Find short term rentals in Kailua, HI at the best prices
338 available short term rental offers
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Accommodation type
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Best Short term and Weekly rentals in Kailua, HI
9.7 78 reviews
Kailua, HI
09/07 – 17/07
$270/nighttotal: $2160 (8 )
Partial Oceanview! Next To Beach Free Parking/pool
1 2
apartment , Urban Honolulu
This Waikiki studio apartment is situated a short walk from Ala Moana Beach Park and Ala Moana Center, offering easy access to Waikiki Beach and the Hilton Hawaiian Village. The newly renovated, 5-guest flat boasts a fully equipped kitchen, a 50-inch 4K Smart TV, complimentary secure parking, and access to a swimming pool, jacuzzi and garden within the building.
9.1 58 reviews
Kailua, HI
03/10 – 12/10
$240/nighttotal: $2160 (9 )
Sunny Hawaiian Monarch Studio
1 2
studio , Urban Honolulu
This apartment is situated in Waikiki, just 2.1 kilometres from the Royal Hawaiian Theater Legends in Concert and 1.1 kilometres from the Royal Hawaiian Shopping Center, offering easy access to the area's main attractions. The property has received very good ratings for cleanliness and user experience, and an excellent rating for its location. The flat is a 21 square metre studio apartment with a fully equipped kitchenette, allowing guests to prepare meals. The apartment offers a range of amenities, including a swimming pool, jacuzzi, fitness centre, and a terrace, providing plenty of opportunities for relaxation and entertainment.
9.3 81 reviews
Kailua, HI
15/08 – 25/08
$286/nighttotal: $2860 (10 )
17th Floor Waikiki Royal Gardens Suite W/pool
1 2
apartment , Urban Honolulu
This Waikiki apartment is ideally situated less than 1 km from Waikiki Beach Walk and the Royal Hawaiian Centre, offering easy access to Honolulu's main attractions. The 35-square-metre self-catering flat features a bedroom, bathroom, kitchenette, and balcony, comfortably sleeping two guests with a sofa bed, and benefits from a shared swimming pool, fitness centre, and sauna.
Kailua, HI
03/10 – 12/10
$154/nighttotal: $1386 (9 )
Chill And Relaxed
1 2
apartment , Kailua
This budget-friendly Hawaiian camping experience is located in Kailua, a 40-kilometre drive from the airport, with public transport or ride-sharing recommended. This unique accommodation for two includes comprehensive camping gear, a Wi-Fi hotspot, and beach essentials, with local recommendations provided by the host.
9.2 3767 reviews
Kailua, HI
09/07 – 17/07
$279/nighttotal: $2232 (8 )
Marine Surf Waikiki
1 2
aparthotel , Urban Honolulu
This aparthotel is located in Waikiki, Honolulu, just a short walk from Waikiki Beach, Kuhio Beach, and Fort DeRussy Beach, offering easy access to the area's main attractions. The aparthotel enjoys excellent ratings for its location, cleanliness, and overall experience. The aparthotel features a one-bedroom layout with a fully equipped kitchen and a private balcony. Guests can enjoy a range of amenities including a swimming pool, a jacuzzi, a spa, a restaurant, and a bar.
9.8 505 reviews
Kailua, HI
17/08 – 21/08
$286/nighttotal: $1144 (4 )
Aloha Suite Near The Sea Iii - 2 Block Walk To Beach!
1 2
apartment , Urban Honolulu
This apartment is located in Waikiki, just a 10-minute walk from Waikiki Beach, the International Market Place, and the Honolulu Zoo, making it a perfect base for exploring the area. It has received excellent ratings for its location, cleanliness, and overall user experience. The apartment is ideal for couples or small families, with one bathroom and a comfortable layout. Guests can enjoy a range of amenities, including a terrace, a garden, a spa, a tennis court, and parking, as well as a fully equipped kitchen, a washing machine and dryer, and free Wi-Fi.
Kailua, HI
24/06 – 28/07
$7023/nighttotal: $238782 (34 )
Kailua Beach Escape By Gather: Luxury Beachfront
5 5
apartment , Kailua
This oceanfront property offers direct access to Kailua Beach, situated just a short drive from Lanikai Beach, Waimanalo Beach, and the Lanikai Pillbox Hike, with Kailua town amenities, including Whole Foods and Safeway, conveniently located within 2 kilometres. This newly renovated five-bedroom, five-bathroom residence sleeps up to twelve guests, boasting a private resort-style outdoor area with a swimming pool and hot tub, a chef-ready kitchen, and a media room, ensuring a comfortable stay with seamless indoor-outdoor living and panoramic ocean views.
