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Featured Cottages in Kailua and around

Seaside Paradise
9.4 out of 10, Exceptional, 157 reviews
"What a dream location! It was our first trip to Hawaii. There’s no better place stay! The location is ideal, if you want to stay in the peace and quiet of the North Shore. The Hukilau Marketplace is less than 10 minutes down the road with some great food trucks. The beach is beautiful and quiet. Often we had the beach to ourselves! The best part is falling asleep to the crashing waves and the breeze of the cool trade winds."
Seaside Paradise
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
9.4 out of 10, Exceptional, 101 reviews
"Booked this location for the my wedding party accommodations. Host was amazing, communicative, and flexible, meeting all of our needs. Would highly recommend this property especially if you have a large enough group to occupy all three of the units. The location is secluded yet close to the beach and local market. Parking was a little tight but no complaints as it's free and parking in Hawaii is always crazy. Don't miss out on this awesome property!"
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
Beachfront Cottage - Steps to beach, AC
9.6 out of 10, Exceptional, 4 reviews
"The house and beach access were just as it was advertised. Beautiful beach, house and yard! The home was very roomy and accommodated all the family needs. The yard provided lots of parking. We had full access to beach toys (kayak, paddle & boogie boards, snorkels, etc.). The kitchen had every gadget you could want or need. Each bathroom had 2 accesses, which can be challenging with 6 kids and minimal boundaries. I would definitely recommend this property."
Beachfront Cottage - Steps to beach, AC
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An Absolute, Perfect Paradise and Affordable
9.6 out of 10, Exceptional, 142 reviews
"First off, Terrie is great to work with…she’s quick to respond, answered all my questions and gave us great tips! This is a great little cottage that reminds me of a south Florida bungalow. Very comfortable and had everything we needed. The kitchen was well equipped and the refrigerator/freezer is great! This was our first time in Hawaii/Oahu and this is the coast to stay on! Easy to get anywhere on the island from here! We traveled over the entire island and saw all it’s beauty! A great week!...
An Absolute, Perfect Paradise and Affordable
Sunny Hawaii BeachFront Property
Sunny Hawaii BeachFront Property
Beachside Paradise - Yard leads to sandy beach!
8.0 out of 10, Very good, 6 reviews
"Overall great place, great location and very relaxing trip."
Beachside Paradise - Yard leads to sandy beach!
Beautiful Beachside Bungalow
10.0 out of 10, Exceptional, 12 reviews
"We love Kailua and Vicki’s cottage is a gem of a place. The location can’t be beat and it has all that is needed for a stay. Hope to come back again. Thanks Vicki!"
Beautiful Beachside Bungalow
Newly-upgraded home with Diamond Head views - walk to Waikiki Beach
9.2 out of 10, Wonderful, 19 reviews
"I rented this property out for 39 days. Basically there isn’t a whole lot of you should expect here. It’s a very small place that is overpriced. Location is nice to Waikiki but next to a park that has a lot of homeless individuals on drugs. Customer service would receive 0 stars if available."
Newly-upgraded home with Diamond Head views - walk to Waikiki Beach
Breathtaking Ocean Views Beach Cottage
9.4 out of 10, Exceptional, 134 reviews
"This property was perfect! Great location, very comfortable. I loved laying in bed and listening to the ocean all night. You are just a few steps away from the ocean."
Breathtaking Ocean Views Beach Cottage
Ocean View Cottage with Separate Suite
10.0 out of 10, Exceptional, 54 reviews
"This is a great place to stay. The view from the deck is spectacular and the bird songs add to the peacefulness of the surroundings."
Ocean View Cottage with Separate Suite
*Beautiful and Cheerful Hale Mokolea in Lanikai*
10.0 out of 10, Exceptional, 2 reviews
"The space was beautiful and relaxing. It is short walk to beach. I enjoyed how quiet the neighborhood is and that you can see the ocean from the entryway. Would recommend it to anyone wanting a relaxing month in the country’s most beautiful beach town"
*Beautiful and Cheerful Hale Mokolea in Lanikai*
Charming cottage close to everything - walk to beach, zoo, & park
9.0 out of 10, Wonderful, 12 reviews
"Such a great, comfortable, quiet little cottage that is just right outside Waikiki. You will love hearing the birds (and roosters). You can take a short walk to get to Pioneer Saloon for a plate lunch or Bogarts cafe for breakfast. The beach and the zoo are all right there. Just a wonderful, restful little spot for when you are in Honolulu. If you want action this is not the place for you. No tv- just a smart tv in bedroom. Open up the windows and enjoy the breeze and peacefulness. And yes be...
Charming cottage close to everything - walk to beach, zoo, & park
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
9.8 out of 10, Exceptional, 74 reviews
"We are a family of four with 2 kids under the age of 13 and couldn't have had a better experience. The house is about as convenient to both Lanikai and Kailua as you can get, easy walk or bike to both. It is a perfect combination of relaxed decor, cleanliness and amenities. Everything you need for the beach and day to day living is there, readily available and works. It's an easy place to relax in and be comfortable. The view is fantastic. Noni is the best and the best combination of hosts,...
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
Cottage with Private Salt Water Pool
10.0 out of 10, Exceptional, 4 reviews
"Great property, well equipped and furnished for our extended 9 week stay while undergoing home renovations. Landlords friendly and helpful and very responsive. Ideal location in quiet neighborhood. We were very pleased with everything!"
Cottage with Private Salt Water Pool
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
10.0 out of 10, Exceptional, 130 reviews
"Great communication with host. Very responsive. Offered to pick up a few groceries to get us started, since we were coming in late at night. Attentive to our needs. Shower head popped off and had a brand new one installed by the time we returned to the property. Bottom line five star property and host."
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
Sunshine Cottage just steps to Kailua beach
Sunshine Cottage just steps to Kailua beach
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
3.0 star property
9.8 out of 10, Exceptional, 73 reviews
"Very comfortable loved the Garden, walking distance to magnificent beaches"
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
Unique Boathouse on the Bay
10.0 out of 10, Exceptional, 1 review
Unique Boathouse on the Bay
Sunny Kailua Home w/ Covered Lanai 1 Mi to Beach!
Sunny Kailua Home w/ Covered Lanai 1 Mi to Beach!
Laie Cottage by the Sea
Laie Cottage by the Sea
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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.

