Photo by Chris Chan

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

Tonight
Jan 11 - Jan 12
Tomorrow
Jan 12 - Jan 13
Next weekend
Jan 16 - Jan 18
In two weeks
Jan 23 - Jan 25

Our top choices for Kailua vacation rentals

5 bedrooms, iron/ironing board, travel crib, WiFi
Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Enchanted Lake
10.0 out of 10, Exceptional, (2 reviews)
"Great porperty that’s managed excellently, had a wonderful time and place was beautiful!"
United States
Bryan C.
The price is ￥149,996
￥334,617 total
includes taxes & fees
Jan 17 - Jan 18
Luxurious five-bedroom modern retreat
Exterior
Create one of the most unique experiences on the beautiful Lā’ie country side.

Create one of the most unique experiences on the beautiful Lā’ie country side.

Create one of the most unique experiences on the beautiful Lā’ie country side.
Laie
9.6 out of 10, Exceptional, (105 reviews)
"Very cozy and comfortable home. The setting is very quiet and tropical. The beds were very comfy and the amenities were perfect! The host communicated very clear and prompt. "
United States
Susan W.
The price is ￥21,599
￥42,617 total
includes taxes & fees
Jan 15 - Jan 16
Create one of the most unique experiences on the beautiful Lā’ie country side.
Room, 1 Bedroom, Partial Ocean View | In-room safe, individually decorated, individually furnished, desk
Aston at the Waikiki Banyan

Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,681 reviews)
"Had some hiccups due to lack of pool and hot tub but rest was good. We had diamond head view which made the room extra special "
United States
Dheeraj Reddy
The price is ￥24,023
￥34,476 total
includes taxes & fees
Feb 6 - Feb 7
Aston at the Waikiki Banyan
Studio Kitchenette Panoramic Ocean View | View from room
Skyline Island Colony Hotel

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,147 reviews)
"Average hotel, great location. "
United States
Carolina
The price is ￥18,656
￥26,803 total
includes taxes & fees
Jan 30 - Jan 31
Skyline Island Colony Hotel
Beach nearby, white sand, sun loungers, beach umbrellas
Diamond Head and Partial Ocean views with 2 Beds and Parking

Diamond Head and Partial Ocean views with 2 Beds and Parking

Diamond Head and Partial Ocean views with 2 Beds and Parking
3.5 star property
Waikiki
9.4 out of 10, Exceptional, (34 reviews)
"An amazing place to stay. Location parking and communication was beyond our expectations Loved it so much!!! We will definitely be back "
United States
Rodolfo
The price is ￥20,962
￥64,395 total
includes taxes & fees
Jan 13 - Jan 14
Diamond Head and Partial Ocean views with 2 Beds and Parking
Beach nearby, sun loungers, beach towels
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Waikiki
9.8 out of 10, Exceptional, (186 reviews)
"The room was very clesn and the building was safe. For being right in downtown Waikiki it was very quiet inside. Easy walking distance to the beach, shopping, and bus routes."
United States
Rishana E.
The price is ￥10,105
￥42,536 total
includes taxes & fees
Jan 26 - Jan 27
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Beach nearby
Royal Kuhio

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (536 reviews)
"I would have given 4, but the sofa bed was not comfortable. Location was great, and rooms were clean. "
United States
Dixit
The price is ￥29,835
￥35,417 total
includes taxes & fees
Jan 13 - Jan 14
Royal Kuhio
Studio, Ocean View (Unit #1305) | Balcony view
Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very Good, (549 reviews)
"Beach view was as pictured."
United States
Maureen
The price is ￥53,267
￥117,214 total
includes taxes & fees
Jan 13 - Jan 14
Waikiki Shore by OUTRIGGER
Sun loungers, beach towels
Steps to Waikiki Beach! Newly Renovated w/ 75" TV

Steps to Waikiki Beach! Newly Renovated w/ 75" TV

Steps to Waikiki Beach! Newly Renovated w/ 75" TV
Waikiki
9.4 out of 10, Exceptional, (24 reviews)
"Will definitely stay here again. Friendly front desk staff and security."
United States
sean d.
The price is ￥21,055
￥71,288 total
includes taxes & fees
Jan 20 - Jan 21
Steps to Waikiki Beach! Newly Renovated w/ 75" TV
Exterior
Remodeled High Floor Waikiki Studio

Remodeled High Floor Waikiki Studio

Remodeled High Floor Waikiki Studio
2.0 star property
Waikiki
10.0 out of 10, Exceptional, (2 reviews)
"This was one of the most reasonably priced places with a kitchenette that wasn't a hostel in Oahu. It came with a few beach items that came in really handy like chairs, boogey board and floaties. The pool was great after spending a day on the beach and they had hot tubs and a bbq area which is great way to save some money. They also had a gym which was 5 for the stay and offered a 5/bag storage fee for the last day which allowed us to enjoy the beach before flying out on the red eye. the...
Canada
Ryan R.
The price is ￥12,079
￥39,258 total
includes taxes & fees
Jan 14 - Jan 15
Remodeled High Floor Waikiki Studio
Property grounds
Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
2.0 star property
Waikiki
9.8 out of 10, Exceptional, (21 reviews)
"Wonderful property. "
United States
Chris T.
The price is ￥15,347
￥41,096 total
includes taxes & fees
Jan 24 - Jan 25
Charming cozy condo in marvelous Honolulu with WiFi
Standard Studio, 1 Queen Bed with Sofa bed, Kitchen (F10A01) | Premium bedding, individually decorated, individually furnished, desk
Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very Good, (368 reviews)
"The staff was amazing The place was very clean And the location was excellent "
United States
Lawrence Thomas
The price is ￥19,255
￥41,602 total
includes taxes & fees
Jan 12 - Jan 13
Tropical Studios at Marine Surf Waikiki
Suite, 1 Bedroom, Ocean View | View from room
Aston Waikiki Sunset

