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

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 Bliss Vacation Rental is a premier real estate and travel agency located in the beautiful town of Kailua-Kona, Hawaii. Situated at 78-7100 Kamehameha III Road, our agency offers a wide range of luxurious vacation rentals for visitors looking to experience the beauty and tranquility of the Hawaiian islands. Whether you're seeking a cozy beachfront bungalow or a spacious villa with stunning ocean views, our dedicated team is here to help you find the perfect accommodation for your dream vacation. With personalized service and attention to detail, Kona Bliss Vacation Rental is your ultimate destination for a blissful Hawaiian getaway.

Kona Vacay is a premier real estate and travel agency located at 78-7030 Alii Drive in the beautiful town of Kailua-Kona, Hawaii, United States. Specializing in vacation rentals, property management, and real estate sales, Kona Vacay is your one-stop shop for all things related to your Hawaiian getaway. Whether you're looking to book a luxurious vacation rental, buy or sell a property in paradise, or simply need assistance planning your dream vacation, our team of experienced professionals is here to help. Come experience the magic of Hawaii with Kona Vacay.

Hawaiian Isle Vacations is a top-rated real estate and travel agency located at 75-5995 Kuakini Highway in Kailua-Kona, Hawaii, United States. Our team takes pride in the outstanding reviews our properties consistently receive, and we are available 24/7 to take care of any issues with our properties. Partnering with Kona Concierge, we help you plan activities, arrange reservations, and make the most of your Hawaiian paradise vacation. Our managers are licensed real estate agents and members of reputable associations, ensuring the highest standards of service at all levels. As part of Hawaiian Isle Real Estate, we offer full-service real estate assistance, including long-term rental management and real estate investments. Our properties are well-maintained, fully equipped, and offer a relaxing environment for your stay. Come experience the beauty of Hawaii with us at Hawaiian Isle Vacations!

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.

Ocean Eco Tours is a premier travel agency located in the stunning coastal town of Kailua-Kona, Hawaii. Situated at 74-425 Kealakehe Parkway, our agency specializes in providing unforgettable eco-friendly tours and experiences that showcase the beauty and diversity of the ocean. From snorkeling with vibrant marine life to exploring hidden coves and pristine beaches, our expert guides will take you on a journey through the wonders of the ocean. Whether you're a nature enthusiast, adventure seeker, or simply looking to relax and unwind by the sea, Ocean Eco Tours offers a range of customized packages to suit every traveler's needs. Join us for an eco-conscious and sustainable adventure that will leave you with lasting memories of Hawaii's breathtaking natural beauty.

Anelakai Adventures is a premier travel agency located in Kailua-Kona, Hawaii. Situated at 78-7138 Kaleiopapa Street, this institution specializes in providing unique and unforgettable adventure experiences for visitors to the beautiful island of Hawaii. Whether you're looking to explore the stunning landscapes, participate in thrilling water activities, or immerse yourself in the rich culture of Hawaii, Anelakai Adventures has something for everyone. Their expert team of guides and planners are dedicated to creating personalized and memorable experiences for all their clients. Book your next Hawaiian adventure with Anelakai Adventures and make your dream vacation a reality.

Alii Adventures is a clothing store and water sport & snorkel rental institution located at 75-5663 Palani Road in Kailua-Kona, Hawaii. Enjoy Kona's calm, clear waters with stand-up paddleboard rentals, kayak rentals for the whole family, snorkel gear rentals, surfboard rentals, boogie board rentals, beach chairs and umbrella rentals, wetsuit rentals, GoPro rentals, and more. Explore the beautiful Kona Coast with guided excursions to Kealakekua Bay, Umauma Falls zipline, ATV tours, and morning reef life adventures. This institution offers private group experiences and is staffed by knowledgeable and friendly individuals. Whether you're looking for an adrenaline-pumping adventure or a relaxing day at the beach, Alii Adventures has you covered. Book your gear online today and start exploring the Big Island!

