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Compare 33 Cottages in Kailua with updated reviews, rates, and availability.

Evergreen Cottage @ Maui Adventure Villa
Kitchen, Dining Area leading to Screened Lanai
Evergreen Cottage @ Maui Adventure Villa
9.8 out of 10, Exceptional, (146)
"During my time in Maui it was a work trip and Johns property was the perfect spot to relax and recharge after a long days of work and adventure. The location was far enough to where there was no noise from the city but close enough to where it wasnt a burden to get to the beaches and stores. Will definitely stay again and recommend."
Evergreen Cottage @ Maui Adventure Villa
ALOHA DISCOUNT Private, Romantic Cottage, Panoramic Ocean View, Hot Tub
Welcome to your Private Romantic Cottage in Paradise while enjoying Maui!
ALOHA DISCOUNT Private, Romantic Cottage, Panoramic Ocean View, Hot Tub
10.0 out of 10, Exceptional, (175)
"We loved the place. All details have been thought of. We felt at home. Love outside shower and garden. Hardly recommend this place. Great Hawaiian hospitality. MERCI BEAUCOUP"
ALOHA DISCOUNT Private, Romantic Cottage, Panoramic Ocean View, Hot Tub
Secluded cottage on Tropical flower farm
Outdoor dining
Secluded cottage on Tropical flower farm
9.6 out of 10, Exceptional, (233)
"This house was perfect for our 2 night stay in Hana. I loved how private and secluded the house was yet still 5 minutes from Hana. Everything was perfect, 10/10 would highly recommend."
Secluded cottage on Tropical flower farm
Great location between Hana Town and Hamoa Beach, private, family-friendly
View from screened-in patio
Great location between Hana Town and Hamoa Beach, private, family-friendly
9.8 out of 10, Exceptional, (212)
"nothing fancy, but clean, private and a great location."
The price is AED 995
AED 1,910 total
includes taxes & fees
12 Oct - 13 Oct
Great location between Hana Town and Hamoa Beach, private, family-friendly
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Cozy Hana Bay View Cottage with covered lanai, new vinyl decking and siding.
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
9.6 out of 10, Exceptional, (165)
"This home was the perfect place to stay in Hana. It was in great location and clean. The air conditioning in the bedroom worked great to cool down the entire space. It had great amenities and was quiet. Also had a great view of the ocean."
The price is AED 973
AED 1,880 total
includes taxes & fees
24 Sep - 25 Sep
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Cozy cottage nestled on our 5 acre Organic fruit farm
Food and drink
Cozy cottage nestled on our 5 acre Organic fruit farm
The price is AED 1,194
AED 1,872 total
includes taxes & fees
28 Sep - 29 Sep
Cozy cottage nestled on our 5 acre Organic fruit farm
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, (16)
"Pros: The home was spacious, conveniently located and accurate to the listing photos. We appreciated that the host provided shampoo, conditioner and body wash in the bathroom. The two chilled bottles of water in the fridge were also a nice touch. Cons: There was a surprising amount of noise from the road (cars speeding, blasting music and a few fireworks). The bathroom and bedroom doors were also tricky to close. The floors were dirty when we arrived."
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
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, (27)
"This was the perfect fit for me and my son! I got the bedroom and he got the pull out couch. It was a wonderful experience and the added bonus of keyless entry was one less thing I had to keep track of!"
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Hamoa Bay Bungalow
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
10.0 out of 10, Exceptional, (64)
"We had an amazing time in Hana! The cabin"
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Luxury Upcountry retreat with breathtaking views!
Luxury Upcountry retreat with breathtaking views!
10.0 out of 10, Exceptional, (72)
"Wonderful Property as described. David was the consummate host."
Luxury Upcountry retreat with breathtaking views!
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, (104)
"We enjoyed our stay at this charming place. It was the perfect location to walk to town and the beach. The place itself is clean and perfect for us as a couple as far as space and amenities. "
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
Beautiful Hana, Near Waianapanapa State Park. STR 216/0003 TA186-656-9728-01
Luana Cottage
Beautiful Hana, Near Waianapanapa State Park. STR 216/0003 TA186-656-9728-01
9.8 out of 10, Exceptional, (182)
"The property was exactly as described. Beautiful large fruit tree garden property within walking distance to Waianapanapa State Park's black sand beach. Home was very clean and well-stocked. The owner's housekeeper left fresh fruit for us on the day we checked in. Owner was very responsive to questions before our arrival."
Beautiful Hana, Near Waianapanapa State Park. STR 216/0003 TA186-656-9728-01
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
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, (89)
"We had a fantastic stay at Pam’s Treehouse. She made us feel like at home from when we arrived. Pam is passionate about the island and we were amazed by her story. We were amazing by how well stuffed her place is from the water filter to the aftersun and antifog for the snorkel masks. We hope to come back in the future!"
Cozy Maui 'Treehouse' with lovely views and amenities
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, (98)
"Clean, safe, well stocked, basic accommodations. Short walk to Paia Center —shops, restaurants grocery, etc. Friendly, helpful owner"
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
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
Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.
Palm Cottage - a cute cottage in a serene setting with coastal ocean views.
Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.
10.0 out of 10, Exceptional, (82)
"You can tell Robert and Stephanie take great pride in their VRBO and make sure their guests have a positive experience. This cottage is in a nice quiet neighborhood in Haiku with pretty landscaping and fruit trees abound. We enjoyed the lychee and grapefruit during our time. The kitchen is well stocked for any needs and they also leave some breakfast and snack items with coffee upon arrival. It’s a perfect home base to go exploring all the things to do on Maui, especially with The Road to Hana....
Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.
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, (136)
"This was perfect for everything my wife and I wanted for our honeymoon stay in beautiful Maui. The owners have many accommodations on the property that we felt went above and beyond expectation. The short walk to the beach was perfect for sunset viewing, hanging with the turtles, and more! Shops, restaurants, etc., are all within walking distance from the property and super convenient. Can’t recommend this place enough! "
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Indulge, just steps to pristine beaches, restaurants & shopping.
Interior
Indulge, just steps to pristine beaches, restaurants & shopping.
10.0 out of 10, Exceptional, (19)
"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.
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, (66)
"The cottage is quite cozy and comfortable"
The price is AED 1,286
AED 2,296 total
includes taxes & fees
6 Oct - 7 Oct
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
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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 Kailua

Maui Schooner Resort
Outdoor pool
Maui Schooner Resort
3.5 star property
9.2 out of 10, Wonderful, (422)
"Our stay was wonderful. Beautiful resort and easy access to beach. Location was also good. "
Maui Schooner Resort
Sugar Beach Resort
Exterior
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (1010)
"Excellent location. Condo was excellent as well"
Sugar Beach Resort
Maui Sunset
Exterior
Maui Sunset
3.5 star property
8.8 out of 10, Excellent, (391)
"loved the place and people"
Maui Sunset
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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