This luxury guesthouse is located in Waikiki, a mere 100 metres from Waikiki Beach, with immediate access to dining and shopping areas. The accommodation offers two king bedrooms, a den with a sofa bed, a private jacuzzi on the balcony, a dry sauna, a chef's kitchen, and a rooftop infinity pool, accommodating up to six guests with butler and concierge services.
10 2 reviews
Kailua, HI
15/07 – 15/08
$2200/nighttotal: $68200 (31 )
Panoramic Ocean & Mountain Views --We Have Full Availability Please Message Us.\n
6 2
B&B , Kaneohe
This Kaneohe guesthouse, on Oahu's Windward coast, boasts panoramic Koolau Mountain and ocean views, offering easy access to Kailua and Lanikai Beaches and various Honolulu attractions. The 3900 sq ft (approx. 360 sq m) property features six bedrooms, four bathrooms, sleeping up to 22 guests, with one open-plan room; amenities include internet access and a rental car is mandatory.
Kailua, HI
01/08 – 06/08
$4892/nighttotal: $24460 (5 )
Ocean View Emerald Suite - Espacio Waikiki
1 3
B&B , Urban Honolulu
This boutique hotel in Waikiki offers a prime urban location, mere steps from the beach, dining, and shopping, providing a private setting with exceptional privacy across entire floors. Guests can enjoy a rooftop infinity pool, firepit, specialty spa services at Mugen Restaurant, and dedicated concierge assistance for booking Waikiki experiences, with suites featuring two bedrooms, a den, king-size beds, expansive balconies with private jacuzzis, and dry saunas for up to six people.
9.3 132 reviews
Kailua, HI
15/07 – 15/08
$102/nighttotal: $3162 (31 )
Relaxing Room Close To Kailua Beach
1 2
B&B , Kailua
This charming B&B is located just 800 metres from Kailua Beach and a 1.6 kilometre walk from Kailua town, making it ideal for exploring this beautiful area. It consistently receives excellent ratings for location, cleanliness, and overall guest experience. The B&B offers a variety of rooms, all suitable for couples, and features a shared garden and parking. Guests can enjoy amenities like a coin-operated washing machine and dryer, a collection of beach toys, and a mini-refrigerator, microwave, coffee maker, toaster, and dishes in their rooms.
Kailua, HI
01/08 – 06/08
$6290/nighttotal: $31450 (5 )
Oceanfront Azul Suite - Espacio Waikiki
1 3
B&B , Urban Honolulu
This luxury guesthouse is situated in Waikiki, just a short walk from Waikiki Beach, offering convenient access to local dining and shopping. This establishment provides three-bedroom suites accommodating up to six guests, each featuring a king-sized bed, a private balcony with a jacuzzi, a full chef's kitchen, air conditioning, complimentary WiFi, and access to a rooftop infinity pool and spa services.
10 1 review
Kailua, HI
01/08 – 06/08
$1191/nighttotal: $5955 (5 )
Located A Block From The Beach! 3 Convenient Units
3 3
B&B , Urban Honolulu
This charming bed and breakfast is situated in Waikiki, just a short walk from the beach and popular attractions like the International Marketplace and Iolani Palace. The neighbourhood offers a lively atmosphere with plenty of shops, restaurants, and bars. This property comprises three separate units, ideal for accommodating larger groups of up to 12 guests. Enjoy amenities such as a rooftop pool, sun terrace, on-site restaurant and bar, beach towels, daily housekeeping, and 24/7 security.
9.9 199 reviews
Kailua, HI
15/07 – 15/08
$116/nighttotal: $3596 (31 )
Must Love Dogs, The Ocean Room.
1 2
B&B , Kailua
This charming bed and breakfast is situated in the Olomana subdivision at the base of Mt. Olomana in Kailua, just a short drive from the beach and the town centre. The property enjoys excellent user, location, and cleanliness ratings, offering a comfortable and welcoming stay. The bed and breakfast is perfect for couples, featuring a recently renovated bathroom with a step-in shower and comfortable beds with memory foam mattresses. Guests can enjoy a peaceful retreat with a garden, parking, and a kitchen equipped with a fridge, microwave oven, and dishwasher.
