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Cottages in Olowalu

Our top choices for Olowalu cottages

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

10.0 out of 10, Exceptional, (156)
"Just the right amount of everything. Comfortable tasteful decor with the benefit of the beach just steps away. Beautiful location and easy access to hiking, snorkeling and outdoor exploration. Enjoyed every second of our week there. "
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

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

9.6 out of 10, Exceptional, (62)
"Great little cottage Simple and convenient for my needs Would definitely stay here again!"
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (148)
"We had a wonderful stay at Elaine's cottage. The location and property were perfect for us. Thanks for a fantastic week. "
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, (183)
"Great location-convenient to beaches, restaurants but also very private! Villa set in beautifully landscaped yard. Lovely pool for daytime use and when lit up at night."
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

10.0 out of 10, Exceptional, (195)
"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

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

9.4 out of 10, Exceptional, (26)
"This cottage is a great options for a short or long stay on Maui. It is well appointed, clean, easy access and we had good communication with the management."
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

9.8 out of 10, Exceptional, (13)
"Super cute little stay for 2 people! You’re close to a lot of local spots and about 20 min from the touristy spots (which we did not mind). The hosts were great! They had a cute little basket with eggs, snacks and banana bread when we got there. They even kept us in the loop for local events and we even got to check one out while we were there! There are tons of roosters that you will hear every morning but that’s just Hawaii for ya! Everything was perfect! Would definitely recommend ☺️"
Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

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

9.8 out of 10, Exceptional, (108)
"Great stay-location was so perfect to explore the little town of Paia. Best coffee shop right down the road. Our place was clean and quiet. Comfortable beds and felt very safe. We will stay again next time."
Plantation Style cottage short walk to beach and town Permit STPH2013/0004

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

10.0 out of 10, Exceptional, (116)
"We had a wonderful stay. The house is very comfortable and extremely well-equipped. It's a great location, we enjoyed the short walk into Paia with its great local grocery store, restaurants, ice cream, and coffee. It's also very centrally located, easy to get anywhere on the island. The host is incredibly responsive, the Mister Coffee didn't work properly, they pointed out that there was a French press available and immediately provided another coffee machine. We would love to come back!"
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, (71)
"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

Cozy Beach Bungalow +Bikes & Pickleball Gear

9.2 out of 10, Wonderful, (10)
"We often had the pool to ourselves, occasionally sharing it with at most one other family. The location is convenient and it was easy to get to many different beaches. One thing to be aware of: the loft ceiling is quite low and the space there is tight. The extra twin rollout bed is at the floor level. "
The price is SAR 1,032
SAR 3,273 total
includes taxes & fees
22 Sep - 23 Sep
Cozy Beach Bungalow +Bikes & Pickleball Gear

Wailea Ike by Avantstay Walk to the Beach Balcony w/ Views

3.0 star property
Wailea Ike by Avantstay Walk to the Beach Balcony w/ Views

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

9.2 out of 10, Wonderful, (34)
"Very comfortable and a great location. We enjoyed our stay."
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

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

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

Now with optional car add-on

10.0 out of 10, Exceptional, (143)
"Great quiet oceanfront location. Great cottage. Super helpful hosts. "
Now with optional car add-on

Heaven on Earth in Upcountry Maui

10.0 out of 10, Exceptional, (99)
"Beautiful place with a great view onto the central island and the sea."
Heaven on Earth in Upcountry Maui

Ocean View 1 BR Cottage on Oceanfront Property. Permitted

10.0 out of 10, Exceptional, (74)
"Beautiful location wonderful host!! "
Ocean View 1 BR Cottage on Oceanfront Property. Permitted

Cozy Maui 'Treehouse' with lovely views and amenities

9.8 out of 10, Exceptional, (94)
"It had everything we needed. Close to the beaches, restaurants, shopping, and main roads. Comfortable beds, and a nice kitchen. Pamela is very helpful. We had very good time."
Cozy Maui 'Treehouse' with lovely views and amenities

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

9.0 out of 10, Wonderful, (38)
"The neighborhood was a nice change from some of the more touristy areas of the island."
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

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

10.0 out of 10, Exceptional, (22)
"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.
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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Top Olowalu Hotel Reviews

Frequently asked questions

How much do cottages in Olowalu cost?
Cottages in Olowalu range between SAR 1,032 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 27 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!