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

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.

Affordable Island Getaway With Private Yard - Kailua, HI
10 2 reviews

Affordable Island Getaway With Private Yard

apartment, Kailua
This Kailua beachfront condo is located near Kailua Beach (0.6 miles) and Lanikai Beach (1.5 miles), with easy access to Kalama Beach Park and the Lanikai Pillboxes Trailhead.
This 450-square-foot, one-bedroom, one-bathroom unit sleeps two and features a private patio, swimming pool access, on-site laundry, and a full kitchen including microwave, refrigerator, coffee/tea maker, and more.

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.

Ala Moana Hotel _ Ocean View With Balcony - Kailua, HI
9.0 3 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.
Luxury Ala Moana Resort 25th Floor With Balcony - Kailua, HI
8.9 6 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.

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.

Waikiki Banyan,1br, Sleeps 4, Full Kitchen, Free Parking, No Resort Fees - Kailua, HI
9.6 196 reviews

Waikiki Banyan,1br, Sleeps 4, Full Kitchen, Free Parking, No Resort Fees

apartment, Urban Honolulu
This apartment is located in Waikiki, just a 10-minute walk from Waikiki Beach and the International Market Place, offering easy access to the heart of Honolulu's vibrant entertainment district. Guests consistently rate this rental as excellent, praising its convenient location and comfortable accommodations.
This one-bedroom apartment provides 600 square feet of living space and can comfortably accommodate up to four guests. Enjoy resort-style amenities like a swimming pool, sauna, spa, and tennis court, as well as a fully equipped kitchen, a private balcony, and free WiFi.
Ocean View From Lanais-2 Blocks To Waikiki Beach - Kailua, HI
9.3 35 reviews

Ocean View From Lanais-2 Blocks To Waikiki Beach

apartment, Urban Honolulu
This Waikiki apartment is just two blocks from Waikiki Beach and a three-minute walk from Kuhio Beach, putting you in the heart of the action with easy access to the area's best beaches and attractions. Guests consistently rate this rental excellent for location, cleanliness, and overall experience.
The two-bedroom, 930-square-foot apartment comfortably sleeps six guests. Amenities include a fully equipped kitchen, air conditioning, a private balcony with ocean views, a swimming pool, a tennis court, and free parking.
City & Palm View Oceanfront Bliss W/ Free Parking - Kailua, HI
10 2 reviews

City & Palm View Oceanfront Bliss W/ Free Parking

apartment, Urban Honolulu
This Waikiki vacation home, offered as "City & Palm View Oceanfront Bliss W/ Free Parking," is minutes from Duke Kahanamoku Beach and a 13-minute walk from Ala Moana Center, providing easy access to Waikiki's beaches and shopping.
The two-bedroom, two-bathroom condo sleeps eight guests and features a fully equipped kitchen, in-unit laundry, and on-site parking, complemented by proximity to attractions like Waikiki Beach Walk and the Neal S. Blaisdell Center.
Kai Beach: Pool +Hot Tub +Parking +1block To Beach - Kailua, HI
9.9 102 reviews

Kai Beach: Pool +Hot Tub +Parking +1block To Beach

apartment, Urban Honolulu
This Waikiki condo is centrally located, within walking distance of Waikiki Beach, the International Market Place, and Honolulu Zoo.
The spacious one-bedroom apartment sleeps four, features a fully equipped kitchen with premium appliances, a private balcony with partial ocean views, and includes a complimentary beach kit and free parking—a rare find in Waikiki.

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.

Breezy Waikiki Apartment Sleeps 6 With Free Parking - Kailua, HI
8.8 18 reviews

Breezy Waikiki Apartment Sleeps 6 With Free Parking

apartment, Urban Honolulu
This apartment is in Waikiki, Honolulu, just a short distance from Waikiki Beach and Ala Moana Beach Park, offering easy access to both the beach and a relaxing park setting. Guests have rated it as very good.
The apartment has two bedrooms, one bathroom, and can accommodate up to seven guests. It includes amenities like a full kitchen, a swimming pool, a Jacuzzi, and parking.

Best Kailua, HI lodging with a balcony

Waikiki Vacation 2br Suite 88 - Kailua, HI
9.1 31 reviews

Waikiki Vacation 2br Suite 88

apartment, Urban Honolulu
Aqua Palms At Waikiki. - Kailua, HI
9.5 173 reviews

Aqua Palms At Waikiki.

B&B, Urban Honolulu
Amazing Ocean Views, Full Kitchen, Washer/dryer, Pool, Newly Renovated 2018 - Kailua, HI
9.6 37 reviews

Amazing Ocean Views, Full Kitchen, Washer/dryer, Pool, Newly Renovated 2018

apartment, Urban Honolulu
Heart Of Waikiki! Modern 2-bedroom/1-bath, Short Walk To Beach, Free Parking! - Kailua, HI
9.4 10 reviews

Heart Of Waikiki! Modern 2-bedroom/1-bath, Short Walk To Beach, Free Parking!

apartment, Urban Honolulu

Best Kailua, HI lodging with a kitchen

Waikiki Luxury Penthouse With Ocean Views - Kailua, HI
9.9 260 reviews

Waikiki Luxury Penthouse With Ocean Views

apartment, Urban Honolulu
Bmb 502 Queen Bed, Pool, Lanai, 4 Min To Beach - Kailua, HI
8.9 1372 reviews

Bmb 502 Queen Bed, Pool, Lanai, 4 Min To Beach

apartment, Urban Honolulu
Ilikai Collection # 3. Luxury Condo & Beach Views! - Kailua, HI
9.7 1722 reviews

Ilikai Collection # 3. Luxury Condo & Beach Views!

apartment, Urban Honolulu
Oh-so-close To Waikiki Beach Condo - Kailua, HI
9.7 459 reviews

Oh-so-close To Waikiki Beach Condo

apartment, Urban Honolulu

Best Kailua, HI lodging with laundry available

Ocean View Mid Waikiki 1 Block To The Beach - Kailua, HI
9.6 15 reviews

Ocean View Mid Waikiki 1 Block To The Beach

apartment, Urban Honolulu
Tropical Kailua Retreat | Walk To Beach + Gym - Kailua, HI
9.9 129 reviews

Tropical Kailua Retreat | Walk To Beach + Gym

apartment, Kailua
Affordable Luxury In Waikiki - Kailua, HI
9.0 38 reviews

Affordable Luxury In Waikiki

apartment, Urban Honolulu
Aqua Aloha Surf Waikiki #1008 Deluxe Studio - Kailua, HI
9.2 23 reviews

Aqua Aloha Surf Waikiki #1008 Deluxe Studio

apartment, Urban Honolulu
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