Mele Kai, a Kailua guesthouse, is situated steps from Kailua Beach and within easy walking distance of Kailua town's shops and restaurants. This two-bedroom, one-bathroom property sleeps six guests and boasts a fully equipped kitchen, air conditioning, Wi-Fi, and a private lanai offering ocean views; coded access ensures simple self check-in.
9.8 178 reviews
Kailua, HI
20/08 – 19/09
129 €/nightTotal: 3870 € (30 )
Beautiful Kailua Studio Near Beach
1 2
apartment , Kailua
This Kailua guest suite, near Kailua and Lanikai beaches on Windward Oʻahu, offers a convenient location for exploring this beautiful area of Hawaiʻi. The self-contained apartment features a fully equipped kitchen, a private garden, designated parking, and accommodates two guests, boasting amenities such as air conditioning, a washer/dryer, and free Wi-Fi.
9.8 216 reviews
Kailua, HI
02/10 – 03/10
200 €/nightfor 1 night
The Beach And The Sea In Waikiki, Boho, Chic For 2
1 1
apartment , Urban Honolulu
This Waikiki studio apartment is ideally located just one block from Kuhio Beach, offering easy access to Waikiki's restaurants and shops. The newly renovated, 1-bathroom unit sleeps two guests and features a private balcony, mini-fridge, microwave, smart TV, WiFi, and access to nearby moped and Biki bike rentals; public parking is available at £20 per day (first come, first served).
8.0 2 reviews
Kailua, HI
02/10 – 03/10
211 €/nightfor 1 night
Everything You Need For The Perfect Vacation! Rooftop Swimming Pool!
1 1
apartment , Urban Honolulu
This Waikiki beachfront apartment offers a superb location, a short walk from Waikiki Beach and the International Market Place. The one-bedroom flat, sleeping four, boasts a private balcony with ocean views, a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, and a jacuzzi, plus convenient access to water sports and nearby attractions such as the Royal Hawaiian Centre and Neal S. Blaisdell Center.
This one-bedroom flat is located just 0.8 kilometres from Waikiki Beach and a 10-minute walk from the best swimming and surfing spots in the area. It is also within walking distance of the Honolulu Zoo, Waikiki Aquarium, and Kapiolani Park. The apartment has excellent user, location, and cleanliness ratings. The apartment is 51 square metres in size and can comfortably accommodate up to four guests. It offers a range of amenities including a swimming pool, a fitness centre, a garden, free parking, and free Wi-Fi.
9.4 62 reviews
Kailua, HI
21/12 – 28/12
427 €/nightTotal: 2989 € (7 )
Ilikai 604 Ocean / Sunset / Marina Views King Bed, Sofa Bed
1 4
apartment , Urban Honolulu
This one-bedroom apartment is situated in Waikiki, just a short walk from Fort DeRussy Beach and a stone's throw from other popular beaches. The property has received excellent ratings for location, cleanliness, and overall experience. The 58 square metre apartment comfortably sleeps four guests and is fully equipped with a kitchen, air conditioning, a swimming pool, and a terrace. You can enjoy a range of amenities, including a spa, a tennis court, and private parking.
9.8 83 reviews
Kailua, HI
09/07 – 17/07
99 €/nightTotal: 792 € (8 )
Clean & Modern Waikiki Condo W/ Queen Bed!
1 2
apartment , Urban Honolulu
This Waikiki studio, situated within the Hawaiian Monarch Hotel, offers convenient access to Waikiki Beach and other attractions in Honolulu. The recently remodelled self-catering apartment features a queen bed, Wi-Fi, air conditioning, a kitchenette with microwave and Keurig coffee maker, accommodating two guests and boasting a corner unit with Ala Wai Canal and pool views, plus access to hotel amenities including a pool, jacuzzi, and fitness centre.
