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

Keauhou Resort Condominiums is a luxurious oceanfront property located in Kailua-Kona, Hawaii. Situated at 78-7039 Kamehameha III Road, this resort offers spacious and beautifully appointed condominiums with stunning views of the Pacific Ocean. Guests can enjoy a range of amenities including a swimming pool, hot tub, fitness center, and barbecue area. The resort is conveniently located near shopping, dining, and outdoor activities, making it the perfect destination for a relaxing Hawaiian getaway. Whether you're looking to unwind on the beach or explore the island's natural beauty, Keauhou Resort Condominiums provides the ideal setting for a memorable vacation.

Kamanu is a renowned travel agency located at Kealakehe Parkway in Kailua-Kona, Hawaii, United States. Specializing in creating unforgettable travel experiences, Kamanu offers a wide range of services including booking flights, accommodations, tours, and more. With a team of experienced travel experts, Kamanu is dedicated to providing personalized and hassle-free travel planning for clients looking to explore the beautiful islands of Hawaii and beyond. Whether you're seeking a relaxing beach getaway or an adventurous outdoor excursion, Kamanu is your go-to destination for all your travel needs.

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.

Kalaoa Garden B&B 入り口 is a charming bed and breakfast located in Kailua-Kona, Hawaii. Situated along the beautiful Mamalahoa Highway, this cozy lodging offers a peaceful retreat surrounded by lush gardens and tropical foliage. Guests can enjoy comfortable accommodations, delicious breakfast options, and warm hospitality during their stay. Whether you are looking to relax in a tranquil setting or explore the stunning sights of the Big Island, Kalaoa Garden B&B 入り口 is the perfect choice for your 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.

Mamaki House is a charming institution located at 73-4445 Old Government Mauka Road in Kailua-Kona, Hawaii. This unique destination offers a tranquil and welcoming atmosphere for visitors to experience the beauty and culture of Hawaii. The institution is dedicated to promoting sustainability and traditional Hawaiian practices, with a focus on the cultivation and use of mamaki, a native Hawaiian plant known for its health benefits. Visitors can explore the grounds, learn about the history of mamaki, and even participate in workshops and events that celebrate Hawaiian traditions. Whether you're looking to relax in a peaceful setting or immerse yourself in Hawaiian culture, Mamaki House is the perfect place to visit.

Ali’i Breeze is a charming lodging institution located on the beautiful island of Hawaii, specifically in the town of Kailua-Kona. Situated at 75-5782 Kuakini Highway, Ali’i Breeze offers a relaxing and comfortable stay for guests looking to experience the beauty and tranquility of the island. With its prime location near the ocean, guests can enjoy stunning views and easy access to the beach. The institution provides a range of accommodations, from cozy rooms to spacious suites, all designed to make guests feel at home. Whether you're visiting for a romantic getaway or a family vacation, Ali’i Breeze is the perfect place to unwind and enjoy the Aloha spirit of Hawaii.

Foster's Ohia Hale is a charming lodging located in the beautiful town of Kailua-Kona, Hawaii, United States. This cozy institution offers a peaceful and relaxing atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. With comfortable accommodations and a convenient location near local attractions, Foster's Ohia Hale is the ideal choice for travelers seeking a memorable stay in paradise. Whether you're exploring the island's stunning beaches or enjoying the vibrant culture of Kailua-Kona, this institution provides a welcoming home away from home.

Banyan Tree Penthouse #405 is a luxurious and spacious penthouse located at 76-6268 Ali‘i Drive in Kailua-Kona, Hawaii. This stunning property offers breathtaking views of the ocean and is the perfect place to relax and unwind. As a real estate agency, Banyan Tree Penthouse #405 is dedicated to helping clients find their dream vacation home or investment property in paradise. With top-notch customer service and a team of experienced agents, this travel agency is committed to making your Hawaiian real estate dreams a reality.

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.

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.

Silver Oaks Ranch is a charming lodging institution nestled in the picturesque surroundings of Kailua-Kona, Hawaii. Located at 73-6039 Mauka Road, this tranquil retreat offers a peaceful escape from the hustle and bustle of everyday life. Surrounded by lush greenery and serene landscapes, Silver Oaks Ranch provides a cozy and comfortable accommodation for guests looking to unwind and relax. With its warm hospitality and inviting atmosphere, this institution is the perfect destination for those seeking a rejuvenating getaway in the heart of paradise.

A.S.K. About Travel is a unique institution located in the beautiful city of Kailua-Kona, Hawaii. Specializing in both health and travel services, this agency offers personalized assistance and guidance for individuals looking to plan their next adventure while prioritizing their well-being. Whether you're seeking a relaxing beach vacation or an active outdoor excursion, the knowledgeable staff at A.S.K. About Travel is dedicated to helping you create unforgettable experiences. Visit us at 73-4430 Holoholo Street to start planning your dream getaway today.

Hale Wailele is a charming lodging located at 78-7102 Walua Road in the beautiful town of Kailua-Kona, Hawaii. This tranquil retreat offers a peaceful escape surrounded by lush tropical gardens and stunning ocean views. The accommodations at Hale Wailele are cozy and comfortable, providing guests with a relaxing home away from home during their stay in paradise. Whether you are looking for a romantic getaway or a family vacation, Hale Wailele is the perfect choice for those seeking a serene and unforgettable experience in Hawaii.

