TOP 30 Best Relaxing vacations in Kailua, Hawaii

The Megan Love In Hawai‘i House is a charming lodging located in the picturesque town of Kailua-Kona, Hawaii. Situated at 76-6174 Kumu Place, this cozy retreat offers guests a peaceful and relaxing atmosphere to unwind and enjoy the beauty of the Hawaiian islands. The house is tastefully decorated with a touch of Hawaiian flair, and features comfortable accommodations, modern amenities, and a warm and welcoming ambiance. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, The Megan Love In Hawai‘i House is the perfect place to experience the true spirit of aloha. Book your stay now and create unforgettable memories in paradise.

Kailua Beach Adventures is a premier store and travel agency located at 130 Kailua Road in Kailua, Hawaii. We specialize in providing everything you need for a memorable beach adventure, from snorkeling gear and paddle boards to kayak rentals and guided tours. Our knowledgeable staff are here to help you make the most of your time in paradise, offering expert advice and recommendations on the best activities and excursions in the area. Whether you're looking to explore the crystal clear waters of Kailua Bay or simply relax on the white sandy beaches, Kailua Beach Adventures has everything you need to make your Hawaiian vacation unforgettable.

Kona Coast Vacations is a premier lodging, real estate, and travel agency located at 73-4855 Kanalani Street in Kailua-Kona, Hawaii, United States. With over 250 vacation rentals to choose from, guests can enjoy the best rates by booking directly and avoiding additional service fees from third party sites. The agency has been offering select vacation rentals on the leeward side of the Island of Hawaii for over fifteen years. From the southern part of the island to the northern tip, guests can experience a wide range of adventures and activities, including swimming with mantas, whale watching, snorkeling, surfing, and more. The agency's luxury amenities and spacious accommodations make it the perfect choice for friends and family looking to explore the beauty of Hawaii. With a team of experts ready to assist seven days a week, Kona Coast Vacations is dedicated to providing a seamless booking experience and helping guests make the most of their stay in paradise. Whether seeking a relaxing beachfront condo or a private luxury home, Kona Coast Vacations has the perfect rental for any vacation. Contact them at 808-329-2140 or reservations@konacoastvacations.com to book your Kailua-Kona vacation rental today.

Elite Pacific Vacations is a prestigious real estate and travel agency located in the beautiful town of Kailua-Kona, Hawaii. Situated at 75-5865 Walua Road, this institution specializes in luxury vacation rentals, property management, and personalized travel services. With a team of experienced professionals, Elite Pacific Vacations offers unparalleled expertise in helping clients find the perfect vacation home or investment property in Hawaii. Whether you're looking for a relaxing beachfront villa or a high-end condo in a prime location, Elite Pacific Vacations has the resources and knowledge to make your dream vacation a reality. Contact them today to start planning your next unforgettable Hawaiian getaway.

Kailua Beach is a beautiful park located in Kailua-Kona, Hawaii, United States. It is a popular destination for locals and tourists alike, offering stunning views of the Pacific Ocean and white sandy beaches. Visitors can enjoy swimming, sunbathing, snorkeling, and picnicking in this idyllic setting. The park is also a great spot for watching the sunset and taking in the natural beauty of the Hawaiian coastline. With its clear blue waters and lush green surroundings, Kailua Beach is a must-visit destination for anyone looking to relax and unwind in paradise.

Royal Aloha Vacation Club - Kona is a luxurious lodging institution situated at 78-6800 Ali‘i Drive in the picturesque town of Kailua-Kona, Hawaii. This exclusive vacation club offers top-notch accommodations and amenities for guests looking to experience the beauty and tranquility of the Hawaiian Islands. With stunning ocean views, spacious rooms, and a range of recreational activities available, Royal Aloha Vacation Club - Kona is the perfect destination for a relaxing and unforgettable getaway. Immerse yourself in the Hawaiian culture and hospitality at this premier vacation spot.

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.

Kailua District Swimming Pool is a popular recreational facility located at 21 South Kainalu Drive in Kailua, Hawaii. This community pool offers a refreshing escape from the tropical heat, providing residents and visitors with a clean and well-maintained space to swim and relax. With its convenient location and friendly staff, Kailua District Swimming Pool is the perfect destination for individuals and families looking to enjoy a day of fun in the sun.

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.

Kona View House 4BR Luxury Vacation Rental is a stunning lodging option located at 77-6434 Kilohana Street in Kailua-Kona, Hawaii. This institution offers luxurious accommodations with breathtaking views of the ocean and surrounding landscape. Whether you are looking for a relaxing getaway or an adventurous vacation, Kona View House has everything you need to make your stay unforgettable. Book your stay with this top-notch real estate and travel agency today and experience the beauty of Hawaii in style.

