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Kailua, HI place to stay
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538 Lodgings in Kailua, HI

Best Kailua, HI lodging with a pool

Among the 538 accommodations in Kailua, HI, here are the 4 best ones with a pool

Waikiki Sunset Mountain View W/ 1 Parking - Kailua, HI
9.1 149 reviews

Waikiki Sunset Mountain View W/ 1 Parking

apartment, Urban Honolulu
This Waikiki condo, a legally permitted short-term rental, is situated just 0.16 km from Waikiki Beach, offering easy access to the sand and surf.
The 15th-floor apartment boasts stunning mountain and partial Diamond Head views, sleeps up to five guests comfortably in a king, full, and queen-size pull-out sofa, and includes a fully equipped kitchen, two flat-screen TVs, free Wi-Fi, and one free parking space.
Waikiki Condo - 18th Fl - Kailua, HI
9.4 54 reviews

Waikiki Condo - 18th Fl

apartment, Urban Honolulu
This one-bedroom flat is situated in Waikiki, a 15-minute walk from Fort DeRussy Beach Park, Waikiki Beach Walk, and Royal Hawaiian Center. The apartment has received excellent reviews from previous guests.
The self-catering flat can accommodate up to two guests. The property offers a range of amenities, including a swimming pool, parking, and a microwave.
Carefree Hawaiian Monarch Studio - Kailua, HI
8.7 58 reviews

Carefree Hawaiian Monarch Studio

studio, Urban Honolulu
This Waikiki apartment is located a 2.1km walk from the Royal Hawaiian Theatre and 1.1km from the Royal Hawaiian Shopping Center, offering easy access to Kahanamoku Beach, Fort DeRussy Beach, and Waikiki Beach.
The self-catering flat features a fully equipped kitchenette, air conditioning, a seating and dining area, and access to an on-site fitness room, swimming pool, and jacuzzi; free Wi-Fi is also provided.
Hilton Grand Vacations Club Hokulani Waikiki Honolulu - Kailua, HI
9.1 929 reviews

Hilton Grand Vacations Club Hokulani Waikiki Honolulu

resort, Urban Honolulu
Hilton Grand Vacations Club Hokulani Waikiki Honolulu is located in Waikiki, just a 10-minute walk from Waikiki Beach, 2 miles from Ala Mona Beach Park, and an 8-minute drive from Diamond Head Crater. This resort has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The accommodation offers spacious suites with kitchenettes, ideal for families or longer stays. Guests can enjoy a rooftop pool with panoramic views, a modern fitness centre, and a range of other amenities including a spa, concierge service, restaurant, bar, and room service.

Best family friendly Kailua, HI lodging

Among the 538 accommodations in Kailua, HI, here are the 4 best for families

Large, Beautiful, Updated Home W/pool, Ac,mins From Beach In Kailua! - Kailua, HI
10 26 reviews

Large, Beautiful, Updated Home W/pool, Ac,mins From Beach In Kailua!

apartment, Kailua
This Kailua holiday home, near Kailua Beach, is conveniently located within 5km of Bellows Field Beach Park and Lanikai Beach.
Sleeping up to 14 guests in seven bedrooms and four bathrooms, this property boasts a private pool, jacuzzi, tennis court, and barbecue facilities, plus free Wi-Fi and a fully equipped kitchen.
Short Walk To Kailua Beach Across The Street-quiet Ac's-lg. Kitchen-patio-grill - Kailua, HI
8.0 1 review

Short Walk To Kailua Beach Across The Street-quiet Ac's-lg. Kitchen-patio-grill

apartment, Kailua
This one-bedroom apartment is directly across the street from Kailua Beach Park, a short walk from Buzz’s Restaurant and Kalapawai Market. You can enjoy the relaxed atmosphere of the area and the stunning views of the turquoise waters.
This ground-floor apartment comfortably sleeps four guests and features a spacious living area, a large kitchen, and a private patio. The apartment offers a shared outdoor shower, grill, and covered parking, as well as access to Kailua Beach Park's amenities, including volleyball courts and BBQ pits.
New Decor! Oceanfront, Yacht Harbor, Luxury, Friday Fireworks Front Row, Fab! - Kailua, HI
9.4 205 reviews

