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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Featured Cottages in Kailua

Breathtaking Ocean Views Beach Cottage
Beach/ocean view

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
On the beach, sun-loungers, beach towels

Seaside Paradise

9.4 out of 10, Exceptional, (182)
"Terrie is such a warm and welcoming host, treats you like Ohana. Excellent location and very nicely supplied with everything you need. Just bring your Aloha spirit and you will enjoy immensely. Walk out the door and in just a few steps and you’re standing in the sand. The views, including the sunrises are incredible. Mellow waves, swimming is easy. Reserved parking, security guards 24/7, laundry rooms, etc. We will be back for sure, mahalo"
Seaside Paradise
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

9.2 out of 10, Wonderful, (130)
"Great location for the beach. "
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
An Absolute, Perfect Paradise and Affordable
Outdoor dining

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!
Aerial view

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!
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)
"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
Beach/ocean view

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
Aerial view

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
Smart TV

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
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.
Beach nearby, sun-loungers, beach towels

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
Sun-loungers, beach towels

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
Aerial view

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
Sun-loungers, beach towels

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
Property grounds

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
Beach nearby

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
Sun-loungers, beach towels

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
Outdoor dining

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
On the beach, beach towels

Laie Cottage by the Sea

Laie Cottage by the Sea
One Bedroom Cottage with kitchenette and private garden
1 bedroom, free WiFi, bed sheets

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
Outdoor dining

Private Beachfront Rental

9.8 out of 10, Exceptional, (228)
"Great 5 night stay. Our 3rd time staying here and we will be back!"
Private Beachfront Rental
Aston at the Waikiki Banyan
Outdoor spa tub

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2559)
"Great place great staff"
The price is NZ$336
includes taxes & fees
21 May - 22 May
Aston at the Waikiki Banyan
Skyline Island Colony Hotel
View from room

Skyline Island Colony Hotel

3.0 star property
7.4 out of 10, Good, (1988)
"Had a great stay"
The price is NZ$326
includes taxes & fees
7 May - 8 May
Skyline Island Colony Hotel
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.