TOP 30 Best Luxury vacation experiences in Kailua, Hawaii

Kona Nalu is a charming institution located at 76-6212 Ali‘i Drive in Kailua-Kona, Hawaii, United States. Situated in a stunning beachfront location, Kona Nalu offers a peaceful and relaxing atmosphere for guests to enjoy the beauty of the Hawaiian coast. With comfortable accommodations, friendly staff, and convenient amenities, Kona Nalu is the perfect destination for a memorable vacation in paradise. Whether you're looking to relax on the beach, explore the local attractions, or simply unwind in a tropical oasis, Kona Nalu has everything you need for a truly unforgettable experience.

Lokahi Apartments is a peaceful and welcoming residential community located at 73-4411 Kakahiaka Street in the beautiful town of Kailua-Kona, Hawaii. Our apartments offer a serene and comfortable living environment, perfect for those seeking a tranquil getaway in paradise. With stunning views of the surrounding landscape and convenient access to local amenities, Lokahi Apartments is the ideal place to call home in Hawaii. Whether you're looking for a short-term rental or a long-term lease, our friendly staff is here to help you find the perfect apartment to suit your needs. Experience the true spirit of aloha at Lokahi Apartments.

Hale Kai O'Kona is a charming oceanfront vacation rental located at 75-6204 Ali‘i Drive in Kailua-Kona, Hawaii. This tropical retreat offers stunning views of the Pacific Ocean and is the perfect place to relax and unwind. The property features spacious accommodations, a private lanai, and easy access to the beach. Guests can enjoy the beautiful sunsets, swim in the crystal-clear waters, and explore the nearby attractions. Hale Kai O'Kona is a peaceful oasis in the heart of paradise, where guests can experience the true spirit of Hawaii.

Hawaii Resort Management is a premier lodging institution located in the heart of Kailua-Kona, Hawaii. Situated at 75-5776 Kuakini Highway, our resort offers luxurious accommodations, top-notch amenities, and unparalleled service to ensure a memorable stay for all guests. Whether you are looking for a relaxing beach vacation or an adventurous island getaway, Hawaii Resort Management has everything you need to make your stay unforgettable. Book your stay with us today and experience the beauty and hospitality of Hawaii.

Kona Riviera Villa is a luxurious oceanfront retreat located at 75-6124 Ali‘i Drive in Kailua-Kona, Hawaii. This stunning villa offers breathtaking views of the Pacific Ocean and is the perfect destination for a relaxing getaway. With spacious accommodations, a private pool, and access to nearby beaches and attractions, Kona Riviera Villa is the ideal choice for those seeking a tranquil and upscale vacation experience in Hawaii. Enjoy the beauty and serenity of the island from this exclusive and elegant retreat.

Sea Shell Pool is a luxurious oasis located at 72-100 Kaupulehu Drive in Kailua-Kona, Hawaii, United States. Offering stunning views of the ocean, this saline/chlorine pool has an infinity edge that seamlessly blends with the horizon. Perfect for families, the pool is surrounded by thatched-roof palapas and oversized daybeds where guests can relax while enjoying cocktails served in fresh pineapples, chilled towels, and Evian mist. For those seeking a peaceful retreat, the tranquil rectangular pool is just steps away from the ocean and is surrounded by cabanas and shaded lounge chairs. Ambient music and crafted cocktails create a serene atmosphere at the adults-only pool, where guests can swim up to the in-pool bench seating and bar for a refreshing drink before lounging on oversized hammocks or poolside chaise longues.

Holua Poolside Bar & Lounge at OUTRIGGER Kona Resort & Spa is a vibrant and stylish establishment located in the heart of Kailua-Kona, Hawaii. Situated at 78-128 Ehukai Street, this bar and restaurant offers a relaxing and inviting atmosphere with stunning views of the pool and surrounding tropical gardens. Guests can enjoy a wide range of delicious food and refreshing drinks while lounging by the pool or soaking up the sun on the outdoor patio. Whether you're looking for a casual meal or a fun night out with friends, Holua Poolside Bar & Lounge is the perfect destination for a memorable dining experience in paradise.

