Search Cottages in Kailua

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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 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, (255)
"We enjoyed our stay in this special part of Hana. Quiet setting and peaceful surroundings. Great for a family getaway. "
The price is AED 1,084
AED 2,024 total
includes taxes & fees
3 May - 4 May
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, (183)
"Good location in the heart of Hana, nice amenities"
The price is AED 973
AED 2,096 total
includes taxes & fees
2 May - 3 May
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, (72)
"Just can’t say enough good about this place. Absolutely incredible location and everything else was perfect as well!"
The price is AED 1,139
AED 2,000 total
includes taxes & fees
25 May - 26 May
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, (224)
"Clean property at a convenient location and reasonable priced. There are many food options nearby and key Hana locations are easily accessible."
The price is AED 992
AED 1,905 total
includes taxes & fees
9 May - 10 May
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!

9.6 out of 10, Exceptional, (22)
"Property was lovely, very comfortable and very clean."
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, (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. "
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

10.0 out of 10, Exceptional, (82)
"Amazing location! Beautiful home and grounds. Very private, peaceful and quiet. Truly a special place."
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, (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!
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)
"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!
Luxury Upcountry retreat with breathtaking views!
Outdoor pool

Luxury Upcountry retreat with breathtaking views!

10.0 out of 10, Exceptional, (81)
"Excellent location"
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)
"This was an incredible house for our family summer vacation. My husband and I have visited Maui before, but this was the first time for the kids and they had an absolute blast. The house is at a great location - close to town and the beaches, and has everything you need for a Maui getaway. "
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)
"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!
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, (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!"
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)
"Wonderful stay on a working farm. The hosts were really nice and the facilities were amazing"
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, (161)
"Beautiful property "
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, (188)
"Awesome vacation. Everything was clean and well appointed and organized. Very private. Easy access to everything! "
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, (84)
"Beautiful mountaintop view all the way to the ocean, no need for AC with cool tradewinds. The location takes you easily to the Road to Hana or to Haleakala National Park. Super clean and well appointed, charming decor loved it!"
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)
"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
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 Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV

Maui Beach Vacation Club

2.5 star property
8.4 out of 10, Very Good, (738)
"Great for family"
Maui Beach Vacation Club
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1056)
"We love the location to go anywhere on the island or just a short drive into Kihei. Beautiful beach and nice pool area!"
Sugar Beach Resort
Maui Sunset
View from property

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (425)
"Great place to stay for a Maui vacation. Central location, nice pool, and rooms with solid amenities. "
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.