Kailua Vacation Rentals

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Vacation Rentals in Kailua

Luxurious five-bedroom modern retreat

10.0 out of 10, Exceptional, (1)
"Great porperty that’s managed excellently, had a wonderful time and place was beautiful!"
The price is CA $1,311
CA $2,858 total
includes taxes & fees
Sep 12 - Sep 13
Luxurious five-bedroom modern retreat

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

9.6 out of 10, Exceptional, (202)
"The location is unbeatable: short walk to the best beach! Beds are comfortable. We probably missed the description that the second bathroom is downstairs, outside the unit, but it wasn't a big issue for us. We had a great stay."
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

9.2 out of 10, Wonderful, (140)
"This is a wonderful place for a family vacation (in my case, three generations). Very well stocked. Steps to a beautiful beach with very few people on it. Paradise!"
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2974)
"Every thing was great "
The price is CA $187
CA $277 total
includes taxes & fees
Sep 18 - Sep 19
Aston Waikiki Sunset

Skyline Island Colony Hotel

3.0 star property
7.2 out of 10, Good, (2045)
"The hotel provided comfortable beds and great services! We enjoyed our stays. Thank you!"
The price is CA $157
CA $226 total
includes taxes & fees
Aug 21 - Aug 22
Skyline Island Colony Hotel

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2624)
"Absolutely loved how close it is to the beach "
The price is CA $186
CA $272 total
includes taxes & fees
Sep 10 - Sep 11
Aston at the Waikiki Banyan

Aston Waikiki Beach Tower

4.0 star property
9.2 out of 10, Wonderful, (1773)
"Location of the hotel was perfect "
The price is CA $748
CA $956 total
includes taxes & fees
Sep 9 - Sep 10
Aston Waikiki Beach Tower

Bishop Suites At The Executive Centre

4.0 star property
7.6 out of 10, Good, (58)
"Large living room!"
The price is CA $171
CA $242 total
includes taxes & fees
Aug 31 - Sep 1
Bishop Suites At The Executive Centre

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 CA $4,853
CA $5,724 total
includes taxes & fees
Aug 21 - Aug 22
Espacio The Jewel Of Waikiki

Luana Waikiki by Tropical Escapes Realty

2.5 star property
8.0 out of 10, Very good, (44)
"Great property for families! Clean, quiet, perfect location for everything!!!"
The price is CA $170
CA $446 total
includes taxes & fees
Aug 21 - Aug 22
Luana Waikiki by Tropical Escapes Realty

Castle Waikīkī Shore

3.0 star property
8.2 out of 10, Very good, (1195)
"Excellent location and friendly staff. Right on the beach."
Castle Waikīkī Shore

Hawaiian Sun Holidays

3.0 star property
8.4 out of 10, Very good, (147)
"This was a wonderful place to stay. A bit older and could use some renovations however, the parking was free and it was so close to the beach. We felt safe and comfortable. "
Hawaiian Sun Holidays

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 star property
8.2 out of 10, Very good, (419)
"We had an enjoyable stay. The beds were comfortable, room and facility was clean. Staff were very friendly and pleasant. Beaches was a short walk and we were able to find many food options nearby. We would stay here again! "
Regency on Beachwalk Waikiki by OUTRIGGER

Royal Kuhio

3.5 star property
8.6 out of 10, Excellent, (491)
"Good location walking distance to shopping beach and restaurant and free parking. Enjoyed are stay there."
The price is CA $318
CA $375 total
includes taxes & fees
Sep 1 - Sep 2
Royal Kuhio

Waikiki Shore by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (530)
"Great location and amazing views. Clean and quiet. Bonus was the Steak Shack on ground level!"
The price is CA $1,725
CA $2,686 total
includes taxes & fees
Sep 19 - Sep 20
Waikiki Shore by OUTRIGGER

Partial Ocean View Condo with King or Queen Bed and Parking

3.5 star property
9.0 out of 10, Wonderful, (22)
"We had a great time at this property."
The price is CA $236
CA $633 total
includes taxes & fees
Aug 27 - Aug 28
Partial Ocean View Condo with King or Queen Bed and Parking

Diamond Head and Ocean views with King Bed and Parking

3.5 star property
9.8 out of 10, Exceptional, (10)
"Great location."
The price is CA $241
CA $641 total
includes taxes & fees
Aug 21 - Aug 22
Diamond Head and Ocean views with King Bed and Parking

High Floor Ocean View Condo (King Bed and Parking)

3.5 star property
9.4 out of 10, Exceptional, (33)
"This was a great property and the location was perfect for a family of 4 to get around and to the beach. I would highly recommend this location if you are staying in Waikiki."
The price is CA $206
CA $594 total
includes taxes & fees
Aug 23 - Aug 24
High Floor Ocean View Condo (King Bed and Parking)

Waikiki Sunset Close to Beach with Parking

3.0 star property
8.4 out of 10, Very good, (11)
"Good location "
The price is CA $222
CA $615 total
includes taxes & fees
Aug 22 - Aug 23
Waikiki Sunset Close to Beach with Parking

Ocean View 1BR at Ilikai Marina

3.0 star property
10.0 out of 10, Exceptional, (3)
"This condo was very well renovated and was extremely clean. The view was amazing!"
The price is CA $291
CA $708 total
includes taxes & fees
Aug 25 - Aug 26
Ocean View 1BR at Ilikai Marina
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

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 Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa. and BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY.

How many vacation rentals are there in Kailua?

With 166 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.