Photo by Lisa A Schmidt

Kailua Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Kailua

BBQ/picnic area
Aston Waikiki Sunset

Aston Waikiki Sunset

4.0 star property
Waikiki
7.8 out of 10, Good, (3043)
"Room was clean with all you need and more, staff was very nice and the hotel has a great pool, great views and perfectly located to get around the island."
United States
Arun
The price is NT$4,663
NT$6,787 total
includes taxes & fees
Dec 8 - Dec 9
Aston Waikiki Sunset
BBQ/picnic area
Skyline Island Colony Hotel

Skyline Island Colony Hotel

3.0 star property
Waikiki
7.2 out of 10, Good, (2116)
"Have stayed here a couple of times and always had a great experience "
Canada
Aida
The price is NT$2,512
NT$3,883 total
includes taxes & fees
Dec 1 - Dec 2
Skyline Island Colony Hotel
Standard Room, 1 Bedroom | Living area | 32-inch LCD TV with cable channels, TV, DVD player
Aston at the Waikiki Banyan

Aston at the Waikiki Banyan

3.0 star property
Waikiki
7.2 out of 10, Good, (2671)
"Amazing check on smooth friendly amazing room and view will only stay here when I visit now! "
United States
John
The price is NT$4,812
NT$6,853 total
includes taxes & fees
Dec 4 - Dec 5
Aston at the Waikiki Banyan
Suite, Ocean View | Beach/ocean view
Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre

4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (66)
"Large living room!"
United States
Elika
The price is NT$4,348
NT$6,054 total
includes taxes & fees
Nov 24 - Nov 25
Bishop Suites At The Executive Centre
View from room
Aston Waikiki Beach Tower

Aston Waikiki Beach Tower

4.0 star property
Waikiki
9.2 out of 10, Wonderful, (1796)
"Awesome staff, beautiful views and close to everything. Enjoyed our stay. "
United States
Deveon
The price is NT$22,587
NT$28,301 total
includes taxes & fees
Dec 9 - Dec 10
Aston Waikiki Beach Tower
Beach nearby
Royal Kuhio

Royal Kuhio

3.5 star property
Waikiki
8.6 out of 10, Excellent, (522)
"Very clean, great location, we enjoyed our stay."
United States
Kris Parkinson
The price is NT$4,627
NT$5,458 total
includes taxes & fees
Nov 20 - Nov 21
Royal Kuhio
Beach/ocean view
Espacio The Jewel Of Waikiki

Espacio The Jewel Of Waikiki

5.0 star property
Waikiki
9.6 out of 10, Exceptional, (20)
"The hotel was great, the staff were amazing, and the view from the balcony was beautiful."
United States
Andrew
The price is NT$93,498
NT$110,292 total
includes taxes & fees
Nov 20 - Nov 21
Espacio The Jewel Of Waikiki
Luxury Studio Suite, 1 King Bed with Sofa bed, Balcony, Ocean View | Premium bedding, individually decorated, individually furnished, desk
Panoramic Oceanview Resort

Panoramic Oceanview Resort

4.0 star property
Waikiki
The price is NT$16,830
NT$27,205 total
includes taxes & fees
Nov 26 - Nov 27
Panoramic Oceanview Resort
Condo, 1 Bedroom, City View (Unit 55 ,1Bath) | Terrace/patio
Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 star property
Waikiki
8.2 out of 10, Very Good, (429)
"Excellent location. Close to everything "
United States
Inna G
The price is NT$8,695
NT$23,051 total
includes taxes & fees
Nov 21 - Nov 22
Regency on Beachwalk Waikiki by OUTRIGGER
On the beach, sun loungers, beach umbrellas
Castle Waikīkī Shore

Castle Waikīkī Shore

3.0 star property
Waikiki
8.4 out of 10, Very Good, (1228)
"I got what I paid for. Excellent service! Excellent room!"
United States
Cinthia
Castle Waikīkī Shore
Superior Studio, 2 Queen Beds, Ocean View | Terrace/patio
Luana Waikiki by Tropical Escapes Realty

Luana Waikiki by Tropical Escapes Realty

2.5 star property
Waikiki
8.0 out of 10, Very Good, (54)
"Close to the stores and beach. Quiet "
United States
Virginia
The price is NT$4,643
NT$10,992 total
includes taxes & fees
Dec 7 - Dec 8
Luana Waikiki by Tropical Escapes Realty
Room, 1 Bedroom, Ocean View (Unit #1006) | View from room
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

