TOP 30 Best Relaxing vacations in Kailua-Kona, 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.

Hawaiian Adventures Kona is a premier travel agency located at 247 Kealakehe Parkway in Kailua-Kona, Hawaii. Specializing in providing unforgettable experiences in the beautiful Hawaiian Islands, our agency offers a wide range of tours and activities for visitors to enjoy. From snorkeling in crystal-clear waters to exploring lush rainforests and relaxing on pristine beaches, Hawaiian Adventures Kona is dedicated to helping you create memories that will last a lifetime. Our knowledgeable staff are experts in all things Hawaii and are committed to providing top-notch customer service to ensure your trip is seamless and stress-free. Book your next adventure with Hawaiian Adventures Kona and let us show you the true spirit of aloha.

Kona Seaspray is a premier real estate agency located at 78-6665 Ali‘i Drive in Kailua-Kona, Hawaii. Our agency specializes in providing luxury home, condo, and suite rentals for parties of 2 to 8 guests. Situated in the heart of Kona, our properties offer easy access to popular attractions such as Captain Cook, Magic Sands Beach, Kahaluu Beach Park, and more. At Kona Seaspray, we strive to ensure that our guests have a memorable and enjoyable stay on the beautiful island of Hawaii. Our rentals come fully stocked with amenities, including beach gear, and most properties feature pool access, outdoor grilling, and stunning ocean views. With a focus on customer satisfaction, our reviews speak for themselves, with guests praising our peaceful and well-equipped accommodations.

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.

Kona Mike's Surf Adventures is a premier surf school located in the beautiful town of Kailua-Kona, Hawaii. Our experienced instructors offer personalized surf lessons for all skill levels, from beginners to advanced surfers. Whether you're looking to catch your first wave or improve your technique, we have the knowledge and expertise to help you reach your surfing goals. With stunning ocean views and warm tropical waters, Kona Mike's Surf Adventures provides the perfect setting for an unforgettable surfing experience. Come join us and ride the waves in paradise!

Rental: Kona Surf & Racquet Club, Unit 2-103 is a charming and cozy lodging option located in Kailua-Kona, Hawaii, United States. This beautiful unit offers stunning views of the ocean and is just steps away from the beach. With comfortable accommodations and a relaxing atmosphere, guests can enjoy a peaceful getaway in paradise. Amenities such as a pool, tennis courts, and BBQ area are available for guests to enjoy. Whether you're looking for a romantic retreat or a fun-filled family vacation, Kona Surf & Racquet Club is the perfect destination for your Hawaiian escape.

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.

Casago Kona is a real estate and travel agency located at 75-5656 Kuakini Highway in Kailua-Kona, Hawaii, United States. If you need a little extra room during your stay in Kona, we offer spacious 3-4 bedroom units for rent. Our properties are situated on the stunning Kona coast of Hawaii's Big Island, with a range of options to suit your personal preferences and budget. Our team of experts will help you find the perfect vacation rental to make your dream holiday a reality. As licensed property managers on the island, we are available to assist you during your visit. Our Kona vacation rentals are conveniently located, with most properties just a short walk from Kona Town where you can enjoy the farmers market, restaurants, cultural activities, and cafes. Our properties also offer easy day trips to explore the entire island, from the warm Kona Sea to the fiery volcano or snow-capped Mauna Kea.

Situated along the sacred shores of Kahuwai Bay in Kailua-Kona, Hawaii, Kona Village, A Rosewood Resort is a historic hideaway rooted in the moʻolelo (stories) of native Hawaiians. This iconic resort offers a unique retreat for families, with a focus on sustainability and honoring Hawaiian culture. Guests can immerse themselves in the warmth of local hospitality, indulge in intriguing Pacific-inspired cuisine, and partake in island adventures that connect them with the land and sea. The resort features freestanding hale accommodations, beachfront bars with captivating stories, outdoor pools with stunning views, and a spa that blends Hawaiian healing practices with modern facilities. Whether enjoying a traditional fire gathering on the beach or embarking on a dawn canoe paddle, guests at Kona Village can experience soulful renewal and meaningful connections. With a commitment to relationship hospitality, the resort aims to create genuine and lasting experiences for all who visit.

The Kona Tiki Hotel is a charming beachfront lodging located on Ali‘i Drive in Kailua-Kona, Hawaii. This tropical oasis offers guests a relaxing and authentic Hawaiian experience, with stunning views of the Pacific Ocean and easy access to the beach. The hotel features comfortable rooms with traditional Hawaiian decor, a beautiful outdoor pool surrounded by lush gardens, and a tiki bar where guests can enjoy tropical cocktails and live music. With its friendly staff, laid-back atmosphere, and convenient location near local attractions, the Kona Tiki Hotel is the perfect choice for a memorable stay in paradise.