New Decor! Oceanfront, Yacht Harbor, Luxury, Friday Fireworks Front Row, Fab!

apartment, Urban Honolulu
This one-bedroom apartment is located in Waikiki, just 1.6 kilometres from Ala Wai Yacht Harbour and Ala Moana Shopping Centre, offering easy access to both the beach and the city's attractions. It has received excellent guest reviews.
The apartment is 60 square metres in size and can comfortably accommodate up to four guests. It has a fully equipped kitchen, a washing machine, a balcony, and access to a swimming pool, a spa, and parking.
Wake Up To Ocean Views! 2queen Apt W/ Free Parking - Kailua, HI
9.9 26 reviews

Wake Up To Ocean Views! 2queen Apt W/ Free Parking

apartment, Urban Honolulu
This 1-bedroom flat, offering panoramic ocean views from its 15th-floor position in Waikiki, provides convenient access to Urban Honolulu's attractions, though the communal pool and BBQ facilities at Waikiki Banyan will be closed for renovations from April 7, 2025, for approximately one year.
Accommodating up to five guests, this newly renovated apartment boasts a spacious living area with a 63-inch 4K smart TV and a queen sofa bed, a gourmet kitchen with built-in appliances, two queen beds in the bedroom, and complimentary unassigned parking suitable for mid-size SUVs and compact cars.

Frequently asked questions about accommodations in Kailua, HI

  • What are the top attractions and must-see sites in Kailua, HI?

    Kailua is known for its stunning beaches, so Lanikai Beach is a must-visit. You should also check out the Kailua Beach Park, which is great for swimming, kayaking, and stand-up paddleboarding. If you want to explore the local culture, head to the Kailua Farmers Market on Saturdays.
  • Which cultural festivals and seasonal events should visitors attend in Kailua, HI?

    The Kailua Town Party is a popular event that happens every year in May, celebrating the town's history and culture. If you're visiting during the summer, you can catch the Kailua Beach Festival, which features live music, food stalls, and craft vendors.
  • What are the most convenient modes of transportation within Kailua, HI?

    Kailua is a fairly small town, so walking or cycling is a great way to get around. You can also rent a car, but parking can be limited, especially during peak season. If you're coming from Honolulu, the bus is a good option, with the number 57 route running directly to Kailua.
  • What outdoor activities and adventures are popular in and around Kailua, HI?

    Kailua is a haven for water sports enthusiasts. You can go kayaking, paddleboarding, windsurfing, and even kitesurfing. If you're looking for something more adventurous, try hiking the trails in the nearby Kualoa Regional Park.
  • What types of accommodations are available in Kailua, HI?

    You'll find a range of accommodation options in Kailua, from budget-friendly motels to luxury resorts. There are also plenty of vacation rentals, including apartments and houses, which are a popular choice for families and groups.
  • When is the best time to visit Kailua, HI?

    The best time to visit Kailua is during the spring or autumn, when the weather is pleasant and the crowds are smaller. However, if you're looking for a more active vacation, the summer months are ideal for water sports.
  • What local dishes and culinary experiences are a must-try in Kailua, HI?

    Try the fresh seafood at one of the local restaurants. You can't go wrong with a plate of poke, a Hawaiian raw fish salad, or a plate lunch with kalua pig. For a sweet treat, try a shave ice from one of the local stands.
  • In which part of Kailua, HI should you consider renting accommodation?

    For easy access to the beach and town centre, consider staying in the area around Kailua Beach Park. If you prefer a quieter location, you can look for rentals further away from the town centre, closer to Lanikai Beach.

Popular destinations

Best Kailua, HI accommodations with a balcony

Ilikai Sunset Ocean View Studio Steps From Waikiki Beach Attractions - Kailua, HI
No reviews

Ilikai Sunset Ocean View Studio Steps From Waikiki Beach Attractions

studio, Urban Honolulu
This Ilikai Hotel studio is situated in Honolulu, adjacent to Waikiki Beach and Yacht Harbour, and within 0.3 kilometres of Ala Moana Beach Park and the Hawaii Convention Centre.
This 52 square metre self-catering apartment, sleeping up to four guests, boasts a fully equipped kitchen, a terrace, a swimming pool, and stunning ocean views from its high floor, plus access to a fitness centre and beach towels via an inclusive daily amenity fee.
Wake Up In Paradise With A Touch Of Aloha Rainbow - Kailua, HI
9.5 45 reviews

