Kailua Vacation 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

Tonight
Aug 1 - Aug 2
Tomorrow
Aug 2 - Aug 3
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Vacation Rentals in Kailua

Aston at the Waikiki Banyan
Living area

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2614)
"Location was perfect for us. Great view from our room."
The price is P6,955
P10,407 total
includes taxes & fees
Aug 28 - Aug 29
Aston at the Waikiki Banyan
Skyline Island Colony Hotel
Outdoor pool

Skyline Island Colony Hotel

3.0 star property
7.2 out of 10, Good, (2034)
"The check-in staff were amazingly helpful and friendly and very easy to work with."
The price is P6,040
P8,845 total
includes taxes & fees
Aug 4 - Aug 5
Skyline Island Colony Hotel
Aston Waikiki Sunset
BBQ/picnic area

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2959)
"Excellent front desk staff. "
The price is P8,375
P12,287 total
includes taxes & fees
Aug 9 - Aug 10
Aston Waikiki Sunset
Aston Waikiki Beach Tower
View from room

Aston Waikiki Beach Tower

4.0 star property
9.2 out of 10, Wonderful, (1767)
"Location of the hotel was perfect "
The price is P25,787
P33,515 total
includes taxes & fees
Aug 27 - Aug 28
Aston Waikiki Beach Tower
Bishop Suites At The Executive Centre
Enjoy a refreshing swim surrounded by lush palm trees and a stunning cityscape.

Bishop Suites At The Executive Centre

4.0 star property
7.6 out of 10, Good, (57)
"Good staff and great room"
The price is P7,189
P10,200 total
includes taxes & fees
Aug 4 - Aug 5
Bishop Suites At The Executive Centre
Espacio The Jewel Of Waikiki
Beach/ocean view

Espacio The Jewel Of Waikiki

5.0 star property
9.6 out of 10, Exceptional, (19)
"The hotel was great, the staff were amazing, and the view from the balcony was beautiful."
The price is P201,548
P237,749 total
includes taxes & fees
Aug 12 - Aug 13
Espacio The Jewel Of Waikiki
Castle Waikīkī Shore
Guests can enjoy a beachfront view from this hotel, with a pier extending into the ocean and umbrellas lining the beach.

Castle Waikīkī Shore

3.0 star property
8.2 out of 10, Very Good, (1189)
"Our stay was great. Located right on Beach."
Castle Waikīkī Shore
Luana Waikiki by Tropical Escapes Realty
Enjoy the panoramic city view from this balcony with a wicker chair and table.

Luana Waikiki by Tropical Escapes Realty

2.5 star property
8.0 out of 10, Very Good, (40)
"The staff was so friendly. My friend and I rented bikes and they let us store our bikes in our hotel room. Loved our stay!"
Luana Waikiki by Tropical Escapes Realty
Royal Kuhio
Experience the vibrant city by the ocean, with modern buildings and stunning views of the surrounding mountains.

Royal Kuhio

3.5 star property
8.6 out of 10, Excellent, (488)
"Good location walking distance to shopping beach and restaurant and free parking. Enjoyed are stay there."
The price is P13,383
P15,787 total
includes taxes & fees
Sep 1 - Sep 2
Royal Kuhio
Regency on Beachwalk Waikiki by OUTRIGGER
Enjoy a city view from the balcony, relax in the living area, or cook in the well-equipped kitchen.

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 star property
8.2 out of 10, Very Good, (418)
"We had an enjoyable stay. The beds were comfortable, room and facility was clean. Staff were very friendly and pleasant. Beaches was a short walk and we were able to find many food options nearby. We would stay here again! "
Regency on Beachwalk Waikiki by OUTRIGGER
Hawaiian Sun Holidays
Relax by the rooftop pool surrounded by lush greenery and palm trees, with lounge chairs and sunbeds for ultimate relaxation.

Hawaiian Sun Holidays

3.0 star property
8.4 out of 10, Very Good, (144)
"Second time coming back here because we enjoyed this place so much! Communication with the rental manager was easy and fast. And while some of the furniture looks a little out dated, it’s always clean and furnished perfectly. "
Hawaiian Sun Holidays
Waikiki Shore by OUTRIGGER
Enjoy breathtaking ocean views and access to a sandy beach from this coastal hotel.

