities one would need."
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Best views on the Island from every room!
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
10.0 out of 10, Exceptional, (130)
"It was incredible. The view and uniqueness of this cottage and property are superb. My husband and I had never in our lives been to the islands until this stay. (10 day stay). We knew we wanted a quiet, non-resort property and this was perfect! Everything you could need or want is just a few minutes away by car. We even walked to a near-by restaurant which was wonderful! Sitting on the deck watching and hearing the gentle ocean waves and many birds was surreal. It was truly a vacation to...
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Spectacular sunsets viewed from your lanai/patio deck
Cozy Maui 'Treehouse' with lovely views and amenities
10.0 out of 10, Exceptional, (87)
"The Treehouse suited my wife and me perfectly. I think it would be a challenge to fine a place that is more peaceful and tranquil, as far as a vacation rental in Kihei. It is also a nice place to view the sunsets."
Cozy Maui 'Treehouse' with lovely views and amenities
Vaulted ceilings and endless windows create an open space with tropical views!
3BR Beach Bungalow with 1967 International Scout!
10.0 out of 10, Exceptional, (4)
"Everything was great and we had a marvelous time! The accommodations were perfect and met our needs very well. I would love to come back again sometime!"
3BR Beach Bungalow with 1967 International Scout!
Room
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
9.0 out of 10, Wonderful, (22)
"This place is huge for a one bedroom and within the price range we were looking for! The kitchen was well equipped with everything we needed since we cooked in the whole time. Lots of storage as well! It was nice to have outdoor seating as well. We really appreciated the washer and dryer (steps away) and beach chairs. Thank you!"
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Living area
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
10.0 out of 10, Exceptional, (189)
"This beautiful property is perfect for those that want to get away from the large resorts and have nice place to come home to after a day of swimming, snorkeling, or sightseeing. It has one of the best stocked kitchens to do your own cooking along with a ton extras for your beach adventures. We stayed 7 days with our 6 and 8 years girls and they never once said they were bored. They entertained themselves in the pool that is right out the back door and chased endless butterflies that little...
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
Drone view from ocean -- arrow points to cottage roof.
Now with optional car add-on
10.0 out of 10, Exceptional, (135)
"It is an amazing property. It’s combines views amenities privacy and above all the hosts are the most accommodating helpful, knowledgeable and out great human beings."
Now with optional car add-on
Romantic, gorgeous private cottage
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
10.0 out of 10, Exceptional, (65)
"The hosts were really great at answering any questions prior to check-in and also touched base with us to ensure we had all we needed. The property itself was beautiful. It was so nice waking up in the morning, having coffee on the back porch and listening to the birds. It was a pretty short/enjoyable walk to restaurants and nightlife and the driveway was awesome for quick parking of our car. Would highly recommend to anyone who's looking to visit Maui! Thanks again for a wonderful stay :)"
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
DCP_1439
Heaven on Earth in Upcountry Maui
10.0 out of 10, Exceptional, (87)
"I cannot say enough good things about this place. The pictures seem almost too good to be true online, but then when you get here, you realize that the pictures cannot capture the beauty. Loved it."
Heaven on Earth in Upcountry Maui
Room
Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!
9.6 out of 10, Exceptional, (8)
"This little place was beautifully updated and full of all the little details you could need. Very clean and accommodating for my husband and I. Extremely friendly owners that are not bothersome at all. Jon was so welcoming and friendly and offered us ideas and locations to hit up while there. Its a busy but sweet little neighborhood in the center of the whole island, so you don't have a long commute to reach your adventures. Traffic and birds are heard throughout the day and roosters at night....
Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!
View of beach looking right across of property
Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
10.0 out of 10, Exceptional, (54)
"Great hosts, super friendly and accommodating. Everything you could want at the property for the beach, so less to rent/buy. Lots of supplies in the house as well. Definitely coming back."
Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
Evenings at the bar and patio
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
10.0 out of 10, Exceptional, (169)
"Our stay was amazing! Our hosts went above and beyond! Looking forward to coming back!!"
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
9.4 out of 10, Exceptional, (30)
"Very comfortable and a great location. We enjoyed our stay."
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Perfect for enjoying the sunset, grilling dinner, and dining al fresco.
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd
9.4 out of 10, Exceptional, (20)
"Based up previous review, we expected it to be simple, but clean and fully functioning. Surfaces were not all clean, some small things didn't work, and it was very difficult to communicate with the hosts (gave us no local contact email or cell # and VRBO app didn't work for contacting host). It would have been great to have some sort of cottage notebook with info about local areas, beaches, restaurants, and driving distances from house. No local info provided; had to search everything ourselves....
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd
The Dolphin Cottage.  Welcome to Paradise!
A unique dolphin cabin in Kaanapali!
9.2 out of 10, Wonderful, (88)
"Pros and cons to this stay. Pros are it's big, the location is great; I did like the shower a lot! Cons are there is no AC. Yes, I realize many places on Maui do not have AC. The descritions reads "open air" and it just didn't register with me at the time of booking. So if you are a person that is remotely hot natured, don't book this in May. Maybe January is a better month. We spent the first night to see if we could handle it and decided to move to a closeby resort the next morning. No, I...
A unique dolphin cabin in Kaanapali!
Interior
Steps from the Ka'anapali Royal Golf Course
10.0 out of 10, Exceptional, (4)
"Beautiful, relaxing, nice people"
Steps from the Ka'anapali Royal Golf Course
Don't see what you're looking for?
See all available properties in Olowalu
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Olowalu

Pool
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3007)
"Parking spots are quite small. Luckily we had a small car. "
The price is AED 873
AED 1,137 total
includes taxes & fees
27 May - 28 May
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2153)
"Very comfortable, big rooms and very peaceful!"
The price is AED 873
AED 1,310 total
includes taxes & fees
27 May - 28 May
Aston Maui Kaanapali Villas
Exterior
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2533)
"Loved staying and celebrating Mother’s Day and my son’s birthday! Couldn’t have asked for a better stay! "
The price is AED 1,055
AED 3,188 total
includes taxes & fees
10 Jun - 11 Jun
OUTRIGGER Honua Kai Resort & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Recent reviews of Olowalu hotels
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