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Best Vacation rentals and Airbnb offers in Kailua, HI
9.4 413 reviews
Kailua, HI
08/11 – 09/05
$221/nighttotal: $5525 (25 )
Bright Corner Unit With Stunning Views! Ac, W/d, Wi-fi, Washlet, Parking!
1 2
apartment , Urban Honolulu
This one-bedroom apartment is located in the heart of Waikiki, just a short walk from Waikiki Beach Walk, Royal Hawaiian Center, and International Market Place. It has received excellent ratings for location, cleanliness, and overall user experience. The apartment features a fully equipped kitchen, a comfortable living area with a TV and DVD player, and a private balcony. Enjoy amenities like a swimming pool, a jacuzzi, a sauna, a tennis court, and a garden, all within the building.
8.8 708 reviews
Kailua, HI
08/15 – 08/25
$156/nighttotal: $1560 (10 )
Kv1009 Waikiki 2463 Kuhio Ave Honolulu
1 2
house , Urban Honolulu
This apartment is located in the heart of Waikiki, within a short walk to the beach, the Honolulu Zoo and the International Market Place, and offers an excellent location rating and very good user and cleanliness ratings. The apartment has one bedroom, one bathroom, a fully equipped kitchen, a balcony with scenic views of the surrounding area, free WiFi, and a washing machine. The building is smoke-free and has a water park for entertainment, and a limited housekeeping service is available.
8.5 74 reviews
Kailua, HI
10/03 – 10/12
$142/nighttotal: $1278 (9 )
High Floor, Newly Furnished Condo At Island Colony In Waikiki!
1 2
apartment , Urban Honolulu
This apartment is located in Waikiki, a short 10-minute walk from International Market Place, Royal Hawaiian Center, and Waikiki Beach Walk, putting you in the heart of the action. The apartment has received excellent ratings for location, cleanliness, and overall user experience. This one-bedroom, one-bathroom apartment is perfect for couples or solo travelers. Enjoy amenities like a private pool, fitness center, spa tub, and barbecue grills, along with easy access to Waikiki Beach, the Honolulu Zoo, and other attractions.
8.6 147 reviews
Kailua, HI
08/17 – 08/21
$217/nighttotal: $868 (4 )
15th Floor - Heart Of Waikiki With Balcony Sleeps 4
1 2
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.
9.0 2 reviews
Kailua, HI
07/15 – 08/15
$324/nighttotal: $10044 (31 )
Kailua Beach Get Away W/ Large Yard, Walk To Beach
1 2
apartment , Kailua
This Hawaiian-style dwelling is located in Kailua, 0.5 miles from Kailua Town and 0.5 miles from Kailua/Lanikai Beach. This apartment accommodates four guests and features a sunroom with fruit tree views, open living spaces, and trade wind cooling, with internet and a kitchen provided.
9.3 87 reviews
Kailua, HI
08/15 – 08/25
$216/nighttotal: $2160 (10 )
Close To Convention Center & Shops With Pool /Wifi
1 2
apartment , Urban Honolulu
This Waikiki apartment rental offers a prime location, a short walk from Fort DeRussy Beach Park, Waikiki Beach Walk, and Royal Hawaiian Center. The 250-square-foot studio comfortably sleeps two guests and includes a private patio, free Wi-Fi, a kitchenette with microwave and refrigerator, and access to a swimming pool, fitness center, and tennis court.
9.0 150 reviews
Kailua, HI
07/09 – 07/17
$183/nighttotal: $1464 (8 )
Great Waikiki Studio, Just Steps To Waikiki Beach, Zoo Waikiki Grand Hotel® 801
1 2
studio , Urban Honolulu
This studio apartment is located just half a block from Waikiki Beach, putting you right in the heart of the action. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This studio apartment comfortably accommodates two guests and includes a kitchen with a microwave, coffee machine, and stove. You can enjoy amenities like a swimming pool, spa, and rooftop deck with stunning views of Diamond Head, Waikiki Beach, and the Pacific Ocean.
