Photo by Claire Houston

Search Cottages in Olowalu

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 27 Cottages in Olowalu with updated reviews, rates, and availability.

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

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!
Fridge, microwave, oven, stovetop

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
Outdoor pool, a heated pool

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
Outdoor dining

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!
Interior

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
Pool

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
Sun loungers, beach towels

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!
Fridge, microwave, oven, stovetop

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 AED 1,293
AED 3,576 total
includes taxes & fees
19 Mar - 20 Mar
Beach Bungalow with Cruiser Bikes & Pickleball!
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
Sun loungers, beach towels

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

9.6 out of 10, Exceptional, (56)
"We had an awesome place to stay. Close to the beach, and the write up was accurate. The only negative item for us was the oven door was not able to open all the way but we would not have used it anyway. The owners were awesome. Terry & Julie"
The price is AED 643
AED 1,780 total
includes taxes & fees
28 Mar - 29 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!
Miscellaneous

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
Outdoor dining

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 AED 1,451
AED 2,559 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!
Fridge, microwave, oven, stovetop

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.
Sun loungers, beach towels

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
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
Heaven on Earth in Upcountry Maui
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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
Cozy Maui 'Treehouse' with lovely views and amenities
Exterior

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
Sun loungers, beach towels

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

9.8 out of 10, Exceptional, (102)
"Great location for adventuring all over Maui! Host was very responsive during our stay. Property was clean and has lots of extras that made our stay nicer (dishes, beach chairs, boogie boards, privacy fence, AC in each room etc)."
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Outdoor dining

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
On the beach, sun loungers, beach towels

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
Beach nearby

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.
Don't see what you're looking for?
See all available properties in Olowalu
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Olowalu

Aston Kaanapali Shores
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3484)
"Beautiful property with helpful and kind staff"
The price is AED 992
AED 1,278 total
includes taxes & fees
13 Apr - 14 Apr
Aston Kaanapali Shores
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2724)
"Beautiful resort with great amenities. We loved having the condo space and kitchen so we could have meals in the condo or go out if we wanted to. Pools were great, beach was amazing. The only thing I will say is the lighting in the condo was very dim. Those of us with eyes over 40 could use more light at night."
The price is AED 1,283
AED 3,458 total
includes taxes & fees
2 Apr - 3 Apr
OUTRIGGER Honua Kai Resort & Spa
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2365)
"Seemed to be a slightly older property compared to the other nearby resorts. However very well maintained and beautiful still. Only one dining option but very good food and drinks. Good overall amenities like free coffee and hospitality was good. Location is part of the complimentary trolley service. The pool and beach was great. Room was older like i said but full kitchen and soft bed. They provided room service by request. A great option if you want to save a little on the cost. They do...
The price is AED 973
AED 1,473 total
includes taxes & fees
9 Apr - 10 Apr
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 AED 643 and AED 1,451 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!
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.