TOP 30 Best Holiday retreats in Hawaii

Gillin Beach House, located in Koloa, Hawaii, is a real estate and travel agency offering a unique hideaway experience. This family-owned property has been enjoyed by the Gillin family for five generations, providing guests with a chance to explore one of the last untouched coastlines on the south shore. Activities such as snorkeling, surfing, wind or kite surfing, fishing, hiking, and horseback riding to secret beaches are available, or guests can simply relax on the porch and enjoy the tranquil surroundings. Just minutes away from Po'ipu and Koloa Town, visitors can also take advantage of golf courses, tennis facilities, coffee shops, restaurants, and shopping. Gillin Beach House is the only home in all of Maha'ulepu Valley, offering a truly unique and memorable experience for those looking to explore the beauty of Hawaii.

Kahala 311 is a charming lodging located at 1901 Poipu Road in Koloa, Hawaii. Situated in the beautiful United States, this institution offers a tranquil and relaxing atmosphere for guests to enjoy. With comfortable accommodations and friendly staff, Kahala 311 is the perfect destination for those looking to experience the beauty of Hawaii. Whether you are seeking a romantic getaway or a family vacation, this institution provides a serene retreat for all travelers.

Hale Kahanalu is a charming institution located at 2240 Kuai Road in Koloa, Hawaii, United States. This tranquil retreat offers a serene atmosphere and comfortable accommodations for guests looking to escape the hustle and bustle of everyday life. With its picturesque surroundings and warm hospitality, Hale Kahanalu is the perfect destination for those seeking a peaceful getaway in paradise.

Exotic Estates - Kauaʻi Vacation Rentals is a prestigious real estate and travel agency located in Lihue, Hawaii, United States. Situated at 3215 Uluhui Street, this institution specializes in providing luxurious vacation rentals on the beautiful island of Kauaʻi. With a wide range of exquisite properties to choose from, guests can enjoy a truly unforgettable Hawaiian getaway. Whether you're looking for a beachfront villa, a secluded mountain retreat, or a cozy cottage by the sea, Exotic Estates has the perfect accommodation for your dream vacation. Experience the ultimate in relaxation and luxury with their exceptional service and attention to detail. Book your stay with Exotic Estates - Kauaʻi Vacation Rentals today and experience the magic of paradise on the Garden Isle.

North Shore Oahu Vacation Rentals is a premier real estate and travel agency located in the picturesque town of Kahuku, Hawaii, United States. Our agency specializes in providing top-quality vacation rentals for visitors looking to experience the beauty and tranquility of Oahu's North Shore. With a wide range of properties to choose from, including beachfront villas, cozy cottages, and luxurious condos, we offer something for every traveler. Whether you're seeking a romantic getaway, a family vacation, or a solo adventure, our dedicated team is here to help you find the perfect rental to suit your needs. Book with North Shore Oahu Vacation Rentals for an unforgettable Hawaiian experience.

Blue Belle International Homestay Agency is a unique institution located in the vibrant city of Honolulu, Hawaii. As a lodging, real estate, and travel agency all rolled into one, we offer a one-of-a-kind experience for travelers looking for a comfortable and affordable stay in the beautiful island of Hawaii. Our agency is dedicated to providing top-notch service and ensuring that our guests have a memorable and enjoyable stay. Whether you are looking for a short-term rental, a vacation home, or a homestay experience, Blue Belle International Homestay Agency has got you covered. Visit us at 4348 Waialae Avenue and let us help you make the most of your time in Hawaii.

Vacation Villa Rentals at Honua Kai, Maui is a premier real estate and travel agency located in Lahaina, Hawaii. Situated at 130 Kai Malina Parkway, this institution offers luxurious villa rentals in the beautiful Honua Kai resort on the island of Maui. With stunning ocean views, top-notch amenities, and impeccable service, guests can enjoy a truly unforgettable Hawaiian vacation experience. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Vacation Villa Rentals at Honua Kai, Maui has the perfect accommodation for you. Book your stay today and start planning your dream vacation in paradise.

Hana Guest Houses is a real estate and travel agency located at 6776 Hana Highway in Hana, Hawaii, United States. Situated just minutes away from Hana's main beaches, our guest houses offer an ideal location with stunning ocean views. Located at Malanai in Hana Maui's premiere Maka’alae District, our guest houses are only three miles south of the town center. Enjoy gentle breezes, sunshine, and breathtaking views of the ocean, pristine Hana coast, and Maui's volcanic mountain ranges.

Wailea Ekahi 39F is a luxurious vacation rental located at 42 Okolani Drive in Kihei, Hawaii. This stunning property offers breathtaking ocean views and is just steps away from the pristine white sands of Wailea Beach. The spacious and beautifully decorated interior features modern amenities and a fully equipped kitchen, perfect for a relaxing getaway. Guests can enjoy the resort's amenities including multiple pools, tennis courts, and lush tropical gardens. Whether you're looking for a romantic retreat or a fun-filled family vacation, Wailea Ekahi 39F is the perfect choice for your stay in paradise.

