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

Secluded cottage on Tropical flower farm

9.6 out of 10, Exceptional, (249)
"Needed a one-night stay in Hana. Loved the property. Very secluded yet close to amenities. Enjoyed hearing the birds in the morning and the outside cat. "
The price is AED 1,230
AED 2,239 total
includes taxes & fees
26 Mar - 27 Mar
Secluded cottage on Tropical flower farm

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

10.0 out of 10, Exceptional, (145)
"Relaxing and fun with great sunsets."
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

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

9.8 out of 10, Exceptional, (222)
"The grounds were lovely. The house was clean. We stayed one night on our way to the national Park. Had a lovely time barbecueing.."
Great location between Hana Town and Hamoa Beach, private, family-friendly

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

9.6 out of 10, Exceptional, (179)
"We loved this cottage with a great porch and lovely breezes coming off the ocean. The bed was super comfortable and the location was perfect for our visit to the National Park. "
The price is AED 973
AED 2,123 total
includes taxes & fees
16 Mar - 17 Mar
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

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

10.0 out of 10, Exceptional, (68)
"Most of our 3 week vacation has been so fun and busy, but the time at this bungalow was relaxing and refreshing. Attention to detail was so evident. Thank you. "
The price is AED 1,194
AED 2,060 total
includes taxes & fees
13 Mar - 14 Mar
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

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

9.8 out of 10, Exceptional, (18)
"Had a great stay visiting friends on Maui. The cottage is very clean, kitchen has all you need, and it is located within walking distance to several restaurants and cafes. Also location is great if you want to venture to both, the South of Maui, incl Hana as well as to the West/North (Napili etc)Communication with host was easy and prompt."
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

10.0 out of 10, Exceptional, (80)
"Enjoyed the property. More rustic than I am used to. "
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

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!

Bamboo Bliss: Ocean Views & Waterfalls Await!

Bamboo Bliss: Ocean Views & Waterfalls Await!

Hawaiian Dream Temple

4.0 star property
Hawaiian Dream Temple

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

9.6 out of 10, Exceptional, (56)
"We had an awesome place to stay. Close to the beach, and the write up was accurate. The only negative item for us was the oven door was not able to open all the way but we would not have used it anyway. The owners were awesome. Terry & Julie"
The price is AED 643
AED 1,784 total
includes taxes & fees
13 Mar - 14 Mar
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

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

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

Luxury Upcountry retreat with breathtaking views!

10.0 out of 10, Exceptional, (80)
"Perfect for 2. Enjoyed feeding the birds. Thanks for the silky eggs."
Luxury Upcountry retreat with breathtaking views!

Adorable 1930's Gingerbread House....Permitted!

9.8 out of 10, Exceptional, (11)
"My wife and I stayed in the Gingerbread House for a week in June. Eve welcomed us and helped us get oriented with the area, even suggesting places to visit and restaurants to check out. She was very quick to respond to questions. The location of the Gingerbread House itself is generally located in the middle of Maui away from the resorts, where we were able to enjoy a more authentic Hawaiian experience. The grounds are beautiful, and the house had everything we needed for a lovely stay. Very...
The price is AED 1,083
AED 2,259 total
includes taxes & fees
7 Apr - 8 Apr
Adorable 1930's Gingerbread House....Permitted!

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

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 1,451
AED 2,559 total
includes taxes & fees
23 Mar - 24 Mar
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

Evergreen Cottage @ Maui Adventure Villa

9.8 out of 10, Exceptional, (159)
"I had a wonderful time and couldn’t be more happy with my decision to stay here. John is a wonderful HOST and is a grounded soul that I really admire! Love the area of this property on Maui. It’s quiet and peaceful for the amazing TRUE Maui experience. I highly recommend "
Evergreen Cottage @ Maui Adventure Villa

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

10.0 out of 10, Exceptional, (186)
"We could not be happier with our stay, and although there is much to do and see in Maui, we found ourselves looking forward to making it back to this serene cottage. Appointed with everything we needed and a spectacular lanai to catch some rays, cool off in the outdoor shower, and enjoy a grilled meal to the song of birds, was a dream! Hank was a great host and very helpful and responsive. The property was well located, and the rest of the island was easy to get to. Would highly recommend a...
MARCH CANCELLATION SPECIAL 349/NT 7nt min. Private, Romantic Cottage

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

9.0 out of 10, Wonderful, (32)
"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!
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

2.5 star property
8.2 out of 10, Very Good, (732)
"Nice place but very noisy. We also had an ant invasion but maintenance came promptly and sprayed. "
Maui Beach Vacation Club

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1044)
"It was so great and so pretty! Loved it !"
Sugar Beach Resort

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (444)
"Love it!"
Maui Schooner Resort
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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