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Compare 32 Cottages in Olowalu with updated reviews, rates, and availability.

Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

9.6 out of 10, Exceptional, (19)
"We enjoyed staying in the “A” suite as it had excellent cross flow ventilation and was actually reasonably large. The high (10 or 11 foot) ceilings make it feel open too. The suite was renovated so that everything is clean and functional. We never saw a bug in the place. The furniture is good quality and beach chairs/ umbrella were appreciated. There’s more traffic noise than expected but it’s not terrible. It’s an old house in the old part of the city. If you’re okay with that, this is a good...
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (142)
"Waking up with the birds singing with coffee on the deck in a quiet neighborhood…applause.Elaine is a wonderful host and very accommodating. We will recommend this property to all of our friends and family. We will likely stay here again on our next trip!Mahalo"
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

9.6 out of 10, Exceptional, (57)
"Very clean and well maintained. Kitchen well equipped, linens and towels first rate. A pleasant find was the South Maui Gardens, just 4 blocks down the street, dont miss the food trucks.. Just another block to the beach, grocery store and more shopping. "
The price is ¥26,300
¥72,207 total
includes taxes & fees
Apr 11 - Apr 12
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

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

10.0 out of 10, Exceptional, (146)
"We had a very pleasant stay at the cottage. It is very well appointed with everything you need to enjoy the beach. The kitchen is well stocked we were very comfortable. The view is lovely and the location is great with many dining excellent dining options within walking distance. We definitely recommend this property!"
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, (181)
"Amazing place and great host, highly recommended."
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

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 ¥40,406
¥128,163 total
includes taxes & fees
Apr 7 - Apr 8
Beach Bungalow with Cruiser Bikes & Pickleball!

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

10.0 out of 10, Exceptional, (196)
"That's what we felt like the entire two weeks, a winner. All kitchen appliances, W&D, ceiling fans etc were in tip-top shape. Kingsize bed in larger bedroom was comfortable. We have rented in ICC before and like the setting very much. The west view of sunsets the front room is a great way to close out a day on Maui and this cottage has the best view we have had at ICC. Host was very responsive and easy to work with. Hope for a repeat as soon as possible. "
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

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

9.2 out of 10, Wonderful, (35)
"We were in Maui to visit a friend who is suffering from Parkinson’s, to meet his local friends/support team and to celebrate his 72nd birthday. The house was a great location. The problem is that the bathroom room sink was broken for about half the time we were there.n"
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

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!

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

10.0 out of 10, Exceptional, (190)
"Could not have been better. Cottage is a little jewel. Carrie, the host,is an amazing, kind and helpful person, Highly recommend staying at the cottage."
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

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

10.0 out of 10, Exceptional, (70)
"This charming cottage is a marvel of great design, surrounded by a beautiful garden. We enjoyed walking through the friendly neighborhood on our way to town. The owners are skilled, organized inn keepers. All contributed to a wonderful week on Maui."
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

Newly Remodelled 4-bedroom cottage in Amazing Kaanapili with ACs

2.0 star property
10.0 out of 10, Exceptional, (2)
"This cottage is better than the photos and description! Our group of 8 loved this property so much and the host was great! We found the best beaches and adventures so close, with our favorite beach being a 5 minute walk away. Groceries and coffee shops are only a few minutes away as well! Thank you Van for having us!"
Newly Remodelled 4-bedroom cottage in Amazing Kaanapili with ACs

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

Cozy Maui 'Treehouse' with lovely views and amenities

9.8 out of 10, Exceptional, (93)
"Mahalo Pam for the best vacation in Maui! We love your aloha spirit and your Cosy Treehouse is absolutely spectacular, tranquil and beautiful! An amazing place to stay in Kihei! So peaceful to live amoung the monkey tree with chirping of playful happy birds! Fantastic sunset to finish each special day 🌅"
Cozy Maui 'Treehouse' with lovely views and amenities

Indulge, just steps to pristine beaches, restaurants & shopping.

10.0 out of 10, Exceptional, (21)
"We loved everything about our stay. The place was adorable with lots of little touches. The patio was amazing and we enjoyed sitting and reading. The location was perfect for everything. Seriously great place!"
Indulge, just steps to pristine beaches, restaurants & shopping.

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

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

9.8 out of 10, Exceptional, (103)
"This 2 bedroom cottage is perfect if you are looking for quiet relaxation and an easy walk into town. The beds are comfortable, the house is cool and breezy, and Jaque is easy to communicate with. Hope to be back!"
Plantation Style cottage short walk to beach and town Permit STPH2013/0004

Heaven on Earth in Upcountry Maui

10.0 out of 10, Exceptional, (95)
"We had an amazing stay in upcountry Maui. The cottage was super clean, well-stocked and exactly as described. We loved the location, a very peaceful, rural countryside vibe. Loved the cats, we could see deer, sheep and of course chickens! If you want a quiet peaceful stay away from the crowds I would highly recommend."
Heaven on Earth in Upcountry Maui

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

10.0 out of 10, Exceptional, (112)
"Quiet, comfortable, and a short walk to town. No complaints."
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004

Ocean View 1 BR Cottage on Oceanfront Property. Permitted

10.0 out of 10, Exceptional, (72)
"I couldn’t have asked for a more perfect place to stay. The ocean in front of you. The beautiful beaches and so close to downtown Paia. Everything about this was excellent. The owner of the property was so helpful and nice. She and her husband are locals and are right on the property so that was also very helpful. A beautiful little getaway that was perfect."
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, (3519)
"Had everything we needed, laundry in the room was great. Nice balcony and kitchen. "
The price is ¥31,730
¥41,764 total
includes taxes & fees
Apr 13 - Apr 14
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2378)
"This is my 2nd time staying here was a great overall experience. Room was clean no bugs or little critters. Kitchen makes it easy to make your own meals to save money. Will definitely stay here again highly recommend "
The price is ¥31,142
¥49,733 total
includes taxes & fees
Apr 13 - Apr 14
Aston Maui Kaanapali Villas

Sands of Kahana 354

4.0 star property
Sands of Kahana 354
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.

Frequently asked questions

How much do cottages in Olowalu cost?
Cottages in Olowalu range between ¥26,300 and ¥40,406 per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Olowalu?
Reconnect with nature in one of the 32 cottages available in Olowalu. To help you reserve an ideal property, use our handy filter tool to search for amenities or perks you need.
Why book your cottage in Olowalu with Expedia?
Reserving a cottage in Olowalu is as simple as clicking on your travel dates and picking an ideal place for outdoor recreation and relaxation. From luxurious retreats to low-cost stays and cottages that include amenities like laundry facilities, Expedia has something for all tastes and styles. As for unbeatable deals? We have them too!
How can I find cheap cottages in Olowalu?
With Expedia’s user-friendly filter tool, locating cheap cottages in Olowalu has never been easier. To find accommodations that’ll make your hip pocket happy, tailor your search results by amenities, star rating and budget.