Vacation Rentals in Kailua, HI

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Kailua, HI holiday rentals
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400 Holiday rentals and Airbnb in Kailua, HI

Best family friendly Kailua, HI holiday rentals

Among the 400 accommodations in Kailua, HI, here are the 4 best family friendly rentals

Cozy 1-bedroom Waikiki Condo In With Ac, Free Parking In Building Included. - Kailua, HI
Kailua, HI
09/07 – 17/07
A$460/nighttotal: A$3680 (8 )

Cozy 1-bedroom Waikiki Condo In With Ac, Free Parking In Building Included.

1 2
apartment , Urban Honolulu
This one-bedroom flat is situated in Waikiki, Honolulu, directly on the waterfront and next to a golf course, offering close proximity to Waikiki Beach Walk and the Royal Hawaiian Centre, approximately 1.1 kilometres from Honolulu Harbour.
The 51 square metre accommodation sleeps up to four guests and includes a king-sized bed, a convertible sofa, a kitchen with a fridge and microwave, air conditioning, a swimming pool, a terrace, a garden, a spa, and parking, with jet skiing and kayaking opportunities nearby.
8th Fl Waikiki Sunset | Parking | Pool | Ac - Kailua, HI
Kailua, HI
26/12 – 28/12
A$643/nighttotal: A$1286 (2 )

8th Fl Waikiki Sunset | Parking | Pool | Ac

1 3
apartment , Urban Honolulu
This one-bedroom condo is situated in Honolulu's Waikiki district, an 8-minute walk from Waikiki Beach and a 12-minute walk from the International Market Place.
This 50 square metre flat offers accommodation for up to four guests, featuring air conditioning, a fully equipped kitchen with a fridge and microwave, on-site covered parking, a swimming pool, and access to a fitness centre and barbecue facilities.
Wyndham Vacation Resorts Royal Garden At Waikiki - Kailua, HI
9.1 1481 reviews
Kailua, HI
20/08 – 19/09
A$360/nighttotal: A$10800 (30 )

Wyndham Vacation Resorts Royal Garden At Waikiki

1 2
resort , Urban Honolulu
The Wyndham Vacation Resorts Royal Garden At Waikiki is a 3-star hotel in Waikiki, Honolulu, a short walk from Waikiki Beach, Kahanamoku Beach, and the Royal Hawaiian Theater. It enjoys a great location with excellent user ratings for location, cleanliness and overall experience.
The hotel features a range of amenities for a comfortable stay, including a swimming pool, jacuzzi, terrace, garden, sauna, spa, restaurant, bar, fitness centre, tennis court, and valet parking. Guests can also enjoy the convenience of internet access, air conditioning, and a concierge service.
Nice Ocean View 1bed Room, Full Kitchen, Near Waikiki Beach! Rooftop Pool&bbq. - Kailua, HI
9.8 84 reviews
Kailua, HI
02/10 – 03/10
A$799/nightfor 1 night

Nice Ocean View 1bed Room, Full Kitchen, Near Waikiki Beach! Rooftop Pool&bbq.

2 1
apartment , Urban Honolulu
This Waikiki condo is a five-minute walk from Waikiki Beach and fifteen minutes from the Royal Hawaiian Center, offering easy access to Honolulu's main attractions.
The 54-square-metre (581 square feet) apartment features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, private balcony, and access to an on-site swimming pool, jacuzzi, and spa.

