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Kailua, HI vacation rentals
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Best Vacation rentals and Airbnb offers in Kailua, HI

Best Kailua, HI vacation rentals with a balcony

One Block From World-famous Waikiki Beach! Nh802 - Kailua, HI
9.2 191 reviews

One Block From World-famous Waikiki Beach! Nh802

apartment, Urban Honolulu
This Waikiki apartment is just steps from Waikiki Beach Walk and Royal Hawaiian Center, putting you in the heart of the action with easy access to shopping, dining, and entertainment. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment has one bedroom and one bathroom, accommodating up to four guests in a 480 square foot space. You'll enjoy amenities like a fully equipped kitchen, a swimming pool, a tennis court, and a garden, as well as free Wi-Fi and air conditioning.
Waikiki Palms, Central Location, Free Parking - Kailua, HI
8.5 25 reviews

Waikiki Palms, Central Location, Free Parking

house, Urban Honolulu
This Waikiki vacation rental is located just steps from Kahanamoku Beach and Fort DeRussy Beach, placing you in the heart of Honolulu's vibrant beach scene. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This one-bedroom, one-bathroom home offers 250 square feet of living space comfortably accommodating up to two guests. Enjoy a relaxing stay with access to a fitness center, tennis court, spa, and private balcony, along with the convenience of free parking and air conditioning.
Heart Of Waikiki W/ Balcony On 15th Floor Studio - Kailua, HI
8.6 152 reviews

Heart Of Waikiki W/ Balcony On 15th Floor Studio

apartment, Urban Honolulu
This Waikiki apartment is located just a 10-minute walk from Waikiki Beach and International Market Place, putting you in the heart of Honolulu's vibrant entertainment and shopping scene. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy a range of amenities, including a fitness center, swimming pool, and a terrace perfect for enjoying the tropical breeze.
Rare - 5 Star 270° Ocean View Waikiki Penthouse - Kailua, HI
9.9 226 reviews

Rare - 5 Star 270° Ocean View Waikiki Penthouse

apartment, Urban Honolulu
This Waikiki condo is a short 10-minute walk from both Fort DeRussy Beach Park and Waikiki Beach Walk, placing you in the heart of Honolulu's vibrant beach scene. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience.
The 1150 square foot apartment comfortably accommodates up to six guests in its two bedrooms and two bathrooms. Enjoy the convenience of a fully equipped kitchen, a fitness center, a pool, a jacuzzi, and a garden, all within the building.

Browse Family-Friendly Vacation Rentals in Kailua, HI

Find the perfect family vacation rental or Airbnb in Kailua, HI with plenty of room to spread out near local beaches.

Stairs To Studio-30day+ Lease, Owner-occ Property - Kailua, HI
9.3 55 reviews

Stairs To Studio-30day+ Lease, Owner-occ Property

studio, Kailua
This private 580 sq.ft. studio B&B in Kailua offers a modern Hawaiian design and is located a 5-8 minute drive from Kailua, Lanikai, and Waimanalo Beaches, renowned for water sports, with the University of Manoa approximately 30-45 minutes away.
Guests can enjoy a swimming pool with a BBQ grill, a well-equipped wet bar including a small fridge and microwave, air conditioning, and access to a shared washer/dryer, making it a family-friendly option with excellent user and location ratings.
Ocean View Condo - Ilikai Marina Waikiki Honolulu - Kailua, HI
9.6 271 reviews

Ocean View Condo - Ilikai Marina Waikiki Honolulu

apartment, Urban Honolulu
This Waikiki apartment is a short walk from Ala Wai Yacht Harbor and Ala Moana Center, with Ala Moana Beach Park and the Hawaii Convention Center within a 15-minute reach. This accommodation has received excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom, one-bathroom apartment can comfortably accommodate up to four guests in its 650 square feet of space. Amenities include a fully equipped kitchen, a spa tub, a balcony, and free Wi-Fi, allowing you to relax and enjoy your stay in Urban Honolulu.
Spacious 2 Bedroom 2 Bath With Free Wifi & Parking - Kailua, HI
9.7 253 reviews