Jack's Diving Locker Harbor Shop is a one-stop destination for all your diving and travel needs in Kailua-Kona, Hawaii. Located at 74-381 Kealakehe Parkway, this institution offers a convenient store, food options, a variety of products in the store, and travel agency services. Whether you are looking for diving gear, snacks for your underwater adventure, or assistance with booking your next travel excursion, Jack's Diving Locker Harbor Shop has got you covered. Visit us today and let us help you make the most of your time in beautiful Hawaii.

Honu Kai Bed & Breakfast is a charming lodging located in the heart of Kailua-Kona, Hawaii. Situated at 74-1529 Hao Kuni Street, this cozy bed and breakfast offers a relaxing atmosphere and comfortable accommodations for guests looking to experience the beauty of the Hawaiian islands. With a prime location near the beach, guests can enjoy stunning ocean views and easy access to a variety of outdoor activities. The friendly staff at Honu Kai Bed & Breakfast are dedicated to providing a memorable stay for all guests, making it the perfect choice for a relaxing getaway in paradise.

Knutson & Associates is a reputable institution located at 75-5782 Kuakini Highway in Kailua-Kona, Hawaii. As a real estate agency, they specialize in helping clients buy and sell properties in the beautiful Hawaiian islands. With their expertise and local knowledge, they provide top-notch services to ensure a smooth and successful real estate transaction. In addition to their real estate services, Knutson & Associates also operates as a travel agency, offering personalized travel packages and itineraries for those looking to explore the stunning landscapes and culture of Hawaii. Whether you're looking for a new home or planning a dream vacation, Knutson & Associates is the perfect partner to help you make your vision a reality.

Ali'i Ocean Tours is a premier travel agency located in Kailua-Kona, Hawaii. Situated at 74-429 Kealakehe Parkway, this institution offers a wide range of exciting ocean tours and adventures for visitors to the island. Whether you're looking to snorkel with tropical fish, explore stunning coral reefs, or witness majestic humpback whales in their natural habitat, Ali'i Ocean Tours has something for everyone. With experienced guides and top-of-the-line equipment, this travel agency ensures a safe and unforgettable experience for all guests. Come and discover the beauty of Hawaii's ocean with Ali'i Ocean Tours.

Kahaluu Beach Villas at Kahaluu Beach offers a luxurious and relaxing lodging experience in the beautiful town of Kailua-Kona, Hawaii. Located at 78-6721 Ali‘i Drive, this institution provides guests with spacious villas just steps away from the pristine Kahaluu Beach. Enjoy stunning ocean views, comfortable accommodations, and easy access to a variety of water activities such as snorkeling and surfing. Immerse yourself in the natural beauty of Hawaii while staying at Kahaluu Beach Villas.

Keiki Ponds is a charming lodging institution situated at 75-5572 Kona Bay Drive in the beautiful coastal town of Kailua-Kona, Hawaii, United States. This tranquil retreat offers a unique blend of Hawaiian hospitality and modern comfort, providing guests with a relaxing and rejuvenating experience. Nestled in a tropical setting with stunning views of the Pacific Ocean, Keiki Ponds is the perfect destination for those seeking a peaceful getaway. With spacious accommodations, friendly staff, and a range of amenities, guests can unwind and enjoy the beauty of Hawaii's Big Island. Whether you're looking for a romantic escape or a family vacation, Keiki Ponds promises a memorable stay in paradise.

Torpedo Tours is a premier travel agency located at 74-381 Kealakehe Parkway in Kailua-Kona, Hawaii. Specializing in creating unforgettable experiences for travelers, Torpedo Tours offers a wide range of tour packages and activities to explore the beautiful island of Hawaii. From snorkeling adventures to volcano tours, their knowledgeable staff is dedicated to providing top-notch customer service and ensuring that every trip is tailored to meet the needs and interests of their clients. Whether you're looking for a relaxing beach getaway or an action-packed excursion, Torpedo Tours is your go-to agency for all your travel needs in Hawaii.

