Compare temporary rentals in Kailua, HI from 100+ providers!
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Best Short term and Weekly rentals in Kailua, HI
9.5 93 reviews
Kailua, HI
12/26 – 12/28
$269/nighttotal: $538 (2 )
Waikiki Beach Aloha Surf Studio
1 3
apartment , Urban Honolulu
This Waikiki studio, located in the Aloha Surf building, is two blocks from Waikiki Beach and a short walk from the International Market Place and Royal Hawaiian Center. The unit offers a queen bed and queen pull-out sofa, accommodating four guests, and includes a well-equipped kitchenette, a lanai, and access to a swimming pool, BBQ area, and coin-operated laundry; beach essentials are provided.
9.5 13 reviews
Kailua, HI
07/15 – 08/15
$185/nighttotal: $5735 (31 )
Coconut Cabana: Studio/1ba Near Beach
1 2
apartment , Kailua
This artist-decorated studio is located in a family-friendly Kailua neighborhood, 0.8 miles from Kailua Beach and 0.6 miles from Kailua Town. This studio accommodates two guests with a queen bed, a full kitchen, complimentary beach gear, and 400mbps WIFI, offering a private garden lanai for relaxation.
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 58 reviews
Kailua, HI
09/16 – 09/22
$189/nighttotal: $1134 (6 )
Sunny Hawaiian Monarch Studio
1 2
studio , Urban Honolulu
This Hawaiian Monarch 1604 condo is located in Honolulu, just a 13-minute walk from the Royal Hawaiian Theater Legends in Concert Waikiki and 0.7 miles from the Royal Hawaiian Shopping Center, placing you in the heart of Waikiki's vibrant scene. The apartment has received very good ratings for cleanliness and user experience, and an excellent rating for location. The condo is a 230 square foot space with a fully equipped kitchen, a seating area, a dining area, and a TV. Guests can enjoy a patio, a swimming pool, a jacuzzi, a fitness center, and parking.
8.9 143 reviews
Kailua, HI
12/21 – 12/28
$359/nighttotal: $2513 (7 )
Aqua Palms Waikiki Ocean View Lanai Parking Included
1 4
apartment , Urban Honolulu
This apartment is located in Waikiki, Honolulu, within walking distance of popular beaches like Kahanamoku Beach and Ala Moana Beach. The apartment has received very good ratings for cleanliness and user experience, and the location is rated excellent. The apartment has one bedroom and one bathroom. Amenities include a heated pool, fitness center, and a spa, as well as a restaurant and free parking.
9.0 73 reviews
Kailua, HI
09/16 – 09/22
$203/nighttotal: $1218 (6 )
Breezy Kuhio Village Studio
1 2
studio , Urban Honolulu
This Waikiki apartment is located just a 4-minute walk from Kuhio Beach, placing you in the heart of Honolulu's vibrant beach scene. The apartment boasts excellent location and cleanliness ratings, as well as a very good overall user rating. The apartment features one bedroom and one bathroom, comfortably accommodating up to two guests. It includes a kitchen with a fridge, freezer, and microwave oven, along with air conditioning, a balcony, and access to a swimming pool, garden, and parking.
9.5 313 reviews
Kailua, HI
09/16 – 09/22
$176/nighttotal: $1056 (6 )
Heart Of Waikiki, Perfect Location, Free Wi-fi
1 2
apartment , Urban Honolulu
This apartment is situated in Waikiki, within a short walking distance (10 minutes) of Waikiki Beach and the International Market Place. It has excellent user, location and cleanliness ratings. The apartment has a floor area of 240 square feet, 1 bathroom and can accommodate 2 guests. It features a well-equipped kitchenette, a private balcony, free WiFi, a Smart TV, and a spa tub.
9.4 99 reviews
Kailua, HI
09/16 – 09/22
$270/nighttotal: $1620 (6 )
Ilikai 524 Ocean / Lagoon / Ocean Views King Bed - Queen Sleeper Futon
1 2
apartment , Urban Honolulu
Ilikai 524 is a vacation rental in Waikiki, Honolulu, conveniently located within walking distance of several beaches, including Fort DeRussy Beach and Magic Island Lagoon Beach. It has received excellent ratings for location, cleanliness, and overall user experience. The 620-square-foot rental comfortably accommodates up to 4 guests in its one bedroom and one bathroom layout. Enjoy amenities like a private pool, a tennis court, and a fully equipped kitchen, perfect for relaxing and enjoying your Hawaiian vacation.
9.8 76 reviews
Kailua, HI
08/20 – 09/19
$258/nighttotal: $7740 (30 )
Close To The Beautiful Kailua Beach-a/c's-full Kitchen-covered Patio-laundry
1 2
apartment , Kailua
This Kailua apartment is located just half a mile from the beach, a short walk from the town center and a shopping center, offering a peaceful retreat in a quiet residential neighborhood. It consistently receives excellent guest reviews, making it a popular choice for travelers seeking a relaxing and convenient stay. The 700 square foot unit comfortably accommodates up to four guests in a one-bedroom, one-bathroom layout. The apartment offers a fully equipped kitchen, a private patio, free parking, laundry, and Wi-Fi, providing everything you need for a comfortable and enjoyable stay.
9.3 30 reviews
Kailua, HI
12/26 – 12/28
$202/nighttotal: $404 (2 )
Steps From Waikiki Beach + Pool. Balcony. Bar.
1 3
apartment , Urban Honolulu
This Waikiki Beach condo, located steps from the sand in Honolulu, offers immediate access to surfing waves, world-class boutique shopping, and is an ideal base for exploring the city. This stylish apartment accommodates up to 4 guests and features air conditioning, a full kitchen, a swimming pool, garden, and parking, providing a convenient island getaway experience.
8.7 350 reviews
Kailua, HI
12/26 – 12/28
$443/nighttotal: $886 (2 )
Waikiki Condo High Floor Views Beaches Convention Center
2 3
studio , Urban Honolulu
This studio is located in Waikiki, Honolulu, just a short walk from Kahanamoku Beach and Fort DeRussy Beach, offering easy access to the area's vibrant atmosphere and stunning beaches. The studio has consistently received very good ratings for cleanliness and user experience, ensuring a comfortable and enjoyable stay. The studio offers a fully equipped kitchen for preparing meals and a private hot tub for relaxation. Guests can enjoy stunning ocean views from the terrace, rent bicycles or cars on-site to explore the island, and take advantage of nearby diving and fishing opportunities.
10 8 reviews
Kailua, HI
10/02 – 10/03
$272/nightfor 1 night
Aloha Noir | Boho Tropical Studio -14f *New*
1 1
apartment , Urban Honolulu
This studio condo in Waikiki, Honolulu, is a 10-minute walk from Waikiki Beach and a 5-minute walk to the International Market Place, offering ocean breezes and Ala Wai Canal views from its private 14th-floor balcony. This apartment features a kitchenette with a microwave and refrigerator, a queen bed, a sleeper sofa for up to 3 guests, and building amenities including a swimming pool, hot tub, sauna, and 24-hour fitness center.
Top-Rated Family Short-Term Rentals in Kailua, HI
Kid-friendly rentals near the Kailua, HI shoreline offer room to spread out.
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.
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.
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.
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
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.
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.
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.
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
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
9.8 178 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.
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.
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).
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
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.
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.
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.
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.