Kailua Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Kailua vacation rentals

5 bedrooms, iron/ironing board, travel crib, WiFi

Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Enchanted Lake
8.6 out of 10, Excellent, (4 reviews)
"Great communication with host - property as advertised- we had a great stay"
United States
Wytske K.
The price is ￥156,085
￥343,877 total
includes taxes & fees
Apr 15 - Apr 16
Luxurious five-bedroom modern retreat
Exterior

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 ￥32,013
￥48,703 total
includes taxes & fees
May 8 - May 9
Create one of the most unique experiences on the beautiful Lā’ie country side.
Luxury Condo | Terrace/patio

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 ￥58,297
￥111,748 total
includes taxes & fees
Apr 23 - Apr 24
Luxury Oceanview Punaluu Condo
On the beach, sun loungers

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!
Room

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
The price is ￥19,159
￥95,896 total
includes taxes & fees
Apr 14 - Apr 15
Skyline Island Stay-2 Adjoining Studios
Room, 1 Bedroom, Partial Ocean View | In-room safe, individually decorated, individually furnished, desk

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 ￥22,880
￥33,213 total
includes taxes & fees
May 3 - May 4
Aston at the Waikiki Banyan
Apartment (1 Bedroom) | Beach | Private beach, sun loungers, beach umbrellas, beach towels

@ 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 ￥51,222
￥88,772 total
includes taxes & fees
Apr 18 - Apr 19
@ Marbella Lane -coastal Retreat Near Diamond Head
Beach nearby

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 ￥36,524
￥43,358 total
includes taxes & fees
May 12 - May 13
Royal Kuhio
Suite, Mountain View | Mountain view

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (101 reviews)
"Clean room and the staff is friendly. "
United States
Cameron
The price is ￥26,504
￥36,190 total
includes taxes & fees
Apr 20 - Apr 21
Bishop Suites At The Executive Centre
Studio, 1 Queen Bed, Non Smoking, City View 2 | Living area | 32-inch TV with cable channels

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 ￥17,186
￥53,489 total
includes taxes & fees
Apr 13 - Apr 14
Ilikai Marina Vacations
Beach nearby, white sand, sun loungers, beach umbrellas

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 ￥36,154
￥85,177 total
includes taxes & fees
May 10 - May 11
Diamond Head and Partial Ocean views with 2 Beds and Parking
Standard Studio, 1 Queen Bed with Sofa bed, Kitchen (F10A01) | Premium bedding, individually decorated, individually furnished, desk

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 ￥17,675
￥39,889 total
includes taxes & fees
Apr 20 - Apr 21
Tropical Studios at Marine Surf Waikiki
Bar (on property)

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 ￥52,081
￥61,826 total
includes taxes & fees
Apr 14 - Apr 15
Marriott Vacation Club, Waikiki
Studio City View | City view

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,223 reviews)
"Is a great location "
United States
Emmanuel Rivera
The price is ￥26,917
￥36,650 total
includes taxes & fees
Apr 15 - Apr 16
Skyline Island Colony Hotel
Exterior

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

King Bed/Renovated/Canal& Mountain View/Walk Beach
Waikiki
9.8 out of 10, Exceptional, (50 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.
The price is ￥20,068
￥53,550 total
includes taxes & fees
May 7 - May 8
King Bed/Renovated/Canal& Mountain View/Walk Beach
32-inch LCD TV with cable channels, TV, DVD player

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,185 reviews)
"Great and convenient location but the hotel is old and outdated."
United States
Faye
The price is ￥25,562
￥36,964 total
includes taxes & fees
Apr 20 - Apr 21
Aston Waikiki Sunset
Pool

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 ￥15,131
￥41,039 total
includes taxes & fees
May 4 - May 5
A Cozy and Romantic Studio at Heart of Waikiki
Condo, 1 Bedroom, City View (Unit 55 ,1Bath) | Terrace/patio

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 ￥43,119
￥116,985 total
includes taxes & fees
Apr 14 - Apr 15
Regency on Beachwalk Waikiki by OUTRIGGER
Design Studio Suite | Individually decorated, individually furnished, blackout drapes

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 ￥26,351
￥75,525 total
includes taxes & fees
Apr 18 - Apr 19
Marine Surf by Tropical Escapes Realty
Dining

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 ￥12,901
￥42,619 total
includes taxes & fees
Apr 15 - Apr 16
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

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

10/10 Excellent
"My family and I had a pleasant stay at the Sheraton Waikiki Hotel. The location is fantastic, with beautiful ocean views and easy access to the beach and nearby attractions. The staff were friendly and accommodating, which made our experience enjoyable. The room was also comfortable and the amenities met my expectations. However, I did encounter a couple of issues during our stay. The toilet flush handle was broken, which was annoying to also adjust every time we had to flush. If you don’t adjust it, the water just keeps on running all the time. Additionally, I felt that the housekeeping could have been a little thorough; it seemed like they mainly changed towels, took out the trash, and made the bed, without actually cleaning the room. Despite these minor setbacks, we still enjoyed our overall experience and would consider staying here again for the great location and friendly service."
Genesis 4-night trip
Posted 3 hours ago
Sheraton Waikiki Beach Resort

Find out more about Kailua

Search for holiday rentals in Kailua on Expedia! You can easily find your home rentals, villas, holiday apartments in Kailua using one of the methods below:

  • View our selection of featured holiday rentals in Kailua
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Look no further and take a look at our great range of rental properties in Kailua!

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?

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!: This Kailua vacation home rental is located in the mountains and has a balcony, a garden, and a barbecue grill 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 vacation with amenities like a selection of books. Other favorite 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 vacation rentals are there in Kailua?

With 144 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?

Kailua Bay Beach and Kailua Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Waikiki Beach and Ala Moana Center 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.