Compare cheap villa rentals in Kailua, HI from 100+ sites!
149 available villa offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
149 Villa rentals in Kailua, HI
9.0 6 reviews
Kailua, HI
08/15 – 08/25
$304/nighttotal: $3040 (10 )
Royal Kuhio 1705 - Spacious Corner Unit With Stunning Mountain Views In The Heart Of Waikiki!
1 2
house , Urban Honolulu
This Waikiki corner unit is steps from the beach and has panoramic mountain views. It has very good user ratings and excellent location and cleanliness ratings. The modern 540 square foot space has 1 bedroom and 1 bathroom and features a private pool, private parking, fitness center, sauna, full kitchen, and a sun terrace. You can also enjoy activities like cycling nearby.
Kailua, HI
09/16 – 09/22
$268/nighttotal: $1608 (6 )
Waikiki Shore 1014
1 2
house , Urban Honolulu
This Waikiki Shore 1014 condo is located in Honolulu's Waikiki district, steps from Fort DeRussy Beach and a 6-minute walk to Royal Hawaiian Shopping Center, with Honolulu International Airport 8.1 miles away. This 340 square feet studio unit accommodates up to 3 guests and features a kitchenette with a microwave, air conditioning, and a balcony with ocean views.
9.3 4 reviews
Kailua, HI
07/09 – 07/17
$412/nighttotal: $3296 (8 )
Newly Renovated Ocean & Diamond Head Views Condo With Parking
1 2
house , Urban Honolulu
This Diamond Head-area condo is a short walk from Saint Augustine by the Sea and within a mile of Waikiki Beach, Kapiolani Park, and the Royal Hawaiian Shopping Center. This 600-square-foot unit features one bedroom, one bathroom, and accommodates up to seven guests, boasting a fully equipped kitchen, air conditioning, a Jacuzzi, a sauna, on-site parking, and ocean and Diamond Head views.
10 4 reviews
Kailua, HI
07/15 – 08/15
$296/nighttotal: $9176 (31 )
Cottage By The Beach Large Covered Deck Parking Ac
1 2
bungalow , Waimanalo Beach
This charming cottage is located just across the street from one of Waimanalo Beach's most beautiful and uncrowded beaches, offering a tranquil escape. The cottage consistently receives excellent ratings for location, cleanliness, and overall user experience. The cottage offers a bedroom, a den, and a living room with a sleeper bed, accommodating up to four guests. The cottage provides a large covered deck for outdoor dining and barbecuing, along with a fully equipped kitchen, air conditioning, internet access, and convenient parking.
Kailua, HI
06/24 – 07/28
$1720/nighttotal: $58480 (34 )
Upscale Kailua Getaway: Steps To Swim Beach!
3 5
house , Kailua
This Kailua vacation home is steps from Lanikai Beach and a short walk from Kailua Beach Park, offering easy access to world-famous beaches and stunning ocean views. This 2,060-square-foot property boasts three bedrooms, three bathrooms, and accommodates up to eleven guests, featuring a fully equipped kitchen, private patio, swimming pool, and free Wi-Fi.
10 2 reviews
Kailua, HI
08/17 – 08/21
$197/nighttotal: $788 (4 )
Marine Surf 409
1 2
house , Urban Honolulu
Marine Surf 409 is a studio located in Honolulu, a 6-minute walk from Waikiki Beach, 0.7 miles from Saint Augustine by the Sea, and 0.6 miles from the US Army Museum of Hawaii. This 390 square foot studio accommodates up to 3 guests and features a kitchen with a fridge and microwave, air conditioning, a balcony, and on-site services including an elevator and tour organizing.
Kailua, HI
08/20 – 09/19
$2124/nighttotal: $63720 (30 )
Lanikai Sunrise
1 2
house , Kailua
Lanikai Sunrise, a Kailua vacation home, is located approximately 13 miles from Foster Botanical Garden and 9.4 miles from the Nu'uanu Valley rain forest. This 4-bedroom, 6-bathroom property sleeps 15 guests and boasts a private pool, Jacuzzi, tennis court, and stunning mountain views from its balcony, along with a fully equipped kitchen and free Wi-Fi.
9.5 2 reviews
Kailua, HI
09/16 – 09/22
$393/nighttotal: $2358 (6 )
Ilikai Tower 1841
1 2
house , Urban Honolulu
Ilikai Tower 1841 offers a Waikiki apartment, a 5-minute walk from Kahanamoku Beach, less than a mile from Magic Island, and a 15-minute walk from the U.S. Army Museum of Hawaii. This 500-square-foot, one-bedroom, one-bathroom unit sleeps seven guests and features a fully equipped kitchen, free Wi-Fi, air conditioning, a swimming pool, valet parking, and yacht harbor views.