Sunlight On Water is a premier travel agency located in Kailua-Kona, Hawaii, offering a variety of unique and unforgettable experiences. From private charters to sunset manta ray snorkeling, deep ocean safaris, unique reef snorkeling, and whale watch tours, Sunlight On Water provides the opportunity to experience the magic of the Kona coastline like never before. With expert captains and hand-picked snorkeling reefs only accessible by boat, guests can explore the stunning underwater world of Kealakekua Bay, home to the Captain Cook monument and some of the best snorkeling in Hawaii. The whale watch tours in Kona offer the best chance to see the majestic North Pacific Humpback whales in their natural habitat.

Eka Canoe Adventures is a premier travel agency located at 78-7154 Kaleiopapa Street in Kailua-Kona, Hawaii, United States. Specializing in unique and unforgettable canoe adventures, our experienced team is dedicated to providing top-notch service to our customers. Whether you're looking for a relaxing paddle along the coast or an exhilarating excursion to discover hidden gems of Hawaii, Eka Canoe Adventures has you covered. Click or tap below to see live availability and book your next adventure with us! Your 5-star review makes all the difference to our humble business.

Jack's Diving Locker is a premier institution located on Ali‘i Drive in Kailua-Kona, Hawaii. As a combination of a school, store, and travel agency, Jack's Diving Locker offers a comprehensive experience for diving enthusiasts of all levels. Whether you are a beginner looking to learn the basics or an experienced diver seeking new adventures, Jack's Diving Locker has everything you need. With a team of experienced instructors, top-of-the-line equipment, and a variety of dive trips to choose from, Jack's Diving Locker is the perfect place to explore the underwater world in the beautiful waters of Hawaii.

Hualalai Golf Course, located at 72-100 Ka`upulehu Drive in Kailua-Kona, Hawaii, is a stunning 18-hole Jack Nicklaus–signature championship course that offers a unique golfing experience. The course winds over 7,100 yards, starting in a lush oasis and flowing across bright-green fairways contoured against black lava, before returning to the ocean for the final holes. This renowned golf course is the host of the annual Mitsubishi Electric Championship, a prestigious golf tournament on the PGA Tour Champions in Hawaii. The course also features a nine-acre driving range with TrackMan Range technology for shot tracking and immediate feedback to help players improve their game.

Makalawena Beach is a stunning tourist attraction located in Kailua-Kona, Hawaii, United States. This beautiful beach is known for its pristine white sand, crystal clear turquoise waters, and lush greenery surrounding the area. Visitors can enjoy swimming, snorkeling, sunbathing, and picnicking in this idyllic paradise. Makalawena Beach is a hidden gem that offers a peaceful and secluded escape from the hustle and bustle of everyday life. Whether you're looking for relaxation or adventure, this beach has something for everyone to enjoy.

Kekaha Kai State Beach, located in Kailua-Kona, Hawaii, is a stunning tourist attraction that offers visitors a picturesque beach experience. With its crystal clear waters, white sandy beaches, and beautiful coastal scenery, this state beach is the perfect spot for sunbathing, swimming, snorkeling, and picnicking. Visitors can also enjoy hiking trails that lead to hidden coves and lava formations, providing a unique and adventurous experience. Whether you're looking to relax on the beach or explore the natural beauty of Hawaii, Kekaha Kai State Beach is a must-visit destination for any traveler.

Kohanaiki Beach Park is a stunning tourist attraction located in Kailua-Kona, Hawaii, United States. This beach park offers visitors a beautiful sandy beach, crystal clear waters perfect for swimming and snorkeling, and lush greenery for picnicking and relaxing. The park also features amenities such as restrooms, showers, and picnic tables for convenience. Visitors can enjoy a day of sunbathing, swimming, and exploring the natural beauty of Hawaii at Kohanaiki Beach Park.

Coral Reef Snorkel Adventures, located at 74-425 Kealakehe Parkway in Kailua-Kona, Hawaii, is a top-rated travel agency offering unforgettable experiences in the crystal-clear waters of Hawaii. Specializing in Manta Ray Night Snorkel Tours and Captain Cook Snorkel Tours, this institution provides bucket-list adventures that have been featured on the Travel Channel as one of the top ten things to do in a lifetime. Imagine swimming alongside wild giant manta rays at night, a truly incredible and unique experience that Coral Reef Snorkel Adventures can make a reality. In addition, guests can cruise down to Kealakekua Bay, one of Hawaii's top snorkel sites, to explore a protected marine sanctuary teeming with hundreds of species of marine life and the iconic Captain Cook monument.