Maui Beach House Cottage is a charming lodging located at 211 Lower Waiehu Beach Road in Wailuku, Hawaii. This cozy cottage offers guests a peaceful retreat just steps away from the beautiful Waiehu Beach. The cottage is tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy breathtaking views of the ocean and relax on the private lanai. The tranquil surroundings make Maui Beach House Cottage the perfect destination for a relaxing getaway in paradise.

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.

Hoʻolei Villas is a luxurious real estate and travel agency located at 12 Hoolei Circle in Kihei, Hawaii, United States. Our exquisite villas offer a perfect blend of comfort and sophistication, making them an ideal choice for those seeking a peaceful and stylish retreat in the heart of paradise. Whether you are looking to invest in a stunning property or planning a dream vacation, our dedicated team is here to assist you every step of the way. Experience the beauty of Hawaii with Hoʻolei Villas.

Kaiholo Hale is a charming lodging institution located at 25 Kaiholo Place in the picturesque town of Paia, Hawaii. This tranquil retreat offers a peaceful and relaxing atmosphere for guests to unwind and enjoy the beauty of the island. With comfortable accommodations and a serene setting, Kaiholo Hale is the perfect destination for those looking to escape the hustle and bustle of everyday life. Whether you're seeking a romantic getaway or a peaceful solo retreat, this hidden gem in Hawaii is sure to provide a memorable and rejuvenating experience.

Hana Ocean Palms Bungalow is a charming lodging facility located at 6890 Hana Highway in the picturesque town of Hana, Hawaii. This unique bungalow offers guests a tranquil and relaxing setting surrounded by lush tropical gardens and stunning ocean views. Whether you are looking for a peaceful retreat or a romantic getaway, Hana Ocean Palms Bungalow is the perfect place to unwind and rejuvenate. In addition to offering comfortable accommodations, Hana Ocean Palms Bungalow also serves as a real estate and travel agency, helping visitors explore all that Hana has to offer. From finding the perfect vacation rental to booking exciting excursions and activities, the friendly staff at Hana Ocean Palms Bungalow is dedicated to ensuring a memorable and enjoyable stay for every guest. Experience the beauty and tranquility of Hana at Hana Ocean Palms Bungalow.

Studio HAA is a dynamic school located at 4558 Kukui Street in Kapaʻa, Hawaii. Our institution is dedicated to providing high-quality education in various artistic disciplines, including painting, drawing, sculpture, and more. Our experienced instructors are passionate about helping students develop their creative skills and reach their full potential. Whether you are a beginner looking to explore your artistic talents or an experienced artist wanting to refine your techniques, Studio HAA offers a welcoming and supportive environment for all levels of students. Join us at Studio HAA and unleash your creativity in the beautiful surroundings of Hawaii.

The Lofts at Waikōloa is a modern and affordable apartment complex located in the exclusive Waikoloa Village community in Hawaii, United States. With ocean views from each unit, residents can enjoy comfortable living spaces in a convenient location. Walking distance to Waikoloa Plaza's restaurants, retailers, fitness center, and grocery store, everything you need is within reach. Situated in the South Kohala District, Waikoloa Village offers a comfortable elevation, easy access to world-class beaches, and proximity to shopping and dining. This growing community boasts above-average household income and growth, making it an ideal residential development area. Explore our beautiful floor plans and amenities at 68-1865 Pua Melia Street, Waikoloa, HI 96738. Contact us at (808)-731-5165 or leasing@loftsatwaikoloa.com. Visit our office at 94-050 Farrington Hwy., Ste. E1-3 Waipahu, HI 96797.

Foster's Ohia Hale is a charming lodging located in the beautiful town of Kailua-Kona, Hawaii, United States. This cozy institution offers a peaceful and relaxing atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. With comfortable accommodations and a convenient location near local attractions, Foster's Ohia Hale is the ideal choice for travelers seeking a memorable stay in paradise. Whether you're exploring the island's stunning beaches or enjoying the vibrant culture of Kailua-Kona, this institution provides a welcoming home away from home.

Beach Boy's Estate is a charming lodging establishment located at 87-3238 Mamalahoa Highway in Captain Cook, Hawaii. This tranquil retreat offers guests a unique and unforgettable experience, surrounded by the natural beauty of the Hawaiian landscape. The estate features comfortable accommodations, stunning ocean views, and a peaceful atmosphere perfect for relaxation and rejuvenation. Whether you're looking for a romantic getaway or a family vacation, Beach Boy's Estate is the ideal destination for your next Hawaiian adventure.

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.

Mikes Surf School, located at 56-565 Kamehameha Highway in Kahuku, Hawaii, is a family-run institution that offers surf lessons and adventures for all ages. Seven Brothers Burger joint has expanded their passion for the ocean into the world of surfing with Seven Brothers Surf Adventure. The school is founded on the values of love for the ocean, community service, and spreading the spirit of "Aloha." Owned and operated by Michael Wardle, who has been surfing the North Shore for nearly 30 years, Mikes Surf School aims to share the beauty of the ocean and inspire others to give back. Michael, a CPR and first aid certified waterman, believes in maintaining a healthy mind, body, and spirit through surfing and healthy living.

