TOP 30 Best Luxury lodging with pool in Kailua, Hawaii

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.

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.

Kahaluu Beach Villas at Kahaluu Beach offers a luxurious and relaxing lodging experience in the beautiful town of Kailua-Kona, Hawaii. Located at 78-6721 Ali‘i Drive, this institution provides guests with spacious villas just steps away from the pristine Kahaluu Beach. Enjoy stunning ocean views, comfortable accommodations, and easy access to a variety of water activities such as snorkeling and surfing. Immerse yourself in the natural beauty of Hawaii while staying at Kahaluu Beach Villas.

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.

Keiki Ponds is a charming lodging institution situated at 75-5572 Kona Bay Drive in the beautiful coastal town of Kailua-Kona, Hawaii, United States. This tranquil retreat offers a unique blend of Hawaiian hospitality and modern comfort, providing guests with a relaxing and rejuvenating experience. Nestled in a tropical setting with stunning views of the Pacific Ocean, Keiki Ponds is the perfect destination for those seeking a peaceful getaway. With spacious accommodations, friendly staff, and a range of amenities, guests can unwind and enjoy the beauty of Hawaii's Big Island. Whether you're looking for a romantic escape or a family vacation, Keiki Ponds promises a memorable stay in paradise.

Located on the stunning Ka'upulehu coastline in Kailua-Kona, Hawaii, the Four Seasons Resort Hualalai offers oceanfront splendor in perfect harmony with nature. This luxurious lodging option guarantees the best available room rate and provides a flexible booking option for guests. Start each day with a signature Four Seasons breakfast and enjoy unlimited golf on the Jack Nicklaus course, along with daily breakfast for two. The resort is situated on the site of an ancient Hawaiian fishing village, where the ancestors were able to sustain life using natural resources. It is important for guests to understand the value of preserving the land and sea, so future generations can also experience the beauty and 'aloha' of this place. Experience the beauty of Hawaii at the Four Seasons Resort Hualalai.

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.

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.

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.

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.

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.

Banyans Hawaii is a charming lodging institution located on Ali‘i Drive in Kailua-Kona, Hawaii. Nestled in a tropical paradise, this accommodation offers a tranquil and relaxing retreat for guests looking to unwind and rejuvenate. The property features comfortable rooms with modern amenities, stunning ocean views, and easy access to the beach. Guests can enjoy the lush gardens, outdoor pool, and on-site dining options. Whether you're seeking a romantic getaway or a family vacation, Banyans Hawaii provides a peaceful oasis in the heart of Hawaii.

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.

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.

OUTRIGGER Kona Resort & Spa is a luxurious lodging option located at 78-128 Ehukai Street in Kailua-Kona, Hawaii, United States. The resort features a multi-level fantasy pool with a 200-foot water slide, manta-ray viewing opportunities, and stunning views of the Pacific Ocean. Guests can participate in a variety of activities including yoga, lei making, hula and ukulele lessons, and cultural tours of the historic fishing village on the property. While undergoing property enhancements, some public spaces may be limited until early Spring, but guests can still enjoy cultural activities and live music. With 509 rooms and suites featuring island-inspired decor and furnished lanais overlooking Keauhou Bay, lava cliffs, mountains, and beautifully landscaped grounds, guests are sure to find relaxation and refuge on the Island of Hawaii. Spacious rooms open to large, private lanais with expansive views, providing an idyllic home base for adventures in this rugged paradise. By booking directly with OUTRIGGER, guests can benefit from the best rates, flexible policies, exceptional guest service, and more.

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.

Kona101 Vacation Condo Rentals is a premier lodging, real estate, and travel agency located at 78-6800 Ali‘i Drive in Kailua-Kona, Hawaii, United States. Our institution offers a wide range of luxurious vacation condo rentals for visitors looking to experience the beauty and tranquility of the Big Island. With stunning ocean views, top-notch amenities, and personalized customer service, Kona101 Vacation Condo Rentals is the perfect choice for your Hawaiian getaway. Book your dream vacation today and let us help you create memories that will last a lifetime.

Kona Sea Villas is a luxurious beachfront resort located at 75-6060 Kuakini Highway in Kailua-Kona, Hawaii. This stunning property offers spacious villas with breathtaking ocean views, upscale amenities, and a serene atmosphere perfect for a relaxing getaway. Guests can enjoy access to a private beach, swimming pool, fitness center, and on-site dining options. With its prime location on the Big Island of Hawaii, Kona Sea Villas is the ideal destination for those seeking a tranquil and unforgettable vacation experience.

Hawaii KonaHome Vacation Rentals Sunset Paradise is a premier lodging option in Kailua-Kona, Hawaii. Located at 77-6417 Leilani Street, this institution offers luxurious vacation rentals with stunning sunset views. As a real estate and travel agency, they provide top-notch accommodations and personalized service to ensure guests have a memorable stay in paradise. Experience the beauty of Hawaii at Sunset Paradise with Hawaii KonaHome Vacation Rentals.

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!

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.

Pacific Islands Reservations is a one-stop destination for all your travel and lodging needs in the beautiful Pacific Islands. Located at 571 Pauku Street in Kailua, Hawaii, our institution offers a wide range of services including lodging reservations, real estate assistance, and travel bookings. Whether you are looking for a luxurious beachfront villa, a cozy vacation rental, or a guided tour of the stunning islands, our experienced team is here to help you plan the perfect getaway. Contact us today to start your Pacific Islands adventure!

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.

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.

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.

The Royal Kona Resort is a luxurious lodging option situated on Ali‘i Drive in the picturesque town of Kailua-Kona, Hawaii. This stunning resort offers guests a unique blend of traditional Hawaiian hospitality and modern amenities. With breathtaking ocean views, lush tropical gardens, and a wide range of on-site activities, the Royal Kona Resort is the perfect destination for a relaxing vacation or romantic getaway. Whether you're lounging by the pool, indulging in a spa treatment, or savoring delicious cuisine at one of the resort's restaurants, you're sure to have an unforgettable experience at this idyllic Hawaiian retreat.

Holua Resort at Mauna Loa Village is a luxurious lodging destination located in Kailua-Kona, Hawaii. Situated at 78-7190 Kaleiopapa Street, this resort offers stunning views of the surrounding Mauna Loa Village and is a perfect getaway for travelers looking for a peaceful and relaxing retreat. As a real estate agency, Holua Resort also offers opportunities for guests to invest in their own piece of paradise in Hawaii. With a range of amenities and services, including a travel agency on-site to help plan excursions and adventures, Holua Resort at Mauna Loa Village is the ideal destination for those seeking a truly unforgettable Hawaiian experience.