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

338 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
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

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

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

Incredible Unobstructed Pacific Ocean And Diamond Head Views! Free Parking - Kailua, HI
9.8 14 reviews
Kailua, HI
08/20 – 09/19
$188/nighttotal: $5640 (30 )

Incredible Unobstructed Pacific Ocean And Diamond Head Views! Free Parking

1 2
apartment , Urban Honolulu
This Waikiki condo rental is conveniently located a short walk from St. Augustine by-the-Sea Catholic Church and Honolulu Zoo, and within 15 minutes of Waikiki Beach and the International Market Place.
This 620-square-foot one-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen, in-unit laundry, a balcony, free WiFi, and access to an on-site water park, swimming pool, tennis court, and parking.
29th Fl Forest Theme, 1br, Free Parking, Wifi, Ac, Diamond Head View - Kailua, HI
Kailua, HI
07/09 – 07/17
$350/nighttotal: $2800 (8 )

29th Fl Forest Theme, 1br, Free Parking, Wifi, Ac, Diamond Head View

1 2
apartment , Urban Honolulu
This Waikiki condo is steps from Waikiki Beach, near the International Market Place and Royal Hawaiian Center, and a short distance from a golf course.
This 600-square-foot apartment features one bedroom, one bathroom, a pull-out sofa accommodating up to five guests, and amenities including a swimming pool, sauna, and free parking.
Waikiki Banyan Aloha Suite With Ac & Free Parking - Kailua, HI
Kailua, HI
10/02 – 10/03
$510/nightfor 1 night

Waikiki Banyan Aloha Suite With Ac & Free Parking

1 1
apartment , Urban Honolulu
This newly remodeled one-bedroom condo is located in Waikiki, steps from Waikiki Beach, Royal Hawaiian Center, and Waikiki Beach Walk.
This apartment accommodates up to six guests and features two queen beds, a fully equipped kitchen with a dishwasher, quiet dual AC systems, high-quality linens, and free secured covered parking.
Part Ocean View, Beach Theme 23rd Fl, Free Parking With Wifi, Ac - Kailua, HI
10 2 reviews
Kailua, HI
08/17 – 08/21
$372/nighttotal: $1488 (4 )

Part Ocean View, Beach Theme 23rd Fl, Free Parking With Wifi, Ac

1 2
apartment , Urban Honolulu
This Waikiki condo is steps from Waikiki Beach, a short walk from the International Market Place and Royal Hawaiian Center.
This 600-square-foot apartment features one bedroom, one bathroom, a pull-out sofa accommodating up to five guests, and amenities including a fully equipped kitchen, private lanai, free Wi-Fi, parking, swimming pool, jacuzzi, and sauna.

Best Kailua, HI lodging with a balcony

*Luana Waikiki*2 Queen Beds* - Kailua, HI
9.2 12 reviews
Kailua, HI
12/26 – 12/28
$481/nighttotal: $962 (2 )

*Luana Waikiki*2 Queen Beds*

1 3
apartment , Urban Honolulu
This Waikiki studio, located in the Luana Waikiki Hotel, offers convenient access to Fort DeRussy Park, Waikiki Beach, and upscale shopping.
The 300-square-foot unit features two queen beds, a private balcony, and access to hotel amenities including a pool and fitness center; it comfortably sleeps four guests.
Contemporary Waikiki Beach Condo With Rooftop Pool, Superb Shopping And Dinning - Kailua, HI
8.6 30 reviews
Kailua, HI
10/02 – 10/03
$489/nightfor 1 night

Contemporary Waikiki Beach Condo With Rooftop Pool, Superb Shopping And Dinning

1 1
apartment , Urban Honolulu
This Waikiki condo is a five-minute walk from Waikiki Beach and the International Market Place, with the Honolulu Zoo and Royal Hawaiian Center within a 15-minute radius.
The 700-square-foot apartment features one bedroom, one bathroom, sleeps six guests, and includes a full kitchen, private balcony, and access to a swimming pool, jacuzzi, sauna, and on-site parking.
Waikiki 2 Bedrooms, 1 Bath, Free Parking, Sleep 6 - Kailua, HI
9.6 191 reviews
Kailua, HI
12/26 – 12/28
$714/nighttotal: $1428 (2 )

Waikiki 2 Bedrooms, 1 Bath, Free Parking, Sleep 6

2 3
apartment , Urban Honolulu
This 2-bedroom Waikiki apartment is located just an 11-minute walk from Fort DeRussy Beach and a short distance from Waikiki Beach, offering easy access to both beaches and popular attractions like the Royal Hawaiian Theater and the Hawaii Convention Center. The 720-square-foot apartment comfortably sleeps 6 guests and features a fully equipped kitchen, a private balcony with mountain views, a swimming pool, a spa, and free parking.
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View's - Kailua, HI
9.7 80 reviews
Kailua, HI
12/26 – 12/28
$527/nighttotal: $1054 (2 )

Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View's

1 3
apartment , Urban Honolulu
This apartment is located in Waikiki, just steps from Kuhio Beach, Queen's Surf Beach, and Waikiki Beach, putting you in the heart of Honolulu's most popular area. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, totaling 600 square feet. It offers a range of amenities, including a swimming pool, Jacuzzi, fitness center, tennis court, and a playground for kids, making it perfect for families or groups.

