TOP 30 Best Family vacations in Kailua, Hawaii

The Megan Love In Hawai‘i House is a charming lodging located in the picturesque town of Kailua-Kona, Hawaii. Situated at 76-6174 Kumu Place, this cozy retreat offers guests a peaceful and relaxing atmosphere to unwind and enjoy the beauty of the Hawaiian islands. The house is tastefully decorated with a touch of Hawaiian flair, and features comfortable accommodations, modern amenities, and a warm and welcoming ambiance. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, The Megan Love In Hawai‘i House is the perfect place to experience the true spirit of aloha. Book your stay now and create unforgettable memories in paradise.

Kona Coast Vacations is a premier lodging, real estate, and travel agency located at 73-4855 Kanalani Street in Kailua-Kona, Hawaii, United States. With over 250 vacation rentals to choose from, guests can enjoy the best rates by booking directly and avoiding additional service fees from third party sites. The agency has been offering select vacation rentals on the leeward side of the Island of Hawaii for over fifteen years. From the southern part of the island to the northern tip, guests can experience a wide range of adventures and activities, including swimming with mantas, whale watching, snorkeling, surfing, and more. The agency's luxury amenities and spacious accommodations make it the perfect choice for friends and family looking to explore the beauty of Hawaii. With a team of experts ready to assist seven days a week, Kona Coast Vacations is dedicated to providing a seamless booking experience and helping guests make the most of their stay in paradise. Whether seeking a relaxing beachfront condo or a private luxury home, Kona Coast Vacations has the perfect rental for any vacation. Contact them at 808-329-2140 or reservations@konacoastvacations.com to book your Kailua-Kona vacation rental today.

Elite Pacific Vacations is a prestigious real estate and travel agency located in the beautiful town of Kailua-Kona, Hawaii. Situated at 75-5865 Walua Road, this institution specializes in luxury vacation rentals, property management, and personalized travel services. With a team of experienced professionals, Elite Pacific Vacations offers unparalleled expertise in helping clients find the perfect vacation home or investment property in Hawaii. Whether you're looking for a relaxing beachfront villa or a high-end condo in a prime location, Elite Pacific Vacations has the resources and knowledge to make your dream vacation a reality. Contact them today to start planning your next unforgettable Hawaiian getaway.

Kailua Beach is a beautiful park located in Kailua-Kona, Hawaii, United States. It is a popular destination for locals and tourists alike, offering stunning views of the Pacific Ocean and white sandy beaches. Visitors can enjoy swimming, sunbathing, snorkeling, and picnicking in this idyllic setting. The park is also a great spot for watching the sunset and taking in the natural beauty of the Hawaiian coastline. With its clear blue waters and lush green surroundings, Kailua Beach is a must-visit destination for anyone looking to relax and unwind in paradise.

Kona Vacation Rentals is a premier real estate and travel agency located in the beautiful town of Kailua-Kona, Hawaii. Our dedicated team specializes in providing top-notch vacation rental properties for visitors looking to experience the magic of the Big Island. With a wide range of options to choose from, including luxurious beachfront villas, cozy condos, and spacious family homes, we have something for everyone. Whether you're looking for a relaxing getaway or an adventure-filled vacation, Kona Vacation Rentals has you covered. Book your dream vacation with us today and let us help you create memories that will last a lifetime.

Kailua District Swimming Pool is a popular recreational facility located at 21 South Kainalu Drive in Kailua, Hawaii. This community pool offers a refreshing escape from the tropical heat, providing residents and visitors with a clean and well-maintained space to swim and relax. With its convenient location and friendly staff, Kailua District Swimming Pool is the perfect destination for individuals and families looking to enjoy a day of fun in the sun.

Drive in Hawaii is a premier car rental institution located at 73-230 Kupipi Street in Kailua-Kona, Hawaii. With a wide range of vehicles to choose from, customers can explore the beautiful island of Hawaii at their own pace and convenience. Whether you're looking for a compact car for a solo adventure or a spacious SUV for a family road trip, Drive in Hawaii has the perfect vehicle for your needs. With excellent customer service and competitive rates, Drive in Hawaii is the go-to choice for visitors looking to make the most of their time on the island.