10 66 reviews
Kailua, HI
09/07 – 17/07
185 €/nightTotal: 1480 € (8 )
*Newly Remodeled - Ocean & Diamond Head View
1 2
apartment , Urban Honolulu
This Waikiki studio apartment is located minutes from Waikiki Beach and upscale shopping and dining, offering easy access to Honolulu's attractions. The newly remodelled, luxurious studio sleeps three, features a king-size bed and a twin sleeper sofa, a fully equipped kitchen, and access to a swimming pool, jacuzzi, and BBQ grills; a pack 'n play crib is available on request.
9.8 24 reviews
Kailua, HI
20/08 – 19/09
219 €/nightTotal: 6570 € (30 )
Sweet Vintage Hawaiian Cottage And Guest House! Great Deal In Beautiful Lanikai!
3 2
apartment , Kailua
This Kailua holiday home is situated less than 2km from Lanikai Beach and Kailua Beach, and within 5km of the Lanikai Pillboxes hiking trail and Kalama Beach Park. Sleeping six guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, patio, garden, parking, and air conditioning, plus BBQ facilities and a washing machine.
9.5 184 reviews
Kailua, HI
17/08 – 21/08
322 €/nightTotal: 1288 € (4 )
7fl Remodeled, Close To Beach & Dining With Free Parking
1 2
apartment , Urban Honolulu
This one-bedroom apartment is located in Waikiki, just a short walk from Saint Augustine by-the-Sea and Honolulu Zoo, offering easy access to the beach, shopping, dining, and entertainment. It has received excellent ratings for location, cleanliness, and overall user experience. The 56 square metre apartment features a comfortable living area with a flat-screen TV and a private bathroom with a hot tub. Guests can enjoy a range of amenities including a swimming pool, sauna, and sun terrace, as well as a concierge service, bar, and tennis court.
10 2 reviews
Kailua, HI
24/06 – 28/07
1280 €/nightTotal: 43520 € (34 )
Upscale Kailua Getaway: Steps To Swim Beach!
3 5
apartment , Kailua
This Lanikai holiday home is a short walk from Lanikai and Kailua Beaches, and within 5 kilometres of the Lanikai Pillboxes Trailhead and Kalama Beach Park. This 191 square metre property boasts three bathrooms, sleeps six guests, and includes a private pool, fully equipped kitchen, and outdoor patio with barbecue facilities.
9.8 184 reviews
Kailua, HI
26/12 – 28/12
235 €/nightTotal: 470 € (2 )
Waikiki Hideout
1 3
apartment , Urban Honolulu
This Waikiki apartment is located a short distance from Waikiki Beach and Honolulu Zoo, offering immediate access to the iconic beach and family-friendly entertainment. The newly renovated, one-bathroom flat sleeps four guests comfortably, boasting a California king-size bed, full-size sofa bed, full kitchen, and dedicated workspace; nearby restaurants and attractions complete the experience.
Best family friendly Kailua, HI holiday rentals
Among the 400 accommodations in Kailua, HI, here are the 4 best family friendly rentals
10 2 reviews
Kailua, HI
09/07 – 17/07
305 €/nightTotal: 2440 € (8 )
Part Ocean View, Beach Theme 23rd Fl, Free Parking With Wifi, Ac
1 2
apartment , Urban Honolulu
This Waikiki apartment is located steps from Waikiki Beach, a short walk from the International Market Place and Royal Hawaiian Centre. The 56 square metre (603 square foot) self-catering flat offers one bedroom, one bathroom, and sleeps up to five guests, boasting a private lanai, free Wi-Fi, parking, and access to a swimming pool, jacuzzi, sauna, and garden.
9.3 3 reviews
Kailua, HI
15/07 – 15/08
127 €/nightTotal: 3937 € (31 )
Stylish Kailua Hideaway | 7 Mins To The Coast
1 2
apartment , Kailua
This recently refurbished Kailua studio apartment in Aupupu is situated a 4.5km drive from Kailua Beach Park and 40km from Honolulu International Airport. The self-catering apartment, sleeping up to four guests, features a queen-size bed, sofa bed, fully equipped kitchenette (fridge, microwave), Wi-Fi, air conditioning, and a bathroom; pets are welcome.
