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Compare 24 Cottages in Olowalu with updated reviews, rates, and availability.

Beach nearby
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
Pool | Outdoor pool, a heated pool
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
On the beach
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!
Save an average of 15% on thousands of hotels when you're signed in
Exterior
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
Fridge, microwave, oven, stovetop
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!"
The price is $300
$797 total
includes taxes & fees
May 22 - May 23
Beach Bungalow with 1967 International Scout!
Exterior
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!
On the beach, sun loungers, beach towels
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
Property grounds
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 :)"
The price is $450
$766 total
includes taxes & fees
May 19 - May 20
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
1 bedroom, iron/ironing board, WiFi, bed sheets
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
Property grounds
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
Property grounds
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
Fridge, microwave, oven, stovetop
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
Sun loungers, beach towels
Indulge, just steps to pristine beaches, restaurants & shopping.
10.0 out of 10, Exceptional, (18)
"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.
Property grounds
Ocean View 1 BR Cottage on Oceanfront Property. Permitted
10.0 out of 10, Exceptional, (66)
"All we can say is “Wow”. The cottage is so cosy and has anything and everything you could possibly need for a fantastic vacation! The bedroom looked out onto the ocean and the bed was super comfortable. The bathroom was well stocked and clean. The living room had a plush comfy couch and large tv which was nice to cozy up on in the evenings after a long day in the sun. The kitchen had every piece of equipment you could ever need including a juicer with an endless supply of oranges on the trees...
Ocean View 1 BR Cottage on Oceanfront Property. Permitted
Interior
Lovely and Spacious Cottage with A/C
10.0 out of 10, Exceptional, (18)
"The house is exactly as the pictures show. It was very clean. The kitchen was well stocked with everything needed to prepare meals. The beds and pillows were comfortable. The outdoor lanai was beautiful. We especially appreciated being greeted on arrival by the propert manager, Debbie. She gave us a tour of the house. She was extremely responsive when we had a small issue and checked in with us during our stay."
Lovely and Spacious Cottage with A/C
Exterior
PRIVATE COTTAGE/GAZEBO WITH HOTTUB
10.0 out of 10, Exceptional, (34)
"If you are considering staying at the Iao Valley Inn, look no further as you have found an amazing place to stay during your visit to Maui. Located in the lush Iao valley, the property is the perfect place to retreat to after a long hot day at the beach. Sit out on the lanai and enjoy a delicious breakfast of fresh fruit and pastries, while taking in views of the natural Iao mountains and nearby waterfall. Each evening offers a heavenly sleep on the most comfortable bed in the luxuriously quiet...
PRIVATE COTTAGE/GAZEBO WITH HOTTUB
Sun loungers, beach towels
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
Fridge, microwave, oven, stovetop
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!
Sun loungers, beach towels
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
9.6 out of 10, Exceptional, (49)
"Nice place! Bathroom WAY TOO SMALL!!!!"
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
View from property
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!
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

Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1469)
"Very nice and very well taking care of "
The price is $525
$649 total
includes taxes & fees
Jun 4 - Jun 5
Aston Mahana at Kaanapali
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2531)
"I loved everything about this resort. "
The price is $275
$853 total
includes taxes & fees
Jun 3 - Jun 4
OUTRIGGER Honua Kai Resort & Spa
Hypo-allergenic bedding, in-room safe, blackout drapes
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3000)
"The only thing I did not care for were the added on fees. It was $25 per day for use of the coffeemaker and other such things plus $10.05 per day for parking. The other add ons were taxes which amounted to about $50 per day. All of this should be included in the advertised price."
The price is $238
$310 total
includes taxes & fees
May 21 - May 22
Aston Kaanapali Shores
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.

Olowalu Cottages information

Number of reviews
1,087
Accommodation
24 Cottages
Lowest Price
$300
Highest Price
$450

Frequently asked questions

Why book your cottage in Olowalu with Expedia?
Expedia has some superb cottages in Olowalu, so get set for a memorable vacay close to nature. If you’re on a budget, select how much you’d like to spend and the preferred star rating of your property. Or, try out our filters to search for cottages with a pool or a kitchen. We’ll help you find the right place whatever your plans or bank balance.
How can I find cheap cottages in Olowalu?
Expedia can help you easily source cheap cottages in Olowalu. To find your ideal stay in a matter of clicks, simply use our convenient filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in Olowalu near my cottage?
No matter your interests, Olowalu has tons to keep you on the move. Kaanapali Beach, Maui Ocean Center and Black Rock are on many travelers’ sightseeing plans. Don’t forget to explore Whalers Village Museum, Drums of the Pacific Lu au and Maalaea Beach either. With Expedia’s Olowalu hotel deals, you can discover even more fantastic attractions like these with the cash you save.

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