A 1st Class Vacation Rental is a luxurious accommodation located at 77-6504 Kilohana Street in the beautiful town of Kailua-Kona, Hawaii. This stunning vacation rental offers top-notch amenities and services to ensure a comfortable and memorable stay for guests. With its prime location in the heart of Hawaii, guests can enjoy easy access to the beach, shopping, dining, and other popular attractions. Whether you're looking for a relaxing getaway or an adventurous vacation, A 1st Class Vacation Rental is the perfect choice for your next trip to Hawaii.

Kailua Beach is a stunning park located at 2 Palione Place in Kailua, Hawaii, United States. This picturesque beach offers pristine white sand, crystal clear waters, and stunning views of the surrounding mountains. Visitors can enjoy a variety of activities such as swimming, snorkeling, paddleboarding, and picnicking. With its tranquil atmosphere and natural beauty, Kailua Beach is the perfect spot for a relaxing day in paradise.

My Hawaii Vacation Rental is a premier real estate and travel agency located at 75-5958 Ali‘i Drive in Kailua-Kona, Hawaii. We specialize in providing top-quality vacation rentals in the beautiful Hawaiian Islands. Our properties range from cozy beachfront cottages to luxurious oceanfront villas, ensuring that we have the perfect accommodation for every traveler. With personalized service and attention to detail, we strive to make your Hawaiian vacation a truly unforgettable experience. Contact us today to book your dream vacation rental in paradise!

Pillows in Paradise is a charming lodging institution located at 336 Awakea Road in the beautiful town of Kailua, Hawaii. Surrounded by lush tropical gardens and just a short walk away from the stunning beaches of Oahu, this cozy retreat offers a relaxing and peaceful atmosphere for guests to unwind and enjoy paradise. The accommodations are comfortable and stylish, with plush pillows and modern amenities to ensure a restful stay. Whether you're looking for a romantic getaway or a family vacation, Pillows in Paradise is the perfect choice for your Hawaiian escape.

Mailan Hale Inn is a versatile lodging institution located in the heart of Kailua-Kona, Hawaii. Offering a range of accommodations including hostel, apartment, condo, vacation rental, and motel rooms, Mailan Hale Inn caters to a variety of travelers. In addition to lodging, the institution also provides car rental services, making it a one-stop destination for all your travel needs. With its convenient location and comfortable accommodations, Mailan Hale Inn is the perfect choice for your next Hawaiian getaway. Whether you're looking for a budget-friendly hostel or a luxurious vacation rental, Mailan Hale Inn has something for everyone. Contact us today to book your stay at 75-184 Ala Onaona Street, Kailua-Kona, Hawaii, United States.

Hoku' Ea Sunset Beach Vacation Rental House is a charming and cozy lodging option located on Ali‘i Drive in Kailua-Kona, Hawaii. This beautiful vacation rental house offers stunning ocean views and is just steps away from the sandy shores of Sunset Beach. Perfect for a romantic getaway or a family vacation, Hoku' Ea Sunset Beach Vacation Rental House provides a comfortable and relaxing atmosphere for guests to enjoy. Whether you're looking to unwind by the beach, explore the local attractions, or simply soak up the Hawaiian sun, this vacation rental house is the perfect home away from home. Book your stay with Hoku' Ea Sunset Beach Vacation Rental House today and experience the beauty of Hawaii in style.

Welcome to Kailua Bay Resort #3301, a charming two-bedroom condo located in Kailua-Kona, Hawaii. This cozy lodging is perfect for families or small groups looking for a comfortable and convenient place to stay while exploring the beautiful island of Hawaii. The resort is situated at 75-5669 Kuakini Highway, just a short distance from the beach and other popular attractions. Enjoy the stunning ocean views from your private balcony, relax by the pool, or take a short walk to the nearby shops and restaurants. Experience the true essence of Hawaiian hospitality at Kailua Bay Resort #3301.

Hawaii KonaHome Vacation Rentals Sunset Paradise is a premier lodging option in Kailua-Kona, Hawaii. Located at 77-6417 Leilani Street, this institution offers luxurious vacation rentals with stunning sunset views. As a real estate and travel agency, they provide top-notch accommodations and personalized service to ensure guests have a memorable stay in paradise. Experience the beauty of Hawaii at Sunset Paradise with Hawaii KonaHome Vacation Rentals.

