TOP 30 Best Vacation homes for sale in Kailua, Hawaii

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.

Kailua Beach Realty Ltd is a premier real estate agency located in Kaneohe, Hawaii. Our experienced team of agents specialize in buying, selling, and renting properties in the beautiful Kailua Beach area. Whether you're looking for a vacation home, investment property, or your dream beachfront estate, we are here to help you every step of the way. With a commitment to excellence and personalized service, Kailua Beach Realty Ltd is your go-to agency for all your real estate needs in Hawaii. Contact us today at 46-022 Alaloa Street to start your property search!

KonaHome Vacation is a premier real estate and travel agency located at 75-5502 Kona Bay Drive in the beautiful town of Kailua-Kona, Hawaii. Our agency specializes in providing luxurious vacation rentals and properties for sale in the stunning Kona area. Whether you are looking for a dream vacation rental or interested in purchasing your own piece of paradise, our experienced team is here to help. With a focus on personalized service and attention to detail, KonaHome Vacation is dedicated to making your Hawaiian getaway unforgettable.

Hula Girl Vacation Rentals is a premier real estate and travel agency located on Ali‘i Drive in Kailua-Kona, Hawaii. Offering a wide range of vacation rental properties, from cozy beachfront cottages to luxurious oceanfront villas, Hula Girl Vacation Rentals provides the perfect accommodations for your Hawaiian getaway. With personalized service and attention to detail, our team is dedicated to helping you find the ideal vacation rental to make your stay in Hawaii unforgettable. Experience the beauty and hospitality of the Aloha State with Hula Girl Vacation Rentals.

Hualālai Villas & Homes is a premier real estate agency located at 100 Kaupulehu Drive in Kailua-Kona, Hawaii. Specializing in luxury properties in the beautiful surroundings of Hawaii, Hualālai Villas & Homes offers a range of exclusive villas and homes for sale or rent. With a reputation for exceptional service and attention to detail, this institution is the perfect choice for those seeking a dream home in paradise. Whether you are looking for a beachfront villa or a mountain retreat, Hualālai Villas & Homes has the expertise to help you find the perfect property to suit your needs.

Private Homes Hawaii is a prestigious real estate and travel agency located in the picturesque town of Kailua, Hawaii. Situated at 605 Hamakua Place, this institution specializes in providing luxurious vacation rentals and high-end properties for sale in the stunning Hawaiian islands. Whether you are looking for a dream vacation rental or seeking to invest in a piece of paradise, Private Homes Hawaii offers unparalleled service and expertise to help you find the perfect property. With a focus on personalized attention and top-notch customer service, Private Homes Hawaii is the go-to agency for all your real estate and travel needs in Hawaii.

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.

Kailua Condos LLC is a reputable real estate agency located at 335 Hahani Street in the beautiful town of Kailua, Hawaii. Specializing in condominiums, this agency offers a wide range of properties for sale or rent in this picturesque area. With a team of experienced agents dedicated to helping clients find their dream home, Kailua Condos LLC is the go-to choice for those looking to buy or rent a condo in Kailua. Whether you're seeking a vacation home, investment property, or permanent residence, Kailua Condos LLC is committed to providing top-notch service and expertise to meet your real estate needs.

Just Putterin' Around Golf is a charming store located at 74-5565 Luhia Street in Kailua-Kona, Hawaii. As the name suggests, this store is a golfer's paradise, offering a wide range of golf equipment, accessories, and apparel. Whether you're a seasoned pro or just starting out, Just Putterin' Around Golf has everything you need to perfect your game. With friendly staff and a welcoming atmosphere, this store is a must-visit for any golf enthusiast in the United States.

Knutson & Associates is a reputable institution located at 75-5782 Kuakini Highway in Kailua-Kona, Hawaii. As a real estate agency, they specialize in helping clients buy and sell properties in the beautiful Hawaiian islands. With their expertise and local knowledge, they provide top-notch services to ensure a smooth and successful real estate transaction. In addition to their real estate services, Knutson & Associates also operates as a travel agency, offering personalized travel packages and itineraries for those looking to explore the stunning landscapes and culture of Hawaii. Whether you're looking for a new home or planning a dream vacation, Knutson & Associates is the perfect partner to help you make your vision a reality.

