Compare temporary rentals in Kailua, HI from 100+ providers!

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Kailua, HI short term rentals
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Best Short term and Weekly rentals in Kailua, HI

Top-Rated Family Short-Term Rentals in Kailua, HI

Kid-friendly rentals near the Kailua, HI shoreline offer room to spread out.

25th Floor Ocean View, Steps To Waikiki Beach, Free Parking - Kailua, HI
9.7 4 reviews
Kailua, HI
07/15 – 08/15
$526/nighttotal: $16306 (31 )

25th Floor Ocean View, Steps To Waikiki Beach, Free Parking

1 2
apartment , Urban Honolulu
This Waikiki condo is a 5-minute walk from Kuhio Beach and Queen's Surf Beach, near Waikiki Beach and the Royal Hawaiian Shopping Center.
This 6,460-square-foot unit boasts one bedroom, one bathroom, sleeps seven guests, and features a fully equipped kitchen, private balcony with ocean views, on-site sauna and hot tub, plus free parking including an EV charging station.
A 'Spa Feel' At The Diamond Head Beach Hotel - Kailua, HI
9.3 193 reviews
Kailua, HI
10/03 – 10/12
$297/nighttotal: $2673 (9 )

A 'Spa Feel' At The Diamond Head Beach Hotel

1 2
apartment , Urban Honolulu
This Diamond Head-Kapahulu-St. Louis unit is a short walk from Kaimana and Waikiki Beaches and within two miles of the Royal Hawaiian Center and Waikiki Beach Walk, offering easy access to Honolulu's top attractions.
This 380-square-foot apartment features one bedroom, one bathroom, sleeps four guests, and includes amenities such as a fully equipped kitchen, balcony, free Wi-Fi, and access to a garden, spa, tennis court, and parking.
Cozy & Elegant Studio In The Heart Of Waikiki - Kailua, HI
8.9 6 reviews
Kailua, HI
10/02 – 10/03
$450/nightfor 1 night

Cozy & Elegant Studio In The Heart Of Waikiki

1 1
studio , Urban Honolulu
This Waikiki studio apartment is conveniently located an 8-minute walk from the Royal Hawaiian Shopping Center and 0.4 miles from the Royal Hawaiian Theater, offering easy access to Waikiki Beach, Kuhio Beach, and Fort DeRussy Beach.
This 420-square-foot unit features one bedroom, one bathroom, a fully equipped kitchen (including a fridge and microwave), a private balcony, free WiFi, on-site parking, and accommodates up to 5 guests.
New Aloha Waikiki Ilikai Hotel Condo Free Parking - Kailua, HI
9.7 176 reviews
Kailua, HI
10/03 – 10/12
$306/nighttotal: $2754 (9 )

New Aloha Waikiki Ilikai Hotel Condo Free Parking

1 2
aparthotel , Urban Honolulu
New Aloha Ilikai 1free Parking is conveniently located in Waikiki, just steps from Kahanamoku Beach and Fort DeRussy Beach, offering easy access to the area's best attractions. The aparthotel has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. Each apartment is spacious, featuring 500 square feet of living space, a bedroom, a bathroom, and a capacity for 5 guests. The aparthotel offers a range of amenities, including a swimming pool, a garden, a terrace, a bar, and free parking, allowing guests to relax and enjoy their vacation.

Best Kailua, HI lodging with a balcony

Great Price! 2600sf 5 Bedroom 3 Bath Gated New House Steps From Waimanalo Beach - Kailua, HI
8.0 4 reviews
Kailua, HI
06/24 – 07/28
$268/nighttotal: $9112 (34 )

Great Price! 2600sf 5 Bedroom 3 Bath Gated New House Steps From Waimanalo Beach

3 5
apartment , Waimanalo Beach
This 9-bedroom vacation home is located just 0.2 miles from Waimanalo Beach, with Kaiona Beach Park and Bellows Field Beach Park within a 3-mile radius. The home boasts excellent guest reviews and is perfect for large families or groups.
The spacious property includes a private fenced yard, a swimming pool, and a water park. The kitchen is fully equipped, and the home offers free Wi-Fi, air conditioning, and a terrace or balcony.
Great Ocean View, Parking, Steps To Waikiki Beach - Kailua, HI
9.7 119 reviews
Kailua, HI
07/09 – 07/17
$349/nighttotal: $2792 (8 )

