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Our top choices for Kailua holiday 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, (113 reviews)
"The Watsons were very friendly. The house was perfect for our family of three. It was clean and welcoming. "
United States
Lana B.
The price is £229
includes taxes & fees
8 May - 9 May
Create one of the most unique experiences on the beautiful Lā’ie country side.

Luxury Oceanview Punaluu Condo

Luxury Oceanview Punaluu Condo
4.0 star property
Hau`ula
8.0 out of 10, Very good, (28 reviews)
"Nice and cozy place to stay. Smooth communication and easy check-in. Direct access to the beach is also nice. Recommend for people who like relaxing and enjoy local Hawaiian vibes rather than going to town to do some shopping and touristy activities."
United States
Yoshihiro
The price is £523
includes taxes & fees
9 May - 10 May
Luxury Oceanview Punaluu Condo

Beachfront Condo in Punaluu. Updated! Clean beaches to walk/swim! Escape Crowds!

Beachfront Condo in Punaluu. Updated! Clean beaches to walk/swim! Escape Crowds!
Hauula
8.6 out of 10, Excellent, (108 reviews)
"Great location "
United States
Dirk W.
Beachfront Condo in Punaluu. Updated! Clean beaches to walk/swim! Escape Crowds!

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
The price is £437
includes taxes & fees
13 Apr - 14 Apr
Skyline Island Stay-2 Adjoining Studios

Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,699 reviews)
"We enjoyed our stay. Nice facilities and close to everything."
United States
Beverly
The price is £156
includes taxes & fees
5 May - 6 May
Aston at the Waikiki Banyan

@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
Diamond Head - Kapahulu - St. Louis
The price is £415
includes taxes & fees
23 Apr - 24 Apr
@ Marbella Lane -coastal Retreat Near Diamond Head

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (561 reviews)
"Excellent location and the parking was included which was awesome "
United States
Irene
The price is £203
includes taxes & fees
5 May - 6 May
Royal Kuhio

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (99 reviews)
"Clean room and the staff is friendly. "
United States
Cameron
The price is £165
includes taxes & fees
13 Apr - 14 Apr
Bishop Suites At The Executive Centre

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very good, (39 reviews)
"Clean rooms and spacious, small bathroom but amazing view "
United Kingdom
Neide Katila
The price is £251
includes taxes & fees
13 Apr - 14 Apr
Ilikai Marina Vacations

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, (37 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 £355
includes taxes & fees
6 May - 7 May
Diamond Head and Partial Ocean views with 2 Beds and Parking

Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very good, (371 reviews)
"The staff was amazing The place was very clean And the location was excellent "
United States
Lawrence Thomas
The price is £187
includes taxes & fees
19 Apr - 20 Apr
Tropical Studios at Marine Surf Waikiki

Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (155 reviews)
"Room and staff wete incredible - would book again!"
Canada
Michael
The price is £289
includes taxes & fees
17 Apr - 18 Apr
Marriott Vacation Club, Waikiki

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,220 reviews)
"Is a great location "
United States
Emmanuel Rivera
The price is £174
includes taxes & fees
30 Apr - 1 May
Skyline Island Colony Hotel

King Bed/Renovated/Canal& Mountain View/Walk Beach

King Bed/Renovated/Canal& Mountain View/Walk Beach
Waikiki
9.8 out of 10, Exceptional, (49 reviews)
"Perfect stay, perfectly clean, bed was comfortable. Centrally located, food trucks were great and so was the restaurant downstairs. Great stay with beautiful views! "
United States
Tammi K.
King Bed/Renovated/Canal& Mountain View/Walk Beach

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,181 reviews)
"Great and convenient location but the hotel is old and outdated."
United States
Faye
The price is £173
includes taxes & fees
23 Apr - 24 Apr
Aston Waikiki Sunset

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 reviews)
"Had an everything we needed, close to everything and great pool and hot tub area.Great three days before our cruise."
United States
Sandra B.
The price is £196
includes taxes & fees
4 May - 5 May
A Cozy and Romantic Studio at Heart of Waikiki

Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
Waikiki
8.2 out of 10, Very good, (447 reviews)
"Room was clean, great central location and staff was excellent. "
Canada
kerry
The price is £579
includes taxes & fees
23 Apr - 24 Apr
Regency on Beachwalk Waikiki by OUTRIGGER

Marine Surf by Tropical Escapes Realty

Marine Surf by Tropical Escapes Realty
3.0 star property
Waikiki
8.8 out of 10, Excellent, (62 reviews)
"Pretty much at the heart of waikiki. Excellent spot but we went during construction/renovations so it was awfully loud around 10am. But it's not their fault "
United States
Joshua
The price is £355
includes taxes & fees
18 Apr - 19 Apr
Marine Surf by Tropical Escapes Realty

Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach

Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach
Waikiki
9.4 out of 10, Exceptional, (21 reviews)
"Great stay, great location and good communication. "
Australia
Kelly
The price is £207
includes taxes & fees
15 Apr - 16 Apr
Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kailua holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kailua holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kailua holiday rentals we have selected for you start as low as £156 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kailua rentals

At Expedia, we put the best Kailua holiday 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 holiday.

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 holiday rentals in Kailua?

Yes, there are holiday rentals close to the most popular sights in Kailua, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the popular beaches in Kailua.

What are some of the best holiday rentals that Kailua has to offer?

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!: This highly rated holiday home rental in Kailua is located in the mountains, and has a balcony, a garden and a BBQ 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 holiday with amenities such as a selection of books. Other favourite homes for rent in Kailua are BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many holiday rentals are there in Kailua?

With 144 Expedia holiday rentals, you're guaranteed 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 favourite places to visit such as Waikiki Beach and Ala Moana Center in the wider area.

What’s a holiday rental in Kailua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kailua. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.