First Island Realty is a premier real estate agency located in the heart of Kailua-Kona, Hawaii. With a prime location on Ali‘i Drive, our experienced team of agents is dedicated to helping clients find their dream home or investment property in paradise. Whether you are looking to buy, sell, or rent, First Island Realty is committed to providing top-notch service and expertise to meet all of your real estate needs. Contact us today to start your journey to finding the perfect property in beautiful Hawaii.

Kimo's Surf Hut is a popular online store specializing in surf gear and accessories. Located at 111 Hekili Street in Kailua, Hawaii, United States, this virtual surf shop offers a wide range of products for surfers of all levels. From surfboards and wetsuits to sunscreen and beach towels, Kimo's Surf Hut has everything you need for a perfect day at the beach. With convenient online shopping at www.kimossurfhut.com, customers can easily browse and purchase their favorite surf items from the comfort of their own home. Whether you're a seasoned surfer or just starting out, Kimo's Surf Hut has you covered with quality products and excellent customer service.

Kukio Golf and Beach Club is a prestigious institution located in Kailua-Kona, Hawaii. Offering luxurious lodging options and real estate services, Kukio Properties is known for their professionalism and expertise in the local community. Situated at 87 Queen Ka'ahumanu Highway, this exclusive club provides members with access to world-class amenities and stunning views of the ocean. Whether you are looking to purchase a home or simply enjoy a relaxing vacation, Kukio Golf and Beach Club is the perfect destination for those seeking luxury and comfort in paradise.

Kona Sugar Shack Villa is a charming real estate and travel agency located at 77-6483 Ali‘i Drive in the beautiful town of Kailua-Kona, Hawaii. Our agency specializes in luxury vacation rentals and real estate properties in the stunning Hawaiian Islands. Whether you are looking for a dream vacation rental or interested in investing in a piece of paradise, our dedicated team is here to assist you every step of the way. Experience the magic of Hawaii with Kona Sugar Shack Villa.

White Sands Village is a reputable real estate agency located in the beautiful coastal town of Kailua-Kona, Hawaii. Situated at 77-6469 Ali‘i Drive, this institution specializes in helping clients buy, sell, and rent properties in this stunning beachside community. With a team of experienced and knowledgeable agents, White Sands Village is dedicated to providing top-notch service and guidance to ensure a smooth and successful real estate transaction. Whether you are looking for a vacation home, investment property, or permanent residence, White Sands Village is here to help you find the perfect place to call home in paradise.

Xoxokona is a premier real estate and travel agency located at 78-6920 Ali‘i Drive in Kailua-Kona, Hawaii. Our dedicated team of professionals specializes in helping clients find their dream homes in this beautiful paradise, as well as planning unforgettable vacations on the island. With an in-depth knowledge of the local market and a commitment to exceptional customer service, Xoxokona is the go-to agency for all your real estate and travel needs in Hawaii. Contact us today to start your journey towards owning a piece of paradise or experiencing the vacation of a lifetime.

Royal Kahili is a prestigious real estate and travel agency located in the beautiful town of Kailua-Kona, Hawaii. Situated at 76-6283 Ali‘i Drive, this institution offers unparalleled services for buying, selling, and renting luxury properties in the stunning Hawaiian Islands. In addition, Royal Kahili specializes in creating unforgettable travel experiences, providing personalized itineraries and accommodations for a truly memorable vacation. With a team of experienced professionals and a deep knowledge of the local real estate market and tourist attractions, Royal Kahili is the go-to institution for all your real estate and travel needs in Hawaii.

Club Wyndham Royal Sea Cliff is a luxurious lodging option located in the heart of Kailua-Kona, Hawaii. Situated at 75-6040 Ali‘i Drive, this stunning resort offers guests a unique blend of comfort and style, with spacious accommodations and breathtaking ocean views. As a part of the Wyndham vacation ownership program, guests have access to top-notch amenities and services, making their stay truly unforgettable. Whether you're looking for a relaxing getaway or an adventurous vacation, Club Wyndham Royal Sea Cliff is the perfect choice for your next Hawaiian escape.

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.