Club Wyndham Kona Hawaiian Resort is a luxurious lodging institution located in the heart of Kailua-Kona, Hawaii. Situated at 75-5961 Ali‘i Drive, this resort offers guests a true Hawaiian experience with stunning ocean views and easy access to nearby attractions. The resort features spacious and well-appointed suites, a beautiful outdoor pool, on-site dining options, and a range of amenities to ensure a comfortable stay. Whether you're looking to relax on the beach, explore the local culture, or simply unwind in a tropical paradise, Club Wyndham Kona Hawaiian Resort is the perfect destination for your Hawaiian getaway.

Kona Coast Resort is a luxurious destination located on Ali‘i Drive in Kailua-Kona, Hawaii. This stunning resort offers a range of accommodation options, from spacious villas to cozy condos, perfect for families, couples, and solo travelers alike. As a real estate agency, Kona Coast Resort also provides opportunities for guests to invest in their own piece of paradise in Hawaii. Additionally, the resort offers travel agency services to help guests plan unforgettable excursions and experiences during their stay. With breathtaking ocean views, top-notch amenities, and a prime location near popular attractions, Kona Coast Resort is the perfect choice for a memorable 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.

The Spa at Kona Beach Hotel is a luxurious beauty salon and spa located in the heart of Kailua-Kona, Hawaii. Situated at 75-5660 Palani Road, this tranquil oasis offers a wide range of services including massages, facials, body treatments, and more. Whether you're looking to relax and unwind or rejuvenate your skin, our experienced staff will cater to your every need. Escape the hustle and bustle of everyday life and indulge in a pampering experience at The Spa at Kona Beach Hotel.

WorldMark Kona is a luxurious resort located on Ali‘i Drive in the beautiful town of Kailua-Kona, Hawaii. This stunning property offers a variety of lodging options, from spacious suites to cozy villas, all with breathtaking views of the Pacific Ocean. As a real estate agency, WorldMark Kona also offers ownership opportunities for those looking to invest in a piece of paradise. Additionally, their travel agency services can help guests plan unforgettable excursions and adventures during their stay. Whether you're looking for a relaxing getaway or a thrilling Hawaiian adventure, WorldMark Kona has everything you need for an unforgettable vacation experience.

Located in a scenic cove on the west side of Hawaii's Big Island, Aston Kona by the Sea is a charming oceanfront condo resort offering a peaceful retreat for guests. The spacious accommodations provide stunning views of the coastline, perfect for relaxing under swaying coconut trees or exploring the nearby town of Kailua-Kona with its shops, restaurants, and nightlife. The resort is also a great starting point for snorkeling, surfing, and exploring must-see attractions like Hawaii Volcanoes National Park and Kona coffee farms. Each suite at Aston Kona by the Sea features a full kitchen and a private balcony with either partial or full ocean views. Guests can enjoy lounging by the saltwater pool, cooking meals on the outdoor barbecue, and watching breathtaking sunsets from the oceanfront lawn. Special promotions, packages, and membership discounts are available to help guests make the most of their stay.

Kona Magic Sands is a beachfront institution located at 77-6452 Ali‘i Drive in Kailua-Kona, Hawaii. This stunning property offers guests a magical experience with its pristine white sandy beach and crystal-clear turquoise waters. The resort features luxurious accommodations, top-notch amenities, and breathtaking ocean views. Guests can enjoy swimming, snorkeling, sunbathing, and beachcombing right outside their doorstep. With its convenient location near popular attractions, restaurants, and shopping, Kona Magic Sands is the perfect destination for a relaxing and unforgettable Hawaiian getaway.

Kona Isle is a beautiful oceanfront condominium complex located at 75-6100 Ali‘i Drive in Kailua-Kona, Hawaii. With stunning views of the Pacific Ocean and easy access to the beach, this tropical paradise offers a relaxing and luxurious vacation experience. The resort features a pool, BBQ area, and lush gardens for guests to enjoy. Each unit is tastefully decorated and fully equipped with modern amenities, making it the perfect home away from home. Whether you're looking to relax on the beach, explore the island, or simply unwind by the pool, Kona Isle is the ideal destination for your Hawaiian getaway.

Hale Kona Kai is a charming boutique complex located at 75-5870 Kahakai Road in Kailua-Kona, Hawaii. Offering the best of Kona vacation rentals, this institution consists of 36 one-bedroom oceanfront condos. Situated on a quiet side street just a short walk from town and Honl’s beach, Hale Kona Kai is conveniently located near popular attractions such as the Royal Kona Resort and Huggos. Guests can enjoy a range of amenities including an oceanfront heated saltwater pool, BBQ area, central air conditioning, elevator, and free reserved parking. The on-site office is staffed by friendly Casago Kona members who are always ready to assist guests.

Royal Sea Cliff Kona by Outrigger is a luxurious lodging institution located on Ali‘i Drive in Kailua-Kona, Hawaii. Situated right by the stunning coastline, guests can enjoy breathtaking ocean views and easy access to the beach. The resort offers spacious and elegantly furnished accommodations, as well as a range of amenities including a swimming pool, hot tub, fitness center, and on-site dining options. Whether you're looking for a relaxing getaway or an adventurous vacation, Royal Sea Cliff Kona by Outrigger provides the perfect setting for a memorable stay in paradise.

