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Compare 39 Cottages in Kailua with updated reviews, rates, and availability.

Breathtaking Ocean Views Beach Cottage

9.4 out of 10, Exceptional, (140)
"Thank you Paola for letting us stay at your place, it is such a cosy cottage with absolutely everything we needed. The view is amazing, quiet place, but close to North shore fun, Kualoa ranch, Polynesian center… If we ever come back, would book it here again. "
Breathtaking Ocean Views Beach Cottage

Seaside Paradise

9.4 out of 10, Exceptional, (179)
"Clean property. Right on the beach "
Seaside Paradise

Less than 1 min walk to Kailua Beach- NUC#90/BB -0013

9.4 out of 10, Exceptional, (128)
"Great location for the beach. "
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013

An Absolute, Perfect Paradise and Affordable

9.6 out of 10, Exceptional, (154)
"We stayed in the Lanai the entire time. Saw turtles every morning on the beach. Very relaxing and met many great people! Terrie the host was wonderful. "
An Absolute, Perfect Paradise and Affordable

Coral Cottage - Beachfront!

8.0 out of 10, Very Good, (4)
"An uncomplicated house sitting right on the beach! "No fluff" is not a bad thing, just that the house had exactly what you needed and nothing you did not. Ample sleeping space, multiple bathrooms, easy beachfront access, and an outdoor shower to get the sand off. Easy check-in to boot!Oh, and we counted 14 wild peacocks roaming the property at one time! Really neat for the kids!"
Coral Cottage - Beachfront!

Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!

10.0 out of 10, Exceptional, (132)
"Very nice place in a great location. Short walk to Kailua beach and close to everything else in Kailua. We had a great vacation there."
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!

Sunny Hawaii BeachFront Property

8.4 out of 10, Very Good, (5)
"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

Newly-upgraded home with Diamond Head views - walk to Waikiki Beach

9.2 out of 10, Wonderful, (20)
"Loved the cottage..basic but all the essentials. The location is fantastic. We would definitely use again"
Newly-upgraded home with Diamond Head views - walk to Waikiki Beach

Kaikea Modern 1Ba Lanikai Cottage: Stylish & Private - 5 Min from Lanikai Beach

10.0 out of 10, Exceptional, (2)
"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

Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage

3.0 star property
9.8 out of 10, Exceptional, (76)
"This is the only way to experience Oahu! Great accommodations! Great people! Great beach access! Perfect for lounging in the water!"
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage

Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.

9.8 out of 10, Exceptional, (74)
"My husband and son and I spent five lovely days in Noni's cozy cottage. We loved the walks to the pristine beaches, the view from the lanai while we ate breakfast, and the trips to explore other sights on the island. I have recommended this property to friends and I hope we can enjoy Noni's hospitality in the future. "
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.

Footsteps to Hawaii's Best Beach

10.0 out of 10, Exceptional, (45)
"Great area walking distance to beach and town for shopping. Great host and family."
Footsteps to Hawaii's Best Beach

Charming cottage close to everything - walk to beach, zoo, & park

9.0 out of 10, Wonderful, (12)
"The cottage is in the most convenient location with beautiful view of Diamond Head from bedrooms. Walking distance to great food, cross Kapiolani Park to beach in 15 mins. It was spotless! Only minor downside was drains were slow and would back up in kitchen and bathroom, likely because of older plumbing. We would love to stay here again."
Charming cottage close to everything - walk to beach, zoo, & park

Footsteps to Hawaii's Best Beach

10.0 out of 10, Exceptional, (55)
"Great location to everything Hawaii. Quiet and felt like home away from home. They had everything we needed for a comfortable long term stay."
Footsteps to Hawaii's Best Beach

Ocean View Cottage with Separate Suite

10.0 out of 10, Exceptional, (54)
"We had a very enjoyable time and were very happy with our stay!!"
Ocean View Cottage with Separate Suite

Beautiful Beachside Bungalow

10.0 out of 10, Exceptional, (13)
"My brother and I had a wonderful stay at the beach bungalow. Vicki was an incredible hostess. Will certainly be coming back!"
Beautiful Beachside Bungalow

Kahala Valley 2Bed Cottage, Sleeps 6, Quiet backyard w/ peekaboo views

3.0 star property
9.6 out of 10, Exceptional, (4)
"Could not be beat for the price. Proximity to the neighbors meant inevitable noise (party). Minor maintenance issues (fire alarm went off without cooking or smoke to trigger), other small things that are easily fixed. Nice unexpected basic supplies. Spacious, comfortable, good location."
Kahala Valley 2Bed Cottage, Sleeps 6, Quiet backyard w/ peekaboo views

Life on the Water Hawaii with WiFi & AC & Washer/Dryer

Life on the Water Hawaii with WiFi & AC & Washer/Dryer

Laie Cottage by the Sea

Laie Cottage by the Sea

One Bedroom Cottage with kitchenette and private garden

2.0 star property
One Bedroom Cottage with kitchenette and private garden
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

9.8 out of 10, Exceptional, (227)
"Having a parking right at the beach.withbquick access to town and neighboring beaches has made this stay truly magical for us. Shari is an incredible host and we'll definitely recommend dealing with her to anyone who needs a place in Kailua."
Private Beachfront Rental

Luxurious five-bedroom modern retreat

The price is SAR 3,565
SAR 7,907 total
includes taxes & fees
1 May - 2 May
Luxurious five-bedroom modern retreat

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2554)
"Great place great staff"
The price is SAR 485
SAR 714 total
includes taxes & fees
19 May - 20 May
Aston at the Waikiki Banyan
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.