9.8 205 reviews
Kailua, HI
16/09 – 22/09
183 €/nightTotal: 1098 € (6 )
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.
8.6 8 reviews
Kailua, HI
09/07 – 17/07
154 €/nightTotal: 1232 € (8 )
33 M² Condo ∙ 2 Guests
1 2
apartment , Urban Honolulu
This Waikiki studio flat is ideally located steps from Waikiki Beach, Honolulu Zoo, and a waterfront park, offering easy access to Kalakaua Avenue's shops and restaurants and a short drive (approximately 3 km) to Diamond Head State Monument. The 33-square-metre self-catering apartment sleeps two, features a queen-sized bed, a kitchenette with a full-size fridge, microwave, stove and oven, a 50-inch flat-screen TV, high-speed Wi-Fi, air conditioning, a terrace, and access to a fitness centre and tennis court.
Best Kailua, HI holiday rentals with a pool
Among the 400 accommodations in Kailua, HI, here are the 4 best rentals with a pool
9.8 32 reviews
Kailua, HI
09/07 – 17/07
251 €/nightTotal: 2008 € (8 )
Ilikai Tower 1717
1 2
house , Urban Honolulu
This one-bedroom flat in the Ilikai Tower is located in Waikiki, Honolulu, just a short walk from Kahanamoku Beach, Fort DeRussy Beach and Magic Island Lagoon Beach. It has excellent user, location and cleanliness ratings, making it a great choice for travellers. The 46 square metre flat comfortably sleeps two guests and features a fully equipped kitchen with a fridge and microwave, air conditioning, free Wi-Fi, a private balcony, a swimming pool and valet parking. Guests can enjoy stunning city views and a range of amenities, making it a perfect base for exploring all that Waikiki has to offer.
9.6 694 reviews
Kailua, HI
20/08 – 19/09
242 €/nightTotal: 7260 € (30 )
Warm Aloha Vibes, Mountain Views, Short Walk To Beach, And Free Parking
1 2
apartment , Urban Honolulu
This apartment is located in Waikiki, just 800 metres from Kuhio Beach and 450 metres from Queen's Surf Beach, making it a perfect base for exploring this lively area. The property has excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment has one bedroom and one bathroom, covering 56 square metres. It offers a range of amenities, including a swimming pool, tennis court, sauna, hot tub, children's playground, and free parking.
9.9 95 reviews
Kailua, HI
09/07 – 17/07
188 €/nightTotal: 1504 € (8 )
Sunset Oceanfront Escape-free Parking-by The Beach
1 2
apartment , Urban Honolulu
This Waikiki studio apartment, situated on Ala Moana Boulevard, offers breathtaking panoramic views and is within walking distance of Waikiki Beach. The newly renovated, beach-themed flat boasts a high-quality finish, sleeps four guests, includes a fully equipped kitchen, one parking space, and access to a swimming pool, jacuzzi, and BBQ area.
Kailua, HI
02/10 – 03/10
370 €/nightfor 1 night
[New] Renovated Modern Studio W/ Pool + Beach Gear
1 1
studio , Urban Honolulu
This studio apartment is located in the Waikiki district of Urban Honolulu, a short walk from Waikiki Beach, the International Market Place, and numerous dining and shopping options. This accommodation offers a king-size bed, a kitchenette with essential cooking appliances, high-speed Wi-Fi, air conditioning, and access to resort-style amenities including a swimming pool and hot tub, with beach essentials provided for up to two guests.
Frequently asked questions about holiday rentals in Kailua, HI
What should a first-time visitor not miss in Kailua, HI?
Kailua Beach is a must-see, known for its stunning turquoise waters and powdery white sand. You should also visit the Lanikai Pillboxes for panoramic 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?
