TOP 30 Best Relaxing vacation rentals 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.

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.

Boss Frog's Snorkel, Bike & Beach Rentals is a one-stop shop for all your outdoor adventure needs in Kailua-Kona, Hawaii. Located on Ali‘i Drive, this store and travel agency offers a wide range of rental equipment, including snorkeling gear, bikes, and beach essentials. Whether you're looking to explore the crystal-clear waters of the Pacific Ocean, cruise along the scenic coastline on a bike, or simply relax on the sandy beaches, Boss Frog's has everything you need for a fun-filled day in paradise. Their friendly and knowledgeable staff are always ready to help you plan your perfect Hawaiian adventure.

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.

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.

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.

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.

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.

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.

Ocean Front Cottage, Hale Lula Beach House Rental, 2 br is a charming beachfront property located at 78-6650 Ali‘i Drive in Kailua-Kona, Hawaii. This cozy cottage offers two bedrooms and is the perfect vacation rental for those looking to relax and unwind by the ocean. Managed by a reputable real estate and travel agency, guests can expect top-notch service and a seamless booking experience. With stunning views of the Pacific Ocean and easy access to the beach, Hale Lula Beach House Rental is the ideal destination for a tropical getaway in paradise.

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.

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.

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.

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 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.