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

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, (14)
"My husband and I stayed here a few nights on our trip to Maui, and this was the perfect spot! It was a great location, close to the airport, central location on the island to go and do lots of fun activities, and overall a very pleasant stay! Thank you!"
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
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, (93)
"My wife and I enjoyed our stay at this Vrbo very much. The check in/check out was easy. The detached unit felt private and roomy. It was very clean. The place was as advertised. No surprises. Easy walk to Paia with its restaurants and shopping. Close to beaches and to airport. Good overall location on Maui."
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
Dining
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
9.6 out of 10, Exceptional, (51)
"Good place to stay. Easy process. Would stay again."
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
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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, (130)
"Beautiful property in Wailea. We enjoyed the pool all day and Elaine was so sweet. Will stay here again."
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
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, (169)
"Our stay was amazing! Our hosts went above and beyond! Looking forward to coming back!!"
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, (88)
"I loved everything about my stay at the Treehouse. It was such a wonderful, calm place to stay but still had everthing I needed (and want) in a vacation stay (including a laundry hamper and a full legnth mirror which are just so nice to have, but many places don't include). The kitchen and bathroom are perfectly stocked with everything you might need. The bed is so comfortable and the bonus of the AC in the bedroom let me get a great night's sleep every night. The neighborhood was very quiet,...
Cozy Maui 'Treehouse' with lovely views and amenities
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, (136)
"Great setup! Very good location for seeing all of Maui. Very well equipped. Owner very helpful. Unobstructed view of sunrise over the Pacific."
Now with optional car add-on
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, (54)
"Great hosts, super friendly and accommodating. Everything you could want at the property for the beach, so less to rent/buy. Lots of supplies in the house as well. Definitely coming back."
Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
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, (130)
"It was incredible. The view and uniqueness of this cottage and property are superb. My husband and I had never in our lives been to the islands until this stay. (10 day stay). We knew we wanted a quiet, non-resort property and this was perfect! Everything you could need or want is just a few minutes away by car. We even walked to a near-by restaurant which was wonderful! Sitting on the deck watching and hearing the gentle ocean waves and many birds was surreal. It was truly a vacation to...
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
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
9.4 out of 10, Exceptional, (20)
"Based up previous review, we expected it to be simple, but clean and fully functioning. Surfaces were not all clean, some small things didn't work, and it was very difficult to communicate with the hosts (gave us no local contact email or cell # and VRBO app didn't work for contacting host). It would have been great to have some sort of cottage notebook with info about local areas, beaches, restaurants, and driving distances from house. No local info provided; had to search everything ourselves....
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd
3BR Beach Bungalow with 1967 International Scout!
Vaulted ceilings and endless windows create an open space with tropical views!
3BR Beach Bungalow with 1967 International Scout!
10.0 out of 10, Exceptional, (4)
"Everything was great and we had a marvelous time! The accommodations were perfect and met our needs very well. I would love to come back again sometime!"
The price is SAR 1,163
SAR 3,036 total
includes taxes & fees
7 Jum. II - 8 Jum. II
3BR Beach Bungalow with 1967 International Scout!
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, (23)
"perfect"
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
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, (189)
"This beautiful property is perfect for those that want to get away from the large resorts and have nice place to come home to after a day of swimming, snorkeling, or sightseeing. It has one of the best stocked kitchens to do your own cooking along with a ton extras for your beach adventures. We stayed 7 days with our 6 and 8 years girls and they never once said they were bored. They entertained themselves in the pool that is right out the back door and chased endless butterflies that little...
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
A unique dolphin cabin in Kaanapali!
The Dolphin Cottage. Welcome to Paradise!
A unique dolphin cabin in Kaanapali!
9.2 out of 10, Wonderful, (88)
"Pros and cons to this stay. Pros are it's big, the location is great; I did like the shower a lot! Cons are there is no AC. Yes, I realize many places on Maui do not have AC. The descritions reads "open air" and it just didn't register with me at the time of booking. So if you are a person that is remotely hot natured, don't book this in May. Maybe January is a better month. We spent the first night to see if we could handle it and decided to move to a closeby resort the next morning. No, I...
A unique dolphin cabin in Kaanapali!
Steps from the Ka'anapali Royal Golf Course
Interior
Steps from the Ka'anapali Royal Golf Course
10.0 out of 10, Exceptional, (4)
"Beautiful, relaxing, nice people"
Steps from the Ka'anapali Royal Golf Course
Indulge, just steps to pristine beaches, restaurants & shopping.
Private kitchen
Indulge, just steps to pristine beaches, restaurants & shopping.
10.0 out of 10, Exceptional, (18)
"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, (98)
"Great little spot. Just a short walk into Pa’ia. Perfect to as described. Great place to rest your head for the night. Safe, fenced in entry. The owner lives nearby and the neighbors are friendly. Rest easy."
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Romantic, gorgeous private cottage
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
10.0 out of 10, Exceptional, (65)
"The hosts were really great at answering any questions prior to check-in and also touched base with us to ensure we had all we needed. The property itself was beautiful. It was so nice waking up in the morning, having coffee on the back porch and listening to the birds. It was a pretty short/enjoyable walk to restaurants and nightlife and the driveway was awesome for quick parking of our car. Would highly recommend to anyone who's looking to visit Maui! Thanks again for a wonderful stay :)"
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, (88)
"We have stayed here many times and each time is perfect. Tranquil, restful and stunning with dramatic cloud displays and grazing deer putting on a show for us. When I am tired and worn out I plan to return here and if that's not possible, I will return here in my mind. Thank you for sharing this special spot with us."
Heaven on Earth in Upcountry Maui
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See all available properties in Olowalu
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.

Other property types in Olowalu

Aston Kaanapali Shores
Pool
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3031)
"Quiet! Safe! Grocery nearby!"
The price is SAR 917
SAR 1,192 total
includes taxes & fees
12 Jum. II - 13 Jum. II
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2166)
"This is more of a quiet area and has way more plants than the other hotels which made me feel more relaxed. We only called the hotel twice and maintenance came super fast and fixed everything. Loved how there is 2 pools, one big main one and one smaller with a hot tub. There’s a cafe on the beach side that is 10000/10 best spot to eat. I would def recommend, the room was super spacious as well, very private balcony "
The price is SAR 1,048
SAR 1,523 total
includes taxes & fees
7 Jum. II - 8 Jum. II
Aston Maui Kaanapali Villas
Kahana Beach Vacation Club
Aerial view
Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very Good, (546)
"My daughter and I had an amazing time here celebrating her master's degree. We booked a 1 BR and are so glad we did. The condo was HUGE. The bedroom was x-large, as well as the living are. Both with a large TV in each. We also had two full bathrooms (one with a tub and the other with a full size shower). The kitchen had everything you'd need to cook meals. We were pleasantly surprised with all the cooking tools and gadgets. Being recently renovated, everything was brand new. The only thing...
Kahana Beach Vacation Club
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.

Recent reviews of Olowalu hotels
Expedia verified reviews

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

5/5 Excellent
"We had a wonderful stay, so much so that we extended our vacation here by several days! We had a Ocean View Studio - it comfortably sleeps 4 and has a beautiful view. The unit has washer and dryer which is a huge bonus! The 3 pools kept the kids busy, and steps away is a gorgeous beach - find a sandy area (some spots are rocky) and it’s great for playing in all day, swimming, and snorkelling. We saw turtles! Thank you to the staff, we had a wonderful stay and look forward to coming back! "
A verified traveler stayed at OUTRIGGER Honua Kai Resort & Spa
Posted 1 day ago
OUTRIGGER Honua Kai Resort & Spa