The 30 Best Holiday homes with pool in Hawaii

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Kihei Holiday Condominiums offers a relaxing and comfortable stay in the heart of Kihei, Hawaii. Located at 483 South Kihei Road, our condominiums provide a convenient and luxurious accommodation option for travelers visiting the beautiful island of Maui. With stunning views of the ocean and easy access to nearby beaches, shopping, and dining options, Kihei Holiday Condominiums is the perfect choice for those looking for a peaceful getaway. Our well-appointed units feature modern amenities and spacious layouts, making it easy to unwind and enjoy the tropical surroundings. Whether you're looking for a romantic retreat or a fun-filled family vacation, Kihei Holiday Condominiums has everything you need for a memorable stay in paradise.

Kahana Reef by Maui Condo and Home is a charming lodging institution located at 4471 Lower Honoapiilani Road in Lahaina, Hawaii, United States. Nestled along the beautiful coastline of Maui, this property offers guests a peaceful and relaxing retreat with stunning ocean views. The accommodations are comfortable and well-equipped, perfect for a memorable vacation in paradise. With easy access to nearby attractions, restaurants, and shopping, Kahana Reef is the ideal choice for travelers looking to experience the best of Maui.

Target is a versatile retail institution located at 4303 Nawiliwili Road in Lihue, Hawaii. This store offers a wide range of products including clothing, electronics, furniture, home goods, and shoes. With a reputation for quality and affordability, Target is a one-stop shop for all your shopping needs. Whether you're looking for the latest fashion trends, household essentials, or the newest gadgets, Target has something for everyone. Visit us today and experience the convenience and variety that Target has to offer.

Target is a well-known retail chain that offers a wide variety of products including clothing, electronics, furniture, home goods, and shoes. Located at 345 Hahani Street in Kailua, Hawaii, this Target store is a one-stop shop for all your shopping needs. Whether you're looking for trendy apparel, the latest gadgets, stylish furniture, or home essentials, Target has you covered. With its convenient location and diverse selection of products, Target is a go-to destination for shoppers in Kailua.

The Bay Club, a Hilton Grand Vacations Club, located at 69-450 Waikōloa Beach Drive in Waikoloa Village, Hawaii, is a luxurious lodging option on the Big Island. This Hawaii timeshare property offers spacious 1- and 2-bedroom suites with private lanais, fully equipped kitchens, and beautifully manicured grounds. Guests can enjoy a pool, 36-hole golf course, dining options, and shopping within the Waikoloa Beach Resort. The resort features amenities such as refreshing pools, sport courts, fitness facilities, and restaurants serving local cuisine. Membership options with Hilton Grand Vacations are available for those interested in owning a deeded interest in this resort. Prices range from $7,800 to $758,990 for deeded interest, with additional options for U.S. and Hawaii Collections. Eligibility and financing requirements apply, and additional restrictions may apply. Hilton Grand Vacations® is a registered trademark of Hilton Worldwide Holdings Inc. or its subsidiaries and licensed to Hilton Grand Vacations Inc.

Ko Olina Kai is a luxurious lodging institution located at 92-1033 Koio Drive in Kapolei, Hawaii. Nestled in the beautiful Ko Olina resort community, this institution offers stunning ocean views, spacious accommodations, and top-notch amenities. Guests can relax by the pool, enjoy a round of golf at the nearby courses, or take a leisurely stroll along the pristine beaches. With its tranquil atmosphere and impeccable service, Ko Olina Kai is the perfect destination for a relaxing getaway in paradise.

Papakea A306 is a luxurious lodging option located at 3543 Lower Honoapiilani Road in Lahaina, Hawaii. This stunning property offers breathtaking ocean views and top-notch amenities for guests to enjoy during their stay. As a real estate agency, Papakea A306 also provides opportunities for those looking to invest in a vacation home or rental property in this beautiful location. Additionally, the on-site travel agency can assist guests with booking excursions and activities to make the most of their Hawaiian vacation. Whether you are looking for a relaxing getaway or a lucrative real estate investment, Papakea A306 is the perfect choice.

