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Best Vacation rentals and Airbnb offers in Kailua, HI
10 1 review
Kailua, HI
08/20 – 09/19
$154/nighttotal: $4620 (30 )
Eclectic Studio W/ Private Lanai & Garden
1 2
apartment , Kailua
This studio apartment in Kailua is a 10-minute walk from Kailua Beach, offering a convenient base for exploring Oahu. The 700 sq ft studio features a full kitchenette, a dedicated workspace with Wi-Fi, a private lanai with a tiki bar, and includes beach essentials, comfortably accommodating two guests.
9.8 10 reviews
Kailua, HI
12/21 – 12/28
$303/nighttotal: $2121 (7 )
Aqua Aloha Surf Waikiki 1505 | City Views Pool & Bbq
1 4
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.
9.8 290 reviews
Kailua, HI
12/21 – 12/28
$414/nighttotal: $2898 (7 )
Pillows In Paradise, "Lanikai" Private Studio
1 4
studio , Kailua
Pillows in Paradise is a charming bed and breakfast located in Kailua, just a half-mile from the world-famous Kailua Beach, offering a tranquil escape with easy access to the town's shops and restaurants. It consistently receives excellent ratings for its cleanliness, location, and overall user experience. The accommodation features one bathroom and comfortably sleeps up to five guests. Enjoy amenities like air conditioning, a swimming pool, a garden, and parking, perfect for a relaxing getaway.
9.1 108 reviews
Kailua, HI
09/12 – 09/18
$205/nighttotal: $1230 (6 )
King Bed Suite At Waikiki Grand Hotel® - Just Steps Away From Waikiki Beach -604
1 2
apartment , Urban Honolulu
This Waikiki apartment rental is a short 10-minute walk from Honolulu Zoo and Waikiki Beach, and a 15-minute walk from International Market Place and Kaimana Beach. The pet-friendly unit features a kitchenette with a refrigerator, stovetop, and microwave, accommodates two guests, includes a private patio, and offers free WiFi, a swimming pool, and a tennis court.
9.7 1670 reviews
Kailua, HI
12/21 – 12/28
$469/nighttotal: $3283 (7 )
1438 · Ilikai Collection # 8. Beach Views And Great Value
1 4
apartment , Urban Honolulu
This apartment is in Waikiki, Honolulu, a short walk from Duke Kahanamoku Lagoon and the Hilton Hawaiian Village. It has excellent user, location, and cleanliness ratings. The apartment has two bedrooms and two lanais with stunning views of the ocean, lagoon, marina, and city lights. It offers access to two pools, a coffee shop, a restaurant, a convenience store, shops, and Friday night entertainment.
9.1 58 reviews
Kailua, HI
09/23 – 09/26
$237/nighttotal: $711 (3 )
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.
9.2 181 reviews
Kailua, HI
06/20 – 06/27
$192/nighttotal: $1344 (7 )
Modern Condo In Heart Of Waikiki! 1 Block To Beach, Ac, Wi-fi, Free Parking!
1 2
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.
Kailua, HI
09/23 – 09/26
$128/nighttotal: $384 (3 )
Disconnect Off Grid
1 2
cabin , Kailua
This budget-friendly camping cabin in Kailua is located a 25-minute drive from the airport, with guests recommended to use rideshare or public transport. This cabin accommodates two guests and features a full-size memory foam mattress, a sink with running water, a portable gas grill, a coffee maker, a powered ice chest, a solar-powered battery with USB ports, WiFi, and beach towels and camping chairs.
9.2 64 reviews
Kailua, HI
07/15 – 08/15
$164/nighttotal: $5084 (31 )
Island Colony (Ic14)
1 2
apartment , Urban Honolulu
This Waikiki condo rental is ideally located a short walk from the International Market Place, Royal Hawaiian Center, and Waikiki Beach, and less than a mile from the Honolulu Zoo. The one-bedroom, one-bathroom unit features a private pool, fitness center, and in-unit amenities including a refrigerator, microwave, stovetop, and coffee maker, accommodating up to two guests with a sofa bed.
9.1 92 reviews
Kailua, HI
06/20 – 06/27
$272/nighttotal: $1904 (7 )
Ilikai 2127 Spectacular Ocean Harbor Views
1 2
house , Urban Honolulu
This studio apartment is located in the Waikiki district of Honolulu, just a short distance from popular beaches like Kahanamoku Beach, Fort DeRussy Beach, and Magic Island Lagoon Beach. The studio has excellent user, location, and cleanliness ratings. The studio is a one-bedroom, one-bathroom apartment with a floor area of 5380 square feet. It features a private pool, elevator access, a fully equipped kitchen, free Wi-Fi, private parking, air conditioning, and a terrace with spectacular ocean and harbor views.
9.8 100 reviews
Kailua, HI
06/20 – 06/27
$172/nighttotal: $1204 (7 )
Cozy & Chic Island King Studio-central Waikiki.