Kailua, HI
12/09 – 18/09
$390/nighttotal: $2340 (6 )
Luxury Hotel Suite-24th Floor, Ocean & City Views
1 2
B&B , Urban Honolulu
This apartment is located in the Ala Moana district of Urban Honolulu, offering excellent walkability to Ala Moana Center, just 1.1 kilometres away, and a short stroll to Waikiki's beaches and entertainment. This newly renovated suite, situated on the 24th floor of the Ala Moana Hotel, accommodates up to three guests with a king bed and a pull-out twin, featuring a kitchenette with a microwave, private lanai with city and ocean views, and full access to resort amenities including a pool and gym.
9.6 37 reviews
Kailua, HI
20/08 – 19/09
$174/nighttotal: $5220 (30 )
Aniutea’s Lodge
1 2
B&B , Kailua
This charming chalet is located in Kailua, just a short distance from the beach and within easy reach of the town's shops and restaurants. The property has received excellent ratings for its location, cleanliness, and overall experience. This one-bedroom chalet comfortably accommodates up to four guests. It boasts a private pool, a tranquil setting, air conditioning, and a spacious outdoor area with lush greenery, making it an ideal choice for a relaxing Hawaiian getaway.
9.6 217 reviews
Kailua, HI
20/08 – 19/09
$178/nighttotal: $5340 (30 )
Casually Chic Getaway In Kailua
1 2
B&B , Kailua
This Kailua studio apartment is located just 0.4 km from Kailua town and Kailua Beach, offering easy access to restaurants, shops, and water sports. The self-catering unit features a queen-size bed, granite countertops, a travertine and river rock shower, and accommodates up to two guests; shared amenities include a washer/dryer and outdoor hot shower.
9.9 32 reviews
Kailua, HI
20/08 – 19/09
$248/nighttotal: $7440 (30 )
🌺Adorable 1 Bedroom Place, Walk To The Beach
1 2
B&B , Kailua
This Kailua holiday home is situated a short 1.6 to 2.4 kilometre walk from Kailua Beach, offering stunning ocean and Ko'olau mountain views. The self-catering property boasts a unique open-plan design, sleeping two guests in one bedroom with a chef's kitchen, private patio, high-speed internet, and on-site parking, plus access to a fitness centre.
Kailua, HI
01/08 – 06/08
$1243/nighttotal: $6215 (5 )
3 Ocean View Suites W/ Kitchens, 2 Blocks To Beach
3 3
B&B , Urban Honolulu
This three-bedroom guesthouse is located in Waikiki, just 160 metres from Waikiki Beach, offering convenient access to attractions such as Diamond Head and the Honolulu Zoo. Each of the three hotel rooms, priced together, spans 41 square metres, includes a kitchen with a fridge and microwave, air conditioning, and access to a shared outdoor swimming pool and a garden, with paid parking and a resort fee applicable.
Best Kailua, HI bed and breakfasts with breakfast included
10 8 reviews
Kailua, HI
15/07 – 15/08
$170/nighttotal: $5270 (31 )
Wfh - Work From Hawaii - Ohana Studio!
1 2
B&B , Kailua
This Kailua self-contained studio is situated in a peaceful neighbourhood, approximately 6.4 kilometres from Kailua Beach and Bellows Air Force Recreation Area. The apartment, suitable for two guests, features a kitchen with fridge and freezer, air conditioning, a private patio, and access to a shared swimming pool and barbecue area; a minimum 30-day stay is required.
Best Kailua, HI bed and breakfasts with a pool
Among the 29 accommodations in Kailua, HI, here are the 4 best b&b with a pool
Kailua, HI
01/08 – 06/08
$801/nighttotal: $4005 (5 )
Waikiki Getaway Starts Here! 3 Spacious Units
3 3
B&B , Urban Honolulu
This guest house in Urban Honolulu's Waikiki district is situated just 200 metres from the beach and offers proximity to Diamond Head. The accommodation provides three 43 square metre rooms accommodating up to 15 guests, featuring kitchens, air conditioning, and access to a shared outdoor pool and garden, with pets welcome for an additional fee and paid on-site parking available.
Kailua, HI
01/08 – 06/08
$1058/nighttotal: $5290 (5 )
3 Spacious Rooms | Outdoor Pool | Free Breakfast
3 3
B&B , Urban Honolulu
This guest house is located in Honolulu's Waikiki district, a short 200-metre walk from Waikiki Beach and local shops. The property offers three bedrooms and three bathrooms to accommodate up to 12 guests, with amenities including air conditioning, Wi-Fi, a swimming pool, and complimentary continental breakfast featuring Kona coffee.