Wailuku Guesthouse is a charming lodging located at 210 South Market Street in Wailuku, Hawaii, United States. This cozy guesthouse offers a peaceful and comfortable retreat for travelers looking to explore the beauty of Maui. With its convenient location, guests can easily access nearby attractions such as historic sites, shopping centers, and dining options. The guesthouse features well-appointed rooms, friendly staff, and a welcoming atmosphere, making it the perfect choice for those seeking a relaxing stay in Wailuku. Whether you are visiting for business or pleasure, Wailuku Guesthouse provides a home away from home experience for all guests.

Ho‘olei Villas at Grand Wailea is a luxurious lodging institution located at 146 Hoolei Circle in Wailea-Makena, Hawaii, United States. This upscale villa offers spacious and beautifully appointed accommodations with stunning views of the surrounding area. Guests can enjoy access to the amenities of the nearby Grand Wailea Resort, including world-class dining, a spa, and a championship golf course. Whether you're looking for a relaxing getaway or an action-packed vacation, Ho‘olei Villas at Grand Wailea is the perfect choice for your stay in Maui.

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 Condo is a luxurious accommodation located at 75-5657A Kuakini Highway in Kailua-Kona, Hawaii. This stunning property offers guests a peaceful and relaxing retreat with breathtaking views of the ocean and surrounding landscape. The condo features modern amenities, spacious living areas, and a private balcony to enjoy the tropical breeze. Guests can also take advantage of the on-site swimming pool, fitness center, and barbecue area. Whether you're looking for a romantic getaway or a family vacation, Kona Condo provides the perfect home away from home in paradise.

Hilo Vacation Rental is a premier lodging option located at 15 Aipuni Street in beautiful Hilo, Hawaii. As both a real estate agency and travel agency, we offer a wide range of vacation rental options for visitors looking to explore all that the Big Island has to offer. Whether you're looking for a cozy cottage, a beachfront condo, or a luxurious villa, we have the perfect accommodations to suit your needs. Our knowledgeable staff are dedicated to ensuring that your stay in Hilo is unforgettable, providing personalized service and expert recommendations for local attractions and activities. Book your dream vacation rental with Hilo Vacation Rental today and experience the magic of Hawaii's enchanting landscapes and vibrant culture.

Anini Place is a premier real estate and travel agency located at 4241 Anini Road in Kilauea, Hawaii. Our experienced team specializes in providing top-notch services for those looking to buy or sell property in the beautiful Hawaiian islands. Additionally, we offer expert guidance and personalized itineraries for travelers seeking the perfect vacation rental or getaway in paradise. Trust Anini Place to make your real estate dreams and travel plans a reality.

Secret Beach House is a premier real estate agency located at 2840 Kauapea Road in the beautiful town of Kilauea, Hawaii. Our agency specializes in luxury beachfront properties, offering clients exclusive access to some of the most stunning homes on the island. With a team of experienced agents who are dedicated to providing exceptional service, Secret Beach House is the perfect choice for those looking to buy or sell their dream beach house in paradise. Whether you are searching for a peaceful retreat or a lucrative investment property, our agency is here to help you find the perfect piece of paradise. Contact us today to learn more about our listings and services.

Kauai Exclusive Management and Realty is a premier real estate and travel agency located at 2955 Aukele Street in Lihue, Hawaii, United States. Our on-island team is dedicated to helping you plan the perfect Kauai vacation in popular areas such as Princeville, Kapaa, Lihue, Poipu Beach, Koloa, and Waipouli Beach Resort. We specialize in luxury vacation rentals, including condos, villas, and private homes on the North Shore, South Shore, and East Shore of Kauai. From Hanalei to Poipu, we offer a curated collection of beautiful and unique properties tailored to your tastes and budget. Our goal is to provide you with warm hospitality and the true spirit of aloha.