Pualani Estates at Kona is a stunning residential community located in the heart of Kailua-Kona, Hawaii. Situated at 75-1029 Henry Street, this institution offers a peaceful and luxurious living experience with breathtaking views of the surrounding landscape. Residents can enjoy a variety of amenities including a community pool, fitness center, and beautifully landscaped grounds. With easy access to shopping, dining, and outdoor activities, Pualani Estates at Kona is the perfect place to call home in paradise.

Kona Plaza is a premier shopping and dining destination located at 75-5719 Ali‘i Drive in Kailua-Kona, Hawaii. This iconic institution offers a unique blend of upscale boutiques, art galleries, and restaurants, all set against the stunning backdrop of the Pacific Ocean. Visitors can enjoy a leisurely stroll through the open-air plaza, taking in the vibrant colors and tropical scents of the Hawaiian landscape. Whether you're looking for a special souvenir or a delicious meal with a view, Kona Plaza has something for everyone. Come experience the beauty and charm of Kona Plaza in the heart of paradise.

Uncle Billy's Kona Bay Hotel is a charming lodging located on Ali‘i Drive in the beautiful town of Kailua-Kona, Hawaii. This beachfront hotel offers stunning views of the ocean and is just steps away from the sandy shores of Kona Bay. Guests can enjoy comfortable accommodations, friendly service, and a relaxing atmosphere during their stay. With its convenient location near shops, restaurants, and attractions, Uncle Billy's Kona Bay Hotel is the perfect choice for travelers looking to experience the beauty and hospitality of Hawaii.

Welcome to Good Times & Tan Lines, a charming Downtown Garden Condo Hotel located in the heart of Kailua-Kona, Hawaii. Our beautiful property is just steps away from the beach, offering guests the perfect combination of relaxation and adventure. Our hotel features a luxurious hot tub, refreshing pool, and stunning garden views, providing the ultimate tropical getaway experience. Whether you want to soak up the sun on the beach or explore the vibrant city streets, Good Times & Tan Lines is the perfect home base for your Hawaiian vacation.

The Great Kona Escape is a unique institution located at 73-4863 Anini Street in Kailua-Kona, Hawaii. This establishment serves as a lodging, real estate agency, and travel agency all in one. As a lodging facility, The Great Kona Escape offers luxurious accommodations for travelers looking to experience the beauty of Hawaii. Guests can relax and unwind in comfortable rooms while enjoying stunning views of the surrounding area.

Suzy's Place is a charming lodging located at 75-185 Alakai Street in the beautiful town of Kailua-Kona, Hawaii. This cozy establishment offers a peaceful and relaxing atmosphere for guests to enjoy during their stay. The rooms are comfortable and well-appointed, providing all the necessary amenities for a pleasant visit. Suzy's Place is conveniently situated near popular attractions, shopping, and dining options, making it the perfect choice for travelers looking to experience the best of Hawaii. Book your stay at Suzy's Place for a memorable and enjoyable vacation in paradise.

Beach Tree Whirlpool is a luxurious resort located at 72-100 Kaupulehu Drive in Kailua-Kona, Hawaii. This stunning institution offers guests a serene and relaxing experience with its beautiful beachfront location and soothing whirlpool. Guests can unwind and rejuvenate in the tranquil surroundings while enjoying the warm Hawaiian sun and gentle ocean breeze. Whether you're looking for a romantic getaway or a peaceful retreat, Beach Tree Whirlpool is the perfect destination for a truly unforgettable vacation.

Hualalai Ocean Rental is a premier real estate and travel agency located in Kailua-Kona, Hawaii, United States. Specializing in luxurious oceanfront properties, we offer unparalleled vacation rentals with stunning views of the Pacific Ocean. Whether you're looking for a relaxing getaway or an adventure-filled vacation, our knowledgeable staff is dedicated to helping you find the perfect rental for your needs. Experience the beauty of Hawaii with Hualalai Ocean Rental.