Kona Reef Resort is a charming lodging option situated on Ali‘i Drive in Kailua-Kona, Hawaii. This oceanfront resort offers stunning views of the Pacific Ocean and is just steps away from the beach. Guests can enjoy spacious accommodations with modern amenities, including fully equipped kitchens, private lanais, and a refreshing outdoor pool. The resort is conveniently located near popular attractions, shopping, and dining options, making it the perfect choice for a relaxing Hawaiian getaway. Experience the beauty and tranquility of the Big Island at Kona Reef Resort.

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.

Kanaloa at Kona by Outrigger® is a luxurious lodging institution located at 78-261 Manukai Street in Kailua-Kona, Hawaii, United States. Nestled amidst lush tropical gardens and overlooking the sparkling waters of the Pacific Ocean, this resort offers a serene and tranquil setting for guests to unwind and relax. With spacious and well-appointed accommodations, a variety of amenities including multiple swimming pools, tennis courts, and barbecue areas, as well as easy access to nearby beaches and attractions, Kanaloa at Kona by Outrigger® is the perfect destination for a memorable Hawaiian getaway. Whether you're seeking a romantic retreat, a family vacation, or a peaceful escape, this resort provides the ultimate in comfort, convenience, and hospitality.

Courtyard by Marriott King Kamehameha's Kona Beach Hotel is a luxurious lodging institution situated at 75-5660 Palani Road in the beautiful coastal town of Kailua-Kona, Hawaii. This hotel offers stunning views of the Pacific Ocean and is just steps away from the sandy beaches of Kona. With modern amenities, spacious rooms, and exceptional service, guests can enjoy a comfortable and relaxing stay in paradise. Whether you're looking to explore the island's natural wonders or simply unwind by the pool, Courtyard by Marriott King Kamehameha's Kona Beach Hotel is the perfect destination for a Hawaiian getaway.

Kona Shores is a beautiful institution located at 75-6008 Ali‘i Drive in Kailua-Kona, Hawaii, United States. This idyllic location offers stunning views of the ocean and is just steps away from the beach. The institution provides a tranquil and relaxing atmosphere for visitors to enjoy their stay in Hawaii. With comfortable accommodations, friendly staff, and convenient amenities, Kona Shores is the perfect destination for a peaceful getaway in paradise.

Castle Kona Bali Kai is a lodging institution located at 76-6246 Ali‘i Drive, Kailua-Kona, Hawaii, United States. Embrace the endless summer vibe at this oceanfront resort where white sand and black lava rock meet. Enjoy the casual Big Island lifestyle with oceanfront vacation condos that offer stunning views and a relaxing atmosphere. Take advantage of resort amenities such as a pool, jet spa, barbecue stations, and picnic areas. Explore nearby historic Kailua-Kona Town and popular West Shore activities. All condos feature fully equipped kitchens, private lanais, and Free WiFi. Choose from ocean side or mountain side units with various amenities. Complimentary Damage Protection is included in the Cleaning Fee. Arrange for Island Grocery Delivery or visit nearby markets for convenience. Roberts Hawaii offers airport transportation for a hassle-free arrival. With so many activities and attractions on the Big Island, you'll never run out of things to do. Make memories at Kona Bali Kai and feel at home in your vacation rental. Enjoy spacious studios, one and two bedroom suites with all the comforts of home. Book directly for the best rate guaranteed. If you are a AAA or CAA member, you can save up to 10% with Castle. Experience paradise at Castle Kona Bali Kai.

Experience the beauty and tranquility of the Big Island at Kanaloa at Kona by Castle. Located on the sunlit side of Hawaii Island in Kailua-Kona, our private condominium oceanfront resort offers stunning views of Keauhou Bay and the lava rock coastline. With 17 acres of tropical landscape, our resort is the perfect getaway for travelers seeking adventure or relaxation. Whether you're a hopeless romantic looking for a peaceful retreat, a thrill-seeker ready to explore the island, or someone just looking to have fun, Kanaloa at Kona has something for everyone. Our resort features 3 swimming pools, 3 hot tubs, and 2 lighted tennis courts, as well as easy access to shopping, dining, and cultural attractions.

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.

Magic Kona Honu Room is a charming and cozy lodging option located at 77-6469 Ali‘i Drive in the beautiful town of Kailua-Kona, Hawaii. This unique institution offers a magical experience for travelers looking to explore the stunning island of Hawaii. The room is tastefully decorated and features all the amenities needed for a comfortable stay. In addition to providing lodging accommodations, Magic Kona Honu Room also operates as a real estate agency, helping visitors find their dream vacation home or investment property in Hawaii. The knowledgeable staff can assist with buying, selling, or renting properties on the island.