Kona Vacation Home Rentals is a premier lodging, real estate, and travel agency located at 73-4863 Anini Street in Kailua-Kona, Hawaii. Our agency specializes in providing luxurious vacation homes for rent in the beautiful and scenic area of Kona. Whether you are looking for a relaxing beachfront property or a spacious villa with stunning ocean views, we have a wide selection of rental options to choose from. Our dedicated team of professionals is committed to ensuring that your vacation experience is unforgettable and hassle-free. Contact us today to book your dream vacation home in Kona!

Magic Sands Kona Home Hawai‘i Vacation Rental is a charming lodging option located on Princess Keelikolani Drive in Kailua-Kona, Hawaii. This vacation rental offers guests a comfortable and relaxing stay in a beautiful tropical setting. The property is just a short walk away from Magic Sands Beach Park, where guests can enjoy swimming, snorkeling, and sunbathing. The rental home features spacious accommodations, modern amenities, and a private lanai with stunning ocean views. Whether you're looking for a romantic getaway or a family vacation, Magic Sands Kona Home is the perfect choice for your Hawaiian escape.

KonaHome Ali’i Hale Vacation Rentals offers luxurious and comfortable lodging in the heart of Kailua-Kona, Hawaii. Located at 78-6620 Ali‘i Drive, this institution provides a perfect getaway for travelers looking to experience the beauty and tranquility of the Hawaiian islands. With a range of vacation rental options to choose from, guests can enjoy spacious accommodations, stunning ocean views, and convenient access to local attractions and activities. Whether you're looking for a romantic retreat or a family-friendly vacation, KonaHome Ali’i Hale Vacation Rentals is the perfect choice for your stay in paradise.

Kailua Beachside Cottages is a charming real estate and travel agency located at 204 South Kalaheo Avenue in beautiful Kailua, Hawaii. Our agency specializes in offering luxurious beachside cottages for rent, providing guests with the perfect vacation getaway in paradise. With stunning ocean views, white sandy beaches, and a variety of amenities, our cottages are the perfect choice for a relaxing and rejuvenating vacation experience. Whether you're looking for a romantic retreat, a family-friendly vacation, or a solo adventure, Kailua Beachside Cottages has the perfect accommodation for you. Book your stay with us today and experience the beauty and tranquility of Kailua Beach.

Falling Waters Vacation Villa is a luxurious and secluded retreat located at 6493 Akai Street in Kailua-Kona, Hawaii. This stunning property offers a range of vacation rental options, including spacious villas and cozy cottages, perfect for families, couples, or solo travelers looking for a peaceful and relaxing getaway. As both a lodging and real estate agency, Falling Waters Vacation Villa also offers the opportunity to own a piece of paradise in Hawaii. With a dedicated travel agency on-site, guests can easily book excursions, activities, and explore all that the beautiful island of Hawaii has to offer. Experience the ultimate Hawaiian vacation at Falling Waters Vacation Villa.

Kailua Village Condos is a charming accommodation located at 75-5766 Kuakini Highway in the beautiful town of Kailua-Kona, Hawaii. These condos offer a comfortable and convenient stay for visitors looking to experience the beauty and culture of the Big Island. With stunning ocean views and easy access to local attractions, Kailua Village Condos provide the perfect home base for exploring all that Hawaii has to offer. Whether you're looking for a relaxing beach getaway or an adventure-filled vacation, Kailua Village Condos has everything you need for a memorable stay in paradise.

Lea Casa in Kailua-Kona, Hawaii is a charming lodging located on Ali‘i Drive. This beautiful institution offers a peaceful and serene atmosphere for guests to relax and unwind during their stay in Hawaii. With its convenient location near the beach and various attractions, Lea Casa is the perfect place to experience the beauty and tranquility of the Big Island. The accommodations are comfortable and well-appointed, providing guests with everything they need for a memorable stay. Whether you are visiting for a romantic getaway or a family vacation, Lea Casa is the ideal choice for your stay in Kailua-Kona, Hawaii.

