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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 42 Cottages in Kailua with updated reviews, rates, and availability.

Secluded cottage on Tropical flower farm
Outdoor dining

Secluded cottage on Tropical flower farm

9.6 out of 10, Exceptional, (253)
"Tradewinds cottage was perfect for our little family. The surroundings are stunning and the condo the perfect place to come back to after a long day of exploring gorgeous Hana. We miss it already and would love to return again. Thank you for such a lovely and private Hana home for our family to enjoy!"
Secluded cottage on Tropical flower farm
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Beach

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

9.6 out of 10, Exceptional, (181)
"This was a great location and great cottage. Loved our 4 nights here. "
The price is AED 973
AED 2,100 total
includes taxes & fees
14 Apr - 15 Apr
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Sun loungers, beach towels

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

10.0 out of 10, Exceptional, (69)
"Very cool place to stay, unless you don’t like geckos & spiders! Loved the quiet & privacy. Enjoyed the outdoor shower!!!!"
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Great location between Hana Town and Hamoa Beach, private, family-friendly
Beach nearby, sun loungers, beach towels

Great location between Hana Town and Hamoa Beach, private, family-friendly

9.8 out of 10, Exceptional, (223)
"A very quiet and comfortable cottage with all the fixings of home."
The price is AED 992
AED 1,905 total
includes taxes & fees
13 Apr - 14 Apr
Great location between Hana Town and Hamoa Beach, private, family-friendly
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (20)
"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 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, (57)
"Very clean and well maintained. Kitchen well equipped, linens and towels first rate. A pleasant find was the South Maui Gardens, just 4 blocks down the street, dont miss the food trucks.. Just another block to the beach, grocery store and more shopping. "
The price is AED 657
AED 1,805 total
includes taxes & fees
11 Apr - 12 Apr
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004
Outdoor pool

HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

9.8 out of 10, Exceptional, (80)
"Thank you for sharing your beautiful little paradise with us. The kids had a blast! We loved Haiku. The grocery store there had everything we needed. Colleens was a nice place to go for a big breakfast! Baby beach (near baldwin beach) was one of my favorite spots to visit. "
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004
Bamboo Bliss: Ocean Views & Waterfalls Await!
2 bedrooms, free WiFi, bed sheets

Bamboo Bliss: Ocean Views & Waterfalls Await!

Bamboo Bliss: Ocean Views & Waterfalls Await!
Hawaiian Dream Temple
Outdoor pool

Hawaiian Dream Temple

4.0 star property
Hawaiian Dream Temple
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, (147)
"Just the right amount of everything. Comfortable tasteful decor with the benefit of the beach just steps away. Beautiful location and easy access to hiking, snorkeling and outdoor exploration. Enjoyed every second of our week there. "
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
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, (35)
"This is exactly as listed, a spacious, tall ceiling town house with charming yard, a roofed porch, spacious kitchen, fast internet and well stocked. We very much appreciated to be in a local neighborhood rather than the tourist mile :-) Mahalo for sharing your house with us!"
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Luxury Upcountry retreat with breathtaking views!
Outdoor pool

Luxury Upcountry retreat with breathtaking views!

10.0 out of 10, Exceptional, (81)
"This was the perfect upcountry spot, with the most beautiful views of Maui - from the balcony, from the hot tub, from the bed! 10/10 will definitely stay here again"
Luxury Upcountry retreat with breathtaking views!
Beautiful Hana, Near Waianapanapa State Park. STR 216/0003 TA186-656-9728-01
Beach towels

Beautiful Hana, Near Waianapanapa State Park. STR 216/0003 TA186-656-9728-01

9.8 out of 10, Exceptional, (184)
"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
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!
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."
The price is AED 1,194
AED 2,164 total
includes taxes & fees
2 May - 3 May
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Cozy cottage nestled on our 5 acre Organic fruit farm
Exterior

Cozy cottage nestled on our 5 acre Organic fruit farm

10.0 out of 10, Exceptional, (6)
"Such a special place. Beautifully designed modern cottage with ocean views on a lush private property. Includes a huge basket of exotic fruits and avocados, fresh flowers, and great coffee options. Experience real Hawaii. Not a resort. Near Hana, a lava tube, an historic garden, and black sand beach. Happy to help support this young family."
Cozy cottage nestled on our 5 acre Organic fruit farm
Evergreen Cottage @ Maui Adventure Villa
Property grounds

Evergreen Cottage @ Maui Adventure Villa

9.8 out of 10, Exceptional, (160)
"The property was perfect for our family with an 8 and 10 year old. The kids slept on the lanai and were very comfortable. It really felt like you were out in nature. John was welcoming and the fresh bananas were great. We split our trip up with one week here and one week on the south shore and we’re very happy we did. "
Evergreen Cottage @ Maui Adventure Villa
MARCH CANCELLATION SPECIAL 349/NT 7nt min. Private, Romantic Cottage

MARCH CANCELLATION SPECIAL 349/NT 7nt min. Private, Romantic Cottage

10.0 out of 10, Exceptional, (187)
"All what we wanted quiet, private, clean. Hank and Carol Ann provided fresh fruit and a juicer for the oranges too. A wonderful time here."
MARCH CANCELLATION SPECIAL 349/NT 7nt min. Private, Romantic Cottage
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Pool

Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

10.0 out of 10, Exceptional, (83)
"The property is very beautiful, the cabin is clean and cozy, and the property owner is very kind. "
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Cozy Maui 'Treehouse' with lovely views and amenities
Exterior

Cozy Maui 'Treehouse' with lovely views and amenities

9.8 out of 10, Exceptional, (94)
"It had everything we needed. Close to the beaches, restaurants, shopping, and main roads. Comfortable beds, and a nice kitchen. Pamela is very helpful. We had very good time."
Cozy Maui 'Treehouse' with lovely views and amenities
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 Coast Hotel
2 outdoor pools, open 7:00 AM to 10:00 PM, cabanas (surcharge)

Maui Coast Hotel

3.5 star property
9.4 out of 10, Exceptional, (1760)
"Very nice hotel, food was good, rooms were very modern"
The price is AED 889
AED 1,218 total
includes taxes & fees
28 Apr - 29 Apr
Maui Coast Hotel
OUTRIGGER Kaanapali Beach Resort
View from room

OUTRIGGER Kaanapali Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (1002)
"Ok"
The price is AED 983
AED 1,354 total
includes taxes & fees
11 May - 12 May
OUTRIGGER Kaanapali Beach Resort
Hilton Vacation Club Ka'anapali Beach Maui
Exterior

Hilton Vacation Club Ka'anapali Beach Maui

4.0 star property
8.8 out of 10, Excellent, (1004)
"need more service in food area & the sheets were horrible "
The price is AED 1,218
AED 1,567 total
includes taxes & fees
24 Apr - 25 Apr
Hilton Vacation Club Ka'anapali Beach Maui
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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