TOP 30 Best Hawaii vacation rentals in Kailua, Hawaii

Big Island Baby Gear Rentals is a convenient and reliable service located at 74-5499 Loloku Street in Kailua-Kona, Hawaii. We offer a variety of baby gear rental options, including strollers, cribs, high chairs, and beach gear, delivered right to your Hawaiian destination. Our Quality Providers are thoroughly trained on product safety and cleaning protocols, ensuring a safe and clean experience for your little ones. Renting baby gear allows you to enjoy a stress-free family vacation, without the hassle of packing and hauling bulky equipment. Our full-size cribs are our most rented item, ensuring a comfortable and restful getaway for your little one. By supporting local Quality Providers, you are helping build independent businesses and making family travel easy and enjoyable.

Kailua Beach Adventures is a premier store and travel agency located at 130 Kailua Road in Kailua, Hawaii. We specialize in providing everything you need for a memorable beach adventure, from snorkeling gear and paddle boards to kayak rentals and guided tours. Our knowledgeable staff are here to help you make the most of your time in paradise, offering expert advice and recommendations on the best activities and excursions in the area. Whether you're looking to explore the crystal clear waters of Kailua Bay or simply relax on the white sandy beaches, Kailua Beach Adventures has everything you need to make your Hawaiian vacation unforgettable.

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.

Hawaii Oceanic is a travel agency located in Kailua-Kona, Hawaii, United States. They offer Big Island Snorkeling tours where you can experience Hawaii's famous coral reefs, manta rays, humpback whales, and more. The tours are conducted with a maximum of 12 passengers on the boat to avoid crowds and provide a more intimate experience. The institution follows a humane and environmentally cautious approach to engaging with Hawaii's marine life. They have been awarded the highly coveted Traveler's Choice Award from Tripadvisor. The manta ray night snorkel experience offered by Hawaii Oceanic has been recognized by the Travel Channel as one of the top ten things to do in your lifetime.

Car Rentals Of Hawaii is a premier car rental service located on Luhia Street in the beautiful town of Kailua-Kona, Hawaii. We offer a wide range of vehicles to suit your needs, whether you're looking for a compact car for exploring the island or a spacious SUV for a family vacation. Our friendly and knowledgeable staff are committed to providing excellent customer service and ensuring you have a seamless rental experience. Explore the stunning sights of Hawaii with ease and convenience by renting a car from Car Rentals Of Hawaii.

Rental: Kona Surf & Racquet Club, Unit 2-103 is a charming and cozy lodging option located in Kailua-Kona, Hawaii, United States. This beautiful unit offers stunning views of the ocean and is just steps away from the beach. With comfortable accommodations and a relaxing atmosphere, guests can enjoy a peaceful getaway in paradise. Amenities such as a pool, tennis courts, and BBQ area are available for guests to enjoy. Whether you're looking for a romantic retreat or a fun-filled family vacation, Kona Surf & Racquet Club is the perfect destination for your Hawaiian escape.

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.

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.

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.

Ocean Front Cottage, Hale Lula Beach House Rental, 2 br is a charming beachfront property located at 78-6650 Ali‘i Drive in Kailua-Kona, Hawaii. This cozy cottage offers two bedrooms and is the perfect vacation rental for those looking to relax and unwind by the ocean. Managed by a reputable real estate and travel agency, guests can expect top-notch service and a seamless booking experience. With stunning views of the Pacific Ocean and easy access to the beach, Hale Lula Beach House Rental is the ideal destination for a tropical getaway in paradise.

Kona View House 4BR Luxury Vacation Rental is a stunning lodging option located at 77-6434 Kilohana Street in Kailua-Kona, Hawaii. This institution offers luxurious accommodations with breathtaking views of the ocean and surrounding landscape. Whether you are looking for a relaxing getaway or an adventurous vacation, Kona View House has everything you need to make your stay unforgettable. Book your stay with this top-notch real estate and travel agency today and experience the beauty of Hawaii in style.

KonaHome Vacation is a premier real estate and travel agency located at 75-5502 Kona Bay Drive in the beautiful town of Kailua-Kona, Hawaii. Our agency specializes in providing luxurious vacation rentals and properties for sale in the stunning Kona area. Whether you are looking for a dream vacation rental or interested in purchasing your own piece of paradise, our experienced team is here to help. With a focus on personalized service and attention to detail, KonaHome Vacation is dedicated to making your Hawaiian getaway unforgettable.

Hula Girl Vacation Rentals is a premier real estate and travel agency located on Ali‘i Drive in Kailua-Kona, Hawaii. Offering a wide range of vacation rental properties, from cozy beachfront cottages to luxurious oceanfront villas, Hula Girl Vacation Rentals provides the perfect accommodations for your Hawaiian getaway. With personalized service and attention to detail, our team is dedicated to helping you find the ideal vacation rental to make your stay in Hawaii unforgettable. Experience the beauty and hospitality of the Aloha State with Hula Girl Vacation Rentals.