10 69 reviews
Kailua, HI
02/10 – 03/10
$663/nightfor 1 night
Diamond View From Waikiki Banyan
1 1
apartment , Urban Honolulu
This Waikiki condo, part of the Waikiki Banyan complex, is located steps from Waikiki Beach, Kapiolani Park, and Kalakaua Avenue, offering easy access to Honolulu's main attractions. The newly renovated one-bedroom apartment sleeps four, features a fully equipped kitchen, a king-size bed and queen-size sofa bed, and provides access to a swimming pool, jacuzzi, and on-site parking – a rare commodity in Waikiki.
This Waikiki apartment, situated in Tower 1 of the Waikiki Banyan, is located just 0.16 km from Waikiki Beach and Honolulu Zoo, offering easy access to Kalakaua Avenue and other attractions. The 56 square metre flat features one bedroom, one bathroom, two queen beds and a queen-size sofa bed, sleeping up to six, and includes a fully equipped kitchen, free parking, and access to a heated pool, spas, and beach gear.
9.5 905 reviews
Kailua, HI
17/08 – 21/08
$391/nighttotal: $1564 (4 )
Unobstructed Diamond Head And Ocean Views! Free Parking & Wi-fi, Pool!
1 2
apartment , Urban Honolulu
This one-bedroom apartment is situated in Waikiki, just a 10-minute walk from Waikiki Beach, the Honolulu Zoo and St. Augustine by-the-sea Catholic Church, making it ideal for exploring the area on foot. The property has received excellent ratings for its location, cleanliness and overall experience. The apartment comfortably sleeps four guests and comes equipped with a fully equipped kitchen, a comfortable sofa bed and a TV. Amenities include a swimming pool, a jacuzzi, a terrace, a garden, a sauna, a tennis court, parking and internet access.
8.9 220 reviews
Kailua, HI
03/10 – 12/10
$219/nighttotal: $1971 (9 )
Kuhio Village 810a King Studio, Waikiki Ocean View!
1 2
studio , Urban Honolulu
This studio apartment is located in the Waikiki district of Honolulu, just a short distance from Waikiki Beach and close to Kuhio Beach, Queen's Surf Beach, and Saint Augustine by the Sea. The studio has received very good ratings for cleanliness and user experience, and the location is rated excellent. The studio has one bedroom and one bathroom, covering 19 square metres and accommodating up to two guests. It offers a range of amenities, including a kitchen with a fridge and microwave, air conditioning, a swimming pool, a terrace, a garden, parking, free Wi-Fi, and a washing machine.
9.5 92 reviews
Kailua, HI
15/08 – 25/08
$393/nighttotal: $3930 (10 )
Ilikai 1904 Ocean / Sunset / Marina Views King Bed
1 2
apartment , Urban Honolulu
This one-bedroom home is located in Waikiki, a short walk from Fort DeRussy Beach and Magic Island Lagoon Beach, offering easy access to the beach and popular attractions. The home has received excellent ratings for location, cleanliness, and overall user experience. The home is 58 square metres in size and comfortably accommodates two guests. It features a fully equipped kitchen, air conditioning, a private balcony with mountain and sea views, a swimming pool, a spa, a tennis court, and a garden.
Best family friendly Kailua, HI Short term rentals
Among the 338 accommodations in Kailua, HI, here are the 4 best family friendly rentals
9.8 114 reviews
Kailua, HI
15/07 – 15/08
$670/nighttotal: $20770 (31 )
Open And Relaxing Vacation Home With Breathtaking Panoramic Ocean View
3 2
apartment , East Honolulu
This luxurious East Honolulu holiday home is situated in the exclusive Aina Haina neighbourhood, two blocks from the ocean and approximately 13 kilometres from Waikiki, offering easy access to Hanauma Bay and Koko Head. The 158 square metre single-storey property boasts three bedrooms, two bathrooms, sleeps eight guests, and includes a gourmet kitchen, air conditioning, parking, and stunning ocean views; nearby attractions include Paiko Lagoon Nature Reserve and Kanewai fishpond.
Kailua, HI
15/08 – 25/08
$428/nighttotal: $4280 (10 )
Newly Innovated Oceanview Beach Condo | Sauna Pool
1 2
apartment , Urban Honolulu
This Waikiki condo is situated a short walk from Waikiki Beach and the International Market Place, offering easy access to Honolulu's main attractions. The 125 square metre (1346 square foot) apartment features one bedroom, one bathroom, sleeps eight guests, and includes a private terrace, swimming pool access, and a fully equipped kitchen with laundry facilities, plus a billiards table and free Wi-Fi.
