A couple sitting on a beach with clear blue water and small islands in the distance.

Kailua Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Kailua vacation rentals

Suite, 1 Bedroom, Ocean View | View from room

1. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,276 reviews)
"It was great stay very convenient close to the beach and everything at short walking distance."
United States
Daniel
The price is NT$5,245
NT$7,541 total
includes taxes & fees
Sep 15 - Sep 16
Aston Waikiki Sunset
Bar (on property)

2. Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (186 reviews)
"Convenient walk to the beach, respectful guests throughout, clean space and amazing view from the pool!"
United States
Eliza Mikiye Kawazoye
The price is NT$10,348
NT$12,284 total
includes taxes & fees
Sep 16 - Sep 17
Marriott Vacation Club, Waikiki
Beach nearby

3. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (623 reviews)
"Our stay was wonderful! The parking included in the price was a great perk!"
United States
Jonna Niccole
The price is NT$7,882
NT$9,357 total
includes taxes & fees
Oct 14 - Oct 15
Royal Kuhio
Condo, 1 Bedroom, City View (Unit 55 ,1Bath) | Terrace/patio

4. Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
Waikiki
8.4 out of 10, Very Good, (482 reviews)
"Great location and convenient to go anywhere"
Canada
Wai Kuan Jody
The price is NT$8,520
NT$23,187 total
includes taxes & fees
Oct 14 - Oct 15
Regency on Beachwalk Waikiki by OUTRIGGER
Studio City View | City view

5. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,295 reviews)
"Clean room, friendly staff, good location near the beach"
United States
Fernando
The price is NT$3,645
NT$5,642 total
includes taxes & fees
Sep 15 - Sep 16
Skyline Island Colony Hotel
Beach nearby, white sand, beach towels

6. High Floor Mountain View Condo with 2 Beds and Parking

High Floor Mountain View Condo with 2 Beds and Parking
3.5 star property
Waikiki
9.0 out of 10, Wonderful, (14 reviews)
"I love the high floor view of the unit ..cleanliness is pretty good.. location is excellent also coz it was a walking dustance to waikiki beach and stores ..over all it was an excellent stay at this place."
United States
Rosemary Pineda
The price is NT$7,626
NT$17,656 total
includes taxes & fees
Sep 18 - Sep 19
High Floor Mountain View Condo with 2 Beds and Parking
Apartment, Lagoon View (1 Bedroom) | Beach/ocean view

7. @ Marbella Lane Scenic Ocean & Lagoonview Studio

@ Marbella Lane Scenic Ocean & Lagoonview Studio
3.5 star property
Waikiki
10.0 out of 10, Exceptional, (1 review)
"There was a little confusion about the check-in. Once that was resolved, the rest of the trip was Extra extraordinary. I highly recommend staying here. I will definitely stay here again. The location is amazing also."
United States
DAVID
The price is NT$8,829
NT$19,230 total
includes taxes & fees
Sep 28 - Sep 29
@ Marbella Lane Scenic Ocean & Lagoonview Studio
Oceanfront Studio Suite, 1 King Bed with 1 Sofa bed, 5-Min Walk to Beach (Fireworks every Friday) | Premium bedding, desk, laptop workspace, iron/ironing board

8. Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (29 reviews)
"The Panaramic Ocean View Resort was a great choice! Absolutely wonderful place to stay. It's a great location with a great view. Lots to do within walking distance. The room was spacious with all you need. Our nine nights were incredible!"
United States
John
The price is NT$14,240
NT$24,417 total
includes taxes & fees
Oct 1 - Oct 2
Panoramic Oceanview Resort
Room, 1 Bedroom, Partial Ocean View | In-room safe, desk, laptop workspace, blackout drapes

9. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.4 out of 10, Good, (2,765 reviews)
"The check in was easy and they even let us check in a few hours early when we only meant to drop off luggage. Room was clean and large- a little older style but roomy with great view.parking was plentiful. Great location to everything. The people at desk and parking were so nice. Have stayed there before will return!"
United States
Jocelyn
The price is NT$5,038
NT$7,183 total
includes taxes & fees
Sep 16 - Sep 17
Aston at the Waikiki Banyan
Studio, Ocean View (Unit #1305) | Balcony view

10. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very Good, (609 reviews)
"Nice beach view, clean room, great location."
United States
Zhengrong
The price is NT$8,996
NT$21,498 total
includes taxes & fees
Sep 20 - Sep 21
Waikiki Shore by OUTRIGGER
Studio, 1 Queen Bed, Non Smoking, City View 2 | Living area | 32-inch TV with cable channels

11. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (53 reviews)
"Nice place. Maybe a little attention to cleanliness. Other than that everything is perfect and location is really good."
United States
Dorin
The price is NT$3,449
NT$11,044 total
includes taxes & fees
Oct 1 - Oct 2
Ilikai Marina Vacations
Condo, 1 Bedroom, Ocean View (0126) | Living area

12. High Floor Ocean View Condo (King Bed and Parking)

High Floor Ocean View Condo (King Bed and Parking)
3.5 star property
Waikiki
9.2 out of 10, Wonderful, (64 reviews)
"Amazing property, incredible views I would book again"
United States
Jose
The price is NT$6,424
NT$16,228 total
includes taxes & fees
Sep 15 - Sep 16
High Floor Ocean View Condo (King Bed and Parking)
Design Studio Suite | Blackout drapes, iron/ironing board, WiFi (free), individually decorated

13. Marine Surf by Tropical Escapes Realty

Marine Surf by Tropical Escapes Realty
3.0 star property
Waikiki
8.6 out of 10, Excellent, (65 reviews)
"Bathroom needs to be remodeled. It's really noisy but a great location. Foods, beach, and shopping areas are within walking distance."
United States
Sokly
The price is NT$5,235
NT$15,005 total
includes taxes & fees
Sep 25 - Sep 26
Marine Surf by Tropical Escapes Realty
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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Top Kailua Hotel Reviews

Halepuna Waikiki by Halekulani

Halepuna Waikiki by Halekulani

8/10 Good
"The room and hotel were clean and the staff were helpful. We enjoyed staying here it was just a little hard that every single additional thing was a pretty extensive up charge. I should’ve done more research, but it may have been better to stay somewhere with a resort fee that way many things would be included with that one charge rather than charging even more for each individual thing. Still a great property, just expensive for what it is and what you get."
Hayden Kyle 6-night trip
Posted less than an hour ago
Halepuna Waikiki by Halekulani

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:

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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 136 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 Walk 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.