Best Kailua, HI holiday rentals with a pool

Among the 400 accommodations in Kailua, HI, here are the 4 best rentals with a pool

Ilikai 524 Ocean / Lagoon / Ocean Views King Bed - Queen Sleeper Futon - Kailua, HI
9.4 99 reviews
Kailua, HI
15/08 – 25/08
A$370/nighttotal: A$3700 (10 )

Ilikai 524 Ocean / Lagoon / Ocean Views King Bed - Queen Sleeper Futon

1 2
apartment , Urban Honolulu
This one-bedroom apartment is located in the heart of Waikiki, just a short walk from Fort DeRussy Beach and Magic Island Lagoon Beach. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
This 58 square metre apartment comfortably accommodates four guests and features a fully equipped kitchen, air conditioning, a private balcony with sea views, a swimming pool, a spa, a tennis court, and a garden. You'll also find complimentary Wi-Fi and private parking.
Aqua Palms Waikiki Ocean View Lanai Parking Included - Kailua, HI
8.9 143 reviews
Kailua, HI
26/12 – 28/12
A$662/nighttotal: A$1324 (2 )

Aqua Palms Waikiki Ocean View Lanai Parking Included

1 3
apartment , Urban Honolulu
This apartment is situated in the Waikiki district of Honolulu, just a short walk from the famous Kahanamoku Beach, Fort DeRussy Beach, and Ala Moana Beach. The apartment has received very good ratings for cleanliness and user experience, and the location is considered excellent.
The apartment offers a single bedroom and bathroom, perfect for a couple or solo traveller. You can enjoy stunning ocean views from your private balcony, relax in the heated pool, and stay active in the fitness room.
Palms Waikiki #412 - Kailua, HI
8.7 119 reviews
Kailua, HI
16/09 – 22/09
A$232/nighttotal: A$1392 (6 )

Palms Waikiki #412

1 2
apartment , Urban Honolulu
This apartment is located in Waikiki, just a short walk from the US Army Museum of Hawaii and Fort DeRussy, offering easy access to both historical attractions and the vibrant beach scene. The accommodation has received very good user ratings for cleanliness and an excellent location rating.
The one-bedroom apartment can comfortably sleep three guests and features a kitchenette, a private balcony, and air conditioning. Guests can enjoy the on-site amenities, including a fitness centre, outdoor pool, barbecue facilities, and a restaurant.
Royal Kuhio 1705 - Spacious Corner Unit With Stunning Mountain Views In The Heart Of Waikiki! - Kailua, HI
9.0 6 reviews
Kailua, HI
26/12 – 28/12
A$673/nighttotal: A$1346 (2 )

Royal Kuhio 1705 - Spacious Corner Unit With Stunning Mountain Views In The Heart Of Waikiki!

1 3
house , Urban Honolulu
This one-bedroom apartment is located in Waikiki, Honolulu, just a short walk from Waikiki Beach, Fort DeRussy Beach, and Kuhio Beach, offering easy access to the area's most popular attractions. It has received excellent ratings for user experience, location, and cleanliness.
The apartment is 50 square metres in size and features a fully equipped kitchen, a private pool, and a sun terrace. Enjoy the wellness area with a sauna and fitness centre, or relax and unwind with cable TV and complimentary Wi-Fi.

Frequently asked questions about holiday rentals in Kailua, HI

  • What should a first-time visitor not miss in Kailua, HI?

    The iconic Kailua Beach is a must-visit, known for its soft white sand and calm turquoise waters. You can't go wrong with a stroll along the beach, or even try out some paddleboarding or kayaking. And if you're feeling adventurous, you can take a hike up to the top of the nearby Lanikai Pillbox for stunning views of the coastline.
  • What are the best Airbnb and holiday rentals in Kailua, HI?

  • Which neighborhood in Kailua, HI should you consider for a vacation rental?

    Kailua town is a great choice, offering a mix of restaurants, shops, and cafes within walking distance of the beach. If you're looking for something quieter, consider renting in the Lanikai area, which is known for its beautiful beaches and more relaxed atmosphere.
  • What are the most popular Airbnbs in Kailua, HI?

  • What are the top family-friendly attractions in Kailua, HI?