Vacation Rental is a premier travel agency located at 4771 Pepelani Loop in the stunning location of Princeville, Hawaii, United States. We specialize in providing top-notch vacation rental accommodations for travelers looking to experience the beauty and tranquility of Hawaii. Our expert team of professionals is dedicated to helping you find the perfect rental property to suit your needs, whether you're seeking a beachfront villa, a cozy cottage, or a luxurious condo. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Book your dream vacation rental with us today and start planning your tropical getaway in paradise.

Vacasa Hawaii, located at 3350 Lower Honoapiilani Road in Lahaina, Hawaii, is a real estate and travel agency offering stunning house and condo rentals in the beautiful Hawaiian Islands. With sparkling waves, blue skies, and warm ocean air, Hawaii is a paradise for travelers seeking tranquility and relaxation. Whether you're looking to soak up the sunshine on a sandy beach, explore a scenic waterfall, or hit the waves with a surfboard, Hawaii offers endless opportunities for adventure. Our Hawaii rentals provide a private and peaceful retreat for your stay, whether you're watching a Haleakala sunrise on Maui or exploring a coffee plantation on the Big Island. With 19 pet-friendly homes and 1015 rentals with internet access, you can bring your furry friends along and stay connected during your trip. Our professional housekeepers ensure that each rental is thoroughly cleaned and stocked with amenities for your convenience.

Maui Vacation Properties is a real estate and travel agency located at 771 Haiku Road in Haiku-Pauwela, Hawaii, United States. Specializing in vacation rentals on the beautiful island of Maui, they offer a variety of properties including homes, cottages, and condos for you, your family, or friends to enjoy. Whether you're looking to hit the beach, surf perfect waves, or simply relax and unwind, Maui Vacation Properties has the perfect accommodation for you to make wonderful memories on your Maui vacation. So sit back, relax, and let Maui Vacation Properties help you plan the ultimate getaway in paradise.

Welcome to Danny's Condo, located at 660 Waine'e Street in beautiful Lahaina, Hawaii. Our lodging institution offers a cozy and comfortable stay for guests looking to experience the best of Hawaiian hospitality. Situated in a prime location, our condo provides easy access to the stunning beaches, vibrant nightlife, and cultural attractions of Lahaina. At Danny's Condo, guests can enjoy spacious and well-appointed accommodations, complete with modern amenities and breathtaking views of the surrounding area. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, our friendly staff is dedicated to ensuring that your stay is relaxing and memorable.

Hawai‘i Vacation Rentals / HawaiiVacationRentals.tv is a real estate and travel agency located at 62-592 Emmalani Street, Waimea, Hawaii, United States. They offer luxury vacation rentals on the Kohala Coast of Hawaii, providing accommodations ranging from vintage beach cottages to executive homes and luxury estates. With their expertise, professionalism, local knowledge, and long history on the Big Island, they aim to help visitors create their dream Hawaii vacation. The Big Island, known for its diverse climatic zones and natural beauty, offers a wide range of activities such as hiking, kayaking, deep sea fishing, diving, and snorkeling. The area of Puako, known for its rich history of petroglyph art, provides easy access to the Puako Petroglyphs near Paniau Beach Park. Island Beach Rentals is a proud member of the Hawaii Visitors & Convention Bureau, and they offer trip cancellation, interruption, and delay coverage to protect your vacation investment. Whether you're seeking a low-key, outdoorsy holiday or a luxurious oceanfront retreat, Hawaii Vacation Rentals aims to provide you with the experience of a lifetime on the beautiful Big Island of Hawaii.

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.

Maalaea Maui Lauloa Condo is a reputable real estate agency located at 100 Hauoli Street in Wailuku, Hawaii. Specializing in luxury condominiums in the beautiful Maui region, this agency offers a wide range of properties for sale and rent. With a team of experienced agents dedicated to providing exceptional service, Maalaea Maui Lauloa Condo is the go-to choice for those looking to buy or sell a condo in this stunning Hawaiian location. Whether you are seeking a vacation home, investment property, or permanent residence, this agency has the expertise and resources to help you find your dream condo in Maui.