9.6 65 reviews
Kailua, HI
17/06 – 30/06
$225/nighttotal: $2925 (13 )
Ocean View Waikiki Studio Retreat-balcony, Pool/ac
1 2
B&B , Urban Honolulu
This Waikiki condo, part of the Luana Waikiki complex, offers excellent location within walking distance of Waikiki Beach and numerous shops and restaurants. Sleeping four guests, this self-catering apartment boasts a fully equipped kitchen, private lanai with ocean and park views, plus access to a swimming pool and fitness centre.
9.6 182 reviews
Kailua, HI
12/09 – 18/09
$1092/nighttotal: $6552 (6 )
Kailua - Ocean/mtn Views - 60' Pool - 2 Decks
1 2
B&B , Kailua
This oceanfront studio is located in a quiet, upscale neighbourhood in Kailua, just a short walk from the beach and tide pools. The property has received excellent ratings for its location, cleanliness, and overall experience. The studio is ideal for couples, offering a private entrance and a comfortable king-size bed. Guests can enjoy a refreshing dip in the 60-foot saltwater lap pool with waterfalls, relax on the ocean-view deck, and make use of the BBQ facilities.
Frequently Asked Questions about bed and breakfast in Kailua, HI
What are the must-see sights for first-time visitors on a day trip to Kailua, HI?
If you're only in Kailua for a day, you'll want to see the iconic Kailua Beach Park. It's known for its white sand and calm, turquoise waters, perfect for swimming, sunbathing, and stand-up paddleboarding. You can also check out the nearby Lanikai Beach, which offers stunning views of the Mokulua Islands.
What are the best bed and breakfasts in Kailua, HI?
In which districts of Kailua, HI should you consider booking a bed and breakfast?
Kailua is a small town, so you'll find most bed and breakfasts clustered around the main areas. You might want to look in the Kailua town area, close to the beach and shops, or perhaps in the quieter, more residential areas like Lanikai.
What are the best bed and breakfasts with a pool in Kailua, HI?
What is the typical weather in Kailua, HI, and how does it affect outdoor plans?
Kailua enjoys warm, sunny weather year-round. The average temperature hovers around 25 degrees Celsius, with occasional showers, mainly during the winter months. This makes it ideal for enjoying outdoor activities like hiking, swimming, and kayaking. Just pack a light jacket or sweater for the evenings.
What are the best bed and breakfasts with a jacuzzi in Kailua, HI?
What are the best cultural activities and events in and around Kailua, HI?
Kailua's cultural scene is vibrant, with many events throughout the year. The Kailua Town Farmers Market is a great place to experience local crafts, food, and music. You can also check out the annual Kailua Arts Festival, which features art, music, and food from local artists and vendors.
What are the best bed and breakfasts for families and kids in Kailua, HI?
Which hiking trails are recommended for exploring in and around Kailua, HI?
The most popular hiking trail in Kailua is the Lanikai Pillbox Hike. It's a relatively easy trail with stunning views of the Mokulua Islands and the coastline. You can also try the Kulima Cove Trail, which takes you through a lush forest to a secluded beach.
What are the best pet friendly bed and breakfasts in Kailua, HI?
What amenities are commonly offered in bed and breakfasts in Kailua, HI?
Bed and breakfasts in Kailua typically offer a range of amenities, including a continental breakfast, free Wi-Fi, and a comfortable common area. Some may also have a swimming pool or hot tub, and many offer laundry facilities.
What are the best bed and breakfasts with parking in Kailua, HI?
This retro-chic boutique guesthouse is located just 320 metres from Waikiki Beach, offering easy access to Kuhio Beach Park and the Royal Hawaiian Centre in Urban Honolulu. The property features 3 bedrooms and 3 bathrooms accommodating up to 12 guests, with a year-round outdoor swimming pool, a garden with a koi pond, on-site restaurant 'Heyday', and complimentary beach essentials.
Kailua, HI
01/08 – 06/08
$1411/nighttotal: $7055 (5 )
Wake Up To Tropical Views! 4 Units W/ Free Bfast!