9.4 113 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.
8.6 88 reviews
Kailua, HI
07/09 – 07/17
$300/nighttotal: $2400 (8 )
Ilikai Apt 1042 Lagoon Ocean Fireworks Vws Stu 1ba
1 2
house , Urban Honolulu
This studio apartment is located in the heart of Waikiki, Honolulu, just steps away from popular beaches like Kahanamoku Beach, Fort DeRussy Beach, and Magic Island Lagoon Beach. The property has received very good user ratings and excellent location ratings. The studio apartment offers a spacious 5,380 square feet of living space with one bedroom and one bathroom. Enjoy amenities such as a private pool, a fully equipped kitchen, a spa, and a restaurant, as well as a terrace, garden, and concierge service.
Kailua, HI
08/20 – 09/19
$394/nighttotal: $11820 (30 )
Family-friendly 2bd 2ba 2 Parkings Honolulu Home
1 2
house , Urban Honolulu
This family-friendly house in Urban Honolulu is located 1.6 miles from Waikiki attractions like Hale Koa Luau, Royal Hawaiian Shopping Center, and Fort DeRussy, with Kahanamoku Beach also nearby. This 800 square foot home offers 2 bedrooms, 2 bathrooms, a full kitchen with an oven and microwave, air conditioning, free Wi-Fi, and parking for 2 vehicles, accommodating up to 10 guests.
Kailua, HI
08/20 – 09/19
$2309/nighttotal: $69270 (30 )
New Stunning 1400 Sq Ft 2b2b W 3 Lanais
2 2
house , Urban Honolulu
This house is located in Honolulu, just a 10-minute walk from Fort DeRussy Beach and 0.7 miles from Waikiki Beach, making it a perfect base for exploring the vibrant city and its beautiful beaches. The 1230 square foot home has two bedrooms and two bathrooms, comfortably accommodating up to seven guests. The house has a modern kitchen with a dishwasher and a kettle, a swimming pool, a sauna, and a fitness center, providing everything you need for a relaxing and enjoyable stay. You can also enjoy the beautiful Hawaiian weather on the terrace or in the garden.
Find the Best Holiday Houses with Swimming Pool in Kailua, HI
On-site pool access in Kailua, HI makes a refreshing swim to complement your beach day a wonderful part of your daily routine.
8.8 4 reviews
Kailua, HI
10/02 – 10/03
$491/nightfor 1 night
Two Amazing Views In One Spacious Condo Getaway
1 1
house , Urban Honolulu
This condo is located in Honolulu, an 8-minute walk from Waikiki Beach and 600 yards from Royal Hawaiian Shopping Center. This 570-square-foot accommodation offers air conditioning, a private balcony, a hot tub, free Wi-Fi, and a kitchen with a microwave and washing machine, accommodating up to 11 guests.
9.9 59 reviews
Kailua, HI
08/20 – 09/19
$765/nighttotal: $22950 (30 )
Spacious Waterfront With Gorgeous View & Pool
1 2
house , Kaneohe
This waterfront residence in Kaneohe offers direct access to Kaneohe Bay, featuring panoramic views and a private backyard ideal for kayaking, with convenient proximity to local malls, theaters, restaurants, and grocery stores. This spacious two-level custom home accommodates up to 10 guests with 5 bedrooms and 4 bathrooms, boasting amenities like a large swimming pool, covered decks, full kitchen, air conditioning, and reliable WiFi, all supported by ample parking for 3 vehicles.
9.0 28 reviews
Kailua, HI
10/03 – 10/12
$391/nighttotal: $3519 (9 )
Ilikai Tower 2141
1 2
house , Urban Honolulu
This luxurious yacht is situated in Honolulu's Ala Wai Yacht Harbor, offering stunning views of Waikiki and the south shore surf breaks. The 500-square-foot vessel features one bedroom, one bathroom, and accommodates up to four guests, complete with a kitchen, swimming pool, and a spacious lanai perfect for enjoying the sunset; high-speed internet and cable TV are also included.