Kona Sunsets Vacation Rentals is a premier real estate and travel agency located in the beautiful town of Kailua-Kona, Hawaii. We specialize in providing luxurious vacation rental properties with stunning sunset views and top-notch amenities. Our dedicated team is committed to ensuring that each guest has a memorable and relaxing stay in paradise. Whether you are looking for a romantic getaway or a family vacation, Kona Sunsets Vacation Rentals has the perfect property for you. Book your dream vacation today and experience the magic of Hawaii with us.

Kona Home Vacation Rentals is a premier real estate and travel agency located at 78-265 Manukai Street in beautiful Kailua-Kona, Hawaii. Our team specializes in providing luxurious vacation rental properties for visitors looking to experience the stunning beauty and relaxation of the Hawaiian Islands. Whether you're seeking a beachfront villa, a cozy condo, or a spacious family home, we have the perfect accommodation to suit your needs. With exceptional customer service and a wide range of amenities, Kona Home Vacation Rentals is your go-to destination for an unforgettable Hawaiian getaway. Book your dream vacation with us today!

Vacation Condos in Kona offers a luxurious and relaxing stay in the beautiful town of Kailua-Kona, Hawaii. Situated at 75-5777 Ali‘i Drive, our lodging institution provides guests with spacious and well-appointed condos for the ultimate vacation experience. Enjoy stunning ocean views, modern amenities, and easy access to local attractions and activities. Whether you're looking for a romantic getaway or a fun family vacation, Vacation Condos in Kona is the perfect choice for your next Hawaiian adventure. Book your stay with us today and make unforgettable memories in paradise.

Park Royal Luxury Condos in Kailua-Kona offers upscale accommodation along Ali‘i Drive in the beautiful town of Kailua-Kona, Hawaii. These luxurious condos provide guests with a comfortable and stylish retreat, complete with modern amenities and stunning ocean views. Whether you are looking for a romantic getaway or a family vacation, Park Royal Luxury Condos offer the perfect blend of relaxation and convenience. Enjoy easy access to nearby beaches, shopping, dining, and outdoor activities while staying in this elegant lodging establishment. Experience the best of Hawaiian hospitality at Park Royal Luxury Condos in Kailua-Kona.

LUVA Vacation Rentals is a premier real estate and travel agency located in the beautiful city of Kailua-Kona, Hawaii. Our team of experienced professionals is dedicated to providing top-notch vacation rental services to ensure that your stay in paradise is nothing short of perfect. Whether you are looking for a beachfront villa, a cozy condo, or a luxurious estate, we have a wide range of options to suit your needs. Trust LUVA Vacation Rentals to make your Hawaiian getaway unforgettable.

Escape to paradise at our stunning oceanfront home located on Ali‘i Drive in Kailua-Kona, Hawaii. This vacation rental offers breathtaking views of the Pacific Ocean, with direct access to the beach just steps away. The spacious and luxurious accommodations are perfect for a romantic getaway or a family vacation. Enjoy the sound of the waves crashing against the shore as you relax on the private lanai or take a dip in the infinity pool overlooking the ocean. Our travel agency can help you plan the perfect Hawaiian getaway at this idyllic retreat.

Big Island Baby Gear Rentals by Leah is a convenient and reliable clothing store located at 75-5737 Kuakini Highway, Kailua-Kona, Hawaii, United States. Offering a variety of baby gear for rent, including strollers and beach wagons, Leah Herbert provides a hassle-free experience for families visiting the Big Island. Customers have the option to pick up and return their gear at a predetermined location, saving on delivery charges. Testimonials praise the cleanliness and ease of use of the rental equipment, as well as the seamless coordination for pick up and drop off. For inquiries or reservations, customers can contact Leah Herbert directly through the provided form or phone number. Explore the beauty of the Big Island with the convenience of Big Island Baby Gear Rentals by Leah.

Traventure Rides is a premier car rental institution located at 75-685 Lalii Place in beautiful Kailua-Kona, Hawaii. We offer a wide variety of vehicles for rent, from compact cars to SUVs, to ensure you have the perfect ride for your Hawaiian adventure. Our friendly and knowledgeable staff are dedicated to providing top-notch customer service and making your rental experience smooth and hassle-free. Explore the stunning sights of Hawaii in style and comfort with Traventure Rides.