Puhala Hale Vacation Home is a charming real estate and travel agency located at 88-1547 Puhala Avenue in Captain Cook, Hawaii. Guests have raved about the peaceful and quiet atmosphere, away from the noise of coqui frogs. The house is thoughtfully decorated and well-maintained, providing a special place for visitors to relax and unwind. The nearby black sand beach cove is world-class, offering a unique and unforgettable experience. Milolii Beach is a tranquil coastal area, perfect for those looking to escape the hustle and bustle of everyday life. While the location is secluded, it is still close enough to Kailua-Kona for shopping, golfing, and dining. Nearby attractions such as Volcano National Park, City of Refuge, and Hilo are just a short drive away, offering plenty of opportunities for exploration and adventure.

Kona Rental is a premier lodging establishment located at 67 Princess Keelikolani Drive in Kailua-Kona, Hawaii. Situated in the heart of the beautiful island of Hawaii, this institution offers luxurious accommodations and top-notch service to ensure a memorable stay for guests. With stunning views of the ocean and convenient access to local attractions, Kona Rental is the perfect choice for travelers looking for a relaxing and comfortable vacation experience. Whether you're visiting for business or pleasure, Kona Rental promises a truly unforgettable stay in paradise.

Living It Up Hawaii is a real estate and travel agency located at 73-1323 Awakea Street in Kailua-Kona, Hawaii. Owned by Ania & John, the institution offers beautiful and affordable vacation rental units with ocean views, as well as car rentals for exploring the island. The property is situated in the picturesque neighborhood of Kona Palisades, just a few miles from the airport. With a commitment to unparalleled service and unbeatable prices, Living It Up Hawaii aims to provide a personal level of care to guests in a quiet residential setting. Guests can enjoy the tranquility of being 1,150 feet above sea level, away from the heat of downtown and surrounded by the beauty of the Kona coastline. The institution values the concept of 'Ohana, treating guests like family, and the pursuit of 'Imi Ola, seeking the best life possible. Visitors can expect a warm welcome and attentive service during their stay at Living It Up Hawaii.

Kona101 Vacation Condo Rentals is a premier lodging, real estate, and travel agency located at 78-6800 Ali‘i Drive in Kailua-Kona, Hawaii, United States. Our institution offers a wide range of luxurious vacation condo rentals for visitors looking to experience the beauty and tranquility of the Big Island. With stunning ocean views, top-notch amenities, and personalized customer service, Kona101 Vacation Condo Rentals is the perfect choice for your Hawaiian getaway. Book your dream vacation today and let us help you create memories that will last a lifetime.

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!

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.

Kona Hawaii Guest House is a charming lodging option located at 77-362 Paulina Place in Kailua-Kona, Hawaii. This guest house offers a cozy and comfortable accommodation for travelers looking to experience the beauty and culture of Hawaii. With its convenient location, guests can easily explore the nearby attractions and activities that Kailua-Kona has to offer. Whether you are looking for a relaxing getaway or an adventure-filled vacation, Kona Hawaii Guest House is the perfect choice for your stay. Book your stay now and experience the true essence of Hawaii at this lovely guest house.

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!

Hertz Car Rental at Kona Keahole Airport is conveniently located at 73 104 Aulepe Street in Kailua-Kona, Hawaii. As a trusted car rental institution, Hertz offers a wide selection of vehicles to suit your travel needs. Whether you are visiting for business or pleasure, Hertz provides reliable and efficient service to ensure a seamless rental experience. With competitive rates and friendly staff, Hertz Car Rental at Kona Keahole Airport is the perfect choice for your transportation needs in Hawaii.

Kays Hawaii Vacation is a premier lodging, real estate, and travel agency located at 232 Awakea Road in Kailua, Hawaii. Our institution offers a wide range of vacation rentals, real estate properties, and travel services to ensure a memorable and stress-free Hawaiian getaway. Whether you are looking for a luxurious beachfront villa, a cozy vacation home, or an exciting island adventure, Kays Hawaii Vacation has everything you need to make your dream vacation a reality. Our experienced team is dedicated to providing exceptional service and personalized assistance to help you create the perfect Hawaiian vacation experience. Book your stay with us today and discover the beauty and magic of Hawaii with Kays Hawaii Vacation.

KonaHome Vacation Rental Kilohana Hale is a beautiful and luxurious lodging option located at 77 6462 Kilohana Street in Kailua-Kona, Hawaii. This institution offers a variety of vacation rental options for those looking to experience the beauty and tranquility of Hawaii. Whether you are looking for a cozy studio or a spacious beachfront villa, KonaHome has something for everyone. As a real estate and travel agency, they also provide assistance in finding the perfect vacation rental or buying a property in Hawaii. With its prime location and top-notch amenities, KonaHome Vacation Rental Kilohana Hale is the perfect choice for your next Hawaiian getaway.

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.