Great Ocean View, Parking, Steps To Waikiki Beach

1 2
apartment , Urban Honolulu
This Waikiki condo is a 10-minute walk from Waikiki Beach, International Market Place, and St. Augustine by-the-Sea Catholic Church, with the Royal Hawaiian Center and Waikiki Beach Walk within a mile.
This 600-square-foot, one-bedroom, one-bathroom unit sleeps four and features a fully equipped kitchen, in-unit laundry, a balcony, free WiFi, and access to an on-site swimming pool, jacuzzi, fitness center, and parking.
Waikiki Luxe Penthouse Oasis - Kailua, HI
Kailua, HI
10/02 – 10/03
$440/nightfor 1 night

Waikiki Luxe Penthouse Oasis

1 1
apartment , Urban Honolulu
This renovated studio condo in Waikiki, Honolulu, is located on the 16th floor, just a 3-minute walk from the International Market Place and a 5-minute walk from Waikiki Beach, offering convenient access to shopping, dining, and entertainment.
This 417 sq ft apartment features a King bed and a Queen sofa bed accommodating up to 4 guests, a kitchenette with an induction stove, a balcony with partial ocean and mountain views, and access to a swimming pool, sundeck, and laundromat, with beach essentials provided.
Sea Shore 75 Steps From Waikiki Beach And Sleeps 1 - 3! - Kailua, HI
9.3 152 reviews
Kailua, HI
08/20 – 09/19
$179/nighttotal: $5370 (30 )

Sea Shore 75 Steps From Waikiki Beach And Sleeps 1 - 3!

1 2
apartment , Urban Honolulu
This apartment is located in the heart of Waikiki, just steps from the beach and major attractions. With excellent ratings for user experience, location, and cleanliness, this apartment offers a comfortable and convenient stay in Honolulu.
The apartment features one bedroom and one bathroom, a fully equipped kitchen, air conditioning, a private balcony, and access to a garden and parking. Guests can enjoy free WiFi throughout the apartment, as well as a washer and dryer for added convenience.

Frequently Asked Questions about short term rentals in Kailua, HI

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Best Kailua, HI lodging with a kitchen

Aqua Aloha Surf Waikiki 1208 | Downtown City Views  Pool & Bbq - Kailua, HI
9.0 8 reviews
Kailua, HI
12/21 – 12/28
$303/nighttotal: $2121 (7 )

Aqua Aloha Surf Waikiki 1208 | Downtown City Views Pool & Bbq

1 4
apartment , Urban Honolulu
Centrally located in Honolulu, this family-friendly condo is within a 10-minute walk of International Market Place and Waikiki Beach, and boasts excellent user, location, and cleanliness ratings.
With a floor area of 370 square feet, this one-bedroom, one-bathroom apartment has a guest capacity of four and includes a sofa bed for families. Amenities include a private balcony with panoramic city views, a water park, barbecue grills, and free WiFi.
Steps To Waikiki Beach | Prime Waikiki Location! - Kailua, HI
9.8 51 reviews
Kailua, HI
07/09 – 07/17
$147/nighttotal: $1176 (8 )

Steps To Waikiki Beach | Prime Waikiki Location!

1 2
apartment , Urban Honolulu
This studio apartment is located in Waikiki, a 5-minute walk to Waikiki Beach and steps from the International Marketplace and local eateries.
This studio offers WiFi, air conditioning, a kitchen with a fridge, freezer, and microwave, and accommodates two guests with complimentary beach gear and a private lanai.
Designer Studio Condo On 29th Floor In Waikiki--fabulous View! And 100% Legal! - Kailua, HI
9.6 856 reviews
Kailua, HI
08/11 – 09/05
$174/nighttotal: $4350 (25 )

Designer Studio Condo On 29th Floor In Waikiki--fabulous View! And 100% Legal!