The area around Kailua Beach Park is popular for its proximity to the beach and restaurants. If you prefer a quieter setting, consider the neighbourhood around Lanikai Beach.
What are the top family-friendly attractions in Kailua, HI?
The Kailua Beach Park is perfect for families, with a playground, picnic areas, and plenty of space for kids to run around. The Windward Community College Botanical Gardens also offer a fun and educational experience for all ages.
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 is in advance, especially during peak season, which runs from December to April. You can find good deals outside of peak season, from May to November.
What are the best rentals for families and kids in Kailua, HI?
What events or festivals should visitors check out in and around Kailua, HI?
The Kailua Town Party is a popular annual event held in October, featuring live music, food stalls, and craft vendors. The Windward Farmers Market, held every Saturday morning, showcases local produce, crafts, and food.
What are the best rentals or Airbnbs with a jacuzzi in Kailua, HI?
What are the best budget-friendly activities in Kailua, HI?
Take a walk or bike ride along the Kailua Beach Path, enjoy a picnic at Kailua Beach Park, or explore the free Windward Community College Botanical Gardens.
What are the best restaurants with local dishes in Kailua, HI?
Try the fresh seafood at 'The Kailua Beach House' or sample the Hawaiian cuisine at 'Island Vintage Coffee'. 'Buzz's is a local favourite for casual dining.
What are the best walking or cycling routes in Kailua, HI?
The Kailua Beach Path is a scenic 2.5 km paved pathway along the coast. For a more challenging ride, try the 16 km loop around the island, starting from Kailua Beach Park.
Are there pet-friendly attractions in Kailua, HI?
Kailua Beach Park is dog-friendly, but dogs must be on a leash. Many restaurants and shops in Kailua are also welcoming to pets.
What are the benefits of choosing a vacation rental in Kailua, HI?
Vacation rentals offer more space and privacy than hotels. They often come with kitchens, allowing you to prepare your own meals. Many rentals also have access to amenities like pools and hot tubs.
What are the top sports attractions and facilities in Kailua, HI?
Kailua Beach Park is a popular spot for swimming, sunbathing, and watersports. The Kailua Bay offers excellent conditions for windsurfing, kitesurfing, and kayaking. The Kailua Canoe Club offers paddling lessons and rentals.
Destinations nearby
Best Kailua, HI holiday rentals with a balcony
9.7 141 reviews
Kailua, HI
15/07 – 15/08
234 €/nightTotal: 7254 € (31 )
Modern Design Studio In Waikiki W/ Free Parking
1 2
studio , Urban Honolulu
This Waikiki studio flat is ideally situated steps from Waikiki Beach, offering easy access to shops, restaurants, and public transport. The self-catering apartment features a king-sized bed, a fully equipped kitchen, a lanai, a 50" TV, and access to a swimming pool; it sleeps two guests and includes free private parking.
8.9 100 reviews
Kailua, HI
17/08 – 21/08
182 €/nightTotal: 728 € (4 )
Aloha Surf 1205 Two Beds, Pool, Walk To Waikiki Beach!
1 2
apartment , Urban Honolulu
This apartment is situated in Waikiki, a short 10-minute walk from the International Market Place and Waikiki Beach, offering easy access to the area's main attractions. It has received very good user ratings, and excellent ratings for location and cleanliness. The property is a 30 square metre flat with one bathroom. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, fitness centre, and a terrace with a garden.
Kailua, HI
02/10 – 03/10
302 €/nightfor 1 night
Cozy Studio 14f At The Heart Of Waikiki
1 1
studio , Urban Honolulu
This recently renovated studio apartment in Waikiki, Urban Honolulu, is just a 3-minute walk to the International Market Place and a 5-minute walk to Waikiki Beach. This 14th-floor apartment accommodates up to four guests with a king-size bed and a queen sofa bed, offering a kitchenette, private balcony with partial ocean and mountain views, air conditioning, free Wi-Fi, and access to hotel amenities including a swimming pool.