9.7 23 reviews
Kailua, HI
10/03 – 10/12
$111/nighttotal: $999 (9 )
The Ohana Island Hut
1 2
cabin , Kailua
This Kailua bungalow, conveniently located on Oahu near Diamond Head and the North Shore, offers easy access to Oahu's diverse attractions. This one-bedroom unit sleeps two, features a kitchen and air conditioning, and includes water sports equipment rental and airport transfers; it's an affordable glamping option perfect for budget travelers.
9.8 32 reviews
Kailua, HI
08/11 – 09/05
$226/nighttotal: $5650 (25 )
Ilikai Tower 1717
1 2
house , Urban Honolulu
Ilikai Tower 1717 City View 1BR is a highly-rated apartment in Waikiki, just steps from the beach and within walking distance of major attractions. The one-bedroom apartment features a private pool on the balcony, stunning city views, and modern amenities. It accommodates up to two guests comfortably and offers access to a concierge service and on-site parking.
9.4 65 reviews
Kailua, HI
07/09 – 07/17
$174/nighttotal: $1392 (8 )
Ilikai Waikīkī Studio W/ 2 Pools And Large Lanai
1 2
apartment , Urban Honolulu
This Waikiki condo, located in the iconic Ilikai building (featured in Hawaii 5-0), offers easy walking access to Waikiki's beaches and attractions. The one-bedroom, one-bathroom unit sleeps four, boasting a newly remodeled kitchen with stainless steel appliances, a designer bathroom with a massage-jet shower, and a platform bed; on-site amenities include a swimming pool and parking.
10 2 reviews
Kailua, HI
08/20 – 09/19
$298/nighttotal: $8940 (30 )
Coconut Grove Kailua Vacation Home
3 2
apartment , Kailua
This Kailua vacation rental is located in the Coconut Grove neighborhood, offering walking and biking access to Kailua Town's shops and eateries, and is less than 1 mile from Kailua Beach. This 3-bedroom, 1-bathroom house accommodates up to 6 guests and features air conditioning, internet, a full kitchen with a microwave and dishwasher, and a fenced yard, providing convenient access to surfing, SUP, kayaking, and waterfall hikes.
9.8 24 reviews
Kailua, HI
08/20 – 09/19
$253/nighttotal: $7590 (30 )
Sweet Vintage Hawaiian Cottage And Guest House! Great Deal In Beautiful Lanikai!
3 2
apartment , Kailua
This Kailua vacation home is ideally situated less than a mile from both Lanikai Beach and Kailua Beach Park, and within three miles of the Lanikai Pillboxes hiking trail. The three-bedroom, two-bathroom house sleeps six guests and features a fully equipped kitchen, patio with barbecue grills, washer, and air conditioning, offering a comfortable stay near stunning beaches and hiking trails.
Best Kailua, HI vacation rentals with a balcony
9.2 65 reviews
Kailua, HI
10/03 – 10/12
$213/nighttotal: $1917 (9 )
Aqua Aloha Surf Waikiki 906 | Sparkling City Views Pool & Bbq
1 2
apartment , Urban Honolulu
This apartment is located in Waikiki, a short 10-minute walk from International Market Place and Waikiki Beach, putting you in the heart of all the action. Guests consistently rate this rental as excellent for location, cleanliness, and overall experience. The one-bedroom apartment offers 370 square feet of space, comfortably accommodating up to four guests. Enjoy amenities like a swimming pool, terrace, and parking, making it easy to relax and explore all that Honolulu has to offer.
9.8 10 reviews
Kailua, HI
10/03 – 10/12
$213/nighttotal: $1917 (9 )
Aqua Aloha Surf Waikiki 1505 | City Views Pool & Bbq
1 2
apartment , Urban Honolulu
This Waikiki apartment is conveniently located just a 10-minute walk from the International Market Place and Waikiki Beach, with easy access to other popular attractions like Royal Hawaiian Center and Waikiki Beach Walk. The 370-square-foot apartment features one bedroom, one bathroom, and can comfortably accommodate up to four guests, offering amenities like a balcony, a TV with a DVD player, and a kitchen with a microwave, a coffee/tea maker, and a washing machine.