Other property types in Kailua

Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!
10.0 out of 10, Exceptional, 3 reviews
"My husband and I enjoyed six wonderful weeks in this house. From the moment we drove down that palm tree-lined road and stepped into the walled off courtyard, we knew we had picked the right place for our get-away. The house was tastefully and comfortably appointed. The kitchen, laundry room and bathrooms were all fully outfitted. We slept so well in the luxurious bedrooms, lulled by trade winds at night and waking to birds chirping in the morning. The outdoor lanai and backyard furniture made...
Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!
BEACH FRONT ESTATE, STEPS TO KAILUA BEACH, OCEAN VIEWS, HUGE LUSH PROPERTY
9.2 out of 10, Wonderful, 114 reviews
"Great location."
BEACH FRONT ESTATE, STEPS TO KAILUA BEACH, OCEAN VIEWS, HUGE LUSH PROPERTY
Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, 2,721 reviews
"Overall everything was great. I gave it a 4 because we paid for the week of parking and 3/5 days they oversold the parking so we had to park and pay at the zoo. Also bigger vehicles not a good idea as we couldn’t park one of our vehicles here at all due to height. We know for next time to get a smaller car too. But we paid for 5 days of parking and 3/5 days ended up paying somewhere else for parking. Property also didn’t fill our soaps and towels fully each time so we had to ask for...
The price is €232
includes taxes & fees
19 Jun - 20 Jun
Aston Waikiki 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.

Kailua Cottages information

Number of reviews
745
Accommodation
35 Cottages
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