1 2
apartment , Urban Honolulu
This King studio suite is centrally located in Waikiki, a short walk from Waikiki Beach and numerous restaurants and shops. The unit features a king-size bed, a twin-size sofa sleeper, a fully equipped kitchen including a Keurig coffee maker, a 65” smart HDTV with Netflix, and access to a swimming pool, jacuzzi, sauna, and fitness center; it comfortably sleeps three guests.
8.0 1 review
Kailua, HI
07/15 – 08/15
$321/nighttotal: $9951 (31 )
Short Walk To Kailua Beach Across The Street-quiet Ac's-lg. Kitchen-patio-grill
1 2
apartment , Kailua
This Kailua apartment is directly across the street from Kailua Beach Park, putting you steps away from the sand, turquoise waters, and the park's amenities. You'll also be within walking distance of local eateries like Buzz’s Restaurant and Kalapawai Market. This one-bedroom rental comfortably accommodates up to four guests, with a separate bathroom, a large kitchen area, and a private outdoor patio. Enjoy features like split AC units, double-paned windows, tile flooring, covered parking, a shared outdoor grill, and an outdoor shower.
Best Kailua, HI vacation rentals with a balcony
9.2 69 reviews
Kailua, HI
08/20 – 09/19
$190/nighttotal: $5700 (30 )
Waikiki Studio With Balcony & Incredible Pool Sleeps 3
1 2
studio , Urban Honolulu
This Waikiki apartment rental is a 5-minute walk from Waikiki Beach and International Market Place, placing you near major attractions like the Royal Hawaiian Center and Waikiki Beach Walk. The 390-square-foot unit features one bedroom, one bathroom, a kitchenette with stovetop and microwave, and a private balcony; on-site amenities include a pool, jacuzzi, and tennis court.
9.4 112 reviews
Kailua, HI
12/21 – 12/28
$397/nighttotal: $2779 (7 )
Waikiki Banyan 1909 Amazing Views And Just Steps To The Beach
1 4
house , Urban Honolulu
This vacation rental is located in the Waikiki district of Honolulu, just a 4-minute walk from Kuhio Beach and a short distance from other popular Waikiki beaches. This house has excellent user, location, and cleanliness ratings. The home has one bedroom and one bathroom and is 600 square feet. Amenities include a swimming pool, Jacuzzi, terrace, garden, sauna, spa, tennis court, parking, and a kitchen with a fridge, microwave, and oven.
9.2 16 reviews
Kailua, HI
06/17 – 06/30
$242/nighttotal: $3146 (13 )
Ilikai Tower 1041
1 2
house , Urban Honolulu
This Waikiki apartment is located just steps from Kahanamoku Beach, Fort DeRussy Beach, and Magic Island Lagoon Beach, putting you right in the heart of the action. It has received very good ratings for cleanliness and user experience, and an excellent location rating. The apartment is a one-bedroom, one-bathroom unit with 500 square feet of space. Amenities include a private pool, free Wi-Fi, cable TV, a fully equipped kitchen, air conditioning, a hair dryer, and private parking.
8.3 652 reviews
Kailua, HI
06/20 – 06/27
$847/nighttotal: $5929 (7 )
Regency On Beachwalk Waikiki By Outrigger
2 6
apartment , Urban Honolulu
Regency on Beachwalk Waikiki by OUTRIGGER is located on Waikiki Beach Walk in Honolulu, a short walk from the Royal Hawaiian Center and a quick drive from the Ala Wai Golf Course. This 4-star aparthotel has received very good user ratings for its location, cleanliness, and overall experience. The aparthotel features modern suites with private balconies, offering stunning ocean or city views. Guests can enjoy a range of amenities, including a swimming pool, a spa, a fitness center, and multiple dining options.
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.
8.9 4812 reviews
Kailua, HI
09/23 – 09/26
$363/nighttotal: $1089 (3 )
Waikiki Beach Marriott Resort & Spa
1 2
resort , Urban Honolulu
The Waikiki Beach Marriott Resort & Spa is directly across the street from Waikiki Beach, placing you close to the sand, surf, and popular attractions like the Honolulu Zoo and Waikiki Aquarium. Guests have consistently rated the location excellent, the cleanliness very good, and the overall experience very good. The hotel offers spacious rooms with amenities like flat-screen TVs, coffee makers, and refrigerators. Guests can enjoy two outdoor pools, a fitness center, live nightly entertainment, a spa, and multiple restaurants.
This Waikiki condo is steps from Waikiki Beach, offering easy access to the International Market Place and Royal Hawaiian Center. This 600-square-foot apartment features one bedroom, one bathroom, sleeps five guests, and includes a fully equipped kitchen, private lanai, free Wi-Fi, parking, and access to a pool, hot tub, BBQ, and sauna.
10 15 reviews
Kailua, HI
11/01 – 11/30
$302/nighttotal: $8758 (29 )
Coconut Grove Cottage, Walk To Beach And Downtown
1 3
apartment , Kailua
This 2-bedroom Kailua cottage is located in the Coconut Grove neighborhood, a short walk from Kailua Beach and Kailua town. The cottage offers a full kitchen, washer and dryer, two parking spaces, and access to a garden with fresh produce, plus kayaks, paddleboards, boogie boards, and bicycles for exploring the area.