Frequently Asked Questions about short term rentals in Kailua, HI

Destinations nearby

Best Kailua, HI lodging with a kitchen

Beautiful Kailua Studio Near Beach - Kailua, HI
9.8 178 reviews
Kailua, HI
08/20 – 09/19
$150/nighttotal: $4500 (30 )

Beautiful Kailua Studio Near Beach

1 2
apartment , Kailua
This Kailua guest suite, located on Oahu's Windward side near Kailua and Lanikai beaches, offers a private, self-contained experience.
The fully furnished unit features a private entrance, one bathroom, sleeps two guests, includes a full kitchen with appliances, washer/dryer, air conditioning, free Wi-Fi, HBO, and designated parking; a minimum 30-day stay is required.
Affordable Luxury In Waikiki - Kailua, HI
9.0 32 reviews
Kailua, HI
08/15 – 08/25
$179/nighttotal: $1790 (10 )

Affordable Luxury In Waikiki

1 2
apartment , Urban Honolulu
This Waikiki apartment rental is a short walk from Waikiki Beach Walk and Royal Hawaiian Center, placing you within 15 minutes of the International Market Place and Hawaii Convention Center.
The one-bedroom, one-bathroom unit sleeps two guests and features a kitchenette with a fridge and microwave, free WiFi, a private balcony, and access to an on-site pool, fitness center, sauna, and garden.
A Lovely Studio With Views/pool/jacuzzi/bbq Areas - Kailua, HI
9.4 75 reviews
Kailua, HI
07/09 – 07/17
$143/nighttotal: $1144 (8 )

A Lovely Studio With Views/pool/jacuzzi/bbq Areas

1 2
apartment , Urban Honolulu
This Waikiki studio apartment, located on a high floor of the Island Colony Condominium, offers breathtaking ocean, Diamond Head, and golf course views and is within walking distance of Waikiki Beach.
The unit features a fully equipped kitchenette, two beds (one queen, one full) sleeping up to three guests, and access to on-site amenities including a pool, Jacuzzi, sauna, fitness center, and parking ($35/day).
Lanikai Oceanview Estate - Kailua, HI
Kailua, HI
06/24 – 07/28
$1080/nighttotal: $36720 (34 )

Lanikai Oceanview Estate

1 5
apartment , Kailua
Vacation rental for up to 6 people. You will be located in Kailua.
Services and facilities: air conditioning, a garden and a barbecue. Take advantage of the jacuzzi in this apartment.

Neighborhoods and points of interest in Kailua, HI

Best Kailua, HI lodging with laundry available

Ilikai 815 City / Mountain Views 2 Double Beds, Sofa Bed - Kailua, HI
9.3 93 reviews
Kailua, HI
09/16 – 09/22
$279/nighttotal: $1674 (6 )

Ilikai 815 City / Mountain Views 2 Double Beds, Sofa Bed

1 2
apartment , Urban Honolulu
This one-bedroom vacation rental is located in the Waikiki district of Honolulu, just a short walk from Fort DeRussy Beach, Magic Island Lagoon Beach, and Kahanamoku Beach. The property has earned excellent ratings for location, cleanliness, and overall user experience.
The 620 square foot home can accommodate up to 5 guests and features a fully equipped kitchen with a microwave, air conditioning, a private parking space, and a swimming pool. Guests can enjoy on-site amenities like a spa, a tennis court, and a concierge service.
7fl Remodeled, Close To Beach & Dining With Free Parking - Kailua, HI
9.5 184 reviews
Kailua, HI
09/16 – 09/22
$357/nighttotal: $2142 (6 )

7fl Remodeled, Close To Beach & Dining With Free Parking

1 2
apartment , Urban Honolulu
This apartment is situated in Waikiki, Honolulu, within walking distance of Saint Augustine by-the-Sea, Honolulu Zoo, and Waikiki Shell, offering easy access to popular attractions. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The unit features one bedroom and one bathroom, spanning 600 square feet. Amenities include a swimming pool, Jacuzzi, sauna, tennis court, and a bar, providing a range of activities and features to enhance your stay.
Surf Shack Waikiki-ocean Views & Newly Renovated! - Kailua, HI
9.8 186 reviews
Kailua, HI
07/09 – 07/17
$149/nighttotal: $1192 (8 )

Surf Shack Waikiki-ocean Views & Newly Renovated!

1 2
apartment , Urban Honolulu
This Waikiki apartment offers a central location, within walking distance of Waikiki Beach, Ala Moana Center, and Fort DeRussy.
The one-bedroom, one-bathroom condo sleeps two guests and features a renovated interior with ocean and palm tree views, a queen-size bed, complimentary amenities (coffee, beach towels, kitchen supplies), and access to a saltwater rooftop pool, BBQ area, and fitness center.
Unobstructed Diamond Head And Ocean Views! Free Parking & Wi-fi, Pool! - Kailua, HI
9.5 905 reviews
Kailua, HI
07/15 – 08/15
$210/nighttotal: $6510 (31 )

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.
©2026 cozycozy.com