Hawaii Executive Transportation, located at 73-4273 Hulikoa Drive in Kailua-Kona, Hawaii, offers stress-free and affordable airport shuttle and transportation services. With over 27 years of experience, Hawaii Executive Transportation is known for providing dependable transportation on the island of Maui, including Kahului and Kapalua airport shuttle services. Customers can easily book their transportation online for added convenience. In addition to airport shuttles, Hawaii Executive Transportation also offers luxurious private car services with a fleet of vehicles that includes limousines, sedans, and SUVs. These services are perfect for airport transfers, weddings, corporate events, and nights out on the town. Let the professional and friendly staff at Hawaii Executive Transportation take care of all your transportation needs so you can relax and enjoy paradise.

Sea Village #4213 is a charming lodging located at 75-6002 Ali‘i Drive in Kailua-Kona, Hawaii. Situated right by the beautiful ocean, this institution offers stunning views and a peaceful atmosphere for guests to relax and unwind. The accommodations are comfortable and well-appointed, providing everything needed for a pleasant stay. Whether you're looking to enjoy the nearby beaches, explore the local attractions, or simply bask in the sun by the pool, Sea Village #4213 is the perfect choice for a memorable Hawaiian vacation.

Hale O Pua Lani is a charming lodging facility located at 77-107 Queen Kalama Avenue in the picturesque town of Kailua-Kona, Hawaii. Offering a peaceful and serene atmosphere, this institution is the perfect getaway for those looking to relax and unwind in a tropical paradise. With comfortable accommodations and friendly staff, Hale O Pua Lani provides a truly unforgettable experience for guests looking to experience the beauty of Hawaii. Whether you're seeking a romantic escape or a family vacation, this institution is the ideal destination for your next Hawaiian adventure.

ResorticaHawaii.com, Inc. is a real estate and travel agency located at 69-1020 Keana Place in Waikoloa Village, Hawaii, United States. Specializing in vacation rentals on the beautiful Big Island of Hawaii, ResorticaHawaii offers a range of properties in popular resorts such as Waikoloa Beach Resort, Mauna Lani Resort, Mauna Kea Resort, and Kailua-Kona Town. With a team of passionate locals who have been serving the island since 2006, ResorticaHawaii provides exceptional service and attention to detail to ensure a memorable vacation experience. Whether you're looking for adventure or relaxation, ResorticaHawaii has the perfect rental for your stay in paradise. Contact them at 808-881-8222 or [email protected] to book your dream vacation today.

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.

Aeolian Ranch is a charming lodging institution located at 73-4645 Old Mamalahoa Highway in the beautiful town of Kailua-Kona, Hawaii. Nestled in a serene and picturesque setting, Aeolian Ranch offers a peaceful retreat for guests looking to relax and unwind in the midst of nature. With comfortable accommodations and breathtaking views of the surrounding landscape, this institution provides a perfect escape from the hustle and bustle of everyday life. Whether you're looking for a romantic getaway or a peaceful vacation, Aeolian Ranch is the ideal destination for a memorable stay in 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.

Seascape Condominiums is a luxurious oceanfront property located at 73-1101 Nuuanu Place in Kailua-Kona, Hawaii. This stunning resort offers breathtaking views of the Pacific Ocean and is surrounded by lush tropical gardens. Guests can relax in spacious and beautifully appointed condominiums, each featuring modern amenities and private lanais overlooking the ocean. The property boasts a sparkling swimming pool, hot tub, and barbecue area for guests to enjoy. With its prime location near popular beaches, shopping, and dining options, Seascape Condominiums is the perfect destination for a relaxing Hawaiian getaway.

Mahaiula Beach is a stunning beach located in Kailua-Kona, Hawaii, United States. With its pristine white sand, crystal clear turquoise waters, and lush palm trees swaying in the gentle ocean breeze, Mahaiula Beach is the perfect destination for those seeking a peaceful and picturesque escape. Visitors can relax on the beach, take a refreshing swim in the ocean, or explore the surrounding area with its scenic hiking trails and breathtaking views. Whether you're looking to unwind and soak up the sun or embark on an adventure, Mahaiula Beach offers something for everyone to enjoy.

VI Resorts at Sea Village is a stunning lodging destination located on Ali‘i Drive in Kailua-Kona, Hawaii. Situated right along the beautiful coastline, guests can enjoy breathtaking ocean views and easy access to the beach. The resort offers spacious and comfortable accommodations, perfect for a relaxing getaway. With a range of amenities including a pool, hot tub, and BBQ area, guests can unwind and soak up the tropical atmosphere. Whether you're looking for a romantic escape or a fun-filled family vacation, VI Resorts at Sea Village is the perfect destination for your Hawaiian holiday.

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.

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.

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.

James Green Corner Hale is a charming lodging located at 73-4336 Kukulu Place in the picturesque town of Kailua-Kona, Hawaii. This cozy retreat offers comfortable accommodations in a serene setting, perfect for those looking to unwind and relax in paradise. The institution provides a warm and welcoming atmosphere, with attentive staff ready to cater to your every need. Whether you're visiting for a romantic getaway or a family vacation, James Green Corner Hale is the ideal choice for your stay in Hawaii.

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.