TOP 10 Vacation lodging in Kailua, Hawaii

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.

Royal Aloha Vacation Club - Kona is a luxurious lodging institution situated at 78-6800 Ali‘i Drive in the picturesque town of Kailua-Kona, Hawaii. This exclusive vacation club offers top-notch accommodations and amenities for guests looking to experience the beauty and tranquility of the Hawaiian Islands. With stunning ocean views, spacious rooms, and a range of recreational activities available, Royal Aloha Vacation Club - Kona is the perfect destination for a relaxing and unforgettable getaway. Immerse yourself in the Hawaiian culture and hospitality at this premier vacation spot.

The Kona Islander Vacation Club is a charming lodging establishment located at 75-5776 Kuakini Highway in Kailua-Kona, Hawaii. Situated in the heart of the beautiful Big Island, this vacation club offers comfortable accommodations for travelers looking to experience the paradise of Hawaii. With a prime location near stunning beaches, shopping, dining, and attractions, guests can easily explore all that Kailua-Kona has to offer. The Kona Islander Vacation Club provides a relaxing and convenient stay with spacious rooms, friendly staff, and a range of amenities to ensure a memorable vacation experience.

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 Home Vacation Rentals is a premier lodging, real estate, and travel agency located at 77-6336 Ali‘i Drive in Kailua-Kona, Hawaii. Our agency specializes in providing luxurious vacation rental homes in the beautiful Kona area, offering guests a comfortable and unforgettable stay in paradise. Whether you are looking for a relaxing beachfront retreat or a spacious villa with stunning ocean views, our dedicated team is here to help you find the perfect accommodation for your Hawaiian getaway. With personalized service and a wide selection of properties to choose from, Kona Home Vacation Rentals is your go-to destination for a dream vacation in Hawaii.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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 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.

Historic Kailua Village is a charming lodging institution located in the heart of Kailua-Kona, Hawaii. Nestled along the iconic Kuakini Highway, this historic property offers a unique and immersive experience for guests looking to explore the rich culture and heritage of the area. With its convenient location near shops, restaurants, and beautiful beaches, Historic Kailua Village is the perfect base for visitors wanting to soak up the sun and enjoy all that Hawaii has to offer. The property's traditional architecture and warm hospitality create a welcoming atmosphere that makes guests feel right at home. Whether you're looking for a relaxing getaway or an adventure-filled vacation, Historic Kailua Village is the ideal place to stay.

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 [email protected] to book your Kailua-Kona vacation rental today.

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 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!

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.

Kona Home Vacation Rentals offers a range of beautiful vacation rental properties in Kailua-Kona, Hawaii. Located at 77-474 Kualono Street, this institution provides comfortable and luxurious lodging options for travelers looking to experience the beauty of the Big Island. With stunning views, convenient amenities, and personalized service, Kona Home Vacation Rentals is the perfect choice for a relaxing and unforgettable Hawaiian getaway.

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.

Smith Vacations is a premier institution located at 76-6283 Ali‘i Drive in Kailua-Kona, Hawaii, United States. As a versatile institution, Smith Vacations offers a range of services including lodging, real estate agency, and travel agency. Whether you are looking for a luxurious vacation rental, interested in purchasing property in Hawaii, or planning your dream vacation, Smith Vacations has the expertise and resources to make your experience unforgettable. With a prime location in the beautiful Kailua-Kona area, Smith Vacations is your one-stop destination for all your vacation and real estate needs.

Located on the stunning Ka'upulehu coastline in Kailua-Kona, Hawaii, the Four Seasons Resort Hualalai offers oceanfront splendor in perfect harmony with nature. This luxurious lodging option guarantees the best available room rate and provides a flexible booking option for guests. Start each day with a signature Four Seasons breakfast and enjoy unlimited golf on the Jack Nicklaus course, along with daily breakfast for two. The resort is situated on the site of an ancient Hawaiian fishing village, where the ancestors were able to sustain life using natural resources. It is important for guests to understand the value of preserving the land and sea, so future generations can also experience the beauty and 'aloha' of this place. Experience the beauty of Hawaii at the Four Seasons Resort Hualalai.

Royal Sea Cliff Kona by Outrigger is a luxurious lodging institution located on Ali‘i Drive in Kailua-Kona, Hawaii. Situated right by the stunning coastline, guests can enjoy breathtaking ocean views and easy access to the beach. The resort offers spacious and elegantly furnished accommodations, as well as a range of amenities including a swimming pool, hot tub, fitness center, and on-site dining options. Whether you're looking for a relaxing getaway or an adventurous vacation, Royal Sea Cliff Kona by Outrigger provides the perfect setting for a memorable stay in paradise.

Castle Kona Bali Kai is a lodging institution located at 76-6246 Ali‘i Drive, Kailua-Kona, Hawaii, United States. Embrace the endless summer vibe at this oceanfront resort where white sand and black lava rock meet. Enjoy the casual Big Island lifestyle with oceanfront vacation condos that offer stunning views and a relaxing atmosphere. Take advantage of resort amenities such as a pool, jet spa, barbecue stations, and picnic areas. Explore nearby historic Kailua-Kona Town and popular West Shore activities. All condos feature fully equipped kitchens, private lanais, and Free WiFi. Choose from ocean side or mountain side units with various amenities. Complimentary Damage Protection is included in the Cleaning Fee. Arrange for Island Grocery Delivery or visit nearby markets for convenience. Roberts Hawaii offers airport transportation for a hassle-free arrival. With so many activities and attractions on the Big Island, you'll never run out of things to do. Make memories at Kona Bali Kai and feel at home in your vacation rental. Enjoy spacious studios, one and two bedroom suites with all the comforts of home. Book directly for the best rate guaranteed. If you are a AAA or CAA member, you can save up to 10% with Castle. Experience paradise at Castle Kona Bali Kai.

Kanaloa at Kona by Outrigger® is a luxurious lodging institution located at 78-261 Manukai Street in Kailua-Kona, Hawaii, United States. Nestled amidst lush tropical gardens and overlooking the sparkling waters of the Pacific Ocean, this resort offers a serene and tranquil setting for guests to unwind and relax. With spacious and well-appointed accommodations, a variety of amenities including multiple swimming pools, tennis courts, and barbecue areas, as well as easy access to nearby beaches and attractions, Kanaloa at Kona by Outrigger® is the perfect destination for a memorable Hawaiian getaway. Whether you're seeking a romantic retreat, a family vacation, or a peaceful escape, this resort provides the ultimate in comfort, convenience, and hospitality.

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.