Kailua, HI
12/26 – 12/28
$650/nighttotal: $1300 (2 )
Ilikai 1310
2 3
house , Urban Honolulu
This Ilikai 1310 condo in Honolulu is a 12-minute walk from Fort DeRussy and 0.6 miles from the Hawaii Convention Center, offering mountain and sea views. This 1000 square foot vacation home accommodates up to 11 guests with 2 bedrooms, 2 bathrooms, a living room, a kitchen equipped with a fridge, microwave, and dishwasher, air conditioning, internet, a swimming pool, and a terrace.
Best Kailua, HI houses with a kitchen
Kailua, HI
08/20 – 09/19
$396/nighttotal: $11880 (30 )
Hawaii Kai Dream
4 2
house , East Honolulu
Hawaii Kai Dream, located in the Hawaii Kai district of Honolulu, is 1.5 miles from Maunalua Bay and under 9 miles from Hanauma Bay and Diamond Head. This 2310-square-foot East Honolulu home features four bedrooms, three bathrooms, a fully equipped kitchen, in-unit laundry, and parking, comfortably accommodating families or groups and offering easy access to swimming, kayaking, snorkeling, and cycling.
9.4 5 reviews
Kailua, HI
08/15 – 08/25
$311/nighttotal: $3110 (10 )
Ilikai Tower 1340
1 2
house , Urban Honolulu
This Waikiki apartment is located just steps away from Kahanamoku Beach, Fort DeRussy Beach, and Magic Island Lagoon Beach, putting you in the heart of the action. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience. This one-bedroom, one-bathroom condo is perfect for a group of four and offers 500 square feet of comfortable living space. Guests can enjoy amenities like a private pool, air conditioning, cable TV, a fully equipped kitchen, free Wi-Fi, and private parking.
9.2 18 reviews
Kailua, HI
07/09 – 07/17
$326/nighttotal: $2608 (8 )
Ilikai Tower 1806
1 2
house , Urban Honolulu
This Waikiki apartment is a short walk from Fort DeRussy and a half mile from the Hawaii Convention Center, making it easy to explore the best of Honolulu. Guests consistently rate the location, cleanliness, and overall experience as excellent. The apartment has one bedroom, one bathroom, and can comfortably accommodate up to four guests in its 500 square feet of space. Amenities include a private pool, air conditioning, a fully equipped kitchen, free Wi-Fi, cable TV, and a terrace with views of the Ala Wai Yacht Harbor.
Kailua, HI
06/24 – 07/28
$477/nighttotal: $16218 (34 )
Kailua Beach Vacation Cottage
1 5
house , Kailua
This private garden cottage in Kailua is located just 50 steps from Kailua Beach. This 1200 sq.ft. dwelling accommodates up to 6 guests and features a full kitchen, antique furnishings, a screened-in patio, and complimentary beach amenities.
Frequently Asked Questions about villa rentals in Kailua, HI
What are the must-see attractions in Kailua, HI?
Kailua Beach is a must-see, of course! You can't miss the famous Lanikai Beach, known for its turquoise waters. If you're into history, the Mokulua Islands, also known as the 'Twin Islands,' are a popular spot for kayaking and stand-up paddleboarding.
What indoor activities for families are available in Kailua, HI on rainy days?
The Windward Mall has a movie theater and a few shops to keep everyone entertained. If you're looking for something more educational, the Bishop Museum in Honolulu is a good option. It's about a 30-minute drive from Kailua and has exhibits on Hawaiian culture and history.
What are the best villa rentals with a pool in Kailua, HI?
Kailua is known for its beautiful beaches, so swimming, sunbathing, and watersports are popular activities. You can also go hiking in the nearby Kailua Beach Park, or rent a kayak and explore the Mokulua Islands.
What are the best villa rentals with a jacuzzi in Kailua, HI?
What are the advantages of renting a house or a villa in Kailua, HI
Renting a house or villa gives you more space and privacy than a hotel. You can also often find kitchens and laundry facilities, which can be very convenient for families or groups. Plus, many rentals have beautiful views and access to private beaches.
What are the best villa rentals for families and kids in Kailua, HI?
What food festivals or culinary events take place in and around Kailua, HI?
The Kailua Town Farmers Market takes place every Saturday morning and features local produce, baked goods, and crafts. There's also the annual Kailua Beach Festival in May, which has food booths and live entertainment.
What are the best pet friendly villa rentals in Kailua, HI?
What exclusive experiences are available when visiting Kailua, HI?
You can go on a private sailing trip to the Mokulua Islands, or take a helicopter tour of the island. If you're looking for something more adventurous, you can try stand-up paddleboarding or kayaking to the islands.
