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Featured Cottages in Kailua and around

Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
Beach nearby, sun-loungers, beach towels
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
9.4 out of 10, Exceptional, (114)
"I've stayed in the Kailua are on previous trips to Hawaii and the location of this property is unbeatable if quick, easy access to the beach is what you want. The pros: location, well stocked beach toys and gear, pool. Communication with the owner was easy and they responded immediately. The Cons: Very tiny kitchen, living room and dining room. It's about 200 sq ft for all 3 rooms combined. All the bathrooms are upstairs so if you have lots of luggage, the spiral staircase becomes tedious to...
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
Kaikea Modern 1Ba Lanikai Cottage: Stylish & Private - 5 Min from Lanikai Beach
Smart TV
Kaikea Modern 1Ba Lanikai Cottage: Stylish & Private - 5 Min from Lanikai Beach
10.0 out of 10, Exceptional, (1)
"This property is the best rental we've stayed at by far! Super clean, 3 minutes walk to the best beach in Oahu, Lanikai and just so charming. My husband and I celebrated our honeymoon here and we couldnt ask for a better location. The host was very nice and accomodating. I recomend this property 100%. Thank you for helping make our first visit to Hawaii the most memorable one :) "
Kaikea Modern 1Ba Lanikai Cottage: Stylish & Private - 5 Min from Lanikai Beach
Seaside Paradise
On the beach, sun-loungers, beach towels
Seaside Paradise
9.4 out of 10, Exceptional, (171)
"Loved being right on the beach!! Quiet, relaxing and felt like our own private beach at times. Lots of sea turtles!! Great location and the cottage was clean. "
Seaside Paradise
Newly-upgraded home with Diamond Head views - walk to Waikiki Beach
Aerial view
Newly-upgraded home with Diamond Head views - walk to Waikiki Beach
9.2 out of 10, Wonderful, (20)
"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
Sunny Hawaii BeachFront Property
Beach/ocean view
Sunny Hawaii BeachFront Property
8.0 out of 10, Very good, (4)
"From the minute we stepped into the beach house we were impressed by how clean it was! The view is beautiful for sunrise and sunsets! Plenty of sandy beach and everything you could need to enjoy your time outdoors! Timely communication and just an overall wonderful experience!"
Sunny Hawaii BeachFront Property
Charming Ocean Front/ Beach Front/Cottage 30 day rental
On the beach, sun-loungers, beach towels
Charming Ocean Front/ Beach Front/Cottage 30 day rental
10.0 out of 10, Exceptional, (265)
"Linda and her family were absolutely kind and amazing! The property is exactly as listed online with all the amenities you will ever need. The beach is literally a few steps away. The seclusion was perfect for me and my husband and the location was just minutes to the north shore food trucks and Foodland. Thank you, Linda, for your hospitality! "
Charming Ocean Front/ Beach Front/Cottage 30 day rental
An Absolute, Perfect Paradise and Affordable
Outdoor dining
An Absolute, Perfect Paradise and Affordable
9.6 out of 10, Exceptional, (147)
"The location and description of the cottage is 100% accurate. It's a beautiful, peaceful location just steps from the beach. You're also within easy driving distance to all the attractions of the North Shore. You can easily have a morning swim, see some sights and then return for a early evening swim...or, spend the entire day at the cottage/beach. There are plenty of food options nearby. I especially liked the kitchen at Kaya's Country Store and it's an easy walk. Terrie is a great...
An Absolute, Perfect Paradise and Affordable
Breathtaking Ocean Views Beach Cottage
Beach/ocean view
Breathtaking Ocean Views Beach Cottage
9.4 out of 10, Exceptional, (139)
"The cottage itself is the second story of the two-story unit. The inside is very attractively decorated Hawaiian beach motif. It hadeverything you could need in a beach apartment with chairs, towels, umbrellas, body boards, etc. masks fins. snorkel. The apartment itself is a bit of a sauna, it’s soaks in that sun and with the humidity of the beach it is very warm and sticky. The owner has yet to fix two windows that would allow more Breeze into the apartment, I really hope she fixes them now...
Breathtaking Ocean Views Beach Cottage
Ocean View Cottage with Separate Suite
Property grounds
Ocean View Cottage with Separate Suite
10.0 out of 10, Exceptional, (54)
"Wake up by tropical birds singing in the morning, quiet private spaces whole week experience. We ask host few stuffs at last minutes, quickly respond and great help, I will come back to stay again. In the kitchen, no cooking stove equipped, however alternative cooking equipment available and not problem on our stay. Just reminder for someone need those."
Ocean View Cottage with Separate Suite
Beautiful Beachside Bungalow
Beach nearby
Beautiful Beachside Bungalow
10.0 out of 10, Exceptional, (12)
"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
Charming Hale Mokolea in Lanikai –2BR, 2BA, Full Kitchen
Beach nearby
Charming Hale Mokolea in Lanikai –2BR, 2BA, Full Kitchen
10.0 out of 10, Exceptional, (3)
"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"
Charming Hale Mokolea in Lanikai –2BR, 2BA, Full Kitchen
Charming cottage close to everything - walk to beach, zoo, & park
Aerial view
Charming cottage close to everything - walk to beach, zoo, & park
9.0 out of 10, Wonderful, (12)
"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.
Beach nearby, sun-loungers, beach towels
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
9.8 out of 10, Exceptional, (74)
"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
Living area
Cottage with Private Salt Water Pool
10.0 out of 10, Exceptional, (4)
"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!
Beach nearby, sun-loungers, beach towels
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
10.0 out of 10, Exceptional, (132)
"The comfortable, stylish, and nicely equipped space host Tricia has created at Koi Palms is an ideal base for a couple to explore the multiple pleasures of Kailua and Oahu, with easy, quick access to some of the planet's most gorgeous beaches. Highly recommend."
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
Sunshine Cottage just steps to Kailua beach
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
Beach
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
3.0 star property
9.8 out of 10, Exceptional, (75)
"We enjoyed the accommodations. Everything worked out well. Friendly owners and visitations from the family dog were appreciated"
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
Sunny Kailua Home w/ Covered Lanai 1 Mi to Beach!
Microwave, oven, stovetop, dishwasher
Sunny Kailua Home w/ Covered Lanai 1 Mi to Beach!
3.0 star property
Sunny Kailua Home w/ Covered Lanai 1 Mi to Beach!
Laie Cottage by the Sea
On the beach, beach towels
Laie Cottage by the Sea
Laie Cottage by the Sea
Beachfront hideaway with breathtaking views & modern updates - steps to sand
Beach nearby
Beachfront hideaway with breathtaking views & modern updates - steps to sand
4.0 out of 10, (1)
Beachfront hideaway with breathtaking views & modern updates - steps to sand
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