9.5 169 reviews
Kailua, HI
07/09 – 07/17
$186/nighttotal: $1488 (8 )
1-bedroom Apartment Just 5minutes Walk To Ala Moana Center
1 2
apartment , Urban Honolulu
This Waikiki bed and breakfast is located just a 5-minute walk from the beach and across from the Hilton Hawaiian Village, placing you in the heart of Honolulu's vibrant entertainment district. It boasts excellent ratings for location, cleanliness, and overall user experience. The one-bedroom suite offers 320 square feet of space and can accommodate up to four guests. Enjoy access to a fitness center, swimming pool, and sundeck with a barbeque grill, along with amenities like free Wi-Fi, laundry facilities, and beach equipment.
9.5 138 reviews
Kailua, HI
10/03 – 10/12
$159/nighttotal: $1431 (9 )
*Luana Waikiki*no Resort Fees*
2 2
apartment , Urban Honolulu
This 313-square-foot studio apartment in Honolulu, a 10-minute walk from Waikiki Beach, offers easy access to the area's attractions. The unit features a queen bed, full-size sofa sleeper, private lanai (34 sq ft), a kitchenette with a fridge and microwave, and access to a swimming pool and fitness center; it sleeps up to three guests and is available for $40/night.
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.
9.5 139 reviews
Kailua, HI
12/21 – 12/28
$592/nighttotal: $4144 (7 )
Mountain View Deluxe Vacation Rental, Ac, Close To Beach, Wifi, Pool, Parking
1 4
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).
10 1 review
Kailua, HI
08/20 – 09/19
$241/nighttotal: $7230 (30 )
Comfy 1 Bedroom Steps To White Sand Beach
1 2
apartment , Kailua
This Kailua rental is steps from Lanikai Beach, 3 miles from Kailua town, and near the Lanikai Pillbox hiking trail. The one-bedroom apartment sleeps two, features a full kitchen (no dishwasher), washer/dryer, free WiFi, beach gear, on-site parking, and air conditioning; enjoy the shared lanai and proximity to Buzz's Original Steakhouse.
This 1120 sq ft, 2-bedroom, 2-bathroom condo offers a prime location in Waikiki, Honolulu, just steps from Waikiki Beach and a 2-3 minute walk to Kalakaua Avenue, International Market Place, dining, and nightlife. This family-friendly apartment sleeps 8 guests and features air conditioning, a full kitchen, a balcony, a garden, a spa, and includes parking, with opportunities for kayaking, scuba diving, snorkeling, and visiting Royal Hawaiian Center and Diamond Head nearby.
10 2 reviews
Kailua, HI
12/26 – 12/28
$302/nighttotal: $604 (2 )
Unique Chic Hotel With Pool, Wifi, Gym & Ac In World-class Waikiki, Hawaii.
1 3
apartment , Urban Honolulu
This Waikiki apartment rental is centrally located, a short walk from Waikiki Beach and the Friday night fireworks. The one-bedroom, one-bathroom unit sleeps four, boasting a fully stocked kitchenette, private balcony, access to a pool and gym, and proximity to Waikiki Beach Walk and Royal Hawaiian Center.
Frequently Asked Questions about vacation rentals in Kailua, HI
What should a first-time visitor not miss in Kailua, HI?
Kailua Beach is a must-see, known for its calm turquoise waters and soft white sand. You can also visit the Lanikai Pillboxes for stunning views of the Mokulua Islands.
What are the best Airbnb and vacation rentals in Kailua, HI?
Which neighborhood in Kailua, HI should you consider for a vacation rental?
The area around Kailua Beach Park is ideal, offering easy access to the beach, restaurants, and shops. The neighborhood is also close to the Kailua Town Center.
What are the top family-friendly attractions in Kailua, HI?
The Kailua Beach Park is a great place for families, with picnic areas, restrooms, and plenty of space for kids to play. The Windward Mall is also a good option with a movie theater and various shops.
What are the best vacation rentals with a pool in Kailua, HI?
When is the best time to book a vacation rental in Kailua, HI?
The best time to book a vacation rental in Kailua is during the shoulder seasons, from April to May or September to October, when the weather is still pleasant but the crowds are smaller.
