Kailua Vacation Rentals

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Vacation Rentals in Kailua

Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (3005)
"This hotel was clean, close to the beach, easy parking and felt the aloha spirit "
The price is ¥22,619
¥32,926 total
includes taxes & fees
Oct 29 - Oct 30
Aston Waikiki Sunset
Aston at the Waikiki Banyan
3.0 star property
7.2 out of 10, Good, (2656)
"Location, friendly staff, kitchen "
The price is ¥20,864
¥30,317 total
includes taxes & fees
Nov 3 - Nov 4
Aston at the Waikiki Banyan
Aston Waikiki Beach Tower
4.0 star property
9.2 out of 10, Wonderful, (1782)
"Beautiful beach front property. Great location, walkable to many restaurants and shops. We stayed here twice Sep. 2024 & 2025 We’ll definitely be back!"
The price is ¥166,937
¥204,947 total
includes taxes & fees
Nov 4 - Nov 5
Aston Waikiki Beach Tower
Skyline Island Colony Hotel
3.0 star property
7.2 out of 10, Good, (2079)
"Nice stay "
The price is ¥12,594
¥19,316 total
includes taxes & fees
Nov 11 - Nov 12
Skyline Island Colony Hotel
Espacio The Jewel Of Waikiki
5.0 star property
9.6 out of 10, Exceptional, (19)
"The hotel was great, the staff were amazing, and the view from the balcony was beautiful."
The price is ¥415,861
¥490,559 total
includes taxes & fees
Oct 26 - Oct 27
Espacio The Jewel Of Waikiki
ALA MOANA
3.5 star property
5.0 out of 10, (2)
"Refused to clean room, made them pay to add bags in room aw"
The price is ¥12,744
¥61,791 total
includes taxes & fees
Oct 20 - Oct 21
ALA MOANA
Panoramic Oceanview Resort
4.0 star property
The price is ¥30,907
¥72,127 total
includes taxes & fees
Oct 22 - Oct 23
Panoramic Oceanview Resort
Bishop Suites At The Executive Centre
4.0 star property
7.6 out of 10, Good, (65)
"Absolutely loved my stay! The only thing I was thrown off about was an extra fifty eight dollar charge when checking in and a separate deposit charge of two hundred and fifty. Currently still awaiting my money back on that."
The price is ¥21,204
¥29,499 total
includes taxes & fees
Oct 16 - Oct 17
Bishop Suites At The Executive Centre
Castle Waikīkī Shore
3.0 star property
8.2 out of 10, Very Good, (1215)
"Nice and quiet, love the view."
Castle Waikīkī Shore
Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
8.2 out of 10, Very Good, (427)
"Staff is very friendly and the location is convenient. Plenty of room for a family of 4."
Regency on Beachwalk Waikiki by OUTRIGGER
Royal Kuhio
3.5 star property
8.6 out of 10, Excellent, (515)
"Shops and everything is nearby "
The price is ¥24,116
¥28,448 total
includes taxes & fees
Oct 29 - Oct 30
Royal Kuhio
Waikiki Shore by OUTRIGGER
3.0 star property
8.4 out of 10, Very Good, (538)
"Great location and amazing views. Clean and quiet. Bonus was the Steak Shack on ground level!"
The price is ¥176,779
¥279,514 total
includes taxes & fees
Nov 13 - Nov 14
Waikiki Shore by OUTRIGGER
Luana Waikiki by Tropical Escapes Realty
2.5 star property
8.2 out of 10, Very Good, (50)
"Close to the stores and beach. Quiet "
The price is ¥18,185
¥48,203 total
includes taxes & fees
Oct 15 - Oct 16
Luana Waikiki by Tropical Escapes Realty
Hawaiian Sun Holidays
3.0 star property
8.4 out of 10, Very Good, (154)
"Enjoyed my stay in this spacious condo. Although a little dated, the condo was clean, had a great view, comfy bed, and great water pressure in the shower. Staff was friendly and accommodating. Free parking was a big plus and no issues with finding an available stall. I definitely recommend and look forward to staying here again."
Hawaiian Sun Holidays
Ocean View 1BR at Ilikai Marina
3.0 star property
10.0 out of 10, Exceptional, (6)
"Great location for family with kids."
The price is ¥25,309
¥68,527 total
includes taxes & fees
Oct 16 - Oct 17
Ocean View 1BR at Ilikai Marina
High Floor Ocean View Condo (King Bed and Parking)
3.5 star property
9.4 out of 10, Exceptional, (38)
"It was the perfect place to stay especially for the price!"
The price is ¥23,268
¥65,794 total
includes taxes & fees
Oct 15 - Oct 16
High Floor Ocean View Condo (King Bed and Parking)
Tropical Studios at Marine Surf Waikiki
3.0 star property
8.4 out of 10, Very Good, (364)
"Everything was great! Mahalo!"
The price is ¥16,778
¥37,627 total
includes taxes & fees
Oct 21 - Oct 22
Tropical Studios at Marine Surf Waikiki
Partial Ocean View Condo with King or Queen Bed and Parking
3.5 star property
9.8 out of 10, Exceptional, (24)
"The accommodations were excellent. More wash clothes would have been perfect. "
The price is ¥22,255
¥64,436 total
includes taxes & fees
Oct 24 - Oct 25
Partial Ocean View Condo with King or Queen Bed and Parking
Marine Surf by Tropical Escapes Realty
3.0 star property
8.6 out of 10, Excellent, (52)
"Great stay had a pleasant stay property management was very responsive like that parking was free"
The price is ¥21,722
¥47,917 total
includes taxes & fees
Oct 16 - Oct 17
Marine Surf by Tropical Escapes Realty
Ilikai Marina Vacations
3.0 star property
8.2 out of 10, Very Good, (24)
"Very clean, well equipped and lots of mirrors "
The price is ¥16,438
¥50,838 total
includes taxes & fees
Nov 3 - Nov 4
Ilikai Marina Vacations
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

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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.

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

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!: This Kailua vacation home rental offers an outdoor pool, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books in this rental home to help you unwind. Other favorite homes for rent in Kailua are BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY and Luxurious five-bedroom modern retreat.

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?

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 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.