Search Kailua Cottage Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Kailua Cottages

We don't have any properties that match your exact search

Recommended hotels in Kailua

Luxurious five-bedroom modern retreat
5 bedrooms, iron/ironing board, WiFi, bed sheets

Luxurious five-bedroom modern retreat

10.0 out of 10, Exceptional, (1)
"Great porperty that’s managed excellently, had a wonderful time and place was beautiful!"
The price is CA $1,313
CA $2,938 total
includes taxes & fees
Sep 1 - Sep 2
Luxurious five-bedroom modern retreat
Paradise Bay Resort
1-Bedroom Waterfront Cottage, Kitchenette | Terrace/patio

Paradise Bay Resort

3.5 star property
8.8 out of 10, Excellent, (1004)
"Bed was comfortable; amenities were great; view was fabulous "
The price is CA $212
CA $318 total
includes taxes & fees
Aug 19 - Aug 20
Paradise Bay Resort
The Kahala Hotel & Resort
Exterior

The Kahala Hotel & Resort

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Loved the staff, loved the resort. "
The price is CA $753
CA $888 total
includes taxes & fees
Aug 25 - Aug 26
The Kahala Hotel & Resort
Aqua Aloha Surf Waikiki
Superior Room | Balcony

Aqua Aloha Surf Waikiki

2.5 star property
8.0 out of 10, Very good, (1015)
"A very friendly staff at a very affordable hotel in a great location. "
The price is CA $100
CA $174 total
includes taxes & fees
Aug 24 - Aug 25
Aqua Aloha Surf Waikiki
Wayfinder Waikiki
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Wayfinder Waikiki

4.0 star property
9.0 out of 10, Wonderful, (1657)
"Restaurant was amazing and the staff was also very friendly and helpful!"
The price is CA $228
CA $326 total
includes taxes & fees
Sep 7 - Sep 8
Wayfinder Waikiki
Coconut Waikiki Hotel
Terrace/patio

Coconut Waikiki Hotel

3.5 star property
8.8 out of 10, Excellent, (1006)
"close to beaches and shopping"
The price is CA $138
CA $211 total
includes taxes & fees
Aug 19 - Aug 20
Coconut Waikiki Hotel
Skyline Island Colony Hotel
Outdoor pool

Skyline Island Colony Hotel

3.0 star property
7.2 out of 10, Good, (2045)
"The hotel provided comfortable beds and great services! We enjoyed our stays. Thank you!"
The price is CA $156
CA $225 total
includes taxes & fees
Sep 7 - Sep 8
Skyline Island Colony Hotel
Ilima Hotel
Terrace/patio

Ilima Hotel

2.5 star property
8.8 out of 10, Excellent, (1002)
"近くにレストランやスーパーなどがあり、便利な立地です。 部屋は広く、簡易キッチンと大きめの冷蔵庫が付いていて便利でした。食器用のスポンジや洗剤も用意されて、ありがたかったです。 プールは水深が深いところがあり、小さなお子さんがいる家庭は注意が必要と思いました。 スタッフがとてもフレンドリーでした。"
The price is CA $225
CA $328 total
includes taxes & fees
Aug 20 - Aug 21
Ilima Hotel
Pagoda Hotel
Property grounds

Pagoda Hotel

2.0 star property
7.6 out of 10, Good, (1004)
"My resort fee got waved. "
The price is CA $179
CA $268 total
includes taxes & fees
Aug 25 - Aug 26
Pagoda Hotel
White Sands Hotel
Exterior

White Sands Hotel

3.5 star property
8.6 out of 10, Excellent, (964)
"Great place to stay! well located, easy to get around and the food was AMAZING!"
The price is CA $187
CA $269 total
includes taxes & fees
Aug 26 - Aug 27
White Sands Hotel
Romer House Waikiki
Outdoor pool, open 8:00 AM to 10:00 PM, cabanas (surcharge)

Romer House Waikiki

4.0 star property
8.8 out of 10, Excellent, (592)
"Very centrically located close to beach, good dining options, staff was very friendly and helpful."
The price is CA $198
CA $312 total
includes taxes & fees
Aug 19 - Aug 20
Romer House Waikiki
Aston Waikiki Sunset
BBQ/picnic area