What are the best rentals for families and kids in Kailua, HI?
What are the best budget-friendly activities in Kailua, HI?
Hiking the trails at the Kualoa Regional Park is a great way to enjoy the natural beauty of Kailua without spending much money. You can also pack a picnic and enjoy a day at Kailua Beach Park.
What are the best rentals or Airbnbs with a jacuzzi in Kailua, HI?
What are the best restaurants with local dishes in Kailua, HI?
Try the Hawaiian plate lunch at the Kailua Farmers Market, held every Saturday. For a more upscale experience, visit the popular restaurant, Buzz's Steak House, known for its local seafood and steaks.
What are the best walking or cycling routes in Kailua, HI?
The paved path along Kailua Beach is a popular walking and cycling route. For a longer ride, try the scenic route along the coast from Kailua to Lanikai.
Are there pet-friendly attractions in Kailua, HI?
Kailua Beach Park is dog-friendly, allowing pets on leash. You can also take your dog for a walk along the paved path that runs along the beach.
What are the benefits of choosing a vacation rental in Kailua, HI?
Vacation rentals offer more space and privacy than hotels, and they are often located in more desirable neighborhoods. Many rentals also have kitchens, allowing you to prepare your own meals.
What are the top sports attractions and facilities in Kailua, HI?
Kailua Beach Park is a popular spot for windsurfing and kayaking. You can also find tennis courts and a basketball court at the park.
Destinations nearby
Best Kailua, HI vacation rentals with parking
9.7 75 reviews
Kailua, HI
12/26 – 12/28
$673/nighttotal: $1346 (2 )
1br Ilikai Marina Ocean View 5 Star Location
1 3
apartment , Urban Honolulu
This Waikiki apartment in the Ilikai Marina offers a quiet yet convenient location, a 5-minute walk from Waikiki Beach and a 10-15 minute walk from Ala Moana Center. The 7,010-square-foot condo features one bathroom, sleeps three guests, and includes a fully equipped kitchen, high-speed Wi-Fi (500mbps), and a lanai with harbor/ocean views.
9.1 108 reviews
Kailua, HI
12/21 – 12/28
$212/nighttotal: $1484 (7 )
Spacious High Ceiling Studio W/free Parking! In Central Waikiki, Luana Hotel
1 4
studio , Urban Honolulu
This Waikiki aparthotel offers a convenient location, a 10-minute walk from Waikiki Beach Walk and Royal Hawaiian Center, and within 15 minutes of International Market Place and Waikiki Beach. The 340-square-foot apartment features one bedroom, one bathroom, accommodates four guests, and includes a kitchenette with a refrigerator, microwave, and modern amenities such as free WiFi, a balcony, and a Smart TV, plus access to an on-site pool, fitness center, and barbecue grills.
9.2 18 reviews
Kailua, HI
08/11 – 09/05
$280/nighttotal: $7000 (25 )
Ilikai Tower 1806
1 2
house , Urban Honolulu
This Waikiki apartment is a short walk from Fort DeRussy and a half mile from the Hawaii Convention Center, making it easy to explore the best of Honolulu. Guests consistently rate the location, cleanliness, and overall experience as excellent. The apartment has one bedroom, one bathroom, and can comfortably accommodate up to four guests in its 500 square feet of space. Amenities include a private pool, air conditioning, a fully equipped kitchen, free Wi-Fi, cable TV, and a terrace with views of the Ala Wai Yacht Harbor.
8.8 52 reviews
Kailua, HI
08/11 – 09/05
$308/nighttotal: $7700 (25 )
Ilikai Tower 1936 Condo
1 2
apartment , Urban Honolulu
This Ilikai condo rental in Waikiki is a 12-minute walk from Fort DeRussy and 0.6 miles from the Hawaii Convention Center, offering easy access to beaches and attractions. This 500-square-foot one-bedroom unit features a fully equipped kitchen, free Wi-Fi, private parking, a heated pool, and a terrace, comfortably accommodating couples or solo travelers.
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.
