TOP 30 Vacation rentals with private pools in Kailua-Kona, Hawaii

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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.

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 Condo is a luxurious accommodation located at 75-5657A Kuakini Highway in Kailua-Kona, Hawaii. This stunning property offers guests a peaceful and relaxing retreat with breathtaking views of the ocean and surrounding landscape. The condo features modern amenities, spacious living areas, and a private balcony to enjoy the tropical breeze. Guests can also take advantage of the on-site swimming pool, fitness center, and barbecue area. Whether you're looking for a romantic getaway or a family vacation, Kona Condo provides the perfect home away from home in paradise.

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 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.

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.

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.

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.

Kona Water Front is a premier real estate and travel agency located at 78-200 Manukai Street in the beautiful coastal town of Kailua-Kona, Hawaii. Our agency specializes in waterfront properties, offering clients stunning views and luxurious living spaces. Whether you are looking to buy or sell a home, our experienced agents are dedicated to providing exceptional service and expertise. Additionally, we offer travel services to help you experience all that Kona has to offer, from scenic tours to exciting water activities. Trust Kona Water Front to make your real estate dreams and Hawaiian adventures a reality.

Casa-De-Emdeko is a beautiful oceanfront condominium complex located on Ali‘i Drive in Kailua-Kona, Hawaii. With stunning views of the Pacific Ocean and easy access to nearby beaches, restaurants, and shopping, Casa-De-Emdeko is the perfect destination for a relaxing Hawaiian getaway. The complex offers a variety of amenities, including a swimming pool, BBQ area, and tropical gardens. Guests can choose from a selection of one and two bedroom units, each tastefully decorated and fully equipped with everything needed for a comfortable stay. Whether you're looking to unwind by the pool, explore the island's natural beauty, or simply relax on your private lanai and watch the sunset, Casa-De-Emdeko provides the ideal setting for a memorable vacation in paradise.

Kalanikai Condos is a charming and inviting vacation rental located at 75-5681 Kuakini Highway in Kailua-Kona, Hawaii. Nestled in the heart of the Big Island, this tropical paradise offers guests a peaceful and relaxing retreat with stunning ocean views and lush landscaping. The spacious and well-appointed condos feature modern amenities, including full kitchens, private lanais, and access to a sparkling pool and barbecue area. Whether you're looking to explore the local beaches, shops, and restaurants or simply unwind in paradise, Kalanikai Condos is the perfect place to call home during your Hawaiian getaway.

Discount Hawaii Condos is a real estate and travel agency located at 84-1021 Lahilahi Street in Waianae, Hawaii, United States. Specializing in vacation rentals in Hawaii, their beachfront condos offer some of the best values on the islands. With spectacular ocean views, all of their condos are right on a sandy beach. Located on the North Shore and at the Hawaiian Princess Resort on Oahu, these condos provide a peaceful escape from the crowds, just 45 minutes from the airport and less than an hour from Waikiki. The Hawaiian Princess Resort is on the sunny leeward coast of Oahu, where the weather is almost always perfect. The North Shore condos are near famous surfing beaches, while the Big Island condo is in Kailua-Kona and the Kauai resort is in Lihui.