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Compare 30 Cottages in Olowalu with updated reviews, rates, and availability.

Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
10.0 out of 10, Exceptional, (172)
"Amazing!"
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
10.0 out of 10, Exceptional, (135)
"Love staying at this beautiful cottage and being so close to the beach and great restaurants and shopping. Truly the best way to experience this side of the island of Maui. Elaine is a wonderful host and very helpful. The pool is my favorite experience here can't wait to return."
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Cozy Maui 'Treehouse' with lovely views and amenities
10.0 out of 10, Exceptional, (89)
"We had a fantastic stay at Pam’s Treehouse. She made us feel like at home from when we arrived. Pam is passionate about the island and we were amazed by her story. We were amazing by how well stuffed her place is from the water filter to the aftersun and antifog for the snorkel masks. We hope to come back in the future!"
Cozy Maui 'Treehouse' with lovely views and amenities
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
9.8 out of 10, Exceptional, (17)
"This place was a great option for staying on Maui and being able to get to just about everywhere. It’s a great place to begin a trip down the Road to Hana, and there are a lot of good places to eat in the city. Highly suggest trying JJ’s Tacos food truck just blocks away. The bed was comfortable and the AC worked very well for a good nights sleep. "
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
9.8 out of 10, Exceptional, (99)
"Perfect place to stay when planning on windsurfing Hookipa. "
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
10.0 out of 10, Exceptional, (107)
"Clean and very easy wall to town. Would definitely stay here again."
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
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
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
10.0 out of 10, Exceptional, (190)
"We had a fabulous time and snorkeled every day at one of the best beaches on the island! Terry responded quickly when we didn't have hot water and had the hot water tank replaced as soon as possible. The cottage is very spacious and equipped with many extras in the kitchen. The bathrooms could use some more towels and wash rags, but we were able to wash the existing towels throughout the week because there's a washer/dryer and laundry detergent. There's no AC which bothered some in our party,...
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
Steps from the Ka'anapali Royal Golf Course
9.6 out of 10, Exceptional, (5)
"Beautiful, relaxing, nice people"
Steps from the Ka'anapali Royal Golf Course
Now with optional car add-on
10.0 out of 10, Exceptional, (138)
"The convenience, the communication with the owners, The little extra touches, and the ease of access and accommodations were superb. We would definitely stay there again."
Now with optional car add-on
Indulge, just steps to pristine beaches, restaurants & shopping.
10.0 out of 10, Exceptional, (20)
"Very well appointed and located, near restaurants and within a short drive (10-15 mins) of great beaches. Highly recommend."
Indulge, just steps to pristine beaches, restaurants & shopping.
Heaven on Earth in Upcountry Maui
10.0 out of 10, Exceptional, (93)
"Star Lookout is located in upland Maui - the cottage has spectacular views of both east and west maui and amazing views of the night sky - so wonderful we deliberately got up in the middle of the night to see it "
Heaven on Earth in Upcountry Maui
Newly Remodelled 4-bedroom cottage in Amazing Kaanapili with ACs
2.0 star property
Newly Remodelled 4-bedroom cottage in Amazing Kaanapili with ACs
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
10.0 out of 10, Exceptional, (139)
"We had a wonderful time in this private little cottage. Good location, with shops and restaurants nearby. Great ocean views. Btw, the Maui Aquarium is a great stop for an afternoon and lunch in the outdoor restaurant was very good. "
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd
9.0 out of 10, Wonderful, (22)
"We had a very enjoyable stay at this rental, and it had everything we needed. Great location and well-maintained. It's a little bit outdated, yes, but that didn't bother me at all considering it looked exactly like the listing (even better in my opinion), and was very clean, functional, and still very charming. We really enjoyed eating dinner and watching sunsets on the adorable lanai, and the shared pool in the complex was great! We would definitely rent this place again if we ever return to...
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd
Beach Bungalow with Cruiser Bikes & Pickleball!
9.0 out of 10, Wonderful, (8)
"The property is very clean and we loved having the lanai available with the bbq. Definitely comes in handy with a big family who doesnt want to go out every night. We'd absolutely stay here again."
The price is SAR 939
SAR 3,190 total
includes taxes & fees
19 Nov - 20 Nov
Beach Bungalow with Cruiser Bikes & Pickleball!
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
9.0 out of 10, Wonderful, (29)
"Well cared for home and close to everything in old town!! We enjoyed a comfortable stay at this cozy home!"
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
9.6 out of 10, Exceptional, (53)
"Very nice place that is great for two people! We stayed there for a week. Pretty much every thing we needed for enjoying our “Beach Time” was provided.And definitely a short walk to get to the beach. The Kitchen was excellent and well stocked, including condiments. Only item worth mentioning is the Small stand up shower and toilet area. If you’re a Large person, this May be looking into. "
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
10.0 out of 10, Exceptional, (66)
"The cottage is quite cozy and comfortable"
The price is SAR 1,127
SAR 2,109 total
includes taxes & fees
2 Dec - 3 Dec
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Ocean View 1 BR Cottage on Oceanfront Property. Permitted
10.0 out of 10, Exceptional, (68)
"I found the place even better than photos! Road noise was no issue. We really enjoyed the deck off the unit and its amazing views of the ocean. Valerie was a great host. "
Ocean View 1 BR Cottage on Oceanfront Property. Permitted
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.
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Other property types in Olowalu

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3341)
"The view is excellent and the kitchen is great for a longer stay. The pool is big enough and not crowded. We can get our chairs easily. The hot pool is good after a warm swim. "
The price is SAR 1,123
SAR 1,436 total
includes taxes & fees
18 Nov - 19 Nov
Aston Kaanapali Shores
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2625)
"A very very beautiful and clean place to stay. "
The price is SAR 1,181
SAR 3,383 total
includes taxes & fees
9 Dec - 10 Dec
OUTRIGGER Honua Kai Resort & Spa
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2295)
"Nice location, reasonable snorkeling rentals on site, premier snorkeling reefs at Kaanapali start only 200 yards away. Trolley (free) to Whaler's Village runs every half hour much of the day until about 9, which is a nice option. Minor drawbacks included no icemakers (?). Overall, nice impression, it compares quite well with nearby properties on value. "
The price is SAR 1,123
SAR 1,613 total
includes taxes & fees
18 Nov - 19 Nov
Aston Maui Kaanapali Villas
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.

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