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Compare 30 Cottages in Olowalu with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (190)
"We had a fabulous time and snorkeled every day at one of the best beaches on the island! Terry responded quickly when we didn't have hot water and had the hot water tank replaced as soon as possible. The cottage is very spacious and equipped with many extras in the kitchen. The bathrooms could use some more towels and wash rags, but we were able to wash the existing towels throughout the week because there's a washer/dryer and laundry detergent. There's no AC which bothered some in our party,...
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Cottage and pool area with surrounding tropical foliage

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (135)
"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
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Best views on the Island from every room!

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

10.0 out of 10, Exceptional, (139)
"We had a wonderful time in this private little cottage. Good location, with shops and restaurants nearby. Great ocean views. Btw, the Maui Aquarium is a great stop for an afternoon and lunch in the outdoor restaurant was very good. "
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Now with optional car add-on
Drone view from ocean -- arrow points to cottage roof.

Now with optional car add-on

10.0 out of 10, Exceptional, (138)
"The convenience, the communication with the owners, The little extra touches, and the ease of access and accommodations were superb. We would definitely stay there again."
Now with optional car add-on
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Exterior detail

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

10.0 out of 10, Exceptional, (66)
"The cottage is quite cozy and comfortable"
The price is SAR 1,127
SAR 2,123 total
includes taxes & fees
2 Dec - 3 Dec
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Heaven on Earth in Upcountry Maui
DCP_1439

Heaven on Earth in Upcountry Maui

10.0 out of 10, Exceptional, (93)
"Star Lookout is located in upland Maui - the cottage has spectacular views of both east and west maui and amazing views of the night sky - so wonderful we deliberately got up in the middle of the night to see it "
Heaven on Earth in Upcountry Maui
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Evenings at the bar and patio

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

10.0 out of 10, Exceptional, (173)
"Ohana is a very important belief in Hawaii. At Villa Paola, they go even further and embrace you into their Famiglia. First of all, words cannot describe the beauty of this home. The moment you enter the driveway, the lush greenery envelopes you and you literally feel like you have found paradise. You enter the home to find everything you want and more. The house is incredibly clean and welcoming. The bed is so comfortable, and the bathroom exquisite. You could lose yourself in the gallery...
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Cozy Maui 'Treehouse' with lovely views and amenities
Spectacular sunsets viewed from your lanai/patio deck

Cozy Maui 'Treehouse' with lovely views and amenities

10.0 out of 10, Exceptional, (90)
"Enjoyed staying in a quiet peaceful neighborhood within walking distant to the beach. Having our own space and deck was relaxing after a busy day exploring the island."
Cozy Maui 'Treehouse' with lovely views and amenities
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Living area

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

9.8 out of 10, Exceptional, (17)
"This place was a great option for staying on Maui and being able to get to just about everywhere. It’s a great place to begin a trip down the Road to Hana, and there are a lot of good places to eat in the city. Highly suggest trying JJ’s Tacos food truck just blocks away. The bed was comfortable and the AC worked very well for a good nights sleep. "
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

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

9.4 out of 10, Exceptional, (30)
"Very comfortable and a great location. We enjoyed our stay."
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd
Perfect for enjoying the sunset, grilling dinner, and dining al fresco.

Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd

9.0 out of 10, Wonderful, (22)
"We had a very enjoyable stay at this rental, and it had everything we needed. Great location and well-maintained. It's a little bit outdated, yes, but that didn't bother me at all considering it looked exactly like the listing (even better in my opinion), and was very clean, functional, and still very charming. We really enjoyed eating dinner and watching sunsets on the adorable lanai, and the shared pool in the complex was great! We would definitely rent this place again if we ever return to...
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd
Beach Bungalow with Cruiser Bikes & Pickleball!
Vaulted ceilings and endless windows create an open space with tropical views!

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 939
SAR 3,165 total
includes taxes & fees
28 Nov - 29 Nov
Beach Bungalow with Cruiser Bikes & Pickleball!
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Room

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

9.0 out of 10, Wonderful, (29)
"Well cared for home and close to everything in old town!! We enjoyed a comfortable stay at this cozy home!"
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
Beautiful coastal decor in this charming cottage.

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

9.8 out of 10, Exceptional, (99)
"Perfect place to stay when planning on windsurfing Hookipa. "
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
Indulge, just steps to pristine beaches, restaurants & shopping.
Property grounds

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.
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
View from living room to kitchen

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

10.0 out of 10, Exceptional, (107)
"Clean and very easy wall to town. Would definitely stay here again."
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
Interior

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

9.6 out of 10, Exceptional, (53)
"Very nice place that is great for two people! We stayed there for a week. Pretty much every thing we needed for enjoying our “Beach Time” was provided.And definitely a short walk to get to the beach. The Kitchen was excellent and well stocked, including condiments. Only item worth mentioning is the Small stand up shower and toilet area. If you’re a Large person, this May be looking into. "
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
Ocean View 1 BR Cottage on Oceanfront Property. Permitted
Plantation style cottage, living area is upstairs, covered deck.

Ocean View 1 BR Cottage on Oceanfront Property. Permitted

10.0 out of 10, Exceptional, (69)
"Great "
Ocean View 1 BR Cottage on Oceanfront Property. Permitted
Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!
Room

Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

9.6 out of 10, Exceptional, (10)
"Comfortable and clean.Very quiet.All kitchen and bathroom supplies were provided. Snacks and fresh eggs and a welcome letter were a wonderful gift. We will be back in 2 years "
Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!
Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
View of beach looking right across of property

Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003

10.0 out of 10, Exceptional, (55)
"We stayed in the two bedroom cottage next to the main house and it was great -- spacious and had all the things you could want. The location directly across from the beach was great and it was a very short drive to everything else."
Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
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
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3350)
"Several people we visited were “owners” at AKS and were very friendly; one even said “thank you for staying at Shores; I hope you make the choice to stay here again.” The view out our balcony of the pool area and the ocean from afar was beautiful. "
The price is SAR 1,329
SAR 1,679 total
includes taxes & fees
8 Dec - 9 Dec
Aston Kaanapali Shores
OUTRIGGER Honua Kai Resort & Spa
Exterior

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2627)
"Some things were not working in our room, e.g. master bedroom balcony door would not open, table in the balcony was very wobbly, dryer was not operating properly. All these issues were resolved by the staff when I called them, but they seem to be basic checks that property management should have checked before giving us keys and not have me call about them. "
The price is SAR 826
SAR 2,963 total
includes taxes & fees
10 Dec - 11 Dec
OUTRIGGER Honua Kai Resort & Spa
The Westin Ka'anapali Ocean Resort Villas
Exterior

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1080)
"Great property in perfect location adjacent to walking path & snorkeling beach. We loved our one-bedroom unit and enjoyed the resorts amenities including pools and restaurants. Well maintained, very clean, friendly staff, wish we could have extended our stay, but not easy to do at a timeshare property like you can at a hotel. That said, we wouldn't hesitate to return, next time for a longer visit. Mahalo!"
The price is SAR 1,798
SAR 2,121 total
includes taxes & fees
4 Dec - 5 Dec
The Westin Ka'anapali Ocean Resort 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.

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