Escape to paradise at the Cozy Hawaiian Studio, located at 715 South Kihei Road in the beautiful town of Kihei, Hawaii. This charming lodging option offers a tranquil retreat for those looking to relax and unwind in a tropical setting. The studio is tastefully decorated in a Hawaiian theme, complete with modern amenities to ensure a comfortable stay. For just $120 a night, guests can enjoy the convenience of a fully-equipped kitchen, private bathroom, and cozy living area. Whether you're looking to explore the stunning beaches of Maui or simply soak up the sun by the pool, the Cozy Hawaiian Studio is the perfect home base for your Hawaiian adventure. Book your stay today and experience the magic of island living.

Kihei Akahi DG06 is a lodging institution located at 2531 South Kihei Road in Kihei, Hawaii, United States. This vacation condo offers a range of amenities including internet access, swimming pool, beach access, and tennis courts. Guests can enjoy the sunny weather and calm ocean of South Maui, as well as the convenience of being just 25 minutes away from Kahului airport. Each rental unit is equipped with everything you might need during your stay, including wifi, desks, printers, and more. The condo is located near local restaurants and shops where guests can enjoy the local cuisine and work remotely. Recent guests have praised the location, amenities, and communication from the hosts Leo and Kathy. Whether you're looking for a relaxing beach vacation or a productive remote work environment, Kihei Akahi DG06 is the perfect place to stay in Maui.

Puakō Beach Condominium is a luxurious beachfront property located at 69-1647 Puako Beach Drive in Waimea, Hawaii. This stunning resort offers spacious and elegantly furnished condominiums with breathtaking ocean views. Guests can relax on the white sandy beaches, take a dip in the crystal-clear waters, or enjoy a swim in the on-site pool. The property also features a fitness center, barbecue facilities, and a concierge service to assist with any needs or activities. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Puakō Beach Condominium is the perfect destination for a memorable Hawaiian experience.

Hawaii Vacation Properties is a premier real estate and travel agency located at 1720 Ala Moana Boulevard in Honolulu, Hawaii. Specializing in luxurious vacation rentals and properties in the beautiful islands of Hawaii, our agency offers a wide range of accommodations to suit every traveler's needs. Whether you're looking for a beachfront villa, a cozy cottage in the mountains, or a modern condo in the heart of Honolulu, we have the perfect property for you. Our experienced agents are dedicated to providing exceptional service and helping you create unforgettable memories in paradise. Contact us today to start planning your dream vacation in Hawaii!

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.

Nihilani Hale Ohana is a real estate and travel agency located at 4919 Pepelani Loop in Princeville, Hawaii. If you're looking for your next vacation destination, look no further than the magical island of Kauai. Our 2 bedroom, 2 bathroom condo is the perfect home away from home for your family vacation. Owned by JT and Michelle, who fell in love with Kauai on their first family trip in 2005, this condo is filled with all the amenities you need for a comfortable stay. Take a virtual tour of Nihilani Hale Ohana and see why it's the perfect place for your next vacation. Whether you're relaxing by the pool, enjoying a BBQ in the covered area, or exploring the island, there's something for everyone on Kauai. With quarterly pest control and beautiful tropical surroundings, you'll feel right at home in this paradise.

Papakea Vacation Rentals offers a serene and picturesque getaway in Lahaina, Hawaii. Situated along the beautiful Lower Honoapiilani Road, guests can enjoy stunning ocean views and easy access to the beach. This lodging institution provides a range of comfortable and fully equipped vacation rentals, perfect for families, couples, or friends looking for a relaxing retreat in paradise. With amenities such as a pool, hot tub, and BBQ area, guests can unwind and soak up the Hawaiian sunshine. Whether you're looking for a peaceful escape or an adventurous holiday, Papakea Vacation Rentals is the perfect home away from home.

LUVA Vacation Rentals is a premier real estate and travel agency located in the beautiful city of Kailua-Kona, Hawaii. Our team of experienced professionals is dedicated to providing top-notch vacation rental services to ensure that your stay in paradise is nothing short of perfect. Whether you are looking for a beachfront villa, a cozy condo, or a luxurious estate, we have a wide range of options to suit your needs. Trust LUVA Vacation Rentals to make your Hawaiian getaway unforgettable.