Kailua Vacation Rentals

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Check prices for these dates

Tonight
Aug 5 - Aug 6
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Aug 6 - Aug 7
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Vacation Rentals in Kailua

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

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

9.6 out of 10, Exceptional, (200)
"The location was excellent and the unit was comfortable. We were disappointed as five adults to find that there were not really enough beds to accommodate us. One double bed, two singles, and sheets to cover a couch. Enjoyed our 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
On the beach, beach towels

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

9.2 out of 10, Wonderful, (137)
"Our family enjoyed our stay at this lovely home. The location was perfect and the beach was fantastic. So nice to spend some time relaxing here. "
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
Aston at the Waikiki Banyan
Standard Room, 1 Bedroom | Living area | 32-inch LCD TV with cable channels, TV, DVD player

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2616)
"Location was perfect for us. Great view from our room."
The price is ￥17,520
￥26,213 total
includes taxes & fees
Aug 27 - Aug 28
Aston at the Waikiki Banyan
Aston Waikiki Sunset
BBQ/picnic area

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2963)
"Excellent front desk staff. "
The price is ￥20,353
￥30,076 total
includes taxes & fees
Aug 9 - Aug 10
Aston Waikiki Sunset
Skyline Island Colony Hotel
Outdoor pool

Skyline Island Colony Hotel

3.0 star property
7.2 out of 10, Good, (2036)
"The check-in staff were amazingly helpful and friendly and very easy to work with."
The price is ￥11,210
￥17,557 total
includes taxes & fees
Aug 6 - Aug 7
Skyline Island Colony Hotel
Aston Waikiki Beach Tower
View from room

Aston Waikiki Beach Tower

4.0 star property
9.2 out of 10, Wonderful, (1769)
"Location of the hotel was perfect "
The price is ￥73,219
￥94,169 total
includes taxes & fees
Aug 28 - Aug 29
Aston Waikiki Beach Tower
Bishop Suites At The Executive Centre
Suite, Ocean View | Beach/ocean view

Bishop Suites At The Executive Centre

4.0 star property
7.6 out of 10, Good, (57)
"Good staff and great room"
The price is ￥18,107
￥25,692 total
includes taxes & fees
Aug 27 - Aug 28
Bishop Suites At The Executive Centre
Castle Waikīkī Shore
On the beach, sun loungers, beach umbrellas

Castle Waikīkī Shore

3.0 star property
8.2 out of 10, Very Good, (1191)
"Excellent location and friendly staff. Right on the beach."
Castle Waikīkī Shore
Espacio The Jewel Of Waikiki
Beach/ocean view

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 ￥467,940
￥551,989 total
includes taxes & fees
Aug 25 - Aug 26
Espacio The Jewel Of Waikiki
Luana Waikiki by Tropical Escapes Realty
Superior Studio, 2 Queen Beds, Ocean View | Terrace/patio

Luana Waikiki by Tropical Escapes Realty

2.5 star property
8.0 out of 10, Very Good, (42)
"Great property for families! Clean, quiet, perfect location for everything!!!"
The price is ￥14,702
￥43,339 total
includes taxes & fees
Sep 2 - Sep 3
Luana Waikiki by Tropical Escapes Realty
Royal Kuhio
Beach nearby

Royal Kuhio

3.5 star property
8.6 out of 10, Excellent, (489)
"Good location walking distance to shopping beach and restaurant and free parking. Enjoyed are stay there."
The price is ￥33,711
￥39,766 total
includes taxes & fees
Sep 1 - Sep 2
Royal Kuhio
Hawaiian Sun Holidays
Outdoor pool

Hawaiian Sun Holidays

3.0 star property
8.4 out of 10, Very Good, (144)
"Second time coming back here because we enjoyed this place so much! Communication with the rental manager was easy and fast. And while some of the furniture looks a little out dated, it’s always clean and furnished perfectly. "
Hawaiian Sun Holidays
Regency on Beachwalk Waikiki by OUTRIGGER
Condo, 1 Bedroom, City View (Unit 55 ,1Bath) | Terrace/patio

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 star property
8.2 out of 10, Very Good, (418)
"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
High Floor Ocean View Condo (King Bed and Parking)
On the beach, white sand

High Floor Ocean View Condo (King Bed and Parking)

3.0 star property
9.2 out of 10, Wonderful, (31)
"It was the perfect place to stay especially for the price!"
The price is ￥20,189
￥60,690 total
includes taxes & fees
Aug 13 - Aug 14
High Floor Ocean View Condo (King Bed and Parking)
Waikiki Shore by OUTRIGGER
Room, 1 Bedroom, Ocean View (Unit #1006) | View from room

Waikiki Shore by OUTRIGGER

3.0 star property
8.2 out of 10, Very Good, (526)
"Great location and amazing views. Clean and quiet. Bonus was the Steak Shack on ground level!"
Waikiki Shore by OUTRIGGER
Ocean View Condo with King or Queen Bed and Parking
Condo, 1 Bedroom (0107) | In-room dining

Ocean View Condo with King or Queen Bed and Parking

3.5 star property
9.4 out of 10, Exceptional, (21)
"We had a great time at this property."
The price is ￥19,702
￥60,038 total
includes taxes & fees
Aug 9 - Aug 10
Ocean View Condo with King or Queen Bed and Parking
Waikiki Sunset Close to Beach with Parking
Beach nearby, white sand

Waikiki Sunset Close to Beach with Parking

3.0 star property
8.4 out of 10, Very Good, (11)
"Good location "
The price is ￥19,981
￥60,412 total
includes taxes & fees
Aug 8 - Aug 9
Waikiki Sunset Close to Beach with Parking
Diamond Head and Ocean views with King Bed and Parking
Beach nearby, white sand, beach towels

Diamond Head and Ocean views with King Bed and Parking

3.5 star property
9.8 out of 10, Exceptional, (10)
"Great stay ! My family and I loved it …"
The price is ￥20,931
￥61,794 total
includes taxes & fees
Aug 8 - Aug 9
Diamond Head and Ocean views with King Bed and Parking
Premium Remodeled Condo with Ocean View and Parking
Condo, 1 Bedroom, Ocean View (0168) | Living area

Premium Remodeled Condo with Ocean View and Parking

4.0 star property
9.4 out of 10, Exceptional, (20)
"Beautiful view and lovely Condo. Parking included is a bonus!"
The price is ￥19,702
￥60,038 total
includes taxes & fees
Aug 8 - Aug 9
Premium Remodeled Condo with Ocean View and Parking
Ocean View 1BR at Ilikai Marina
Beach nearby, white sand, beach towels

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 ￥26,005
￥68,482 total
includes taxes & fees
Aug 10 - Aug 11
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

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent
"This our 3rd time stay at this Hotel we "
chris 4-night trip
Posted 4 hours ago
Hilton Hawaiian Village Waikiki Beach Resort

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?

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY: This Kailua vacation home rental is located on the beach and has a balcony, a private yard, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Other favorite homes for rent in Kailua are Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more! and Luxurious five-bedroom modern retreat.

How many vacation rentals are there in Kailua?

With 162 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.