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

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

10.0 out of 10, Exceptional, (191)
"We had a relaxing quiet stay. Close to the beach walk and lots of restaurants and shopping."
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

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

10.0 out of 10, Exceptional, (182)
"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

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, (106)
"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

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

10.0 out of 10, Exceptional, (198)
"Perfect place for scenery and breeze. Pool almost in your backyard. Grounds are immaculate! "
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

3-bed 2-bath Beach Bungalow w/ Bikes & Pickleball!

9.2 out of 10, Wonderful, (10)
"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 3,272 total
includes taxes & fees
1 Jun - 2 Jun
3-bed 2-bath Beach Bungalow w/ Bikes & Pickleball!

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

9.6 out of 10, Exceptional, (24)
"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!

Cozy Cottage in Beautiful Wailea

Cozy Cottage in Beautiful Wailea

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

10.0 out of 10, Exceptional, (71)
"We came here for a week and it was amazing. Great location and the outdoor space is perfect. Great spot for two people, highly recommend!"
The price is SAR 825
SAR 1,719 total
includes taxes & fees
31 May - 1 Jun
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

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

10.0 out of 10, Exceptional, (113)
"Quiet, comfortable, and a short walk to town. No complaints."
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004

Charming Country Cottage with WiFi and Smart TV in Kula!!!

Charming Country Cottage with WiFi and Smart TV in Kula!!!

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (144)
"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

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

9.6 out of 10, Exceptional, (60)
"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."
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

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

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

9.2 out of 10, Wonderful, (36)
"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!

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

Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

9.8 out of 10, Exceptional, (11)
"Beautiful place to stay. Very welcoming touch with the goodie basket. We have family on Maui and for us, the location was perfect. We will definitely stay there again."
Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

Charming 2-bedroom cottage in Kula with AC, WiFi. Relax and unwind

10.0 out of 10, Exceptional, (1)
Charming 2-bedroom cottage in Kula with AC, WiFi. Relax and unwind

Cute Kihei Cottage - Large Outdoor Deck

Cute Kihei Cottage - Large Outdoor Deck

Heaven on Earth in Upcountry Maui

10.0 out of 10, Exceptional, (95)
"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
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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Frequently asked questions

How much do cottages in Olowalu cost?
Cottages in Olowalu range between SAR 825 and SAR 1,032 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!