8.4 3473 reviews
Kailua, HI
03/10 – 12/10
$258/nighttotal: $2322 (9 )
Castle Waikīkī Shore
1 2
aparthotel , Urban Honolulu
Waikiki Shore 305 (beachfront/balcony) is a 3-star aparthotel located in the Waikiki district of Honolulu, directly on the beach and within walking distance of Fort DeRussy Beach, Waikiki Beach, and Kahanamoku Beach. User ratings for this accommodation are very good, with excellent location ratings and very good cleanliness ratings. The apartment features a private balcony with ocean views and a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. Amenities include a swimming pool, jacuzzi, spa, fitness centre, restaurant, bar, tennis court, and free parking.
10 1 review
Kailua, HI
02/10 – 03/10
$956/nightfor 1 night
Modern Remodeled Condo. Walk To Waikiki Beach. Oceanview. Free Parking. Ac.
1 1
apartment , Urban Honolulu
This 56 square metre, one-bedroom flat in Waikiki Banyan Tower 2, situated on the 25th floor, offers ocean views and is located just 300 metres from Waikiki Beach, the International Market Place, and the Royal Hawaiian Centre. This family-friendly apartment accommodates up to four guests and features a fully equipped kitchen, air conditioning, complimentary high-speed internet, and rare free parking, with on-site laundry facilities and nearby activities such as kayaking and scuba diving.
Best Kailua, HI lodging with a balcony
8.9 38 reviews
Kailua, HI
26/12 – 28/12
$606/nighttotal: $1212 (2 )
21st Floor Renovated Studio With 2 Queen Beds & No Resort Fee
1 3
studio , Urban Honolulu
This Waikiki studio apartment, situated on the 21st floor, is an 11-minute walk (approximately 0.8 km) from Fort DeRussy Beach and close to other Waikiki beaches. The 34-square-metre apartment features two queen beds sleeping up to seven guests, a kitchenette with a microwave and fridge, plus access to a swimming pool, sauna, fitness centre, and valet parking.
9.7 389 reviews
Kailua, HI
21/12 – 28/12
$601/nighttotal: $4207 (7 )
Ocean Escape - Your Perfect Spot! Clean, Ocean View, 5 Min Walk To Beach, Prkg
1 4
apartment , Urban Honolulu
This one-bedroom apartment is located in Waikiki, just under a kilometre from Waikiki Beach, International Market Place, and St. Augustine by-the-sea Catholic Church, with other attractions like Royal Hawaiian Center and Waikiki Beach Walk within 1.6 kilometres. It has received excellent ratings for location, cleanliness, and overall user experience. The apartment is 51 square metres and can accommodate up to four guests. It boasts a fully equipped kitchen, a terrace, a swimming pool, a Jacuzzi, a sauna, a spa, a tennis court, and parking, providing everything you need for a relaxing and enjoyable stay.
9.4 91 reviews
Kailua, HI
26/12 – 28/12
$593/nighttotal: $1186 (2 )
Luxury Ilikai Condo Awesome Sunset And Ocean Views No Resort Fees! Free Wifi
2 3
apartment , Urban Honolulu
This luxury apartment is located in Waikiki, just a short walk from Ala Wai Yacht Harbor and Ala Moana Center, and within a 1.5 kilometre walk of Waikiki Beach Walk and the Hawaii Convention Center. The apartment has excellent user ratings and is a great option for travellers looking for a convenient and comfortable stay. The apartment is a one-bedroom property with one bathroom, suitable for up to five guests. Guests can enjoy a range of amenities including a swimming pool, terrace, and free Wi-Fi, as well as a fully equipped kitchen and a comfortable living area.
8.8 67 reviews
Kailua, HI
21/12 – 28/12
$485/nighttotal: $3395 (7 )
Ocean-diamond Head Views Condo At Pacific Monarch Hotel Steps To The Beach
1 4
apartment , Urban Honolulu
This apartment is situated in the heart of Waikiki, just steps from the beach and within easy walking distance of the Duke Kahanamoku Statue, International Market Place, and Honolulu Zoo. Guests have consistently rated the accommodation as excellent for its location, cleanliness, and overall experience. The apartment is spacious and comfortably accommodates up to four guests. It features a fully equipped kitchen, a private balcony, and access to a range of on-site amenities, including a swimming pool, jacuzzi, sauna, tennis court, and a garden.