4 3
B&B , Urban Honolulu
This guest house is located in Honolulu's Waikiki district, a short walk from Waikiki Beach and local shops, with suites offering private lanais and deep soaking tubs. The accommodation accommodates up to 16 guests across four bedrooms and bathrooms, providing complimentary continental breakfast, WiFi, year-round swimming pool access, and pet-friendly facilities, with valet parking available for an extra charge.
10 11 reviews
Kailua, HI
20/08 – 19/09
$662/nighttotal: $19860 (30 )
La Bellas Bed & Breakfast-honu (Turtle) Suite-walk To Beach-in Kailua (Oahu)
1 2
B&B , Kailua
This golf-themed bed and breakfast is conveniently located in Kailua, within a mile of both Kailua Bay Beach and Kaneohe Bay, offering easy access to the area's natural beauty. The property has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and enjoyable stay. The guest house features one bedroom and one bathroom, accommodating up to two guests. Amenities include a fitness centre, a garden, a terrace, and a kitchen equipped with a fridge and microwave, offering a range of conveniences for a relaxing and enjoyable stay.
9.3 50 reviews
Kailua, HI
17/06 – 30/06
$342/nighttotal: $4446 (13 )
Pillows In Paradise, "Tropical" Private Studio
1 2
B&B , Kailua
This charming bed and breakfast is conveniently located just 0.8 kilometres from Kailua Beach Park, offering easy access to the famous white sands and tranquil waters. The surrounding area is peaceful and relaxing, perfect for a tranquil getaway. The private studio can accommodate up to four guests and features a private bathroom and air conditioning. Guests can enjoy amenities such as a swimming pool, parking, and complimentary beach and pool toys, as well as a small refrigerator, microwave, and other appliances for preparing simple meals.
Best Kailua, HI bed and breakfasts with air conditioning
Kailua, HI
01/08 – 06/08
$1584/nighttotal: $7920 (5 )
Pets Are Welcome! 4 Units With Kitchenettes! Pool!
4 3
B&B , Urban Honolulu
This Waikiki guesthouse is ideally situated across from the Ala Wai Canal, a short distance (less than 1 km) from Waikiki Beach Walk and a convenient drive to major Oahu attractions such as Pearl Harbour and Honolulu Zoo. The 497 sq ft (46 sq m) units, sleeping up to 16 guests, each feature a king-size bed, sofa bed, kitchenette, and access to an outdoor pool, sun terrace, BBQ facilities, and fitness centre; dogs up to 35 lbs are welcome for an extra charge.
9.8 112 reviews
Kailua, HI
01/11 – 30/11
$262/nighttotal: $7598 (29 )
Cool, Breezy Kailua Escape *****
1 3
B&B , Kailua
This Kailua apartment, a 5-minute (approx. 3.2 km) drive from Kailua Beach and Kailua town, and 3 minutes (approx. 1.9 km) from the Enchanted Lake Shopping Centre, offers convenient access to local amenities. The 100-square-metre, two-bedroom, one-bathroom self-contained flat sleeps six, featuring a fully equipped kitchen with a Keurig coffee maker, a washer/dryer, and family-friendly extras including a Pack 'n Play and high chair.
10 2 reviews
Kailua, HI
01/08 – 06/08
$1167/nighttotal: $5835 (5 )
4 Pet-friendly Units Close To Diamond Head! Pool!
4 3
B&B , Urban Honolulu
This Waikiki apartment complex is situated across from the Ala Wai Canal, a short distance (less than 1.6km) from Waikiki Beach Walk and a short drive from major Oahu attractions such as Pearl Harbour and Honolulu Zoo. This four-bedroom, four-bathroom property offers 120 square metres of accommodation across four separate 28 square metre units, sleeping up to 16 guests, and features a heated pool, fitness centre, and daily housekeeping; pet-friendly (dogs up to 35lbs, surcharge applies).
9.3 3 reviews
Kailua, HI
01/08 – 06/08
$1411/nighttotal: $7055 (5 )
Idyllic Beach Stay, 4 Units For Group + Breakfast
4 3
B&B , Urban Honolulu
This B&B is situated in Waikiki, just a short walk from the famous Waikiki Beach and close to shops and restaurants. The area is bustling and lively, with a mix of local and international influences. The guesthouse offers four bedrooms and four bathrooms, accommodating up to 16 guests. It features a swimming pool, a garden, and on-site parking, as well as a continental breakfast and a ramen tavern for dining.