Search Cottages in Kailua

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

Secluded cottage on Tropical flower farm

9.6 out of 10, Exceptional, (238)
"great property- felt like the rain forest! quiet clean and location was perfect to explore Hana. would definitely stay again."
The price is SAR 1,108
SAR 2,096 total
includes taxes & fees
3 Dec - 4 Dec
Secluded cottage on Tropical flower farm

ALOHA NOV. DISCOUNT Private, Romantic Cottage, Panoramic Ocean View, Hot Tub

10.0 out of 10, Exceptional, (179)
"The guest house is a wonderful traditional design, and its private location is surrounded with tropical landscaping and a view of the hills and ocean. Casual yet luxurious comfortable furnishings, and well supplied for beach trips. Hank is a great host. Aloha. "
ALOHA NOV. DISCOUNT Private, Romantic Cottage, Panoramic Ocean View, Hot Tub

Cozy Maui 'Treehouse' with lovely views and amenities

10.0 out of 10, Exceptional, (90)
"Enjoyed staying in a quiet peaceful neighborhood within walking distant to the beach. Having our own space and deck was relaxing after a busy day exploring the island."
Cozy Maui 'Treehouse' with lovely views and amenities

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

9.6 out of 10, Exceptional, (167)
"We thoroughly enjoyed the privacy of this location while being centrally located in Hāna. The privacy shading on the deck allowed us to enjoy the wonderful view and sounds of the ocean. The cottage is cute and well furnished. The outdoor shower was great after a day of hiking and swimming. "
The price is SAR 995
SAR 1,921 total
includes taxes & fees
1 Dec - 2 Dec
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

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

9.8 out of 10, Exceptional, (17)
"This place was a great option for staying on Maui and being able to get to just about everywhere. It’s a great place to begin a trip down the Road to Hana, and there are a lot of good places to eat in the city. Highly suggest trying JJ’s Tacos food truck just blocks away. The bed was comfortable and the AC worked very well for a good nights sleep. "
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

Plantation Style cottage short walk to beach and town Permit STPH2013/0004

9.8 out of 10, Exceptional, (99)
"Perfect place to stay when planning on windsurfing Hookipa. "
Plantation Style cottage short walk to beach and town Permit STPH2013/0004

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

10.0 out of 10, Exceptional, (107)
"Clean and very easy wall to town. Would definitely stay here again."
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004

Cozy cottage nestled on our 5 acre Organic fruit farm

10.0 out of 10, Exceptional, (2)
"Absolutely great stay here! We stayed one night to break up our “Road to Hana” trip but we could have easily stay a couple more nights. Don’t hesitate to book here. Ola and Monyca are great hosts and the cottage is really nicely done. This cottage is 5 minutes from town and just a couple minutes from Hana Farms where they have outdoor seating with some really good wood fired pizza. When we come back to Hana, we will 100% be back here."
Cozy cottage nestled on our 5 acre Organic fruit farm

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

9.8 out of 10, Exceptional, (214)
"We’ve stayed in three other vacation rentals in Hanne and this is our favorite. Quiet, great location and comfortable. We’ll definitely stay here the next time we visit Hana."
The price is SAR 1,104
SAR 2,066 total
includes taxes & fees
20 Dec - 21 Dec
Great location between Hana Town and Hamoa Beach, private, family-friendly

Luxury Upcountry retreat with breathtaking views!

10.0 out of 10, Exceptional, (74)
"Stayed here a few years ago, and we loved our return stay. Very peaceful in a beautiful setting with incredible views, this is a unique and fantastic way to experience Maui. Great, clear and concise communications with David. We look forward to returning…mahalo!"
Luxury Upcountry retreat with breathtaking views!

Now with optional car add-on

10.0 out of 10, Exceptional, (138)
"The convenience, the communication with the owners, The little extra touches, and the ease of access and accommodations were superb. We would definitely stay there again."
Now with optional car add-on

Indulge, just steps to pristine beaches, restaurants & shopping.

10.0 out of 10, Exceptional, (20)
"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.

Heaven on Earth in Upcountry Maui

10.0 out of 10, Exceptional, (93)
"Star Lookout is located in upland Maui - the cottage has spectacular views of both east and west maui and amazing views of the night sky - so wonderful we deliberately got up in the middle of the night to see it "
Heaven on Earth in Upcountry Maui

Evergreen Cottage @ Maui Adventure Villa

9.8 out of 10, Exceptional, (150)
"Loved our time here. Good location to everything on the island. "
Evergreen Cottage @ Maui Adventure Villa

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

10.0 out of 10, Exceptional, (139)
"We had a wonderful time in this private little cottage. Good location, with shops and restaurants nearby. Great ocean views. Btw, the Maui Aquarium is a great stop for an afternoon and lunch in the outdoor restaurant was very good. "
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

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

9.0 out of 10, Wonderful, (29)
"Well cared for home and close to everything in old town!! We enjoyed a comfortable stay at this cozy home!"
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

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

10.0 out of 10, Exceptional, (64)
"We had an amazing time in Hana! The cabin"
The price is SAR 1,164
SAR 2,048 total
includes taxes & fees
28 Nov - 29 Nov
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.

10.0 out of 10, Exceptional, (83)
"Beautiful & peaceful location"
Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.

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

9.8 out of 10, Exceptional, (183)
"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

9.6 out of 10, Exceptional, (53)
"Very nice place that is great for two people! We stayed there for a week. Pretty much every thing we needed for enjoying our “Beach Time” was provided.And definitely a short walk to get to the beach. The Kitchen was excellent and well stocked, including condiments. Only item worth mentioning is the Small stand up shower and toilet area. If you’re a Large person, this May be looking into. "
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
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, (699)
"Great!"
Maui Beach Vacation Club

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (424)
"It was very close to everything we visited in Maui for 5N and 6D"
Maui Schooner Resort

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1022)
"The beach was in your backyard. I’ve seen multiple turtles. There’s a cute delicious deli on the property. Away from the busy areas but close enough for a short drive. Just a perfect getaway "
Sugar Beach 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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