Photo by Lisa A Schmidt

Kailua Vacation Rentals

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Our top choices for Kailua vacation rentals

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, (103)
"The host contacted us ahead of time and had great communication. She provided helpful instructions for finding the property and we enjoyed staying there. "
United States
Amy C.
$270 nightly
The price is $316
Jan 15 - Jan 16, 2026
Total with taxes and fees
Create one of the most unique experiences on the beautiful Lā’ie country side.

Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot

Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot
2.5 star property
Hauula
10.0 out of 10, Exceptional, (12)
"Quiet, cute & comfortable - we would return to this rental again"
United States
Brandon M.
$637 nightly
The price is $793
Dec 30 - Dec 31
Total with taxes and fees
Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3083)
"Slightly dated and older carpets/hallways but rooms are clean and it has everything you need. Great place to stay for a reasonable price in Waikiki. "
Canada
Josh
$187 nightly
The price is $222
Jan 7 - Jan 8, 2026
Total with taxes and fees
Aston Waikiki Sunset

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2136)
"Have stayed here a couple of times and always had a great experience "
Canada
Aida
$150 nightly
The price is $178
Jan 6 - Jan 7, 2026
Total with taxes and fees
Skyline Island Colony Hotel

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (533)
"Very clean, great location, we enjoyed our stay."
United States
Kris Parkinson
$229 nightly
The price is $272
Jan 9 - Jan 10, 2026
Total with taxes and fees
Royal Kuhio

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, (30)
"everything was great, I'm sure I'll come to this hotel again"
United States
Nazar
$422 nightly
The price is $458
Jan 9 - Jan 10, 2026
Total with taxes and fees
Partial Ocean View Condo with King or Queen Bed and Parking

Aloha Suite Near the Sea II, 3 Block Walk to Beach

Aloha Suite Near the Sea II, 3 Block Walk to Beach
Waikiki
9.6 out of 10, Exceptional, (140)
"The stay was phenomenal, next time we come hoping you’re available!!"
United States
Brian R.
$244 nightly
The price is $286
Jan 4 - Jan 5, 2026
Total with taxes and fees
Aloha Suite Near the Sea II, 3 Block Walk to Beach

Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very Good, (366)
"Everything was great! Mahalo!"
United States
Lynn
$231 nightly
The price is $273
Dec 28 - Dec 29
Total with taxes and fees
Tropical Studios at Marine Surf Waikiki

Remodeled High Floor Waikiki Studio

Remodeled High Floor Waikiki Studio
2.0 star property
Waikiki
10.0 out of 10, Exceptional, (2)
"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.
$220 nightly
The price is $258
Jan 14 - Jan 15, 2026
Total with taxes and fees
Remodeled High Floor Waikiki Studio

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)
"painless entry great location "
United States
Matthew M.
$265 nightly
The price is $310
Jan 4 - Jan 5, 2026
Total with taxes and fees
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Beautiful Studio in the Heart of Vibrant Waikiki!

Beautiful Studio in the Heart of Vibrant Waikiki!
Waikiki
9.8 out of 10, Exceptional, (18)
"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
$371 nightly
The price is $390
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beautiful Studio in the Heart of Vibrant Waikiki!

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very Good, (34)
"Clean and good use of space. "
United States
Cristina Katia Garcia
$328 nightly
The price is $390
Jan 13 - Jan 14, 2026
Total with taxes and fees
Ilikai Marina Vacations

Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2678)
"Amazing check on smooth friendly amazing room and view will only stay here when I visit now! "
United States
John
$177 nightly
The price is $210
Jan 8 - Jan 9, 2026
Total with taxes and fees
Aston at the Waikiki Banyan

A Cozy and Romantic Studio at Heart of Waikiki

A Cozy and Romantic Studio at Heart of Waikiki
Waikiki
9.6 out of 10, Exceptional, (17)
"It's cozy and perfect for 2 people. There is food truck right across the street . The pool area is really nice with hot tub and bbq area. The beach is just 15 minute walk from this place. "
United States
Shraddha
$230 nightly
The price is $270
Jan 17 - Jan 18, 2026
Total with taxes and fees
A Cozy and Romantic Studio at Heart of Waikiki

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (71)
"great"
China
Jiachen
$164 nightly
The price is $195
Jan 6 - Jan 7, 2026
Total with taxes and fees
Bishop Suites At The Executive Centre

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, (44)
"Worth it, close to everything and nice views with parking included, a big +"
United States
Boburjon
$422 nightly
The price is $458
Jan 6 - Jan 7, 2026
Total with taxes and fees
High Floor Ocean View Condo (King Bed and Parking)

Renovated Specious Studio with Great View

Renovated Specious Studio with Great View
Waikiki
9.2 out of 10, Wonderful, (44)
"Nice small studio. Views and the breeze coming was great!!!"
United States
Sonika
$177 nightly
The price is $207
Jan 14 - Jan 15, 2026
Total with taxes and fees
Renovated Specious Studio with Great View

Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
Waikiki
8.2 out of 10, Very Good, (432)
"The room was very clean and even nicer than I expected. Staff was very friendly and accomodading. Laundry on site was lovely. I loved this place and will be back. Great location. "
United States
Chris Ann
$810 nightly
The price is $885
Jan 11 - Jan 12, 2026
Total with taxes and fees
Regency on Beachwalk Waikiki by OUTRIGGER

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)
"Clean room, good location!"
United States
CHING FEN
$338 nightly
The price is $395
Jan 10 - Jan 11, 2026
Total with taxes and fees
1-bedroom apartment just 5minutes walk to Ala Moana Center

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)
"Wonderful property. "
United States
Chris T.
$234 nightly
The price is $274
Jan 24 - Jan 25, 2026
Total with taxes and fees
Charming cozy condo in marvelous Honolulu with WiFi
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

Find out more about Kailua

Everything you need to know about Kailua vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kailua vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kailua vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kailua. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kailua in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $178 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kailua rentals

At Expedia, we put the best Kailua vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kailua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kailua vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kailua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.