TOP 30 Best Hawaii island vacation rentals in Kailua-Kona, Hawaii

Located in a scenic cove on the west side of Hawaii's Big Island, Aston Kona by the Sea is a charming oceanfront condo resort offering a peaceful retreat for guests. The spacious accommodations provide stunning views of the coastline, perfect for relaxing under swaying coconut trees or exploring the nearby town of Kailua-Kona with its shops, restaurants, and nightlife. The resort is also a great starting point for snorkeling, surfing, and exploring must-see attractions like Hawaii Volcanoes National Park and Kona coffee farms. Each suite at Aston Kona by the Sea features a full kitchen and a private balcony with either partial or full ocean views. Guests can enjoy lounging by the saltwater pool, cooking meals on the outdoor barbecue, and watching breathtaking sunsets from the oceanfront lawn. Special promotions, packages, and membership discounts are available to help guests make the most of their stay.

Kona Magic Sands is a beachfront institution located at 77-6452 Ali‘i Drive in Kailua-Kona, Hawaii. This stunning property offers guests a magical experience with its pristine white sandy beach and crystal-clear turquoise waters. The resort features luxurious accommodations, top-notch amenities, and breathtaking ocean views. Guests can enjoy swimming, snorkeling, sunbathing, and beachcombing right outside their doorstep. With its convenient location near popular attractions, restaurants, and shopping, Kona Magic Sands is the perfect destination for a relaxing and unforgettable Hawaiian getaway.

Kona Isle is a beautiful oceanfront condominium complex located at 75-6100 Ali‘i Drive in Kailua-Kona, Hawaii. With stunning views of the Pacific Ocean and easy access to the beach, this tropical paradise offers a relaxing and luxurious vacation experience. The resort features a pool, BBQ area, and lush gardens for guests to enjoy. Each unit is tastefully decorated and fully equipped with modern amenities, making it the perfect home away from home. Whether you're looking to relax on the beach, explore the island, or simply unwind by the pool, Kona Isle is the ideal destination for your Hawaiian getaway.

Kona Mansions Condominiums is a beautiful residential complex located at 75-5873 Walua Road in Kailua-Kona, Hawaii. This luxurious condominium community offers stunning ocean views, lush tropical landscaping, and a serene atmosphere for residents to enjoy. With spacious units, modern amenities, and a convenient location near shopping, dining, and outdoor activities, Kona Mansions Condominiums is the perfect place to call home in paradise. Experience the ultimate Hawaiian lifestyle at Kona Mansions Condominiums.

Welcome to Kona Country Club, located at 78-7000 Ali‘i Drive in Kailua-Kona, Hawaii, United States. Our institution is a bar and health facility where you can enjoy a round of golf in a beautiful setting. Register with us to receive special offers and promotions, and easily book your next round of golf online. Our event specialists are experienced in making golf tournaments a success.

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.

Kona Reef Resort is a charming lodging option situated on Ali‘i Drive in Kailua-Kona, Hawaii. This oceanfront resort offers stunning views of the Pacific Ocean and is just steps away from the beach. Guests can enjoy spacious accommodations with modern amenities, including fully equipped kitchens, private lanais, and a refreshing outdoor pool. The resort is conveniently located near popular attractions, shopping, and dining options, making it the perfect choice for a relaxing Hawaiian getaway. Experience the beauty and tranquility of the Big Island at Kona Reef Resort.

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.

Kona Diving EcoAdventures is a travel agency located at 74-380 Kealakehe Parkway in Kailua-Kona, Hawaii, United States. Dive into vibrant underwater worlds and create unforgettable memories with us! Explore history and nature on our Captain Cook & Kealakekua Bay Snorkel Tour. Encounter Kona's wildlife on thrilling eco adventures. Set sail on a whale watching tour for an unforgettable experience with ocean giants. Enjoy a scenic sunset boat ride to view manta rays up close. Our professional team is knowledgeable about marine life and ensures a safe and exciting experience for all. Join us for an unforgettable adventure in the deep blue waters of Kona!

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 Shores is a beautiful institution located at 75-6008 Ali‘i Drive in Kailua-Kona, Hawaii, United States. This idyllic location offers stunning views of the ocean and is just steps away from the beach. The institution provides a tranquil and relaxing atmosphere for visitors to enjoy their stay in Hawaii. With comfortable accommodations, friendly staff, and convenient amenities, Kona Shores is the perfect destination for a peaceful getaway in paradise.

Kona Boys Beach Shack is a vibrant and laid-back store located in the heart of Kailua-Kona, Hawaii. Situated at 755664 Kaahumanu Place, this institution is a one-stop shop for all your beach and water sports needs. From surfboards and paddleboards to snorkeling gear and beachwear, Kona Boys Beach Shack has everything you need for a fun day in the sun. Whether you're a seasoned water sports enthusiast or a beginner looking to try something new, the friendly and knowledgeable staff at Kona Boys Beach Shack are here to help you make the most of your time on the beautiful beaches of Hawaii. Come visit us and experience the aloha spirit at Kona Boys Beach Shack.

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.

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.