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.

Puhala Hale Vacation Home is a charming real estate and travel agency located at 88-1547 Puhala Avenue in Captain Cook, Hawaii. Guests have raved about the peaceful and quiet atmosphere, away from the noise of coqui frogs. The house is thoughtfully decorated and well-maintained, providing a special place for visitors to relax and unwind. The nearby black sand beach cove is world-class, offering a unique and unforgettable experience. Milolii Beach is a tranquil coastal area, perfect for those looking to escape the hustle and bustle of everyday life. While the location is secluded, it is still close enough to Kailua-Kona for shopping, golfing, and dining. Nearby attractions such as Volcano National Park, City of Refuge, and Hilo are just a short drive away, offering plenty of opportunities for exploration and adventure.

Kailua Beach is a stunning park located at 2 Palione Place in Kailua, Hawaii, United States. This picturesque beach offers pristine white sand, crystal clear waters, and stunning views of the surrounding mountains. Visitors can enjoy a variety of activities such as swimming, snorkeling, paddleboarding, and picnicking. With its tranquil atmosphere and natural beauty, Kailua Beach is the perfect spot for a relaxing day in paradise.

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!

Pillows in Paradise is a charming lodging institution located at 336 Awakea Road in the beautiful town of Kailua, Hawaii. Surrounded by lush tropical gardens and just a short walk away from the stunning beaches of Oahu, this cozy retreat offers a relaxing and peaceful atmosphere for guests to unwind and enjoy paradise. The accommodations are comfortable and stylish, with plush pillows and modern amenities to ensure a restful stay. Whether you're looking for a romantic getaway or a family vacation, Pillows in Paradise is the perfect choice for your Hawaiian escape.

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 Vacation Home Rentals is a premier lodging, real estate, and travel agency located at 73-4863 Anini Street in Kailua-Kona, Hawaii. Our agency specializes in providing luxurious vacation homes for rent in the beautiful and scenic area of Kona. Whether you are looking for a relaxing beachfront property or a spacious villa with stunning ocean views, we have a wide selection of rental options to choose from. Our dedicated team of professionals is committed to ensuring that your vacation experience is unforgettable and hassle-free. Contact us today to book your dream vacation home in Kona!

Kays Hawaii Vacation is a premier lodging, real estate, and travel agency located at 232 Awakea Road in Kailua, Hawaii. Our institution offers a wide range of vacation rentals, real estate properties, and travel services to ensure a memorable and stress-free Hawaiian getaway. Whether you are looking for a luxurious beachfront villa, a cozy vacation home, or an exciting island adventure, Kays Hawaii Vacation has everything you need to make your dream vacation a reality. Our experienced team is dedicated to providing exceptional service and personalized assistance to help you create the perfect Hawaiian vacation experience. Book your stay with us today and discover the beauty and magic of Hawaii with Kays Hawaii Vacation.

Magic Sands Kona Home Hawai‘i Vacation Rental is a charming lodging option located on Princess Keelikolani Drive in Kailua-Kona, Hawaii. This vacation rental offers guests a comfortable and relaxing stay in a beautiful tropical setting. The property is just a short walk away from Magic Sands Beach Park, where guests can enjoy swimming, snorkeling, and sunbathing. The rental home features spacious accommodations, modern amenities, and a private lanai with stunning ocean views. Whether you're looking for a romantic getaway or a family vacation, Magic Sands Kona Home is the perfect choice for your Hawaiian escape.

KonaHome Ali’i Hale Vacation Rentals offers luxurious and comfortable lodging in the heart of Kailua-Kona, Hawaii. Located at 78-6620 Ali‘i Drive, this institution provides a perfect getaway for travelers looking to experience the beauty and tranquility of the Hawaiian islands. With a range of vacation rental options to choose from, guests can enjoy spacious accommodations, stunning ocean views, and convenient access to local attractions and activities. Whether you're looking for a romantic retreat or a family-friendly vacation, KonaHome Ali’i Hale Vacation Rentals is the perfect choice for your stay in paradise.

Kailua Beachside Cottages is a charming real estate and travel agency located at 204 South Kalaheo Avenue in beautiful Kailua, Hawaii. Our agency specializes in offering luxurious beachside cottages for rent, providing guests with the perfect vacation getaway in paradise. With stunning ocean views, white sandy beaches, and a variety of amenities, our cottages are the perfect choice for a relaxing and rejuvenating vacation experience. Whether you're looking for a romantic retreat, a family-friendly vacation, or a solo adventure, Kailua Beachside Cottages has the perfect accommodation for you. Book your stay with us today and experience the beauty and tranquility of Kailua Beach.