Wake Up In Paradise With A Touch Of Aloha Rainbow

apartment, Urban Honolulu
This apartment is located in Waikiki, just 0.8 kilometres from Waikiki Beach and the International Market Place, offering easy access to the area's main attractions and lively atmosphere. It has excellent ratings for location, cleanliness, and user experience.
The apartment is a one-bedroom flat with one bathroom, covering 45 square metres and accommodating up to two guests. It features a kitchen with a fridge, freezer, and microwave, a private balcony, a swimming pool, and free Wi-Fi access.
Ilikai Tower 1623 - Kailua, HI
10 1 review

Ilikai Tower 1623

house, Urban Honolulu
This one-bedroom apartment is situated in the Waikiki district of Honolulu, within walking distance of popular beaches like Kahanamoku Beach and Magic Island Lagoon Beach. The property has received excellent ratings for its location, cleanliness, and overall experience.
The 46 square metre apartment comfortably accommodates up to four guests and offers a fully equipped kitchen, air conditioning, and private parking. Guests can enjoy the convenience of a private pool, city views, and free Wi-Fi.
Surf & Sip Ocean View Tiki Style - Kailua, HI
8.7 36 reviews

Surf & Sip Ocean View Tiki Style

apartment, Urban Honolulu
This Waikiki apartment is situated near Kuhio Beach, a short distance from Kapiolani Park and Waikiki Shell, approximately 16 kilometres from Honolulu International Airport.
The 19-square-metre flat offers one bedroom, one bathroom, sleeps two guests, and includes a well-equipped kitchenette, air conditioning, a private balcony with sea views, free Wi-Fi, and on-site parking.

Best Kailua, HI accommodations with a kitchen

Kailua Beach Getaway - Kailua, HI
10 7 reviews

Kailua Beach Getaway

apartment, Kailua
This Kailua cottage, situated steps from Kailua Beach and a short 0.8 km walk from Kailua town and the Lanikai Beach path, offers convenient access to Kalapawai Market and various amenities.
The self-catering property comprises a one-bedroom, one-bathroom cottage sleeping two guests, featuring a full kitchen (fridge, freezer, microwave), air conditioning, a private garden, parking, and an outdoor area; a minimum 30-day stay is required.
Honolulu Beach Studio | 3 Lanais | Sleeps 3 | Pool - Kailua, HI
10 9 reviews

Honolulu Beach Studio | 3 Lanais | Sleeps 3 | Pool

apartment, Urban Honolulu
This studio flat is situated in the centre of Waikiki, just 320 metres from Waikiki Beach and a short walk from numerous eateries, shops, and entertainment venues.
This apartment offers accommodation for up to three guests, featuring a queen bed and a sofa bed, a kitchenette with essential appliances, three private lanais with partial ocean and pool views, and access to a shared swimming pool and hot tub, all without resort fees.
Kailua Beach Bungalow - Steps To The Beach! - Kailua, HI
10 5 reviews

Kailua Beach Bungalow - Steps To The Beach!

apartment, Kailua
This Kailua beach house is situated just outside the Lanikai loop, steps from Kailua Beach and Buzz's Steak House, a short walk from Kalapawai Market, Bob's Pizza, and the Sunrise Shack.
The two-bedroom, one-bathroom property sleeps four, features a fully equipped kitchen with new appliances, a spacious enclosed lanai, and mid-century modern Italian leather furniture; guests can enjoy swimming, sunbathing, and water sports at the nearby beach.
King Bed/renovated/canal& Mountain View/walk Beach - Kailua, HI
9.6 64 reviews

King Bed/renovated/canal& Mountain View/walk Beach

apartment, Urban Honolulu
This Waikiki studio apartment, situated in the Hawaiian Monarch building, is conveniently located near Ala Moana Center and 0.8 kilometres from Kahanamoku Beach, offering easy access to downtown Waikiki and other attractions.
The 22-square-metre self-catering unit sleeps two guests, featuring a split king bed (convertible to two twin XLs) and an ottoman bed, plus a swimming pool, jacuzzi and parking (charges apply), alongside building amenities.
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