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

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

9.6 out of 10, Exceptional, (22)
"Property was lovely, very comfortable and very clean."
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (143)
"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

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

9.6 out of 10, Exceptional, (59)
"We stayed in Kihei for 4 nights and were very pleased with the cottage. It was very comfortable and perfectly located to walk to almost all destinations in Kihei. "
The price is AED 547
AED 1,671 total
includes taxes & fees
6 May - 7 May
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

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

10.0 out of 10, Exceptional, (148)
"This unit works out perfect for my husband and I is incredibly comfortable and pleasant. Working with the manager is very easy and she is very accommodating. I’ve already booked for next year!"
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

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

10.0 out of 10, Exceptional, (181)
"Absolutely had a great experience staying there."
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

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

10.0 out of 10, Exceptional, (197)
"Perfect place for scenery and breeze. Pool almost in your backyard. Grounds are immaculate! "
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

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

9.2 out of 10, Wonderful, (35)
"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!

Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

9.8 out of 10, Exceptional, (11)
"Beautiful place to stay. Very welcoming touch with the goodie basket. We have family on Maui and for us, the location was perfect. We will definitely stay there again."
Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

10.0 out of 10, Exceptional, (191)
"We had a relaxing quiet stay. Close to the beach walk and lots of restaurants and shopping."
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

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

10.0 out of 10, Exceptional, (71)
"We came here for a week and it was amazing. Great location and the outdoor space is perfect. Great spot for two people, highly recommend!"
The price is AED 1,102
AED 2,083 total
includes taxes & fees
27 May - 28 May
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

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

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

9.8 out of 10, Exceptional, (94)
"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.

10.0 out of 10, Exceptional, (22)
"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

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

9.8 out of 10, Exceptional, (103)
"Perfect place to stay when planning on windsurfing Hookipa. "
Plantation Style cottage short walk to beach and town Permit STPH2013/0004

Heaven on Earth in Upcountry Maui

10.0 out of 10, Exceptional, (95)
"We really enjoyed our stay here in Kula. The cottage was absolutely perfect with stunning views of the ocean and mountains. Thanks again to the host Zsuzsanna for welcoming us and making our stay very comfortable. Hope to see you again sometime soon "
Heaven on Earth in Upcountry Maui

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

10.0 out of 10, Exceptional, (113)
"Clean and very easy wall to town. Would definitely stay here again."
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004

Ocean View 1 BR Cottage on Oceanfront Property. Permitted

10.0 out of 10, Exceptional, (73)
"Beautiful location wonderful host!! "
Ocean View 1 BR Cottage on Oceanfront Property. Permitted

Now with optional car add-on

10.0 out of 10, Exceptional, (142)
"Gail and Jordon are supreme hosts. Their property is perfect for a couples getaway.. They respected our privacy, but made certain we had all we need for comfortable stay.. "
Now with optional car add-on
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 Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2385)
"Absolutely beautiful place to stay, we loved it!!"
The price is AED 765
AED 1,227 total
includes taxes & fees
6 May - 7 May
Aston Maui Kaanapali Villas

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3559)
"Friendly staff, beautiful location."
The price is AED 921
AED 1,195 total
includes taxes & fees
3 May - 4 May
Aston Kaanapali Shores

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (664)
"Florante is great. "
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.