TOP 30 Best Hawaiian vacations in Kailua-Kona, Hawaii

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.

Sea La Vie is a charming downtown Hawaiian hotel condo located in the heart of Kailua-Kona, Hawaii. This tropical oasis offers guests a relaxing stay with a hot tub, pool, and easy access to the beach. The modern and stylish accommodations provide a comfortable retreat after a day of exploring the island. With its convenient location on Kuakini Highway, guests can easily access shops, restaurants, and attractions in the area. Whether you're looking for a romantic getaway or a family vacation, Sea La Vie is the perfect choice for your Hawaiian adventure.

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 Fun is a vibrant and dynamic institution located in the heart of Kailua-Kona, Hawaii. As a unique blend of a real estate agency and travel agency, Kona Fun specializes in helping clients find their dream vacation rental or investment property in this beautiful tropical paradise. With a team of knowledgeable and experienced agents, Kona Fun is dedicated to providing top-notch service and personalized attention to each and every client. Whether you are looking for a beachfront villa, a cozy condo, or a luxurious estate, Kona Fun has a wide range of properties to suit your needs. Come visit us at 77-6460 Kilohana Street and let us help you make your Hawaiian dreams a reality!

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.

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.

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.

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.

Kona House of Palms is a charming lodging located at 75-103 Halahua Place in the beautiful town of Kailua-Kona, Hawaii. Surrounded by lush palm trees and tropical gardens, this tranquil retreat offers a peaceful escape for visitors looking to relax and unwind in paradise. The accommodations are comfortable and well-appointed, with a touch of island charm. Guests can enjoy the warm Hawaiian hospitality and soak up the stunning ocean views from the property. Whether you're seeking a romantic getaway or a family vacation, Kona House of Palms is the perfect destination for your stay in Hawaii.

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.

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.

Hawaiian Healing Yoga is a boutique retreat center located in Kailua-Kona, Hawaii. Our studio offers a perfect balance of indoor comfort and outdoor charm, providing a serene space for yoga and healing sessions. Our popular One-Day Retreat experiences are designed to nourish your body and mind, helping you unwind and recharge. Our Yoga Healing Sessions combine Yoga Therapy, Meditation/Breathwork, Chakra Cleanse, and Sound Energy Healing for a holistic approach to wellness. Positive Life/Soul Coaching is also available for those seeking a deep spiritual journey.

HIS Hawaii Kona Branch is a travel agency located at 75-5660 Palani Road in the beautiful town of Kailua-Kona, Hawaii. As part of the renowned HIS Group, we offer a wide range of travel services to help you plan your dream vacation in Hawaii and beyond. Our friendly and knowledgeable staff are dedicated to providing exceptional customer service and ensuring that your travel experience is seamless and memorable. Whether you're looking to book flights, accommodations, activities, or tours, HIS Hawaii Kona Branch is here to assist you every step of the way. Visit us today and let us help you create the perfect itinerary for your next adventure!

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.

Kona Concierge is a top-rated travel agency located at 76-6263 Koko Olua Way in Kailua-Kona, Hawaii. With a focus on providing exceptional customer service, Kona Concierge offers a wide range of specialized services to enhance any Big Island vacation. From snorkel expeditions to stargazing at the observatory, Kona Concierge takes care of all the details so you can relax and enjoy your trip. With over 10 years of experience in the industry, Kona Concierge is dedicated to making your vacation unforgettable. Whether you are a first-time visitor or a seasoned traveler, Kona Concierge is here to make your trip stress-free and memorable. Visit us today and let us help you create the perfect Hawaiian getaway.

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!

Kona Sail Charters Inc. is a premier travel agency located at 380 Kealakehe Parkway in Kailua-Kona, Hawaii. Specializing in providing unique and unforgettable sailing experiences, Kona Sail Charters Inc. offers a wide range of charter options for exploring the stunning waters of Hawaii. Whether you're looking for a romantic sunset cruise, a snorkeling adventure, or a private yacht charter, Kona Sail Charters Inc. has something for everyone. With experienced captains and a fleet of luxurious boats, this institution is dedicated to providing top-notch service and creating lasting memories for all of their customers. Book your next sailing excursion with Kona Sail Charters Inc. and embark on an incredible journey through the beautiful waters of Hawaii.

Kona Sea Adventures is a premier travel agency located in the beautiful town of Kailua-Kona, Hawaii. Specializing in unique and unforgettable ocean adventures, our experienced team is dedicated to providing guests with the ultimate Hawaiian experience. Whether you're looking to snorkel with vibrant marine life, explore hidden caves and lava tubes, or simply relax on a luxurious sunset cruise, Kona Sea Adventures has something for everyone. Join us for a one-of-a-kind adventure on the crystal-clear waters of Hawaii's stunning coastline.

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.

Cherry Pit Sportfishing Kona is a fishing charter located on Kealakehe Parkway in Kailua-Kona, Hawaii. Our goal is to provide our clients with an unforgettable fishing experience, catching a variety of fish species in the beautiful waters of Hawaii. Captain Bobby Cherry, our founder, operates the vessel single-handedly, ensuring a personalized and hands-on fishing trip for our clients. Unlike other charter boats in Kona Harbor that focus solely on marlin fishing, we use live bait to increase our chances of catching trophy ahi or mahi-mahi. Captain Bobby Cherry works hard to cater to the desires of his clients and shares the catches with them, providing fillets of mahi-mahi, ono, and small tuna. Please note that larger fish over 40 pounds will remain with the captain, allowing us to offer competitive rates to our clients.

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 Sea Villas is a luxurious beachfront resort located at 75-6060 Kuakini Highway in Kailua-Kona, Hawaii. This stunning property offers spacious villas with breathtaking ocean views, upscale amenities, and a serene atmosphere perfect for a relaxing getaway. Guests can enjoy access to a private beach, swimming pool, fitness center, and on-site dining options. With its prime location on the Big Island of Hawaii, Kona Sea Villas is the ideal destination for those seeking a tranquil and unforgettable vacation experience.

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 Bed and Breakfast is a charming lodging establishment located at 74-4920 Palani Road in Kailua-Kona, Hawaii. Situated in the heart of the beautiful Big Island, this cozy bed and breakfast offers guests a relaxing and comfortable stay with a touch of Hawaiian hospitality. The rooms are tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy a delicious breakfast each morning and relax in the peaceful surroundings of the property. With its convenient location and warm atmosphere, Kona Bed and Breakfast is the perfect choice for travelers looking for a memorable stay in Hawaii.

Kona Bali Kai Condos is a premier real estate and travel agency located in the beautiful town of Kailua-Kona, Hawaii. Situated at 73-1131 Ahikawa Street, our condos offer stunning ocean views and luxurious accommodations for travelers looking to experience the beauty of the Hawaiian Islands. Our dedicated team of professionals is committed to providing exceptional service and helping clients find their perfect vacation rental or investment property in paradise. Whether you're looking for a relaxing getaway or a profitable real estate investment, Kona Bali Kai Condos has everything you need to make your dreams a reality. Visit us today and start planning your next Hawaiian adventure!