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Discover Charming Cottage Vacation Rentals Across Hawaii

Escape to the serene beauty of Hawaii with our selection of cottage vacation rentals. These cozy accommodations offer a perfect blend of comfort and authenticity, providing an ideal retreat for couples, families, and solo travelers alike. Nestled in lush landscapes or steps away from pristine beaches, each cottage invites you to experience the islands at your own pace.

Enjoy the unique charm of Hawaiian living with features like private lanais, tropical gardens, and ocean views. Whether you're seeking a romantic hideaway or a family-friendly abode, our curated listings ensure a memorable stay. Immerse yourself in local culture, explore nearby attractions, or simply relax in your peaceful haven.

Ready to find your perfect island retreat? Browse our listings below to discover the cottage that best suits your Hawaiian adventure.

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Charming Kona Village Beach Cottage with Spectacular Sunsets
Charming Kona Village Beach Cottage with Spectacular Sunsets
Charming Kona Village Beach Cottage with Spectacular Sunsets

Charming Kona Village Beach Cottage with Spectacular Sunsets

Experience the charm of this Kona village cottage, ideally located within walking distance to historic Kailua-Kona Village. A short stroll takes you to the renowned Kahalu'u snorkeling beach and Magic Sands Beach, offering pristine sands and crystal-clear waters.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $307 
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Hale Makai Cottage #3 - Oceanfront Luxury Stay
Hale Makai Cottage #3 - Oceanfront Luxury Stay
Hale Makai Cottage #3 - Oceanfront Luxury Stay

Hale Makai Cottage #3 - Oceanfront Luxury Stay

Experience the ultimate oceanfront escape at Hale Makai Cottage #3, a luxurious and modern retreat just steps from the water. As the closest one-bedroom cottage to the ocean on our five-cottage property, it offers the perfect balance of seclusion and accessibility.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Kauai County
from $1,121 
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Hana Harvest Cottage with Ocean & Jungle Views
Hana Harvest Cottage with Ocean & Jungle Views
Hana Harvest Cottage with Ocean & Jungle Views

Hana Harvest Cottage with Ocean & Jungle Views

Welcome to Hana Harvest Cottage, your serene jungle escape on the beautiful island of Maui. Recently renovated in July 2022, this charming cottage combines authentic island living with modern comfort. Perched at treetop level, the cottage offers breathtaking views of lush greenery and the ocean, visible from every window and especially from the expansive lanai (deck).

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Hana
from $463 
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Cozy Hawaii Beach Cottage with Pool and Ocean Views
Cozy Hawaii Beach Cottage with Pool and Ocean Views
Cozy Hawaii Beach Cottage with Pool and Ocean Views

Cozy Hawaii Beach Cottage with Pool and Ocean Views

This cozy cottage offers a perfect Hawaiian getaway on a private white sand, reef-protected beach, ideal for snorkeling and safe for kids to swim with turtles and colorful fish. The serene sandy beach provides stunning views of lush mountains and captivating sunrises, creating a peaceful retreat.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Hauula
from $396 
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Akala Pua Beach Home Near South Shore Beaches
Akala Pua Beach Home Near South Shore Beaches
Akala Pua Beach Home Near South Shore Beaches

Akala Pua Beach Home Near South Shore Beaches

Akala Pua is a beautifully maintained three-bedroom home ideally located within walking distance to two popular South Shore beaches in Poipu—Lawai Beach on your left and Baby Beach on your right. Both beaches are just over 200 yards away, offering sun, sand, and surf for your enjoyment.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $905 
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North Shore Hawaiian Countryside 1-Bed Apartment
North Shore Hawaiian Countryside 1-Bed Apartment
North Shore Hawaiian Countryside 1-Bed Apartment

North Shore Hawaiian Countryside 1-Bed Apartment

Escape to this cozy North Shore 1-bedroom, 1-bathroom apartment nestled in the lush Hawaiian countryside. The unit offers a comfortable Queen bed in the bedroom and a living area with two pull-out memory foam sofa beds—one Queen and one Full—accommodating up to six guests.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Waialua
from $809 
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Charming Maui Cottage near Haiku Town Center
Charming Maui Cottage near Haiku Town Center
Charming Maui Cottage near Haiku Town Center