Stott Real Estate is a reputable real estate agency located at 970 North Kalaheo Avenue in beautiful Kailua, Hawaii. With a team of experienced and knowledgeable agents, Stott Real Estate specializes in helping clients buy, sell, and rent properties in this stunning island paradise. Whether you are looking for a beachfront home, a luxury condo, or a vacation rental, Stott Real Estate is dedicated to providing exceptional service and expert guidance throughout the real estate process. Contact them today to start your journey towards finding your dream property in Hawaii.

Ka Malanai Condominiums is a luxurious residential complex situated at 501 Kailua Road in the beautiful town of Kailua, Hawaii. This modern and sophisticated condominium offers a peaceful oasis for residents to relax and enjoy the tropical surroundings. With stunning views of the ocean and mountains, Ka Malanai Condominiums provides a tranquil living experience just steps away from the vibrant shops, restaurants, and beaches of Kailua. Residents can take advantage of the on-site amenities such as a swimming pool, fitness center, and barbecue area. Experience the ultimate in island living at Ka Malanai Condominiums.

Iokua Real Estate, Inc. - Waikoloa Office is a reputable real estate agency located in Kailua-Kona, Hawaii, United States. Specializing in helping clients buy, sell, and rent properties in the beautiful Waikoloa area, their experienced agents provide expert guidance and personalized service. In addition to their real estate services, they also offer travel assistance for those looking to explore the stunning surroundings of Hawaii. Trust Iokua Real Estate, Inc. - Waikoloa Office to make your real estate and travel dreams a reality.

Hawaii Affordable Properties is a reputable real estate agency located in the beautiful town of Kailua-Kona, Hawaii. Our dedicated team specializes in helping clients find affordable properties that meet their needs and budget. Whether you are looking to buy, sell, or rent a home in Hawaii, our experienced agents are here to assist you every step of the way. With a commitment to excellent customer service and a deep knowledge of the local real estate market, Hawaii Affordable Properties is your go-to source for all your property needs in Hawaii. Visit us at 75-5837 Kuakini Highway to start your property search today.

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.

Kona Surf House is a unique institution located in the beautiful town of Kailua-Kona, Hawaii. As a real estate agency and travel agency, we specialize in helping clients find their dream vacation home or investment property in this stunning coastal paradise. Our team of experienced agents is dedicated to providing personalized service and expert guidance to ensure a smooth and successful real estate transaction. Whether you're looking to buy, sell, or rent a property in Kailua-Kona, Kona Surf House is here to help you every step of the way. Contact us today to start your journey towards owning a piece of Hawaiian paradise.

Kahaluu Beach is a stunning natural feature located in the beautiful town of Kahaluu, Hawaii, United States. This picturesque beach is known for its crystal-clear waters, pristine white sand, and abundant marine life. Visitors can enjoy swimming, snorkeling, surfing, and sunbathing in this tropical paradise. With its breathtaking views and tranquil atmosphere, Kahaluu Beach is the perfect destination for nature lovers and beach enthusiasts alike.

Kona Water Front is a premier real estate and travel agency located at 78-200 Manukai Street in the beautiful coastal town of Kailua-Kona, Hawaii. Our agency specializes in waterfront properties, offering clients stunning views and luxurious living spaces. Whether you are looking to buy or sell a home, our experienced agents are dedicated to providing exceptional service and expertise. Additionally, we offer travel services to help you experience all that Kona has to offer, from scenic tours to exciting water activities. Trust Kona Water Front to make your real estate dreams and Hawaiian adventures a reality.

Haleākalā is a prestigious real estate and travel agency located in the beautiful Keauhou Estates on the Kona Coast of the Big Island of Hawaii. Situated at 78-6955 Kiaaina Street in Kailua-Kona, this institution offers unparalleled service and expertise in both buying and selling luxury properties as well as planning unforgettable travel experiences in one of the most stunning locations in the world. Whether you are looking to invest in a dream home or embark on a once-in-a-lifetime vacation, Haleākalā is dedicated to making your dreams a reality.

Coldwell Banker Island Properties is a renowned real estate agency located at 75-5799 Ali‘i Drive in Kailua-Kona, Hawaii. With a team of experienced and dedicated professionals, they specialize in helping clients buy and sell properties in the beautiful island of Hawaii. Whether you are looking for a luxury beachfront estate or a cozy mountain retreat, Coldwell Banker Island Properties is committed to providing exceptional service and expertise to meet all your real estate needs. Contact them today to start your journey towards finding your dream home in paradise.