3.0 star property
Waikiki
8.4 out of 10, Very Good, (542)
"Great location and amazing views. Clean and quiet. Bonus was the Steak Shack on ground level!"
Australia
Matt
The price is NT$8,923
NT$21,114 total
includes taxes & fees
Nov 20 - Nov 21
Waikiki Shore by OUTRIGGER
Beach nearby, white sand, beach towels, snorkeling
Premium Remodeled Condo in Waikiki with 2 Beds and Parking

Premium Remodeled Condo in Waikiki with 2 Beds and Parking

4.0 star property
Waikiki
10.0 out of 10, Exceptional, (11)
"Breathtaking view, clean and with all we needed, this apartment exceeded our expectations! "
United States
Daniela
The price is NT$5,049
NT$13,901 total
includes taxes & fees
Nov 25 - Nov 26
Premium Remodeled Condo in Waikiki with 2 Beds and Parking
On the beach, white sand
High Floor Ocean View Condo (King Bed and Parking)

High Floor Ocean View Condo (King Bed and Parking)

3.5 star property
Waikiki
9.4 out of 10, Exceptional, (39)
"It was the perfect place to stay especially for the price!"
United States
Abigail
The price is NT$4,179
NT$12,736 total
includes taxes & fees
Nov 20 - Nov 21
High Floor Ocean View Condo (King Bed and Parking)
Building design
Ilikai Marina Vacations

Ilikai Marina Vacations

3.0 star property
Waikiki
8.2 out of 10, Very Good, (29)
"Clean and good use of space. "
United States
Cristina Katia Garcia
The price is NT$3,645
NT$10,742 total
includes taxes & fees
Nov 25 - Nov 26
Ilikai Marina Vacations
Comfort Studio Suite | 1 bedroom, individually decorated, individually furnished
Marine Surf by Tropical Escapes Realty

Marine Surf by Tropical Escapes Realty

3.0 star property
Waikiki
8.8 out of 10, Excellent, (55)
"Great experience "
United States
Dawn Marie
The price is NT$5,319
NT$10,870 total
includes taxes & fees
Dec 2 - Dec 3
Marine Surf by Tropical Escapes Realty
Iron/ironing board, free WiFi
Island Colony hotel

Island Colony hotel

2.5 star property
Waikiki
The price is NT$4,119
NT$9,202 total
includes taxes & fees
Nov 24 - Nov 25
Island Colony hotel
Beach nearby, white sand, beach towels
Ocean View 1BR at Ilikai Marina

Ocean View 1BR at Ilikai Marina

3.0 star property
Waikiki
10.0 out of 10, Exceptional, (7)
"Great location for family with kids."
United States
Christopher Yong Seung
The price is NT$4,831
NT$13,608 total
includes taxes & fees
Nov 20 - Nov 21
Ocean View 1BR at Ilikai Marina
Condo, 1 Bedroom, Balcony, Partial Sea View (0107) | In-room dining
Partial Ocean View Condo with King or Queen Bed and Parking

Partial Ocean View Condo with King or Queen Bed and Parking

3.5 star property
Waikiki
9.6 out of 10, Exceptional, (28)
"everything was great, I'm sure I'll come to this hotel again"
United States
Nazar
The price is NT$4,184
NT$12,751 total
includes taxes & fees
Nov 25 - Nov 26
Partial Ocean View Condo with King or Queen Bed and Parking
Beach nearby, white sand, sun loungers, beach umbrellas
Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki

3.0 star property
Waikiki
8.4 out of 10, Very Good, (365)
"This is the only place I will stay at when I visit O'ahu Hawaii. This condo has everything you need from being 2 blocks away from Waikiki beach, to a kitchen with all dishware, to all beach needs including chairs, umbrella, etc, it is a locked/secure building, and it has a Garage to park you car for free!!! It is impossible to find all your needs and wants in 1 place but Tropical Studios does it, and perfectly. Beautiful, clean perfect!!"
United States
Danielle Leigh
The price is NT$3,497
NT$7,807 total
includes taxes & fees
Dec 1 - Dec 2
Tropical Studios at Marine Surf Waikiki
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.
View all properties
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 Beach Resort

OUTRIGGER Waikiki Beach Resort

10/10 Excellent
"Great location on the beach. "
Kenneth 7-night trip
Posted 1 day ago
OUTRIGGER Waikiki Beach Resort

Find out more about Kailua

Search for holiday rentals in Kailua on Expedia! You can easily find your home rentals, villas, holiday apartments in Kailua using one of the methods below:

  • View our selection of featured holiday rentals in Kailua
  • Use the map to find apartments and other holiday homes in the Kailua neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kailua while they last

Look no further and take a look at our great range of rental properties in Kailua!

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 161 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?

Kailua Bay Beach and Kailua 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.