BID Honu Iki is a travel agency located at 314-351 Kealakehe Parkway in Kailua-Kona, Hawaii, United States. Specializing in snorkeling and diving adventures, we believe that our island offers the best snorkeling in Hawaii. Join us to explore the vibrant coral reefs and discover our favorite snorkeling spots. Our institution offers a wide range of dive gear and snorkeling equipment for rent or purchase, ensuring that you have everything you need for a successful underwater adventure. Whether you're in need of a new mask and fins or require regulator servicing, we have you covered.

Banyan Tree Sanctuary Guest House is a charming lodging facility located at 73-4464 Kohanaiki Road in Kailua-Kona, Hawaii. This unique guest house offers a tranquil and serene atmosphere surrounded by lush tropical gardens and towering banyan trees. As a real estate agency, Banyan Tree Sanctuary Guest House also provides guests with the opportunity to explore nearby properties for sale or rent, making it the perfect destination for those looking to invest in their own piece of paradise. Additionally, the on-site travel agency can assist guests in planning unforgettable excursions and adventures around the beautiful island of Hawaii.

White Sands Village is a reputable real estate agency located in the beautiful coastal town of Kailua-Kona, Hawaii. Situated at 77-6469 Ali‘i Drive, this institution specializes in helping clients buy, sell, and rent properties in this stunning beachside community. With a team of experienced and knowledgeable agents, White Sands Village is dedicated to providing top-notch service and guidance to ensure a smooth and successful real estate transaction. Whether you are looking for a vacation home, investment property, or permanent residence, White Sands Village is here to help you find the perfect place to call home in paradise.

Aliʻi Cove is a luxurious oceanfront condominium complex located at 75-5919 Ali‘i Drive in Kailua-Kona, Hawaii. This stunning property offers breathtaking views of the Pacific Ocean and is just steps away from the pristine white sandy beaches of Hawaii. The resort-style amenities include a sparkling swimming pool, hot tub, BBQ area, and well-manicured tropical gardens. Each spacious condo is elegantly furnished and equipped with modern amenities to ensure a comfortable and relaxing stay. Whether you're looking for a romantic getaway or a fun-filled family vacation, Aliʻi Cove is the perfect destination for your Hawaiian escape.

Xoxokona is a premier real estate and travel agency located at 78-6920 Ali‘i Drive in Kailua-Kona, Hawaii. Our dedicated team of professionals specializes in helping clients find their dream homes in this beautiful paradise, as well as planning unforgettable vacations on the island. With an in-depth knowledge of the local market and a commitment to exceptional customer service, Xoxokona is the go-to agency for all your real estate and travel needs in Hawaii. Contact us today to start your journey towards owning a piece of paradise or experiencing the vacation of a lifetime.

Alamo Rent A Car is a renowned car rental institution located at 73 106 Aulepe Street in Kailua-Kona, Hawaii, United States. With a wide range of vehicles to choose from, Alamo provides top-notch customer service and convenient rental options for travelers exploring the beautiful island of Hawaii. Whether you're looking for a compact car for a quick trip around town or a spacious SUV for a family vacation, Alamo Rent A Car has you covered. Experience hassle-free car rental with Alamo and make your journey in Hawaii a memorable one.

Enterprise Rent-A-Car is a leading car rental institution located at 74-5583 Luhia Street in Kailua-Kona, Hawaii, United States. With a wide range of vehicles to choose from, including economy cars, SUVs, and trucks, Enterprise offers reliable and affordable transportation solutions for both business and leisure travelers. Their convenient location and excellent customer service make renting a car quick and easy for anyone visiting the beautiful island of Hawaii. Whether you need a vehicle for a day trip or an extended stay, Enterprise Rent-A-Car has you covered.