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393 available short term rental offers

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Kailua, HI short term rentals
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Best Short term and Weekly rentals in Kailua, HI

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

Plan a relaxing coastal trip at shoreside short-term rentals in Kailua, HI, located a brief distance from regional boardwalks.

Free Parking Center Of Waikiki King Bed Near Beach - Kailua, HI
9.9 273 reviews

Free Parking Center Of Waikiki King Bed Near Beach

B&B, Urban Honolulu
This Waikiki condo offers a centrally located urban Honolulu studio rental, providing easy access to Waikiki Beach.
The fully furnished apartment includes a king bed and sofa bed, accommodating up to three guests, and features a well-equipped kitchen with an induction cooktop, Keurig, toaster, air fryer, and rice cooker, plus a 50" Smart TV, building amenities such as a pool deck and laundry facilities, and free designated parking a 5-minute walk away.

Traveler-Approved Luxury Short-Term Rentals in Kailua, HI

These luxury properties in Kailua, HI represent the pinnacle of short-term living, combining top-tier amenities with central locations.

Luxury Ala Moana Resort 25th Floor With Balcony - Kailua, HI
8.6 7 reviews

Luxury Ala Moana Resort 25th Floor With Balcony

aparthotel, Urban Honolulu
This 4-star Honolulu aparthotel, located in the Ala Moana area, is a 10-minute walk from Ala Moana Beach and near other popular beaches and the Hawaii Convention Center.
The 250-square-foot one-bedroom suite sleeps up to five guests and features a terrace, in-unit air conditioning, free Wi-Fi, and access to a fitness center, spa, sauna, jacuzzi, and on-site restaurant.
Ala Moana Hotel _ Ocean View With Balcony - Kailua, HI
9.3 4 reviews

Ala Moana Hotel _ Ocean View With Balcony

aparthotel, Urban Honolulu
This 4-star aparthotel in Urban Honolulu is a 10-minute walk from Ala Moana Beach and near the Hawaii Convention Center and Ala Moana Center.
This 1-bedroom, 1-bathroom suite accommodates up to 3 guests and features ocean views from a private balcony, complimentary WiFi, an outdoor swimming pool, a fitness center, and an on-site restaurant.

Frequently Asked Questions about short term rentals in Kailua, HI

Popular destinations

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

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

Dhbh 502 Studio At The Diamond Head Beach Hotel - Kailua, HI
9.6 106 reviews

Dhbh 502 Studio At The Diamond Head Beach Hotel

apartment, Urban Honolulu
This Diamond Head-Kapahulu-St. Louis apartment rental is a short walk from Kaimana and Waikiki Beaches and within two miles of shopping at International Market Place and Royal Hawaiian Center.
The 360-square-foot unit features one bedroom, one bathroom, sleeps four, and includes a private patio, in-unit laundry, free WiFi, and access to a shared garden, spa, tennis court, and parking.
Waikiki Full Ocean View With Free Parking Washes& Dryer - Kailua, HI
8.8 10 reviews

Waikiki Full Ocean View With Free Parking Washes& Dryer

aparthotel, Urban Honolulu
This oceanfront condo in Waikiki, Honolulu, offers direct beach access and is situated adjacent to a golf course, placing you within a short walk or drive of restaurants, surf lessons, and shopping destinations like Ala Moana Center.
This 390-square-foot studio features a fully equipped kitchen, in-unit laundry, and a private balcony with ocean views, accommodating up to two guests with amenities including air conditioning, internet, a swimming pool, and designated parking.
Close To Beach, Ac, Wi-fi, Pool, Parking! Wb2609t2 - Kailua, HI
9.7 145 reviews

Close To Beach, Ac, Wi-fi, Pool, Parking! Wb2609t2

apartment, Urban Honolulu
This Waikiki apartment rental is located two blocks from Waikiki Beach, near the Honolulu Zoo, Waikiki Aquarium, and Kapiolani Park.
The 540-square-foot unit features one bedroom, one bathroom, sleeps four, and includes a remodeled kitchen, private lanai with Ko'olau Mountain views, free parking (72-inch height restriction), and access to a pool, jacuzzi, and garden (amenities under renovation in 2025).
Residence On Beach Walk #46 - Corner Room With 2 Beds And 1 Bathroom. Free Parking, 2 Lanais - Kailua, HI
9.5 1028 reviews

Residence On Beach Walk #46 - Corner Room With 2 Beds And 1 Bathroom. Free Parking, 2 Lanais

apartment, Urban Honolulu
This apartment is located in Waikiki, just steps away from the Waikiki Beach Walk and Royal Hawaiian Center, with the International Market Place and Waikiki Beach within a 15-minute reach. Guests have consistently praised the apartment's excellent location, cleanliness, and overall user experience.
The apartment offers two bedrooms and a sofa bed, making it suitable for families or groups of friends. Enjoy amenities like free Wi-Fi, a fully equipped kitchen, and a refreshing swimming pool, along with a garden and terrace for relaxing.