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2971)
"Every thing was great "
The price is CA $186
CA $276 total
includes taxes & fees
Sep 18 - Sep 19
Aston Waikiki Sunset
Partial Ocean View Condo with King or Queen Bed and Parking
Condo, 1 Bedroom, Balcony, Partial Sea View (0107) | In-room dining

Partial Ocean View Condo with King or Queen Bed and Parking

3.5 star property
9.0 out of 10, Wonderful, (22)
"We had a great time at this property."
The price is CA $187
CA $566 total
includes taxes & fees
Aug 19 - Aug 20
Partial Ocean View Condo with King or Queen Bed and Parking
High Floor Mountain View with King or Queen Bed and Parking
Beach nearby, white sand, sun loungers, beach umbrellas

High Floor Mountain View with King or Queen Bed and Parking

4.0 star property
9.0 out of 10, Wonderful, (2)
"Clean and nice."
The price is CA $218
CA $608 total
includes taxes & fees
Aug 21 - Aug 22
High Floor Mountain View with King or Queen Bed and Parking
Premium Remodeled Condo with Ocean View and Parking
Condo, 1 Bedroom, Ocean View (0168) | Living area

Premium Remodeled Condo with Ocean View and Parking

4.0 star property
9.4 out of 10, Exceptional, (22)
"Amazing property, totally enjoyed my stay. The space is comfortable and view is great. Communication was spot on, check in was easy. Parking is included which is a huge plus! I will definitely stay here again when I’m back on the island. "
The price is CA $229
CA $623 total
includes taxes & fees
Aug 20 - Aug 21
Premium Remodeled Condo with Ocean View and Parking
Diamond Head and Partial Ocean views with 2 Beds and Parking
Beach nearby, white sand, sun loungers, beach umbrellas

Diamond Head and Partial Ocean views with 2 Beds and Parking

3.5 star property
9.2 out of 10, Wonderful, (28)
"Great location with a convenient parking. I will definitely stay here again if possible. "
The price is CA $210
CA $598 total
includes taxes & fees
Aug 19 - Aug 20
Diamond Head and Partial Ocean views with 2 Beds and Parking
The Surfjack Hotel & Swim Club
Sports facility

The Surfjack Hotel & Swim Club

3.5 star property
9.0 out of 10, Wonderful, (1000)
"Place for people & dogs Nice staff Clean rooms Fun experience "
The price is CA $245
CA $290 total
includes taxes & fees
Aug 26 - Aug 27
The Surfjack Hotel & Swim Club
Aston at the Waikiki Banyan
Standard Room, 1 Bedroom | Living area

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2620)
"Absolutely loved how close it is to the beach "
The price is CA $175
CA $259 total
includes taxes & fees
Sep 7 - Sep 8
Aston at the Waikiki Banyan
Waikiki Monarch Hotel
Beach nearby, white sand

Waikiki Monarch Hotel

2.5 star property
6.0 out of 10, (1002)
"food trucks across the street were amazing !"
The price is CA $145
CA $204 total
includes taxes & fees
Sep 1 - Sep 2
Waikiki Monarch Hotel
High Rise Deluxe Ocean View Free Parking/Wifi in Waikiki 3204
Beach nearby, sun loungers, beach towels

High Rise Deluxe Ocean View Free Parking/Wifi in Waikiki 3204

4.0 star property
9.4 out of 10, Exceptional, (69)
"Quiet location, clean, onlocation with free security parking, convenient location close to everything, and all we needed for our 4 day stay before going on a 7 day islands cruise. We were pleased and this particular place had 1 king and 1 queen bed plus a pull out so there would be plenty of room for a family. Loved the evening lights and could not have been pleased anymore than we were. Thank you for making it a vacation to remember."
The price is CA $373
CA $925 total
includes taxes & fees
Aug 25 - Aug 26
High Rise Deluxe Ocean View Free Parking/Wifi in Waikiki 3204
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kailua Hotel Reviews

OUTRIGGER Waikiki Paradise Hotel

OUTRIGGER Waikiki Paradise Hotel

10/10 Excellent
"Clean, convenient and close to beach"
Doris 10-night trip
Posted 16 hours ago
OUTRIGGER Waikiki Paradise Hotel