Kailua Holiday Rentals

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Our top choices for Kailua holiday rentals

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
Hauula
9.8 out of 10, Exceptional, (47 reviews)
"Nice accommodation for a family. Nice size closets 1.5 bath, washers and dryer, and close to shopping. Beach access within walking distance is not appropriate for young children. We would stay here again. Polynesian Cultural Center is only 5-8 minutes away by car. Host was easy to work with."
United States
Ray K.
The price is NZ$1,083
includes taxes & fees
13 May - 14 May
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

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, (33 reviews)
"So so perfect, super clean room & spacious "
United States
Sheryl
The price is NZ$698
includes taxes & fees
13 May - 14 May
Partial Ocean View Condo with King or Queen Bed and Parking

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is NZ$954
includes taxes & fees
17 May - 18 May
Comfy and Modern Condo By Waikiki

@ 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 NZ$743
includes taxes & fees
20 May - 21 May
@ Marbella Lane -coastal Retreat Near Diamond Head

18Fl Ocean Views, A/C, Parking, Near Waikiki Beach

18Fl Ocean Views, A/C, Parking, Near Waikiki Beach
Waikiki
9.4 out of 10, Exceptional, (45 reviews)
"clean!!good!!"
Japan
ken-ichiro
The price is NZ$849
includes taxes & fees
13 May - 14 May
18Fl Ocean Views, A/C, Parking, Near Waikiki Beach

Lovely Studio with Million Dollar View of Waikiki and close to everything!

Lovely Studio with Million Dollar View of Waikiki and close to everything!
Waikiki
10.0 out of 10, Exceptional, (22 reviews)
"Very clean and welcoming environment. Had everything we needed. "
United States
Zoe S.
The price is NZ$664
includes taxes & fees
13 May - 14 May
Lovely Studio with Million Dollar View of Waikiki and close to everything!

Luana Waikiki by Tropical Escapes Realty

Luana Waikiki by Tropical Escapes Realty
2.5 star property
Waikiki
8.0 out of 10, Very good, (61 reviews)
"Everything was great! Would definitely recommend. The location was excellent also "
United States
Dawn Marie Cowie
The price is NZ$775
includes taxes & fees
15 May - 16 May
Luana Waikiki by Tropical Escapes Realty

Waikiki Sunset Mountain View Near Beach + Parking

Waikiki Sunset Mountain View Near Beach + Parking
Waikiki
9.4 out of 10, Exceptional, (46 reviews)
"The facility was nice, clean, the staff was friendly. The wait for an elevator was at times long but on the whole an enjoyable time."
United States
Steven O.
The price is NZ$854
includes taxes & fees
18 May - 19 May
Waikiki Sunset Mountain View Near Beach + Parking

Island condo w/ balcony & beach access

Island condo w/ balcony & beach access
Waikiki
9.6 out of 10, Exceptional, (43 reviews)
"We loved everything about our stay in this apartment . Great location and great facilities"
New Zealand
malachi b.
The price is NZ$904
includes taxes & fees
21 May - 22 May
Island condo w/ balcony & beach access

Lovely apartment with ocean views - near beach

Lovely apartment with ocean views - near beach
Waikiki
8.6 out of 10, Excellent, (68 reviews)
"Ideal location to enjoy Waikīkī "
United States
William G.
The price is NZ$679
includes taxes & fees
14 May - 15 May
Lovely apartment with ocean views - near beach

Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (17 reviews)
"Nice room, great view, host was helpful & easy to contact."
United States
Reney
The price is NZ$1,281
includes taxes & fees
24 May - 25 May
Panoramic Oceanview Resort

Partial Ocean View Condo with 2 Beds and Parking

Partial Ocean View Condo with 2 Beds and Parking
4.0 star property
Waikiki
8.8 out of 10, Excellent, (9 reviews)
"Overall a very nice place to stay in. "
United States
HASSEN
The price is NZ$680
includes taxes & fees
17 May - 18 May
Partial Ocean View Condo with 2 Beds and Parking

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, (26 reviews)
"Great stay, great location and good communication. "
Australia
Kelly
The price is NZ$473
includes taxes & fees
17 May - 18 May
Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach

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

Aloha Suite Near the Sea IV, 3 Block Walk to Beach
Waikiki
10.0 out of 10, Exceptional, (11 reviews)
"Great location and had everything we needed from beach towels, chairs, umbrella, toys, cooler and great food options right outside. Would definitely do another stay"
United States
Gretchen H.
Aloha Suite Near the Sea IV, 3 Block Walk to Beach

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

King Bed/Renovated/Canal& Mountain View/Walk Beach
Waikiki
9.8 out of 10, Exceptional, (51 reviews)
"Place was clean, everything worked well, air conditioning was perfect, location to beaches n restaurants was excellent. Very happy with my stay"
United States
Dennis W.
The price is NZ$514
includes taxes & fees
15 May - 16 May
King Bed/Renovated/Canal& Mountain View/Walk Beach

Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach
Waikiki
9.6 out of 10, Exceptional, (13 reviews)
"Good amenities and host"
United States
Derrick F.
The price is NZ$727
includes taxes & fees
14 May - 15 May
Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

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 NZ$777
includes taxes & fees
13 May - 14 May
Marine Surf by Tropical Escapes Realty

Bright studio w/ resort & beach access

Bright studio w/ resort & beach access
Waikiki
9.4 out of 10, Exceptional, (26 reviews)
"Will definitely stay here again. Friendly front desk staff and security."
United States
sean d.
The price is NZ$907
includes taxes & fees
31 May - 1 June
Bright studio w/ resort & beach access

Waikiki Banyan 1BR

Waikiki Banyan 1BR
3.0 star property
Waikiki
8.8 out of 10, Excellent, (3 reviews)
"Clean and ocean view"
United States
Chak f
The price is NZ$835
includes taxes & fees
20 May - 21 May
Waikiki Banyan 1BR
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, 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 NZ$281 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 Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa. and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many holiday rentals are there in Kailua?

With 145 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 Ala Moana Center and Waikiki Beach 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.