Find short term rentals in Kailua, HI at the best prices

393 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Kailua, HI short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Kailua, HI

Best family friendly Kailua, HI Short term rentals

Among the 393 accommodations in Kailua, HI, here are the 4 best family friendly rentals

32nd Fl Waikiki Gem W/ Free Parking & Ac - Kailua, HI
10 129 reviews

32nd Fl Waikiki Gem W/ Free Parking & Ac

apartment, Urban Honolulu
This Waikiki condo, part of the Waikiki Banyan complex, is situated just 0.16 kilometres from Waikiki Beach, offering easy access to the Honolulu Zoo and Waikiki Aquarium.
The one-bedroom apartment sleeps five guests comfortably, boasting a fully equipped kitchen, private lanai with city and mountain views, a queen-size sofa bed, and access to resort amenities including a swimming pool, jacuzzi, and sauna.
Beautiful Ocean Views!  A/c, Wi-fi, Washlet, Pool! - Kailua, HI
9.4 120 reviews

Beautiful Ocean Views! A/c, Wi-fi, Washlet, Pool!

apartment, Urban Honolulu
This apartment is conveniently located in Waikiki, just a 10-minute walk from St. Augustine by-the-sea Catholic Church and Waikiki Beach. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This one-bedroom apartment has a floor area of 52 square metres and comfortably accommodates up to four guests. The apartment boasts a fully equipped kitchen, a swimming pool, a garden, and parking, ensuring a comfortable and enjoyable stay.
Cozy & Elegant Studio In The Heart Of Waikiki - Kailua, HI
8.1 8 reviews

Cozy & Elegant Studio In The Heart Of Waikiki

studio, Urban Honolulu
This Waikiki studio apartment is conveniently located an 8-minute walk from the Royal Hawaiian Shopping Centre and 0.6km from the Royal Hawaiian Theatre Legends in Concert Waikiki, offering easy access to Waikiki Beach and other attractions.
The 39 square metre self-catering apartment sleeps up to five guests and includes a private entrance, a fully equipped kitchen with microwave and fridge, air conditioning, a swimming pool, a terrace, parking, and free Wi-Fi.
Cozy Waikiki Room With Free Parking - Kailua, HI
8.0 4 reviews

Cozy Waikiki Room With Free Parking

apartment, Urban Honolulu
This Waikiki condo is a short walk from Fort DeRussy Beach Park, Waikiki Beach Walk, and Ala Moana Center, and within 2km of Royal Hawaiian Centre and International Market Place.
The 23-square-metre apartment offers one bedroom, one bathroom, sleeps two guests, and includes a kitchenette, balcony, and access to a swimming pool, fitness centre, and tennis court.

Best Kailua, HI lodging with a balcony

Kv708a Waikiki 2450 Prince Edward St Honolulu - Kailua, HI
9.1 168 reviews

Kv708a Waikiki 2450 Prince Edward St Honolulu

apartment, Urban Honolulu
This studio apartment is located in Waikiki, just a 300-metre walk from Kuhio Beach and a 2-minute walk from Waikiki Beach, offering easy access to the vibrant atmosphere of the area. The property has received excellent ratings for location, cleanliness, and overall user experience.
The self-catering apartment features one bedroom and one bathroom, covering 27 square metres. Amenities include air conditioning, a terrace, a garden, parking, a kitchen with a fridge and microwave, and internet access.
Aqua Aloha Surf Waikiki #1204 Deluxe Studio - Kailua, HI
8.5 13 reviews

Aqua Aloha Surf Waikiki #1204 Deluxe Studio

apartment, Urban Honolulu
This Waikiki apartment, a short walk (less than 1 km) from Waikiki Beach and the International Market Place, offers easy access to Honolulu's major attractions including the Royal Hawaiian Centre and Waikiki Beach Walk, all within a 15-minute radius.
The 33-square-metre self-catering flat comprises one bedroom, one bathroom, and sleeps four, featuring a balcony, in-unit laundry, and access to a swimming pool, barbecue grills, and an on-site water park.
Palms Waikiki #412 - Kailua, HI
8.5 123 reviews

Palms Waikiki #412

apartment, Urban Honolulu
This apartment is located in Waikiki, just a short walk from the US Army Museum of Hawaii and Fort DeRussy, offering easy access to both historical attractions and the vibrant beach scene. The accommodation has received very good user ratings for cleanliness and an excellent location rating.
The one-bedroom apartment can comfortably sleep three guests and features a kitchenette, a private balcony, and air conditioning. Guests can enjoy the on-site amenities, including a fitness centre, outdoor pool, barbecue facilities, and a restaurant.
Ilikai 1437 - Kailua, HI
9.0 196 reviews

Ilikai 1437

apartment, Urban Honolulu
This one-bedroom house is located in Waikiki, just an 8-minute walk from Fort DeRussy Beach and a mile from Magic Island Lagoon Beach, offering easy access to some of Honolulu's most popular beaches. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The 58 square metre house features a fully equipped kitchen with an oven and microwave, allowing you to prepare meals. The house also has air conditioning, complimentary Wi-Fi, private parking, a swimming pool, a spa, a concierge, and a tennis court.