808 Surf School is a premier surf school located in the beautiful town of Hauula, Hawaii. Our experienced instructors provide top-notch surf lessons for all skill levels, from beginners to advanced surfers. Located on the iconic Kamehameha Highway, our school offers the perfect setting for learning to surf in the stunning waters of Hawaii. Whether you're looking to catch your first wave or improve your technique, 808 Surf School has everything you need to make your surfing dreams a reality. Come join us for an unforgettable surfing experience in the heart of paradise.

Aloha Sailing LLC is a premier sailing institution located at 72-4019 C Road in the beautiful coastal town of Kailua-Kona, Hawaii. Our experienced crew offers a variety of sailing experiences, from leisurely sunset cruises to adventurous snorkeling excursions. Whether you're a seasoned sailor or a first-time visitor, Aloha Sailing LLC provides a unique and memorable way to explore the crystal-clear waters of the Pacific Ocean. Join us for an unforgettable journey on the open sea and experience the true spirit of aloha.

Maui Beach Villa Rentals is a premier real estate and travel agency located at 45 Kai Ala Drive in Lahaina, Hawaii. We specialize in providing luxurious beachfront vacation rentals in Maui, offering guests the ultimate Hawaiian getaway experience. Our properties are carefully selected to ensure the highest quality and comfort, with stunning ocean views and top-notch amenities. Whether you're looking for a romantic escape, family vacation, or group retreat, our team is dedicated to helping you find the perfect villa to suit your needs. Let us help you create unforgettable memories in paradise at Maui Beach Villa Rentals.

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.

Ō’owopāla Beach is a stunning tourist attraction located at 57-236 Kakipi Place in Kahuku, Hawaii, United States. This beautiful beach offers visitors a serene and picturesque setting to relax and unwind. With its crystal clear waters, soft sandy shores, and gentle ocean breezes, Ō’owopāla Beach is the perfect spot for swimming, sunbathing, and enjoying the natural beauty of Hawaii. Whether you're looking for a peaceful escape or a fun day in the sun, Ō’owopāla Beach is a must-visit destination for travelers of all ages.

The pool at Sheraton Maui Resort & Spa is a stunning oasis located at 2605 Kaanapali Parkway in Lahaina, Hawaii. Surrounded by lush tropical gardens and overlooking the crystal-clear waters of the Pacific Ocean, this luxurious pool offers a serene and relaxing retreat for guests. With a spacious sun deck, comfortable lounge chairs, and poolside service, guests can unwind and soak up the sun in style. Whether you're looking to swim laps, enjoy a refreshing dip, or simply relax with a tropical cocktail in hand, the pool at Sheraton Maui Resort & Spa is the perfect spot to unwind and enjoy paradise.

Hanalei Bay Villa 23 is a luxurious vacation rental located at 5451 Ka Haku Road in Princeville, Hawaii. This stunning property is managed by a reputable real estate and travel agency, offering guests the ultimate Hawaiian getaway experience. With breathtaking ocean views, spacious accommodations, and top-notch amenities, Hanalei Bay Villa 23 is the perfect destination for those looking to relax and unwind in paradise. Whether you're planning a romantic escape or a family vacation, this exquisite villa is sure to exceed your expectations. Book your stay today and experience the beauty of Hawaii like never before.

Sky Ranch Camping and Lodging is a picturesque travel agency located at 61 280 Kamehameha Highway in Haleiwa, Hawaii. Nestled in the heart of the stunning Hawaiian landscape, this institution offers a unique and unforgettable camping and lodging experience. Whether you're looking to pitch a tent under the stars or relax in a cozy cabin, Sky Ranch has something for every traveler. With breathtaking views, outdoor activities, and a welcoming atmosphere, Sky Ranch Camping and Lodging is the perfect destination for those seeking adventure and relaxation in Hawaii.

Sunset Shores Maui is a premier real estate and travel agency located at 3975 Lower Honoapiilani Road in Lahaina, Hawaii. Specializing in luxury vacation rentals and property sales, Sunset Shores Maui offers stunning accommodations and expert guidance for those looking to experience the beauty of Maui. With a team of knowledgeable agents and a wide range of properties to choose from, Sunset Shores Maui is the perfect destination for those seeking a dream vacation or looking to invest in a piece of paradise. Experience the magic of Maui with Sunset Shores Maui.

Three Peas Adventures is a travel agency located in Holualoa, Hawaii, United States. Our mission is to provide adventure travel and wellness retreats for solo and group travelers. We offer customized travel itineraries, tips, tricks, and packing lists to help you make the most of your travel experience. Whether you're looking for a relaxing getaway or an adrenaline-filled adventure, Three Peas Adventures has something for everyone. Join us on a life-changing journey and live your best adventure-filled life.