8.8 86 reviews
Kailua, HI
26/12 – 28/12
309 €/nightTotal: 618 € (2 )
Penthouse Studio In Western Waikiki - Convenient Location, & Stunning Views!
1 3
studio , Urban Honolulu
This apartment is located in Waikiki, just a 1.6km walk from the International Market Place, Royal Hawaiian Center, and Waikiki Beach Walk, putting you in the heart of Honolulu's buzzing tourist district. The apartment has received very good reviews from previous guests. The apartment is a 29 square metre property with one bathroom, comfortably sleeping up to three guests. It features a kitchen, a balcony, a sofa bed, a refrigerator, a microwave, a TV, air conditioning, and a swimming pool, a jacuzzi and a fitness centre.
Best Kailua, HI holiday rentals with parking
9.0 32 reviews
Kailua, HI
03/10 – 12/10
148 €/nightTotal: 1332 € (9 )
Affordable Luxury In Waikiki
1 2
apartment , Urban Honolulu
This Waikiki apartment is situated less than 1 km from Waikiki Beach Walk and Royal Hawaiian Centre, placing it within easy reach of Honolulu's main attractions, including the International Market Place and Hawaii Convention Centre (all within a 2.4 km radius). This self-catering flat offers a one-bedroom, one-bathroom layout sleeping up to two guests, boasting a kitchenette, balcony, free Wi-Fi, and access to an on-site swimming pool, fitness centre, sauna, and garden.
9.2 69 reviews
Kailua, HI
09/07 – 17/07
165 €/nightTotal: 1320 € (8 )
Waikiki Studio With Balcony & Incredible Pool Sleeps 3
1 2
studio , Urban Honolulu
This Waikiki apartment is ideally located a short 0.8km walk from Waikiki Beach and the International Market Place, placing you within easy reach of other attractions such as the Royal Hawaiian Centre and Waikiki Beach Walk. The 36 square metre self-catering flat offers one bedroom, one bathroom, a kitchenette with fridge and microwave, and a private balcony, sleeping up to two guests and featuring free Wi-Fi and access to a swimming pool, jacuzzi, and tennis court.
9.5 169 reviews
Kailua, HI
16/09 – 22/09
176 €/nightTotal: 1056 € (6 )
1-bedroom Apartment Just 5minutes Walk To Ala Moana Center
1 2
apartment , Urban Honolulu
This charming bed and breakfast is located in Waikiki, just a 5-minute walk from the beach and across from the Hilton Hawaiian Village, making it an ideal spot to explore the bustling heart of Honolulu. The property has received excellent ratings for its location, cleanliness, and overall experience. The guest rooms, each with a floor area of 30 square metres, comfortably accommodate up to four guests. The bed and breakfast offers a range of amenities including a swimming pool, fitness centre, and a sundeck with a barbeque grill, ensuring a relaxing and enjoyable stay.
8.9 86 reviews
Kailua, HI
11/08 – 05/09
154 €/nightTotal: 3850 € (25 )
King Bed 15th Floor Comfortable Studio W/ Pool & Ocean Views
1 2
studio , Urban Honolulu
This apartment is located in Waikiki, just a kilometre from both International Market Place and Waikiki Beach, with Royal Hawaiian Center and Waikiki Beach Walk within a 1.5 kilometre walk. The apartment has received excellent ratings for location, cleanliness, and overall user experience. The flat has one bedroom and one bathroom, comfortably accommodating two guests. Amenities include a kitchen with a fridge and microwave, free Wi-Fi, a Smart TV with cable channels, a balcony, a swimming pool, a tennis court, a spa, and a concierge service.
![[New] Renovated Modern Studio W/ Pool + Beach Gear - Kailua, HI](https://media.vrbo.com/lodging/129000000/128310000/128308800/128308719/34548d0e.jpg?impolicy=resizecrop&rw=575&rh=575&ra=fill)
