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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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

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, (141)
"My family of 4, two adults and two teens stayed in Elaine’s cottage for our dream vacation in Maui. The cottage has everything you need for a comfortable stay, full kitchen, laundry and the most comfortable beds! I think this is the first vacation I wasn’t missing my own bed. The pool and deck area was also a big hit for the afternoons we weren't being tourists. Elaine was great to deal with and lovely to chat with. Thank you for sharing your little slice of paradise with us. "
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
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 1,784 total
includes taxes & fees
28 Mar - 29 Mar
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
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!
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, (180)
"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
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 1,374
AED 3,679 total
includes taxes & fees
6 Apr - 7 Apr
Beach Bungalow with Cruiser Bikes & Pickleball!
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, (196)
"Relaxing getaway with great views. Great Host"
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Fridge, microwave, oven, stovetop

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

9.2 out of 10, Wonderful, (33)
"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!
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
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."
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
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
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
Cozy Maui 'Treehouse' with lovely views and amenities
Exterior

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.
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.
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
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, (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
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
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
Ocean View 1 BR Cottage on Oceanfront Property. Permitted
Property grounds

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
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3502)
"This property was an excellent fit for family. We loved being able to cook and do laundry for a family with kids. We traveled with group and the spacious rooms made it possible to spend time together. The rooms were clean but the furnishings were dated. We had some minor maintenance issues but they were resolved quickly. Staff was friendly and the grounds were lovely."
The price is AED 874
AED 1,139 total
includes taxes & fees
27 Mar - 28 Mar
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2371)
"Very quiet culdesac right on the beach. Kaanapali beach is one of the best - walk for miles on perfect sand, and good snorkeling. Most low-rise buildings are set back quite a ways so you can't see the beach. Very helpful front desk staff and lobby has been fully renovated. Hotel was probably built in the 70s judging some popcorn ceilings. Rooms are probably a mixed bag depending what you get. Ours had an updated kitchen with real stone counters, but the bathroom had old tile shower with...
The price is AED 827
AED 1,301 total
includes taxes & fees
27 Mar - 28 Mar
Aston Maui Kaanapali Villas
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, (2729)
"Great accommodations "
The price is AED 1,540
AED 3,502 total
includes taxes & fees
24 Apr - 25 Apr
OUTRIGGER Honua Kai Resort & Spa
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 1,374 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.