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Best Short term and Weekly rentals in Kailua, HI
9.5 905 reviews
Kailua, HI
08/17 – 08/21
$280/nighttotal: $1120 (4 )
Unobstructed Diamond Head And Ocean Views! Free Parking & Wi-fi, Pool!
1 2
apartment , Urban Honolulu
This Waikiki apartment is located within a 10-minute walk of St. Augustine by-the-sea Catholic Church, Waikiki Beach, and Honolulu Zoo. The area is known for its lively atmosphere and proximity to popular attractions. The apartment has received excellent ratings for location, cleanliness, and overall user experience. The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy amenities like a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, as well as access to a water park for an exciting and refreshing experience.
10 31 reviews
Kailua, HI
08/20 – 09/19
$227/nighttotal: $6810 (30 )
New 3 Bdrm, Large Lanai, Quiet Area, Ocean Breezes, Short Walk To The Beach
3 2
apartment , Kailua
This Kailua beachfront rental is located 0.3 miles from Kailua Bay Beach and offers easy access to other nearby beaches like Lanikai Beach (2.9 miles away). This 1300-square-foot, three-bedroom condo sleeps six, features a fully equipped kitchen, private balcony with ocean views, a swimming pool, and is close to a water park and barbecue grills.
9.1 305 reviews
Kailua, HI
07/09 – 07/17
$105/nighttotal: $840 (8 )
Lovely & Clean Unit | Minutes To Waikiki Beach
1 2
apartment , Urban Honolulu
This Waikiki studio apartment is located one block, a four-minute walk, from Waikiki Beach in Honolulu. The unit features two balconies, a queen-size bed, a flat-screen TV, a kitchenette, a mini-fridge, free high-speed Wi-Fi, and beach towels and linens; it sleeps two guests and offers optional guided hiking tours.
8.8 5 reviews
Kailua, HI
07/09 – 07/17
$249/nighttotal: $1992 (8 )
Aqua Aloha Surf Waikiki 804 | City View Suite Pool & Bbq
1 2
apartment , Urban Honolulu
This family-friendly apartment is conveniently located in the heart of Honolulu, within a 10-minute walk of International Market Place and Waikiki Beach. It has received very good user ratings and excellent location and cleanliness ratings. The 370-square-foot apartment features one bedroom, one bathroom, and a sofa bed, accommodating up to four guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a balcony, a washing machine, a TV with a DVD player, and access to a swimming pool, water park, and barbecue grills.
This Waikiki Banyan apartment rental in Honolulu, Hawaii, is located one block from Waikiki Beach and the Honolulu Zoo, offering convenient access to major attractions. The 600-square-foot unit features one bedroom, one bathroom, two queen beds, a queen-size pull-out sofa, a full kitchen, and access to building amenities including a heated pool, spa, and free parking; beach gear is also provided.
This one-bedroom home is located in the Waikiki district of Honolulu, just a short walk from Kahanamoku Beach and a 11-minute walk from Fort DeRussy Beach. The home has received excellent user ratings and is located in a prime area with very good cleanliness ratings. The 650-square-foot house has one bedroom, one bathroom, and can accommodate up to four guests. The home offers stunning sea views, complimentary WiFi, private parking, air conditioning, and a fully equipped kitchen with an oven and microwave.
10 8 reviews
Kailua, HI
06/24 – 07/28
$1096/nighttotal: $37264 (34 )
Pueohala - Kailua Beach Front
4 5
apartment , Kailua
This Kailua Beach house is located in the Kalama Tract neighborhood, offering direct beach access and is a short distance to Kailua Town. This 2010 sq ft, 4-bedroom, 3-bathroom residence accommodates up to 8 guests and features panoramic ocean views, a newly installed 9-person Jacuzzi, high-speed internet, and is well-equipped with beach gear for exploring nearby Kailua Beach and Lanikai Beach.
9.3 3 reviews
Kailua, HI
07/15 – 08/15
$146/nighttotal: $4526 (31 )
Stylish Kailua Hideaway | 7 Mins To The Coast
1 2
apartment , Kailua
This Kailua studio apartment, located in Aupupu, is a 7-minute drive from Kailua Beach Park and 25 minutes from Honolulu International Airport. The pet-friendly unit sleeps four, features a queen bed and sofa bed, a full bathroom, kitchenette with fridge and microwave, air conditioning, and Wi-Fi; nearby attractions include Lanikai Beach and Kailua's restaurants and shops.