Spacious 2 Bedroom 2 Bath With Free Wifi & Parking

apartment, Urban Honolulu
This two-bedroom, two-bathroom Waikiki condo in the Discovery Bay area offers spectacular ocean views from its 20th-floor location, steps from Ala Moana Beach Park and Ala Moana Center, with easy access to Waikiki Beach and Magic Island.
The 1170-square-foot apartment features a king bed in the master and two full-size beds in the guest room, accommodating up to six guests, and includes a fully equipped kitchen, in-unit laundry, high-speed Wi-Fi, and access to a swimming pool, jacuzzi, fitness center, and covered parking.
Waikiki Beach 1bedroom Luxury Condo! - Kailua, HI
8.7 15 reviews

Waikiki Beach 1bedroom Luxury Condo!

apartment, Urban Honolulu
This Waikiki condo is a seven-minute walk from Waikiki Beach, a half-mile from Kuhio Beach, and less than 10 miles from Honolulu International Airport, offering easy access to major attractions like Fort DeRussy Beach and the Royal Hawaiian Shopping Center.
This 670-square-foot one-bedroom unit features a living room, equipped kitchen, private balcony with city views, a hot tub, and accommodates up to nine guests, boasting amenities such as a swimming pool, jacuzzi, and free Wi-Fi.

Frequently Asked Questions about vacation rentals in Kailua, HI

Popular destinations

Best Kailua, HI vacation rentals with parking

Royal Kuhio 1309 With King Bed, Free Parking/wifi, Mins To Beach! - Kailua, HI
8.8 163 reviews

Royal Kuhio 1309 With King Bed, Free Parking/wifi, Mins To Beach!

apartment, Urban Honolulu
This Waikiki apartment is just a 7-minute walk from Waikiki Beach, placing you in the heart of Honolulu's most popular tourist destination. It boasts excellent location, cleanliness, and user ratings, ensuring a comfortable and enjoyable stay.
The one-bedroom apartment comfortably sleeps two guests and features a fully equipped kitchen, allowing you to prepare meals at your leisure. Enjoy the convenience of amenities like a swimming pool, jacuzzi, fitness center, and tennis court, all within the building.
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.
Wg 422 At The Waikiki Grand Hotel® - Kailua, HI
9.5 88 reviews

Wg 422 At The Waikiki Grand Hotel®

apartment, Urban Honolulu
This Waikiki apartment rental is a 10-minute walk from Waikiki Beach and Honolulu Zoo, with International Market Place and Kaimana Beach within a 15-minute walk.
This 390-square-foot unit features one bedroom, one bathroom, a fully equipped kitchen, in-unit laundry, a private patio, and access to a swimming pool, tennis court, and concierge services.
Ilikai Marina 1192 - Kailua, HI
8.9 71 reviews

Ilikai Marina 1192

apartment, Urban Honolulu
This Waikiki home is just steps away from Kahanamoku Beach, Fort DeRussy Beach, and Ala Moana Beach, placing you in the heart of Honolulu's vibrant beach scene. The property consistently receives excellent ratings for location, cleanliness, and overall user experience. This one-bedroom, one-bathroom home spans 650 square feet and offers a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking, ensuring a comfortable and convenient stay. Enjoy stunning sea views, a spa, and concierge service while exploring the best of Honolulu.

Neighborhoods and points of interest in Kailua, HI

Choose the Right Vacation Rentals with a Pool in Kailua, HI

Complement your beach days with a dip in the pool at these premier vacation rentals in Kailua, HI.

Free Parking 2-bedroom Condo In Waikiki, Cool Breeze W/a/c. Sleeps 6 - Kailua, HI
10 5 reviews

Free Parking 2-bedroom Condo In Waikiki, Cool Breeze W/a/c. Sleeps 6

apartment, Urban Honolulu
This apartment is located in Honolulu's Waikiki district, offering proximity to Waikiki Beach Walk and Royal Hawaiian Center, and is 0.2 miles from Waikiki Beach and Honolulu Harbor.
This 700-square-foot condo sleeps up to 6 guests with 2 bedrooms and 1 bathroom featuring a bidet, and includes air conditioning, a pool, parking, and a kitchen with a microwave and dishwasher.
2 Bedroom Waikiki Condo Sleeps 6 W/free Parking - Kailua, HI
10 42 reviews