Kanaloa at Kona Unit#3101 is a luxurious vacation rental located at 78-261 Manukai Street in Kailua-Kona, Hawaii. This stunning property offers breathtaking ocean views and is the perfect destination for travelers looking to experience the beauty of the Hawaiian islands. Whether you are looking to relax on the beach, explore the local culture, or simply enjoy the stunning sunsets, Kanaloa at Kona Unit#3101 is the perfect choice for your next vacation. Contact our real estate and travel agency today to book your stay in paradise.

Falling Waters Vacation Villa is a luxurious and secluded retreat located at 6493 Akai Street in Kailua-Kona, Hawaii. This stunning property offers a range of vacation rental options, including spacious villas and cozy cottages, perfect for families, couples, or solo travelers looking for a peaceful and relaxing getaway. As both a lodging and real estate agency, Falling Waters Vacation Villa also offers the opportunity to own a piece of paradise in Hawaii. With a dedicated travel agency on-site, guests can easily book excursions, activities, and explore all that the beautiful island of Hawaii has to offer. Experience the ultimate Hawaiian vacation at Falling Waters Vacation Villa.

Kona Home Vacation Rentals offers a range of beautiful vacation rental properties in Kailua-Kona, Hawaii. Located at 77-474 Kualono Street, this institution provides comfortable and luxurious lodging options for travelers looking to experience the beauty of the Big Island. With stunning views, convenient amenities, and personalized service, Kona Home Vacation Rentals is the perfect choice for a relaxing and unforgettable Hawaiian getaway.

Kailua Village Condos is a charming accommodation located at 75-5766 Kuakini Highway in the beautiful town of Kailua-Kona, Hawaii. These condos offer a comfortable and convenient stay for visitors looking to experience the beauty and culture of the Big Island. With stunning ocean views and easy access to local attractions, Kailua Village Condos provide the perfect home base for exploring all that Hawaii has to offer. Whether you're looking for a relaxing beach getaway or an adventure-filled vacation, Kailua Village Condos has everything you need for a memorable stay in paradise.

The Kona Islander Vacation Club is a charming lodging establishment located at 75-5776 Kuakini Highway in Kailua-Kona, Hawaii. Situated in the heart of the beautiful Big Island, this vacation club offers comfortable accommodations for travelers looking to experience the paradise of Hawaii. With a prime location near stunning beaches, shopping, dining, and attractions, guests can easily explore all that Kailua-Kona has to offer. The Kona Islander Vacation Club provides a relaxing and convenient stay with spacious rooms, friendly staff, and a range of amenities to ensure a memorable vacation experience.

Niumalu Beach, also known as Kailua Bay, is a popular tourist attraction located at 75 Ali‘i Drive in Kailua-Kona, Hawaii, United States. This beautiful beach offers stunning views of the crystal-clear waters of the Pacific Ocean, perfect for swimming, snorkeling, and sunbathing. Visitors can also enjoy a leisurely stroll along the sandy shores or relax under the shade of palm trees. With its calm waters and picturesque setting, Niumalu Beach is the ideal spot to unwind and soak up the natural beauty of Hawaii.

Lea Casa in Kailua-Kona, Hawaii is a charming lodging located on Ali‘i Drive. This beautiful institution offers a peaceful and serene atmosphere for guests to relax and unwind during their stay in Hawaii. With its convenient location near the beach and various attractions, Lea Casa is the perfect place to experience the beauty and tranquility of the Big Island. The accommodations are comfortable and well-appointed, providing guests with everything they need for a memorable stay. Whether you are visiting for a romantic getaway or a family vacation, Lea Casa is the ideal choice for your stay in Kailua-Kona, Hawaii.

Kona Home Vacation Rentals is a premier lodging, real estate, and travel agency located at 77-6336 Ali‘i Drive in Kailua-Kona, Hawaii. Our agency specializes in providing luxurious vacation rental homes in the beautiful Kona area, offering guests a comfortable and unforgettable stay in paradise. Whether you are looking for a relaxing beachfront retreat or a spacious villa with stunning ocean views, our dedicated team is here to help you find the perfect accommodation for your Hawaiian getaway. With personalized service and a wide selection of properties to choose from, Kona Home Vacation Rentals is your go-to destination for a dream vacation in Hawaii.