What are the best villa rentals with parking in Kailua, HI?
Which part of Kailua, HI would be ideal for a villa rental?
The area around Lanikai Beach is popular for villa rentals, as it offers stunning ocean views and easy access to the beach. The area around Kailua Beach Park is also a good option, as it's close to shops and restaurants.
Destinations nearby
Best Kailua, HI houses with air conditioning
8.4 6 reviews
Kailua, HI
10/03 – 10/12
$185/nighttotal: $1665 (9 )
Ilikai Marina 1383
1 2
house , Urban Honolulu
This studio apartment in Honolulu offers a prime location near Waikiki, situated 0.7 miles from the Ala Moana Center and a short walk to Kahanamoku Beach and Fort DeRussy. This 450 square foot studio accommodates up to two guests and features air conditioning, complimentary WiFi, a TV, and a kitchen equipped with a fridge, microwave, and oven.
9.6 23 reviews
Kailua, HI
07/15 – 08/15
$2010/nighttotal: $62310 (31 )
We're Booking Now - Calendar Not Up To Date.
4 2
house , East Honolulu
This exquisite East Honolulu villa is a short drive from Waikiki Beach and Hanauma Bay Nature Preserve, offering easy access to shops, supermarkets, and hiking trails. The 4,000-square-foot property boasts four bedrooms, three and a half bathrooms, a swimming pool, spa, and parking, comfortably accommodating up to sixteen guests.
Kailua, HI
10/03 – 10/12
$153/nighttotal: $1377 (9 )
Inn On The Park #2013
1 2
house , Urban Honolulu
Inn on the Park #2013, a condo in Urban Honolulu, is located an 11-minute walk from Fort De Russy and 0.9 miles from the Royal Hawaiian Shopping Center. This 310 square feet condo accommodates up to 3 guests and features air conditioning, a kitchenette with a fridge and microwave, a swimming pool, and a balcony with ocean views.
8.0 2 reviews
Kailua, HI
07/09 – 07/17
$326/nighttotal: $2608 (8 )
Ilikai Tower 1918
1 2
house , Urban Honolulu
Ilikai Tower 1918 in Honolulu is located a short walk to Fort DeRussy and 0.7 miles from the Hawaii Convention Center, offering proximity to Kahanamoku Beach, Hale Koa Luau, and the US Army Museum of Hawaii. This 500 square foot, one-bedroom condo features air conditioning, a fully equipped kitchen with a fridge, microwave, and dishwasher, and a private balcony with sea views.
Neighborhoods and points of interest in Kailua, HI
Best Kailua, HI villas and beach houses with jacuzzi
Kailua, HI
09/16 – 09/22
$2394/nighttotal: $14364 (6 )
5 Star 270 Degree Ocean View Waikiki Penthouse New
2 2
house , Urban Honolulu
This penthouse is located in Waikiki, just a short walk from Fort DeRussy Beach and Waikiki Beach. The area is bustling with shops, restaurants, and nightlife, making it a perfect base for exploring Honolulu. The 1150 square foot penthouse has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy panoramic ocean views, a fully equipped kitchen, a hot tub, a fitness center, and free WiFi.
Kailua, HI
08/20 – 09/19
$259/nighttotal: $7770 (30 )
The Landmark #2705 - 30-night Minimum - Honolulu Hi
1 2
house , Urban Honolulu
This Honolulu vacation rental is located an 8-minute walk from the Hawaii Convention Center and 1.1 miles from Honolulu Stadium Park. This 1300 square foot home offers 2 bedrooms, 2 bathrooms, a fully equipped kitchen, a living room, and accommodates up to 11 guests with amenities including a swimming pool, hot tub, garden, fitness center, and free Wi-Fi.
Kailua, HI
08/17 – 08/21
$677/nighttotal: $2708 (4 )
Newly Innovated Oceanview Beach Condo Sauna Pool
1 2
house , Urban Honolulu
This condo is located in Waikiki, Honolulu, a 3-minute walk from Waikiki Beach and 0.3 miles from Saint Augustine by the Sea. This 500 sq ft dwelling accommodates up to 7 guests and features 1 bedroom, 1 bathroom, air conditioning, a swimming pool, a jacuzzi, a garden, a sauna, and a full kitchen with a fridge and microwave oven.
9.1 92 reviews
Kailua, HI
12/26 – 12/28
$500/nighttotal: $1000 (2 )
Ilikai 2127 Spectacular Ocean Harbor Views
1 3
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.