9.1 9435 reviews
Kailua, HI
06/20 – 06/27
$1261/nighttotal: $8827 (7 )
Halekulani - No Resort Fee
1 6
resort , Urban Honolulu
The Halekulani resort sits on Waikiki Beach, offering stunning views of Diamond Head and easy access to the bustling beach scene. With excellent ratings for location, cleanliness, and overall experience, this resort delivers a memorable stay in Honolulu. The resort features spacious rooms with private balconies, luxurious bathrooms, and flat-screen TVs. Enjoy amenities like a heated pool, a spa offering Polynesian treatments, and multiple dining options, including the acclaimed La Mer restaurant.
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
9.0 222 reviews
Kailua, HI
08/20 – 09/19
$276/nighttotal: $8280 (30 )
Waikiki Banyan 16th Floor Suite - Ocean View, Full Kitchen, Sleeps 4
1 2
apartment , Urban Honolulu
This Waikiki condo is in the heart of Honolulu, within walking distance of St. Augustine by-the-Sea Catholic Church, Waikiki Beach, and International Market Place. It has very good user and cleanliness ratings and an excellent location rating. The one-bedroom, one-bathroom condo accommodates four guests and features a fully equipped kitchen, a private balcony, and access to an outdoor pool, sauna, and spa tub. It is also pet-friendly and offers parking and internet access.
This apartment is conveniently located in Waikiki, a short walk from Ala Wai Yacht Harbor and Ala Moana Center, with Waikiki Beach and the Royal Hawaiian Center within easy reach. The apartment has consistently received excellent ratings from previous guests. The apartment has a spacious layout, offering 370 square feet of living space and accommodating up to 3 guests. Amenities include a fully equipped kitchen, a swimming pool, a spa, and a tennis court, ensuring a comfortable and enjoyable stay.
9.2 17 reviews
Kailua, HI
08/15 – 08/25
$178/nighttotal: $1780 (10 )
Ilikai Marina 1093
1 2
house , Urban Honolulu
Ilikai Marina 1093 City View Studio is a Waikiki apartment conveniently located a short walk from Kahanamoku Beach and less than a mile from Magic Island. This 450-square-foot unit sleeps two guests and features a fully equipped kitchen, free Wi-Fi, air conditioning, parking, and a TV.
9.7 449 reviews
Kailua, HI
09/23 – 09/26
$559/nighttotal: $1677 (3 )
Kailua Palm Studio. Walk To Beach! Permitted
1 2
house , Kailua
This Kailua studio is located in a quiet cul-de-sac, just an 8-10 minute walk from Kailua Beach and a short distance from Kailua Town, Buzz's Steak House, and Kalapawai Market. The studio features a king-size bed, a futon, a private lanai, a fully equipped kitchenette, a bathroom with a shower, a private parking spot, a washer and dryer, and a beach wagon, chairs, umbrella, and towels.
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.
9.3 51 reviews
Kailua, HI
08/20 – 09/19
$175/nighttotal: $5250 (30 )
Ocean/diamond Head Views, High Floor, A/c, Washer/dryer, Wifi, Parking!
1 2
apartment , Urban Honolulu
This Waikiki condo, located on Cleghorn Street, offers easy access to Waikiki's best beaches, a grocery store, and a bus stop, all within a short walk. The 600-square-foot, one-bedroom, one-bathroom unit in the Waikiki Skytower sleeps four and boasts a fully equipped kitchen, in-unit laundry, a private terrace, building amenities including a heated pool and sauna, and free secured parking.
9.2 85 reviews
Kailua, HI
12/22 – 01/04
$365/nighttotal: $4745 (13 )
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.
9.6 156 reviews
Kailua, HI
12/22 – 01/04
$534/nighttotal: $6942 (13 )
Less Than A One Minute Walk To Kailua Beach, Pool, Bikes, Bbq, A/c, And More
1 2
apartment , Kailua
This Kailua rental is ideally located near Kailua and Lanikai Beaches, a 15-minute walk away, and within 2 miles of Kailua Bay Beach and Kalama Beach Park. The one-bedroom, one-bathroom apartment sleeps two guests and offers a kitchenette with a refrigerator and microwave, a balcony, in-unit laundry, plus access to a swimming pool, jacuzzi, and spa.
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.
9.8 10 reviews
Kailua, HI
07/15 – 08/15
$407/nighttotal: $12617 (31 )
Gateway To Lanikai In Kailua-steps To Kailua Beach
1 2
apartment , Kailua
8.4 6 reviews
Kailua, HI
06/20 – 06/27
$309/nighttotal: $2163 (7 )
Ilikai Marina 480
1 2
house , Urban Honolulu
9.0 48 reviews
Kailua, HI
06/17 – 06/30
$107/nighttotal: $1391 (13 )
Wg 603 Quaint Studio With Balcony & Pool Onsite
1 2
apartment , Urban Honolulu
Kailua, HI
07/15 – 08/15
$397/nighttotal: $12307 (31 )
Charming Beachfront King Bedroom Condo In Honolulu
2 2
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.