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

1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

9.0 out of 10, Wonderful, (31)
"I was traveling for work and the house was convenient for my meetings and very spacious to work in and rest in. I found my stay lovely. "
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

10.0 out of 10, Exceptional, (142)
"This unit works out perfect for my husband and I is incredibly comfortable and pleasant. Working with the manager is very easy and she is very accommodating. I’ve already booked for next year!"
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

10.0 out of 10, Exceptional, (177)
"This is a special slice of paradise in Maui. If you're looking for something private, with your own pool, and amazing hosts, look no further. We had an amazing time, despite a couple days of rain and wind. The hosts were cleaning the pool and area before we got back from breakfast! From wonderful recommendations for local dining, to beach and snorkeling options, our hosts were always available and so helpful. 10/10, would absolutely book again!"
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

10.0 out of 10, Exceptional, (193)
"The cottage was very nice, beautifully kept and comfortable. We arrived late at night and the lights were left on to welcome us to our home away from home. Each room had nice clean ceiling fans and opening windows which made for a breezy comfortable stay. The view was spectacular and the sunsets incredible. We felt very comfortable and relaxed during our stay. The location is just minutes away from the beach and a nice Beach Walk to many options for dining out and shopping. Although with the...
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

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!

Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004

10.0 out of 10, Exceptional, (112)
"A clean and comfortable 1-bedroom house, where all appliances, fixtures and functions worked smoothly. Easy walk to a welcoming and interesting downtown, with good restaurants and a nice vibe. Driving to beautiful beaches and intriguing sites was easy. We'd happily stay again."
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004

Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

10.0 out of 10, Exceptional, (69)
"My wife and I have stayed at many different vacation rentals over the years, and this property is the best, pound for pound, that we have stayed in.It packs a real punch into its 1Bed/1Bath footprint. Hot tub, outdoor shower, two separate outdoor seating areas, in unit laundry, smart TVs, high quality linens, a luxury shower, and more! And that's just the physical features. The hosts Jenni and Dave think of literally everything they can to make your stay wonderful. Whether it's a welcome gift,...
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (138)
"Miss Elaine’s place was fantastic! We had everything we needed. The place was clean, not too far from the beach, and it was close to stores and restaurants. We rented a car and only had to fuel up 2 times during the 2 weeks we were there. The pool was amazing, our daughter (5 years old) had so much fun hanging out at the pool. It was nice on days when we did not want to do too much. Beach days were awesome because she had 2 coolers, 3 beach chairs, 2 boogie boards and plenty of towels available...
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

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 1,950
SAR 4,477 total
includes taxes & fees
9 Feb - 10 Feb
Beach Bungalow with Cruiser Bikes & Pickleball!

Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd

9.2 out of 10, Wonderful, (23)
"Our family of 6 really enjoyed staying here. There was enough space for everyone and it really is just a 5 minute walk to Airport Beach (also known as Kahekili). We had no problems with cleaniless. The little complex the cottage is apart of is quiet and well maintained. Our family spent a lot of time on the lanai enjoying the ocean view and breezes. We would definietly stay here again. "
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd

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

Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

9.8 out of 10, Exceptional, (11)
"This was a great place to stay. We loved coming home to it. The owners were very nice. The little grey cat was so welcoming and we appreciated his company. Our only "complaint" would be the beds. They are a tad uncomfortable. But we all survived unscathed. Thanks Jon and Jody"
Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

Cozy Maui 'Treehouse' with lovely views and amenities

10.0 out of 10, Exceptional, (91)
"Peaceful property in a locals neighborhood. Wake up to birdsong. Close to all amenities, including the beach, by foot and by car, which was very nice. Enjoyed our stay. Mahalo!"
Cozy Maui 'Treehouse' with lovely views and amenities

Newly Remodelled 4-bedroom cottage in Amazing Kaanapili with ACs

2.0 star property
Newly Remodelled 4-bedroom cottage in Amazing Kaanapili with ACs

Plantation Style cottage short walk to beach and town Permit STPH2013/0004

9.8 out of 10, Exceptional, (100)
"Perfect place to stay when planning on windsurfing Hookipa. "
Plantation Style cottage short walk to beach and town Permit STPH2013/0004

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, (94)
"We really enjoyed our stay here in Kula. The cottage was absolutely perfect with stunning views of the ocean and mountains. Thanks again to the host Zsuzsanna for welcoming us and making our stay very comfortable. Hope to see you again sometime soon "
Heaven on Earth in Upcountry Maui

Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

9.4 out of 10, Exceptional, (31)
"Second year we have stayed here. Very quiet on dead end street in Maui Meadows. Beautiful view. Really no issues at all. Will stay here again next year when we return to Maui!"
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

Now with optional car add-on

10.0 out of 10, Exceptional, (141)
"Great quiet oceanfront location. Great cottage. Super helpful hosts. "
Now with optional car add-on

Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003

10.0 out of 10, Exceptional, (55)
"We stayed in the two bedroom cottage next to the main house and it was great -- spacious and had all the things you could want. The location directly across from the beach was great and it was a very short drive to everything else."
Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
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, (3450)
"We had a great stay at this beautiful property. Enjoyed watching the whales from our balcony. Highly recommend! "
The price is SAR 1,459
SAR 1,832 total
includes taxes & fees
27 Feb - 28 Feb
Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2691)
"Surf, whales, gracious staff, Beautifully landscaped We will definitely return to the Outrigger Hanoa Kai"
The price is SAR 1,625
SAR 3,904 total
includes taxes & fees
23 Feb - 24 Feb
OUTRIGGER Honua Kai Resort & Spa

Kaanapali Alii

4.0 star property
9.4 out of 10, Exceptional, (859)
"Beautiful accommodations."
Kaanapali Alii
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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