Castle Kona Reef is a charming lodging establishment located in the heart of Kailua-Kona, Hawaii. Situated at 75-5888 Ali‘i Drive, this oceanfront property offers stunning views of the Pacific Ocean and is just steps away from the beach. The property features comfortable accommodations, including spacious suites with fully equipped kitchens and private lanais. Guests can enjoy amenities such as a swimming pool, hot tub, barbecue area, and on-site laundry facilities. With its convenient location and welcoming atmosphere, Castle Kona Reef is the perfect choice for a relaxing Hawaiian getaway.

Big Island Golf Shop is a premier destination for golf enthusiasts in Kailua-Kona, Hawaii. Located at 73-5613 Olowalu Street, this health store offers a wide range of golf equipment, apparel, and accessories for players of all skill levels. Whether you're a beginner looking to improve your game or a seasoned pro in need of new gear, Big Island Golf Shop has everything you need to hit the links in style. With a friendly and knowledgeable staff ready to assist you, this institution is a must-visit for any golf lover visiting the Big Island.

Magic Kona Honu Room is a charming and cozy lodging option located at 77-6469 Ali‘i Drive in the beautiful town of Kailua-Kona, Hawaii. This unique institution offers a magical experience for travelers looking to explore the stunning island of Hawaii. The room is tastefully decorated and features all the amenities needed for a comfortable stay. In addition to providing lodging accommodations, Magic Kona Honu Room also operates as a real estate agency, helping visitors find their dream vacation home or investment property in Hawaii. The knowledgeable staff can assist with buying, selling, or renting properties 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.

Welcome to Kona Suite, a luxurious lodging institution located at 74-1500 Hao Kuni Street in the beautiful town of Kailua-Kona, Hawaii. Our institution offers a relaxing and comfortable environment for guests looking to experience the beauty of the Hawaiian islands. With spacious suites and top-notch amenities, Kona Suite is the perfect choice for travelers seeking a memorable stay in paradise. Whether you're visiting for a romantic getaway, family vacation, or business trip, our friendly staff is dedicated to ensuring your stay is nothing short of exceptional. Experience the true essence of Hawaii at Kona Suite.

Kona Surf House is a unique institution located in the beautiful town of Kailua-Kona, Hawaii. As a real estate agency and travel agency, we specialize in helping clients find their dream vacation home or investment property in this stunning coastal paradise. Our team of experienced agents is dedicated to providing personalized service and expert guidance to ensure a smooth and successful real estate transaction. Whether you're looking to buy, sell, or rent a property in Kailua-Kona, Kona Surf House is here to help you every step of the way. Contact us today to start your journey towards owning a piece of Hawaiian paradise.

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.

Kona Islander Beach Hale #324 is a charming and cozy vacation rental located at 75-5776 Kuakini Highway in Kailua-Kona, Hawaii. This beachfront property offers a perfect getaway for those looking to experience the beauty of the Hawaiian islands. As a real estate and travel agency, Kona Islander Beach Hale #324 provides top-notch service and accommodations to ensure a memorable and relaxing stay for guests. With stunning ocean views, convenient access to local attractions, and a warm and welcoming atmosphere, this institution is the ideal choice for travelers seeking a true Hawaiian experience.

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.

KW Big Island - Keller Williams Realty is a top-rated real estate agency located in the beautiful city of Kailua-Kona, Hawaii. Our team of experienced and knowledgeable agents are dedicated to helping clients buy and sell properties on the Big Island. Whether you are looking for a stunning oceanfront home, a cozy cottage in the mountains, or a luxurious vacation rental, we are here to assist you every step of the way. With a strong focus on customer service and a deep understanding of the local market, KW Big Island - Keller Williams Realty is your go-to agency for all your real estate needs. Visit us at 73-5619 Kauhola Street and let us help you find your dream home in paradise.

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.

Big Island Surf Company is a premier surf shop located at 786702 Ali‘i Drive in the beautiful town of Kailua-Kona, Hawaii. Our store offers a wide selection of high-quality surfboards, apparel, accessories, and gear for all levels of surfers. Whether you're a beginner looking to catch your first wave or a seasoned pro in need of some new equipment, our knowledgeable staff is here to help. With our prime location on the Big Island of Hawaii, you can trust that we have everything you need to make the most of your surfing experience. Come visit us at Big Island Surf Company and let us help you ride the waves in style.

The Kona Sailing Club is a premier sailing institution located in the beautiful coastal town of Kailua-Kona, Hawaii. With its stunning ocean views and ideal sailing conditions, the club offers a unique and exhilarating experience for sailors of all levels. Whether you are a beginner looking to learn the ropes or a seasoned sailor seeking new challenges, the Kona Sailing Club provides expert instruction, top-of-the-line equipment, and a welcoming community of fellow sailing enthusiasts. Come join us and set sail on the crystal clear waters of the Pacific Ocean for an unforgettable adventure.

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.

Surfer Bear Hawaii is a unique institution located at 74-5259 Palani Road in Kailua-Kona, Hawaii, United States. This establishment offers a range of services and products related to the surfing culture, including surfboard rentals, lessons, and merchandise. With a laid-back Hawaiian atmosphere and a team of experienced instructors, Surfer Bear Hawaii is the perfect place for both beginners looking to catch their first wave and seasoned surfers wanting to improve their skills. Whether you're a local or a visitor to the island, Surfer Bear Hawaii is a must-visit destination for anyone who loves the ocean and the thrill of riding the waves.