Frequently Asked Questions about short term rentals in Kailua, HI

Popular destinations

Best Kailua, HI lodging with a kitchen

Bmb 708 Swanky Studio Just ½Block To Waikiki Beach - Kailua, HI
8.9 1388 reviews

Bmb 708 Swanky Studio Just ½Block To Waikiki Beach

apartment, Urban Honolulu
This aparthotel is located in Waikiki, just a 5-minute walk from Waikiki Beach and International Market Place, putting you right in the heart of Honolulu's bustling tourist district. Guests have consistently rated the apartment highly for its cleanliness, location and overall experience.
The apartment is spacious and features a fully equipped kitchen with a refrigerator, stovetop, and microwave, as well as a washing machine. You can enjoy a range of on-site facilities including a swimming pool, jacuzzi, spa, tennis court, and barbecue grills.
Ilikai 2602 3br/2ba Penthouse Ocean/harbor View - Kailua, HI
9.3 620 reviews

Ilikai 2602 3br/2ba Penthouse Ocean/harbor View

apartment, Urban Honolulu
The Ilikai By Luana Hawaii Vacation Rentals is a 3-star hotel in Waikiki, just a short walk from the beach, shopping, and dining. Guests consistently rate the hotel as excellent for its location, cleanliness, and overall experience.
The property offers a range of amenities, including a swimming pool, restaurant, and laundry facilities. Guests can also enjoy free Wi-Fi in public areas and take advantage of valet parking.
Relaxing Studio At Waikiki Grand - Close To Beach! - Kailua, HI
9.8 347 reviews

Relaxing Studio At Waikiki Grand - Close To Beach!

apartment, Urban Honolulu
This Waikiki studio apartment in the Waikiki Grand is situated on the fourth floor, directly opposite Waikiki Beach, Honolulu Zoo, and Kapiolani Park, all within a 0.8 km radius.
The self-contained apartment, sleeping up to three guests, boasts a fully equipped kitchenette, beach gear provision, double-glazed windows, and access to a rooftop lounge with ocean views; nearby amenities include Hula's Bar & Grill and ABC Stores.
Bright Central Studio At Luana Hotel + Suites - Kailua, HI
9.9 37 reviews

Bright Central Studio At Luana Hotel + Suites

apartment, Urban Honolulu
This studio flat in the Luana Waikiki is located just metres from Waikiki's renowned beaches, offering convenient access to shops and restaurants.
This accommodation for three guests features a well-equipped kitchenette, Wi-Fi, a swimming pool, and a fitness centre, with beach gear provided for seaside enjoyment.

Best Kailua, HI lodging with laundry available

Heart Of Waikiki W/ Balcony On 15th Floor Studio - Kailua, HI
8.6 154 reviews

Heart Of Waikiki W/ Balcony On 15th Floor Studio

apartment, Urban Honolulu
This apartment is situated just a 10-minute walk from Waikiki Beach and International Market Place, putting you right in the heart of the action. The apartment has excellent guest and location ratings, as well as very good cleanliness reviews.
The apartment is a one-bedroom property with one bathroom that can accommodate up to four guests. Guests can enjoy a range of amenities including a swimming pool, fitness centre, garden, and a terrace or balcony, as well as a concierge service and parking.
Bmb 1204 Ideal Hawaiian Retreat ½Block To Beaches - Kailua, HI
9.1 36 reviews

Bmb 1204 Ideal Hawaiian Retreat ½Block To Beaches

apartment, Urban Honolulu
This one-bedroom studio apartment in Urban Honolulu is situated on Kuhio Avenue in the Waikiki district, just a few hundred metres from Waikiki Beach.
This recently updated apartment, accommodating up to four guests, features two double beds, a kitchenette with a microwave and mini-fridges, complimentary WiFi, air conditioning, and a private balcony, with access to a communal swimming pool and garden.
Pillows In Paradise, "Tropical" Private Studio - Kailua, HI
9.4 60 reviews

Pillows In Paradise, "Tropical" Private Studio

B&B, Kailua
This charming bed and breakfast is conveniently located just 0.8 kilometres from Kailua Beach Park, offering easy access to the famous white sands and tranquil waters. The surrounding area is peaceful and relaxing, perfect for a tranquil getaway.
The private studio can accommodate up to four guests and features a private bathroom and air conditioning. Guests can enjoy amenities such as a swimming pool, parking, and complimentary beach and pool toys, as well as a small refrigerator, microwave, and other appliances for preparing simple meals.
As1209 Waikiki 444 Kanekapolei St Honolulu - Kailua, HI
8.8 78 reviews

As1209 Waikiki 444 Kanekapolei St Honolulu

apartment, Urban Honolulu
This apartment is located in Waikiki, just a 5-minute walk from Waikiki Beach and 800 metres from Kuhio Beach, offering easy access to the famous sands and surf of this popular area. The apartment has received very good ratings for its cleanliness and user experience, and the location itself has been rated as excellent.
The apartment is a comfortable 30 square metre space that can accommodate up to two guests. It features a separate bedroom, a fully equipped kitchen, and a bathroom, as well as a swimming pool, a garden, and a restaurant on-site. Guests can also enjoy free Wi-Fi and a TV with cable channels.
©2026 cozycozy.com