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Compare 25 Cottages in Olowalu with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (145)
"Relaxing and fun with great sunsets."
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

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

9.8 out of 10, Exceptional, (18)
"Had a great stay visiting friends on Maui. The cottage is very clean, kitchen has all you need, and it is located within walking distance to several restaurants and cafes. Also location is great if you want to venture to both, the South of Maui, incl Hana as well as to the West/North (Napili etc)Communication with host was easy and prompt."
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, (139)
"This was the perfect private getaway for a romantic stay Maui! Perfect location, beautiful property, great host!"
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

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

10.0 out of 10, Exceptional, (179)
"We had the best time on this trip! This place is a must stay! The accessibility to everything we had planned and wanted to do was amazing, anything you need is a few min away. I absolutely loved the privacy this place has to offer, and the guys respect your space while you are a guest in their backyard. The pool was so nice and the yard is beautiful. Everything was so clean and tidy, with lots of extras we may need for our stay. We will most definitely be coming back to stay here again!!!"
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

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, (189)
"Auntie Carrie's cottage is as close to heaven on earth as you can find. We stayed with our best friends for eight amazing days. The cottage pictures look great online but don't do it proper justice.Carrie was wonderful and we were fortunate enough to get to know her a bit during our stay. Already planning on when we can get back..."
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

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

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 1,032
SAR 3,257 total
includes taxes & fees
12 Mar - 13 Mar
Beach Bungalow with Cruiser Bikes & Pickleball!

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

9.6 out of 10, Exceptional, (56)
"This unit is very well equipped with everything you need. The space is comfortable and spacious for two. Has a nice private patio area. It is easy to get to from the airport by car, has grocery options within a few miles, and is within walking distance of the beach and several restaurants. The owner is very responsive to needs. We'd be happy to stay her again if in Maui."
The price is SAR 657
SAR 1,806 total
includes taxes & fees
13 Mar - 14 Mar
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

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

10.0 out of 10, Exceptional, (195)
"Relaxing getaway with great views. Great Host"
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

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."
The price is SAR 1,482
SAR 2,583 total
includes taxes & fees
23 Mar - 24 Mar
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

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

9.0 out of 10, Wonderful, (32)
"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!

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.

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

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

Cozy Maui 'Treehouse' with lovely views and amenities

10.0 out of 10, Exceptional, (92)
"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

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

9.8 out of 10, Exceptional, (101)
"Short walks to the market, to a wonderful breakfast spot just up the hill, to Old Paia, to the beach. Central location made doing the Hana Road, going up Haleakala, getting to Kihei/Wailea, and 'I ao Valley, all very convenient.Quiet, set back from a semi-main road which has little traffic at night. Thanks for the high chair and port-a-crib, very helpful."
Plantation Style cottage short walk to beach and town Permit STPH2013/0004

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

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
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, (3479)
"Thank you! Loved it!"
The price is SAR 938
SAR 1,217 total
includes taxes & fees
14 Mar - 15 Mar
Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2718)
"Great location. Easy access to multiple pools and beach. Outstanding for family. "
The price is SAR 1,242
SAR 3,452 total
includes taxes & fees
4 Apr - 5 Apr
OUTRIGGER Honua Kai Resort & Spa

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2358)
"It's a beautiful location, near easily walkable spots and perfect for people with small children. The pool could be bigger, but if you have a child younger than 3 years old, it's a perfect size. Lots of other wonderful guests to hang out with."
The price is SAR 919
SAR 1,416 total
includes taxes & fees
11 Mar - 12 Mar
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.

Frequently asked questions

How much do cottages in Olowalu cost?
Cottages in Olowalu range between SAR 657 and SAR 1,482 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 25 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.