Frequently Asked Questions about short term rentals in Kailua, HI
What are the best short term rentals in Kailua, HI?
This Lanikai hillside property boasts unparalleled ocean views of the Mokulua Islands, being a short 8km drive from Lanikai Beach and the Pillbox Hike, and 16km from Kailua town. This four-bedroom, three-bathroom villa offers a spacious open-plan layout, sleeps eight guests, includes a fully equipped kitchen, private jacuzzi, and two expansive lanais perfect for whale watching; enjoy nearby activities such as hiking and exploring Kailua town's shops and restaurants.
10 1 review
Kailua, HI
24/06 – 28/07
$2437/nighttotal: $82858 (34 )
Big House Just Off Awesome Beach
1 5
apartment , Kailua
This Kailua beach house, situated approximately 1.6 kilometres from Kailua town and 48 kilometres from Honolulu, offers private gated beach access. Sleeping up to twelve guests, this six-bedroom, five-bathroom property boasts a private pool, hot tub, gym with Peloton, and ping pong table, available for July and August only.
9.9 51 reviews
Kailua, HI
26/12 – 28/12
$573/nighttotal: $1146 (2 )
Ocean View Studio With Private Balcony
1 3
apartment , Urban Honolulu
This studio flat is located in Urban Honolulu's main district, a mere 300 metres from the beach and restaurants, boasting views of Diamond Head. This studio flat for three guests offers air conditioning, a kitchen, a swimming pool, and complimentary parking, with beach gear provided for your convenience.
9.8 178 reviews
Kailua, HI
15/07 – 15/08
$216/nighttotal: $6696 (31 )
Beautiful Kailua Studio Near Beach
1 2
apartment , Kailua
This Kailua guest suite, near Kailua and Lanikai beaches on Windward Oʻahu, offers a convenient location for exploring this beautiful area of Hawaiʻi. The self-contained apartment features a fully equipped kitchen, a private garden, designated parking, and accommodates two guests, boasting amenities such as air conditioning, a washer/dryer, and free Wi-Fi.
Best Kailua, HI lodging with laundry available
9.9 77 reviews
Kailua, HI
09/07 – 17/07
$245/nighttotal: $1960 (8 )
Cozy & Aesthetic Modern Studio
1 2
apartment , Urban Honolulu
This Waikiki studio apartment boasts a prime location in Honolulu, within easy walking distance of Waikiki Beach and its shops, restaurants, and nightlife. The self-catering unit, sleeping two guests, features a queen-size bed, fully equipped kitchenette, modern minimalist design, air conditioning, a swimming pool and parking, all within a building with excellent user ratings.
Kailua, HI
02/10 – 03/10
$616/nightfor 1 night
Waikiki Luxe Penthouse Oasis
1 1
apartment , Urban Honolulu
This recently renovated studio flat is located in Waikiki, a mere 3-minute walk from the International Market Place and a 5-minute walk from Waikiki Beach, offering convenient access to local shops and eateries. This 16th-floor property accommodates up to four guests and features a kitchenette, air conditioning, a balcony with partial ocean and mountain views, and access to a communal swimming pool, BBQ area, and laundromat, with beach essentials provided.
9.8 186 reviews
Kailua, HI
09/07 – 17/07
$208/nighttotal: $1664 (8 )
Surf Shack Waikiki-ocean Views & Newly Renovated!
1 2
apartment , Urban Honolulu
This Waikiki apartment offers a superb location in Honolulu, within walking distance of Waikiki Beach and the Hawaii Convention Centre. The self-catering flat, sleeping two guests in a queen-sized bed, boasts a renovated interior, a saltwater rooftop pool, and free Wi-Fi, plus convenient self check-in.
10 2 reviews
Kailua, HI
24/06 – 28/07
$1108/nighttotal: $37672 (34 )
Luxe Lanikai Hideaway W/ Lanai & Outdoor Shower
4 5
apartment , Kailua
This private villa in Kailua, Hawaii, is a ten-minute walk from Lanikai Beach, offering a gated and fully fenced sanctuary with professional landscaping and festive night lighting. This spacious four-bedroom, three-bathroom property accommodates up to nine guests, featuring a modern kitchen opening onto an expansive lanai with an outdoor kitchen, Smart TVs, Sonos speakers, individually controlled air conditioning in each bedroom, and an on-site bocce ball court.