2 Bedroom Waikiki Condo Sleeps 6 W/free Parking

apartment, Urban Honolulu
This Waikiki condo, located at the entrance to Waikiki, offers easy access to beaches, shops, restaurants, and the Honolulu Convention Center.
The recently renovated (August 2022) 2-bedroom, 1-bathroom unit sleeps six with a queen bed, two full beds, and a sofa sleeper, featuring a full kitchen, assigned parking, and access to a swimming pool and BBQ area.
Comfortable, Bright And Airy Condo W/ Full Kitchen, Sleeps Four - Kailua, HI
9.8 80 reviews

Comfortable, Bright And Airy Condo W/ Full Kitchen, Sleeps Four

apartment, Urban Honolulu
This Waikiki apartment rental is steps from Waikiki Beach and a short walk from the International Market Place, placing you near major shopping and dining.
The one-bedroom, one-bathroom unit sleeps three guests and features a kitchen with a refrigerator and microwave, a private balcony, on-site BBQ grills, a spa tub, and access to a swimming pool, jacuzzi, and tennis court.
16f-grand Diamond Head View-2br-waikiki W/parking! - Kailua, HI
9.8 69 reviews

16f-grand Diamond Head View-2br-waikiki W/parking!

apartment, Urban Honolulu
This Waikiki apartment rental boasts stunning Diamond Head views from its 16th-floor location, just one block from Waikiki Beach.
The 2-bedroom, 1-bathroom condo sleeps up to six guests and features a fully equipped kitchen, central AC, one assigned parking space, and building amenities including a pool, gym, and BBQ grills.

Top-Rated Oceanfront Vacation Rentals in Kailua, HI

Discover beautiful beach towns with these seaside vacation rentals in Kailua, HI, perfect for relaxing near the coast and exploring the shore.

Pm 2703 1 Bedroom Queen Suite 27th Floor Sleeps 4 - Kailua, HI
9.2 97 reviews

Pm 2703 1 Bedroom Queen Suite 27th Floor Sleeps 4

apartment, Urban Honolulu
Kailua Kai - Kailua Beach Front - Lic. Rental: #19 - Kailua, HI
9.6 159 reviews

Kailua Kai - Kailua Beach Front - Lic. Rental: #19

apartment, Kailua
Upscale Kailua Getaway: Steps To Swim Beach! - Kailua, HI
10 2 reviews

Upscale Kailua Getaway: Steps To Swim Beach!

apartment, Kailua
Oasis In Waikiki W/ Pool -Steps To The Beach, Zoo, Sundeck Waikiki Grand Hotel® - Kailua, HI
9.0 99 reviews

Oasis In Waikiki W/ Pool -Steps To The Beach, Zoo, Sundeck Waikiki Grand Hotel®

apartment, Urban Honolulu

Traveler-Approved Luxury Vacation Rentals in Kailua, HI

Refined interiors and prime locations make these luxury waterfront vacation rentals in Kailua, HI the ideal choice for your stay.

Incredible View And Location! - Kailua, HI
9.8 97 reviews

Incredible View And Location!

apartment, Urban Honolulu

Explore Vacation Rentals with Saunas in Kailua, HI

Recover properly with on-site sauna access, a standard feature at these premier Kailua, HI vacation rentals.

Waikiki Banyan 3411 Ocean View - Free Parking - Kailua, HI
9.2 71 reviews

Waikiki Banyan 3411 Ocean View - Free Parking

apartment, Urban Honolulu
Hilton Hawaiian Village Waikiki Beach Resort - Kailua, HI
8.3 17565 reviews

Hilton Hawaiian Village Waikiki Beach Resort

resort, Urban Honolulu
37 Flr Elegant Ocean View Studio|king Bed|waikiki - Kailua, HI
9.9 72 reviews

37 Flr Elegant Ocean View Studio|king Bed|waikiki

apartment, Urban Honolulu
Newly Innovated Oceanview Beach Condo - Sauna Pool - Kailua, HI
No reviews

Newly Innovated Oceanview Beach Condo - Sauna Pool

apartment, Urban Honolulu
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