Ahi Hale is a charming lodging located at 73-1013 Ahikawa Street in Kailua-Kona, Hawaii. This cozy institution offers a peaceful and serene atmosphere for guests to relax and unwind during their stay in the beautiful island of Hawaii. With comfortable accommodations and convenient amenities, Ahi Hale is the perfect choice for those looking for a peaceful retreat in a stunning tropical setting. Experience the true essence of Hawaiian hospitality at Ahi Hale.

Punahele Travel is a premier travel agency located in the picturesque town of Kailua-Kona, Hawaii. Our dedicated team of travel experts is committed to providing personalized service and creating unforgettable experiences for our clients. Whether you're looking to book a dream vacation, a romantic getaway, or a family adventure, Punahele Travel has you covered. Come visit us at 73-1072 Ahulani Street and let us help you plan your next unforgettable journey.

Pleasant Holidays is a premier travel agency located at 75-5852 Ali‘i Drive in Kailua-Kona, Hawaii. Specializing in creating unforgettable vacations to Hawaii and beyond, Pleasant Holidays offers a wide range of travel packages and services to suit every traveler's needs. Whether you're looking for a relaxing beach getaway or an adventurous island hopping experience, their experienced team of travel experts will help you plan the perfect trip. With exceptional customer service and a commitment to creating memorable experiences, Pleasant Holidays is the go-to agency for all your travel needs in Hawaii and beyond.

Palani Condo is a luxurious condominium located at 74-5618 Palani Road in the beautiful town of Kailua-Kona, Hawaii. Our institution offers a tranquil and serene atmosphere, perfect for relaxation and rejuvenation. With stunning views of the ocean and lush greenery surrounding the property, Palani Condo provides a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. Our spacious and elegantly designed accommodations are equipped with modern amenities to ensure a comfortable stay. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Palani Condo is the perfect choice for your next Hawaiian adventure.

Clark's Hawaii Tours is a premier tour company located in the beautiful town of Kailua-Kona, Hawaii. Our experienced guides will take you on unforgettable adventures to explore the stunning landscapes, rich culture, and fascinating history of the Hawaiian Islands. Whether you're looking to snorkel in crystal-clear waters, hike through lush rainforests, or learn about ancient Hawaiian traditions, Clark's Hawaii Tours has something for everyone. Join us at 75-5785 Kuakini Highway for an experience you'll never forget.

Coco-nut Hale is a charming lodging located in the heart of Kailua-Kona, Hawaii. Nestled on Ihumoe Street, this cozy retreat offers a peaceful and relaxing atmosphere for guests to unwind and rejuvenate. With comfortable accommodations and a tropical vibe, Coco-nut Hale is the perfect place to experience the beauty of Hawaii. Whether you're looking for a romantic getaway or a family vacation, this institution provides a welcoming and memorable stay for all. Enjoy the stunning views, warm hospitality, and convenient location of Coco-nut Hale during your visit to the enchanting island of Hawaii.

Estee Taxi & Tours is a premier transportation and tour service located at 73-4356 Lula Street in Kailua-Kona, Hawaii. Our experienced and friendly drivers offer reliable taxi services and exciting tours around the beautiful island of Hawaii. Whether you need a ride to the airport, a tour of the local attractions, or a private sightseeing adventure, Estee Taxi & Tours is here to provide you with top-notch service and unforgettable experiences. Book your ride or tour with us today and let us show you the best of Kailua-Kona!

AA Oceanfront Rentals and Sales is a reputable real estate agency located in the stunning coastal town of Kailua-Kona, Hawaii. Situated at 75-169 Hualalai Road, this institution specializes in providing top-notch rental and sales services for oceanfront properties in the area. Whether you are looking to book a vacation rental or purchase your dream beachfront home, AA Oceanfront Rentals and Sales has a team of experienced agents ready to assist you every step of the way. With a commitment to exceptional customer service and a deep knowledge of the local real estate market, this agency is your go-to destination for all your oceanfront property needs in Hawaii.

Travel-Hawaii is a premier travel agency located in the beautiful town of Kailua, Hawaii. Our agency specializes in creating unforgettable travel experiences for our clients, whether they are looking to relax on the stunning beaches of Maui, hike through the lush rainforests of Kauai, or explore the vibrant city life of Honolulu. With our expert knowledge of the Hawaiian islands and dedication to customer satisfaction, Travel-Hawaii is the perfect choice for anyone looking to plan their dream vacation in paradise. Let us help you create memories that will last a lifetime.