    The Kailua Beach Park is a great spot for families, with a playground, picnic tables, and restrooms. The nearby Kailua Town is also a fun place to wander around with kids, with shops and restaurants. For a more adventurous outing, take a trip to the Ho'omaluhia Botanical Garden, which is a beautiful park with walking trails and a variety of plants and flowers.
  • What are the best holiday 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 and September to October. You'll find fewer crowds and more affordable prices during these months, although the weather is still pleasant.
  • What are the best rentals for families and kids in Kailua, HI?

  • What are the best budget-friendly activities in Kailua, HI?

    Kailua Beach is free to access and a fantastic way to spend the day. The Kailua Town Farmers Market is also free to attend, and you can enjoy the atmosphere, browse the stalls, and even grab a bite to eat. For a scenic hike, check out the Lanikai Pillbox Trail, which offers stunning views of the coastline and is free to access.
  • What are the best rentals or Airbnbs with a jacuzzi in Kailua, HI?

  • What are the best restaurants with local dishes in Kailua, HI?

    For authentic Hawaiian cuisine, try the Kailua Fish Market for fresh seafood. The Buzz's Steak House is a local favourite, known for its juicy steaks and laid-back atmosphere. If you're looking for something a little more casual, try the Kailua Beachside Grill for classic Hawaiian dishes and stunning ocean views.
  • What are the best walking or cycling routes in Kailua, HI?

    The Kailua Beach Path is a popular walking and cycling route that stretches along the coastline for several kilometres. For a more challenging ride, try the Kualoa Ranch Loop, which takes you through scenic countryside and offers stunning views of the mountains.
  • Are there pet-friendly attractions in Kailua, HI?

    Kailua Beach Park welcomes dogs on leash, making it a great spot to enjoy the beach with your furry friend. The Kailua Town Farmers Market is also pet-friendly, so you can bring your dog along to browse the stalls and enjoy the atmosphere.
  • What are the benefits of choosing a vacation rental in Kailua, HI?

    Vacation rentals offer more space and privacy than hotels, often with full kitchens and living areas. They can also be more affordable, especially for families or groups. Many rentals also have unique features, such as ocean views or private pools.
  • What are the top sports attractions and facilities in Kailua, HI?

    Kailua Beach is a popular spot for swimming, surfing, paddleboarding, and kayaking. The nearby Kailua Bay is also a great place to go sailing or windsurfing. For a more organised activity, you can check out the Kailua Canoe Club, which offers lessons and races.

Destinations nearby

Best Kailua, HI holiday rentals with a balcony

New Waikiki Boutique Condo 1.5 Blocks To The Sands Of Waikiki Beach! - Kailua, HI
9.8 205 reviews
Kailua, HI
17/08 – 21/08
A$351/nighttotal: A$1404 (4 )

New Waikiki Boutique Condo 1.5 Blocks To The Sands Of Waikiki Beach!

1 2
apartment , Urban Honolulu
This one-bedroom apartment is located in Waikiki, just 0.8 kilometres from Waikiki Beach and International Market Place.
The 28 square metre apartment features a private balcony, a fully equipped kitchen and a sofa bed, comfortably accommodating up to 3 guests.
Renovated! Ocean View, Free Parking, Central Ac, Pool, Quick Walk To Beach! - Kailua, HI
9.2 86 reviews
Kailua, HI
20/08 – 19/09
A$222/nighttotal: A$6660 (30 )

Renovated! Ocean View, Free Parking, Central Ac, Pool, Quick Walk To Beach!

1 2
apartment , Urban Honolulu
This Waikiki condo, a short 0.8-kilometre walk from Waikiki Beach, offers convenient access to public transport and is situated near numerous restaurants and shops.
The 45-square-metre one-bedroom apartment sleeps three, features a fully equipped kitchen, private lanai with ocean views, and access to a saltwater pool, sundeck, and on-site parking within the Waikiki Park Heights building, which also houses Hy's Steak House.
Waikiki Banyan - Kailua, HI
8.8 267 reviews
Kailua, HI
03/10 – 12/10
A$322/nighttotal: A$2898 (9 )