Waikiki Shore by OUTRIGGER

3.0 star property
8.2 out of 10, Very Good, (523)
"Loved this property for what we wanted but could use some updating. Loved it had washer and dryer and that the place provides the soap. Beds were comfy and lovely views "
Waikiki Shore by OUTRIGGER
Ocean View Condo with King or Queen Bed and Parking
Relax in a spacious living room with a large flat-screen TV, comfortable seating area, and dining table.

Ocean View Condo with King or Queen Bed and Parking

3.5 star property
9.2 out of 10, Wonderful, (20)
"We had a great time at this property."
The price is P7,722
P23,532 total
includes taxes & fees
Aug 10 - Aug 11
Ocean View Condo with King or Queen Bed and Parking
Diamond Head and Ocean views with King Bed and Parking
Enjoy the serene beach scene with turquoise waters and a lush green hillside backdrop, perfect for relaxation.

Diamond Head and Ocean views with King Bed and Parking

3.5 star property
9.8 out of 10, Exceptional, (10)
"Great stay ! My family and I loved it …"
The price is P8,177
P24,141 total
includes taxes & fees
Aug 7 - Aug 8
Diamond Head and Ocean views with King Bed and Parking
High Floor Ocean View Condo (King Bed and Parking)
Enjoy the serene beach scene with turquoise waters, a sandy shore, and lush green hillside.

High Floor Ocean View Condo (King Bed and Parking)

3.0 star property
9.2 out of 10, Wonderful, (31)
"It was the perfect place to stay especially for the price!"
The price is P7,359
P23,046 total
includes taxes & fees
Aug 3 - Aug 4
High Floor Ocean View Condo (King Bed and Parking)
Waikiki Sunset Close to Beach with Parking
Enjoy breathtaking ocean views from the comfort of our resort, set against a stunning mountain backdrop.

Waikiki Sunset Close to Beach with Parking

3.0 star property
8.4 out of 10, Very Good, (11)
"Good location "
The price is P7,774
P23,601 total
includes taxes & fees
Aug 8 - Aug 9
Waikiki Sunset Close to Beach with Parking
Ocean View 1BR at Ilikai Marina
Enjoy the serene beach scene with turquoise waters and a sandy shore.

Ocean View 1BR at Ilikai Marina

3.0 star property
10.0 out of 10, Exceptional, (3)
"This condo was very well renovated and was extremely clean. The view was amazing!"
The price is P9,857
P26,562 total
includes taxes & fees
Aug 2 - Aug 3
Ocean View 1BR at Ilikai Marina
Tropical Studios at Marine Surf Waikiki
Enjoy the serene ocean views from the promenade, lined with palm trees and benches.

Tropical Studios at Marine Surf Waikiki

3.0 star property
8.4 out of 10, Very Good, (354)
"Great property! Loved the location and free parking. Will definitely stay here again whenever I visit Hawai’i"
The price is P7,056
P15,203 total
includes taxes & fees
Aug 11 - Aug 12
Tropical Studios at Marine Surf Waikiki
Premium Remodeled Condo with Ocean View and Parking
Enjoy a city and sea view from the large balcony, relax in the comfortable seating area, and dine at the table for two.

Premium Remodeled Condo with Ocean View and Parking

4.0 star property
9.4 out of 10, Exceptional, (20)
"Beautiful view and lovely Condo. Parking included is a bonus!"
The price is P7,822
P23,835 total
includes taxes & fees
Aug 9 - Aug 10
Premium Remodeled Condo with Ocean View and Parking
Waikiki Beach Condominiums
Relax in a spacious living area with a large balcony offering city views, a modern kitchen, and a dining area with a round table and chairs.

Waikiki Beach Condominiums

3.0 star property
7.4 out of 10, Good, (388)
"Perfect location to explore waikiki "
Waikiki Beach Condominiums
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

Hyatt Place Waikiki Beach

Hyatt Place Waikiki Beach

10/10 Excellent
"Family friendly"
Sarah M 5-night trip
Posted 12 hours ago
Hyatt Place Waikiki Beach

Frequently asked questions

Are there vacation rentals in Kailua?

Yes, we offer vacation rentals near the most popular sights in Kailua, or you can select a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the popular beaches in Kailua.

How many vacation rentals are there in Kailua?

With 162 Expedia vacation rentals, you're sure to find just the right place for your Kailua stay.

What’s there to see and do in Kailua?

Kalama Beach Park and Kailua Bay Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Ala Moana Center and Waikiki Beach in the larger area.

What’s a vacation rental in Kailua like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Kailua. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.