Neighborhoods and points of interest in Kailua, HI

Popular Pet-Friendly Short-Term Rentals in Kailua, HI

Traveling with a dog is simpler in these Kailua, HI rentals, which feature proximity to pet-friendly shores.

Lovely Condo 2 Bedrooms, 2 Bathrooms, Free 1 Parking At Waikiki Beach - Kailua, HI
9.4 145 reviews

Lovely Condo 2 Bedrooms, 2 Bathrooms, Free 1 Parking At Waikiki Beach

apartment, Urban Honolulu
This apartment is located in Waikiki, just a 3-minute walk from Waikiki Beach and Kuhio Beach, placing you right in the heart of Honolulu's most famous neighborhood. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment has 2 bedrooms and is 1000 square feet, providing ample space for families or groups of friends. It offers a fully equipped kitchen, a private terrace, a fitness center, a tennis court, and free parking, giving you everything you need for a relaxing and active vacation.

Best Kailua, HI lodging with a balcony

Aqua Aloha Surf Waikiki #1501 Deluxe Studio - Kailua, HI
8.5 13 reviews

Aqua Aloha Surf Waikiki #1501 Deluxe Studio

apartment, Urban Honolulu
34fl Deluxe Retreat In Waikiki With Ocean Views, Pool & Parking - Kailua, HI
9.9 52 reviews

34fl Deluxe Retreat In Waikiki With Ocean Views, Pool & Parking

apartment, Urban Honolulu
16 Free Parking Ocean 1b Waikiki - Kailua, HI
9.0 1 review

16 Free Parking Ocean 1b Waikiki

apartment, Urban Honolulu
Waikiki High-rise Sea View Free Parking - Kailua, HI
8.6 116 reviews

Waikiki High-rise Sea View Free Parking

aparthotel, Urban Honolulu

Best Kailua, HI lodging with a kitchen

Wg 604 King Bed & Kitchen At Waikiki Grand Hotel® - Kailua, HI
9.0 115 reviews

Wg 604 King Bed & Kitchen At Waikiki Grand Hotel®

apartment, Urban Honolulu
Free Parking!! 2 Bedroom Vacation Rental - Kailua, HI
No reviews

Free Parking!! 2 Bedroom Vacation Rental

apartment, Urban Honolulu
Corner Unit 1 Block To Beach In Heart Of Waikiki! Free Parking & Wi-fi, Ac! - Kailua, HI
9.6 14 reviews

Corner Unit 1 Block To Beach In Heart Of Waikiki! Free Parking & Wi-fi, Ac!

apartment, Urban Honolulu
Gorgeous 2-br Listing! Steps From Waikiki Beach! - Kailua, HI
9.5 125 reviews

Gorgeous 2-br Listing! Steps From Waikiki Beach!

apartment, Urban Honolulu

Best Kailua, HI lodging with laundry available

Waikiki Condo - 18th Fl - Kailua, HI
9.2 56 reviews

Waikiki Condo - 18th Fl

apartment, Urban Honolulu
10th Fl Monte Vista | Parking | Ac | Ala Wai View - Kailua, HI
9.4 3 reviews

10th Fl Monte Vista | Parking | Ac | Ala Wai View

apartment, Urban Honolulu
Entire 2 Bedroom Condo, King Bed, Free Parking, Sleeps 6, Walk To Waikiki Beach - Kailua, HI
8.6 44 reviews

Entire 2 Bedroom Condo, King Bed, Free Parking, Sleeps 6, Walk To Waikiki Beach

apartment, Urban Honolulu
Condo For 4 In Waikiki - Walk To The Beach - Kailua, HI
9.6 582 reviews

Condo For 4 In Waikiki - Walk To The Beach

apartment, Urban Honolulu
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