Waikiki Banyan

1 2
apartment , Urban Honolulu
This one-bedroom apartment is located in the Waikiki district of Honolulu, just a four-minute walk from Kuhio Beach and a short distance from other popular beaches. The apartment has received very good user ratings, with excellent scores for location and cleanliness.
The apartment has a kitchen with a fridge, freezer, microwave, and dishwasher. Guests can enjoy a range of on-site amenities, including a swimming pool, a hot tub, a sauna, a fitness centre, and a children's playground.
Aqua Aloha Surf Waikiki 906 | Sparkling City Views  Pool & Bbq - Kailua, HI
9.2 65 reviews
Kailua, HI
21/12 – 28/12
A$431/nighttotal: A$3017 (7 )

Aqua Aloha Surf Waikiki 906 | Sparkling City Views Pool & Bbq

1 4
apartment , Urban Honolulu
This one-bedroom apartment is located in Waikiki, a 10-minute walk from the International Market Place and Waikiki Beach, and a 15-minute walk from the Royal Hawaiian Center and Waikiki Beach Walk. The 34 square metre apartment features a balcony, a washing machine, a microwave, a coffee maker, a hairdryer, and a shower, and can accommodate up to four guests.

Best Kailua, HI holiday rentals with parking

Royal Kuhio 1309 With King Bed, Free Parking/wifi, Mins To Beach! - Kailua, HI
8.8 161 reviews
Kailua, HI
09/07 – 17/07
A$352/nighttotal: A$2816 (8 )

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

1 2
apartment , Urban Honolulu
This apartment is located in Waikiki, just a short walk from Waikiki Beach and less than a kilometre from Kuhio Beach, offering easy access to the bustling heart of Honolulu. It has received very good ratings for cleanliness and user experience, with an excellent location rating.
This one-bedroom flat can comfortably accommodate two guests. It features a fully equipped kitchen, a private balcony, and access to a range of amenities including a swimming pool, fitness centre, and tennis court.
High Floor Studio W Ocean View - Kailua, HI
9.9 365 reviews
Kailua, HI
09/07 – 17/07
A$203/nighttotal: A$1624 (8 )

High Floor Studio W Ocean View

1 2
apartment , Urban Honolulu
This Waikiki studio apartment, situated on the 35th floor of a building a short walk from Waikiki Beach and the Honolulu Convention Centre, offers spectacular ocean and Diamond Head views.
The self-catering unit sleeps two guests and boasts a full kitchen, swimming pool, jacuzzi, fitness centre, and on-site parking (charges apply), alongside 24/7 security and luggage storage (fees apply).
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View's - Kailua, HI
9.7 80 reviews
Kailua, HI
21/12 – 28/12
A$621/nighttotal: A$4347 (7 )

Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View's

1 4
apartment , Urban Honolulu
This Waikiki flat is centrally located, a short walk from Saint Augustine by the Sea church and under 1.6km from the Royal Hawaiian Shopping Center.
The 56 square metre apartment offers one bedroom, one bathroom, a fully equipped kitchen, and a private balcony with stunning ocean views; on-site amenities include a swimming pool, Jacuzzi, fitness centre, and tennis court.
A Gem Of A Studio At The Diamond Head Beach Hotel - Kailua, HI
9.6 102 reviews
Kailua, HI
15/07 – 15/08
A$340/nighttotal: A$10540 (31 )

A Gem Of A Studio At The Diamond Head Beach Hotel

1 2
studio , Urban Honolulu
This Diamond Head-Kapahulu-Saint Louis flat is less than 0.8 kilometres from Kaimana and Waikiki Beaches, and within 3.2 kilometres of the International Market Place and Royal Hawaiian Centre shopping malls.
The 33-square-metre one-bedroom, one-bathroom apartment sleeps four, featuring a patio, free WiFi, washing machine, and access to a garden, spa, tennis court, and parking; concierge services are also provided.
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