8.9 95 reviews
Kailua, HI
07/15 – 08/15
$381/nighttotal: $11811 (31 )
Kailua Beachside, 2 Houses Off Beach, 2bed/2bath, Sleeps 8, Ocean & Mtn Views
1 2
apartment , Kailua
This Kailua vacation home is situated near the beach, within 2 km of Kailua Bay Beach and Kalama Beach Park. With excellent user and location ratings, this family-friendly home is a great choice for travelers seeking comfort and convenience. The house features 2 bedrooms and a sofa bed, accommodating up to 9 guests in its 1500 square feet of floor area. The fully equipped kitchen, outdoor amenities like a garden and barbecue grills, and free WiFi add to the comfort and entertainment options.
10 1 review
Kailua, HI
08/20 – 09/19
$118/nighttotal: $3540 (30 )
Eclectic Studio W/ Private Lanai & Garden
1 2
apartment , Kailua
This studio apartment in Kailua is a 10-minute walk from Kailua Beach, offering a convenient base for exploring Oahu. The 700 sq ft studio features a full kitchenette, a dedicated workspace with Wi-Fi, a private lanai with a tiki bar, and includes beach essentials, comfortably accommodating two guests.
9.2 26 reviews
Kailua, HI
07/09 – 07/17
$161/nighttotal: $1288 (8 )
Ilikai 1001
1 2
apartment , Urban Honolulu
This Ilikai Suites condo in Waikiki offers a one-bedroom, one-bathroom apartment steps from Waikiki Beach and within walking distance of Ala Moana Center. The newly remodeled condo, sleeping up to four guests, features a kitchen with a fridge and microwave, air conditioning, Wi-Fi, a swimming pool, garden, parking, and stunning Waikiki city and mountain views from its lanai; Friday night fireworks displays with live Hawaiian music and hula dancing are also available on the resort lanai.
10 2 reviews
Kailua, HI
07/15 – 08/15
$138/nighttotal: $4278 (31 )
Jenny's Plumeria Cottage - 3 Mins To Beach Park!
1 2
apartment , Kailua
This studio apartment is located in a central Kailua neighborhood, a 3-minute walk from Kailua Beach Park and close to Kalapawai Market. This family-friendly studio sleeps two guests and offers air conditioning, 5G Wi-Fi, a private lanai, and onsite parking, with a private washer and dryer and an outdoor hot & cold shower for convenience.
Top-Rated Family Short-Term Rentals in Kailua, HI
Kid-friendly rentals near the Kailua, HI shoreline offer room to spread out.
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.
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.
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.
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
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.
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.
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.
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
Which top landmarks you shouldn't miss in Kailua, HI?
Kailua Beach is a must-see, with its white sand and calm waters. You should also check out the Lanikai Pillboxes, offering stunning views of the coastline. And don't forget to visit the Mokulua Islands, accessible by kayak or paddleboard, for a truly memorable experience.
What are the best short term rentals in Kailua, HI?
What kind of weather can travelers expect in Kailua, HI?
Kailua enjoys a tropical climate with warm temperatures year-round. Expect sunshine and average highs in the 80s, with occasional showers. The best time to visit is during the summer months, from June to August, for the most consistent sunshine and warm water.
What are the best short term rentals with a pool in Kailua, HI?
What notable natural landmarks are near Kailua, HI?
The Mokulua Islands are a popular spot for kayaking and paddleboarding. You can also check out the Kailua Beach Park, which offers stunning views of the ocean and the Koolau Mountains. If you're looking for a hike, the nearby Olomana Trail offers challenging climbs with breathtaking scenery.
What are the best short term rentals for families and kids in Kailua, HI?
What part of Kailua, HI is ideal for finding lodging?
The best place to find lodging in Kailua is along the coast, near Kailua Beach. You'll find a variety of hotels, vacation rentals, and bed and breakfasts in this area, all within walking distance of the beach and local shops and restaurants.
Destinations nearby
Best Kailua, HI lodging with a kitchen
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.
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.
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.
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
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.
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.
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.
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.