1 2
studio , Urban Honolulu
This Waikiki condo is located a short walk from both Fort DeRussy Beach Park and Waikiki Beach Walk, placing you in the heart of Honolulu's vibrant beach scene. This rental boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The one-bedroom, one-bathroom apartment is fully equipped with a kitchen and laundry facilities, making it ideal for a relaxing getaway. Guests can enjoy the on-site amenities, including a swimming pool, fitness center, and spa, as well as a patio for enjoying the tropical weather.
Royal Kuhio 1309 With King Bed, Free Parking/wifi, Mins To Beach! - Kailua, HI
8.8 161 reviews
Kailua, HI
07/09 – 07/17
$247/nighttotal: $1976 (8 )

Royal Kuhio 1309 With King Bed, Free Parking/wifi, Mins To Beach!

1 2
apartment , Urban Honolulu
This Waikiki apartment is just a 7-minute walk from Waikiki Beach, placing you in the heart of Honolulu's most popular tourist destination. It boasts excellent location, cleanliness, and user ratings, ensuring a comfortable and enjoyable stay.
The one-bedroom apartment comfortably sleeps two guests and features a fully equipped kitchen, allowing you to prepare meals at your leisure. Enjoy the convenience of amenities like a swimming pool, jacuzzi, fitness center, and tennis court, all within the building.

Neighborhoods and points of interest in Kailua, HI

Best Kailua, HI lodging with laundry available

Studio For 4 People With Pool Jacuzzi Sauna Bbq - Kailua, HI
9.5 4 reviews
Kailua, HI
10/02 – 10/03
$323/nightfor 1 night

Studio For 4 People With Pool Jacuzzi Sauna Bbq

1 1
studio , Urban Honolulu
This Honolulu studio apartment is located near Waikiki, a 13-minute walk from Fort DeRussy and less than a mile from the U.S. Army Museum of Hawaii.
This 310-square-foot unit sleeps up to four guests comfortably and features a fully equipped kitchen, a private balcony, and access to an on-site swimming pool, jacuzzi, sauna, and fitness center.
Relaxing Oceanfront Home With Breathtaking Views - Kailua, HI
9.8 9 reviews
Kailua, HI
06/24 – 07/28
$406/nighttotal: $13804 (34 )

Relaxing Oceanfront Home With Breathtaking Views

1 5
apartment , Kaneohe
This Kaneohe Bay beachfront home offers direct access to the bay and is conveniently located near local shops and restaurants.
The newly remodeled three-bedroom, one-bathroom condo sleeps six guests and features a modern kitchen with a dishwasher, a private yard with a fire pit, keyless entry, and free parking.
Aqua Aloha Surf Waikiki 410 | Sparkling City Views  Pool & Bbq - Kailua, HI
8.4 10 reviews
Kailua, HI
07/09 – 07/17
$229/nighttotal: $1832 (8 )

Aqua Aloha Surf Waikiki 410 | Sparkling City Views Pool & Bbq

1 2
apartment , Urban Honolulu
This Waikiki condo is a short walk from Waikiki Beach and International Market Place, with Royal Hawaiian Center and Waikiki Beach Walk also nearby.
This 330-square-foot, one-bedroom, one-bathroom unit sleeps two guests and features a balcony, in-unit laundry, and access to a swimming pool, barbecue grills, and a water park.
Kuhio Village 803a - Waikiki Private Getaway - 2 Mins To Waikiki Beach - Kailua, HI
8.9 110 reviews
Kailua, HI
07/09 – 07/17
$211/nighttotal: $1688 (8 )

Kuhio Village 803a - Waikiki Private Getaway - 2 Mins To Waikiki Beach

1 2
apartment , Urban Honolulu
This apartment in Waikiki offers a prime location, just steps away from famous beaches, shopping, and attractions. Guests appreciate its excellent location and cleanliness ratings, as well as its spacious balcony with stunning views.
With a floor area of 290 square feet, this one-bedroom, one-bathroom apartment can accommodate up to three guests. It features a fully equipped kitchen, a comfortable living area, and access to an on-site water park. The apartment also provides free WiFi and limited housekeeping services, ensuring a convenient and enjoyable stay.
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