8.8 6576 reviews
Kailua, HI
10/02 – 10/03
$373/nightfor 1 night
Hyatt Regency Waikiki Beach Resort & Spa
1 1
resort , Urban Honolulu
The Hyatt Regency Waikiki Beach Resort & Spa is located directly on Waikiki Beach, within walking distance of Diamond Head and the Honolulu Zoo. It has excellent location and cleanliness ratings as well as a very good overall rating. The hotel offers a variety of room types, including rooms with balconies, and features a spa, a fitness center, a pool, and multiple restaurants and bars. Guests can enjoy cultural experiences, such as hula dancing and lei making, at the resort's Ho'okela cultural center.
9.7 78 reviews
Kailua, HI
07/09 – 07/17
$193/nighttotal: $1544 (8 )
Partial Oceanview! Next To Beach Free Parking/pool
1 2
apartment , Urban Honolulu
This Waikiki studio apartment is steps from Ala Moana Center and Beach Park, a short walk from Waikiki Beach and the Hilton Hawaiian Village. The newly renovated unit sleeps five, boasts a 50-inch 4K Smart TV, granite countertops, a well-equipped kitchen, and access to a swimming pool, jacuzzi, and secured parking—all within a building offering laundry facilities and BBQ areas.
9.6 694 reviews
Kailua, HI
08/11 – 09/05
$330/nighttotal: $8250 (25 )
Mountain View Getaway, Free Parking And Beach Steps Away
1 2
apartment , Urban Honolulu
This apartment is located in Waikiki, within walking distance of Waikiki Beach, International Market Place, and other popular attractions. It has excellent user, location, and cleanliness ratings. The apartment has 1 bedroom, 1 bathroom, and a floor area of 600 square feet. It features modern amenities such as a sauna, spa tub, barbecue grills, a fully equipped kitchen, a washing machine, and a coffee/tea maker. Guests also have access to a balcony with views of the surrounding area, a tennis court, a swimming pool, a Jacuzzi, a garden, and parking.
10 2 reviews
Kailua, HI
06/24 – 07/28
$1480/nighttotal: $50320 (34 )
Upscale Kailua Getaway: Steps To Swim Beach!
3 5
apartment , Kailua
This Kailua vacation home boasts a prime Lanikai location, a 10-minute walk from Lanikai Beach and Kailua Beach, and within 3 miles of the Lanikai Pillboxes hiking trail. This 2,060-square-foot property features three bathrooms, accommodates six guests, and includes a private pool, fully equipped kitchen, outdoor barbecue, and on-site laundry facilities.
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.
8.5 1563 reviews
Kailua, HI
08/17 – 08/21
$315/nighttotal: $1260 (4 )
Paradise Bay Resort
1 2
resort , Kahaluu
9.0 12 reviews
Kailua, HI
10/03 – 10/12
$169/nighttotal: $1521 (9 )
Studio Just Minutes To Waikiki Beach
1 2
studio , Urban Honolulu
9.0 142 reviews
Kailua, HI
07/09 – 07/17
$224/nighttotal: $1792 (8 )
Perfect Location In Waikiki In A Private Queen Bed Studio- Waikiki Grand Hotel®
1 2
studio , Urban Honolulu
9.6 124 reviews
Kailua, HI
07/15 – 08/15
$177/nighttotal: $5487 (31 )
Lanikai Star Guest Studio
1 2
apartment , Kailua
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.
9.8 56 reviews
Kailua, HI
07/15 – 08/15
$122/nighttotal: $3782 (31 )
Beautiful Hilltop Studio With Stunning Views.
1 2
apartment , Kaneohe
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.
Kailua, HI
07/15 – 08/15
$214/nighttotal: $6634 (31 )
Marbella Lane - Stylish Island Stay W City Views
1 2
apartment , Urban Honolulu
9.4 305 reviews
Kailua, HI
10/03 – 10/12
$274/nighttotal: $2466 (9 )
Heart Of Waikiki,1bdrm,free Parking, Wifi,no Resort Fees,youtube,netflix !
1 2
house , Urban Honolulu
Kailua, HI
12/26 – 12/28
$553/nighttotal: $1106 (2 )
Pacific Monarch 1605- Oceanview Remodeled Studio In The Heart Of Waikiki