The Hawaiian Travel Club is a premier travel agency located in the beautiful town of Kailua-Kona, Hawaii. Situated at 74-5035 Queen Ka'ahumanu Highway, our agency specializes in providing exceptional travel services to those looking to explore the stunning islands of Hawaii. With our knowledgeable staff and personalized approach, we strive to create unforgettable experiences for our clients. Whether you're looking to relax on the pristine beaches, embark on thrilling adventures, or immerse yourself in the rich culture of Hawaii, the Hawaiian Travel Club is here to make your travel dreams a reality. Contact us today to start planning your next Hawaiian getaway!

Cozy Corner is a charming lodging institution located at 75-642 Hua’ai Street in the picturesque town of Kailua-Kona, Hawaii. Nestled in the heart of the United States, this cozy retreat offers a warm and welcoming atmosphere for guests looking to relax and unwind in a tranquil setting. With comfortable accommodations and friendly hospitality, Cozy Corner is the perfect choice for a peaceful getaway in paradise. Whether you're exploring the island's stunning beaches, hiking through lush forests, or simply enjoying the laid-back island lifestyle, Cozy Corner provides a home away from home for travelers seeking a memorable Hawaiian experience.

Kona Sunset Villas AOAO is a luxurious residential community located at 77-6585 Sea View Circle in Kailua-Kona, Hawaii. Nestled in a tropical paradise overlooking the stunning Kona coast, this institution offers a peaceful and serene environment for its residents. With beautifully landscaped grounds, a sparkling swimming pool, and breathtaking ocean views, Kona Sunset Villas AOAO is the perfect place to relax and unwind. Whether you're looking for a vacation home or a permanent residence, this institution provides the ultimate in island living. Experience the beauty and tranquility of Hawaii at Kona Sunset Villas AOAO.

Kani Le'a Apartments is a charming residential community located at 75-5706 Kalawa Street in the beautiful town of Kailua-Kona, Hawaii. Our apartments offer spacious and comfortable living spaces, with modern amenities and breathtaking views of the surrounding landscape. Residents can enjoy the convenience of being close to shopping, dining, and outdoor recreational activities. Whether you're looking for a peaceful retreat or a vibrant community to call home, Kani Le'a Apartments has something for everyone. Come experience the beauty and tranquility of Hawaii living at our welcoming apartment complex.

Tag Aloha Co. is a vibrant and trendy clothing store located in the picturesque town of Kailua, Hawaii. Situated at 905 Kalanianaʻole Highway, this store offers a wide range of stylish and comfortable clothing options that embody the laid-back and aloha spirit of the Hawaiian islands. From casual beachwear to chic resort wear, Tag Aloha Co. has something for every fashion-forward individual looking to add a touch of aloha to their wardrobe. Visit us today and experience the essence of Hawaiian fashion at its finest.

Located on Ali‘i Drive in Kailua-Kona, Hawaii, Native Surf.co is a unique institution offering a variety of services including an art gallery, lodging, store, and travel agency. This exclusive surf school, established in 1998, is the only Native Hawaiian surf school on the Big Island. With private classes available for all skill levels, Native Surf.co provides an all-exclusive surf experience for its students. Rashguard tops and water shoes are included in the classes, or students can shop for top gear picks at the store. The institution offers 2.5-hour exclusive surf school courses with all equipment included, and 100% private VIP classes for a personalized experience. The instructor ratio is 1:1, ensuring individualized attention and coaching. Classes are exclusive, with only one booking per time slot, so it is recommended to book early. Customers have praised the patient and knowledgeable instructors, highlighting the safe and enjoyable experience provided by Native Surf.co. In addition to surf lessons, the institution partners with non-profits such as Special Olympics West Hawaii and Make A Wish Foundation to grant surf wishes and make memories for those in need. Experience the thrill of surfing in the beautiful waters of Kona with Native Surf.co, a family-owned Hawaiian surf school dedicated to sharing the waves and creating unforgettable moments.