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,101 reviews)
"Great location"
Canada
Julianna
The price is ￥26,772
￥38,299 total
includes taxes & fees
Jan 25 - Jan 26
Aston Waikiki Sunset
Beach nearby, sun loungers, beach towels
Waikiki Banyan Oasis with Partial Ocean View: 1-Block to Beach + Parking!

Waikiki Banyan Oasis with Partial Ocean View: 1-Block to Beach + Parking!

Waikiki Banyan Oasis with Partial Ocean View: 1-Block to Beach + Parking!
Waikiki
9.6 out of 10, Exceptional, (57 reviews)
"Home was clean, parking felt safe for me and my kids, the air conditioning worked perfectly, and communication with host was always fast and efficient. "
United States
Janicka S.
The price is ￥23,210
￥78,400 total
includes taxes & fees
Feb 11 - Feb 12
Waikiki Banyan Oasis with Partial Ocean View: 1-Block to Beach + Parking!
Beach nearby, white sand, beach umbrellas, beach towels
Premium Remodeled Condo in Waikiki with 2 Beds and Parking

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
9.6 out of 10, Exceptional, (13 reviews)
"Breathtaking view, clean and with all we needed, this apartment exceeded our expectations! "
United States
Daniela
The price is ￥25,862
￥70,996 total
includes taxes & fees
Jan 14 - Jan 15
Premium Remodeled Condo in Waikiki with 2 Beds and Parking
Beach nearby, sun loungers
1-bedroom apartment just 5minutes walk to Ala Moana Center

1-bedroom apartment just 5minutes walk to Ala Moana Center

1-bedroom apartment just 5minutes walk to Ala Moana Center
Waikiki
9.8 out of 10, Exceptional, (27 reviews)
"Clean room, good location!"
United States
CHING FEN
The price is ￥16,578
￥64,111 total
includes taxes & fees
Jan 28 - Jan 29
1-bedroom apartment just 5minutes walk to Ala Moana Center
Beach
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop

Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop

Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop
Waikiki
9.8 out of 10, Exceptional, (30 reviews)
"Great value for the price. Excellent location. Especially loved the parking space — very convenient. Definitely the best choice."
Canada
Daffy
The price is ￥18,157
￥57,331 total
includes taxes & fees
Jan 27 - Jan 28
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop
Sun loungers, beach towels
Beautiful Studio in the Heart of Vibrant Waikiki!

Beautiful Studio in the Heart of Vibrant Waikiki!

Beautiful Studio in the Heart of Vibrant Waikiki!
Waikiki
9.8 out of 10, Exceptional, (18 reviews)
"Great place, location was great and nice and clean room. The chairs were perfect to bring to the beach as well and the hosts were easy to contact as well"
Canada
Anonymous traveler
The price is ￥15,750
￥63,657 total
includes taxes & fees
Feb 2 - Feb 3
Beautiful Studio in the Heart of Vibrant Waikiki!
1 bedroom, iron/ironing board, WiFi, bed sheets
Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min

Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min

Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min
Waikiki
8.2 out of 10, Very Good, (104 reviews)
"The room was well appointed and clean. Highly recommend."
Australia
Adam
The price is ￥12,631
￥38,037 total
includes taxes & fees
Jan 20 - Jan 21
Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min
Beach nearby, sun loungers, beach towels
Charming 1BR: Waikiki Banyan, Ocean View + Parking!

Charming 1BR: Waikiki Banyan, Ocean View + Parking!

Charming 1BR: Waikiki Banyan, Ocean View + Parking!
Waikiki
9.8 out of 10, Exceptional, (10 reviews)
"Great location, good size living room, bed room, comfortable stay, powerful washing machine and dryer, staff is helpful, thanks. "
United States
Shanlin
The price is ￥20,226
￥73,628 total
includes taxes & fees
Feb 5 - Feb 6
Charming 1BR: Waikiki Banyan, Ocean View + Parking!
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

Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

10/10 Excellent
"Yes shower was excellent laundry was too small an not enough machine booked an oceanfront an got ocean view "
sherd 6-night trip
Posted 2 days ago
Hyatt Regency Waikiki Beach Resort & Spa

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.

What are some of the best vacation home rentals in Kailua?

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!: This Kailua vacation home rental is located in the mountains and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of books. Other favorite homes for rent in Kailua are Luxurious five-bedroom modern retreat and Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775.

How many vacation rentals are there in Kailua?

With 155 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.