Private Beachfront Rental
Outdoor dining
Private Beachfront Rental
9.8 out of 10, Exceptional, (210)
"Shari was a warm and responsive host and her accommodation was right on the beach!"
Private Beachfront Rental
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
On the beach, beach towels
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
9.0 out of 10, Wonderful, (123)
"Wonderful location. Steps to the beach to watch the morning sunrise. "
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
Aston Waikiki Sunset
Suite, 2 Bedrooms, Ocean View
Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (2826)
"Everything from checkin to checkout was amazing 👌"
The price is €239
includes taxes & fees
30 Nov - 1 Dec
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.

Frequently asked questions

Are there any family-friendly cottages in Kailua?
Yes, there sure are! Check out Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage, a terrific base for exploring the great outdoors in Kailua. This family-friendly cottage has a 3-star rating and comes with amenities such as an oven and a king bed. Kailua has tons of family-friendly attractions to check out that’ll entertain the kids. Lanikai Beach and Kailua Beach deliver fun for travellers both young and old.
Why book your cottage in Kailua with Expedia?
Reserving a cottage in Kailua is as easy as deciding on your travel dates and choosing your ideal place for outdoor fun and relaxation. From ritzy retreats to low-cost stays and cottages that have amenities like laundry facilities, Expedia has something for all styles. As for terrific deals? We have them too!
How can I find cheap cottages in Kailua?
Expedia is here to help you easily locate cheap cottages in Kailua. To reserve a terrific stay in a few quick keystrokes, use our convenient filter tool to refine your search by budget, amenities and star rating.