Charming Maui Cottage near Haiku Town Center

Experience authentic Maui living in the cozy "KALA" cottage, part of a pair of identical 810 sqft homes nestled on a half-acre lot just behind Haiku Town center. This private retreat offers a perfect blend of comfort and convenience, located at the start of the scenic Road to Hana, making it an ideal base for exploring the island's natural wonders.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Haiku-Pauwela
from $313 
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Anini Ohana Hale Beachside Cottage Hawaii
Anini Ohana Hale Beachside Cottage Hawaii
Anini Ohana Hale Beachside Cottage Hawaii

Anini Ohana Hale Beachside Cottage Hawaii

Anini Ohana Hale TVNC 4255 is a beautifully located vacation home nestled between a private beach access just 85 steps away and 1500 acres of preserved rainforest land. This two-bedroom, two-bathroom cottage offers a unique blend of privacy, natural beauty, and modern comforts, making it an ideal choice for families or couples seeking a relaxing Hawaiian escape.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kilauea
from $580 
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Romantic Seaside Cottage in Milolii, Hawaii
Romantic Seaside Cottage in Milolii, Hawaii
Romantic Seaside Cottage in Milolii, Hawaii

Romantic Seaside Cottage in Milolii, Hawaii

This romantic seaside cottage is a true Hawaiian treasure, nestled in the small village of Milolii, known as the last fishing village in Hawaii. Positioned just a short stroll from the ocean, the property offers breathtaking views of the sea from almost every room.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Captain Cook
from $322 
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Charming Kapaa Cottage Near Beach & Downtown
Charming Kapaa Cottage Near Beach & Downtown
Charming Kapaa Cottage Near Beach & Downtown

Charming Kapaa Cottage Near Beach & Downtown

Discover the perfect retreat at Ohia Kai Vacation Rentals, ideally situated for exploring Kapaa and Kauai. This charming cottage serves as an excellent base for walkers and car travelers alike. Just a 10-minute stroll takes you to the beautiful beach, while downtown Kapaa is only five minutes away on foot, offering vibrant shops and restaurants.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kapa?a
from $264 
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Hale Makai Cottage 5 - Kauai North Shore Escape
Hale Makai Cottage 5 - Kauai North Shore Escape
Hale Makai Cottage 5 - Kauai North Shore Escape

Hale Makai Cottage 5 - Kauai North Shore Escape

Experience the serene beauty of Kauai's North Shore at Hale Makai Cottage #5. This inviting retreat offers two comfortable bedrooms and two bathrooms, making it ideal for families or groups of friends. The primary bedroom features a luxurious king-size bed and an ensuite bathroom, providing a private and restful space.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Hanelai
from $1,475 
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Hawaiian Cowboy Cottage in Princeville
Hawaiian Cowboy Cottage in Princeville
Hawaiian Cowboy Cottage in Princeville

Hawaiian Cowboy Cottage in Princeville

Experience the unique charm of the Hawaiian Cowboy Cottage, a standalone retreat nestled in the Princeville Paniolo condominium complex. This spacious home offers two large living areas with ample natural light, creating a comfortable and inviting atmosphere for your vacation.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Princeville
from $329 
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Oceanfront 1-Bedroom Duplex Cottage Near Secluded Beach
Oceanfront 1-Bedroom Duplex Cottage Near Secluded Beach
Oceanfront 1-Bedroom Duplex Cottage Near Secluded Beach

Oceanfront 1-Bedroom Duplex Cottage Near Secluded Beach

Escape to this charming oceanfront duplex cottage located just 150 yards from a pristine, secluded beach. Perfect for those seeking tranquility and natural beauty, this one-bedroom unit offers a cozy and inviting retreat. The bedroom features a luxurious king-size bed, while the living room includes a convertible bed, making it ideal for couples or small families.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Maunaloa
from $143 
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Spacious One-Bedroom Cottage on Kona Farm
Spacious One-Bedroom Cottage on Kona Farm
Spacious One-Bedroom Cottage on Kona Farm

Spacious One-Bedroom Cottage on Kona Farm

This charming one-bedroom apartment offers a peaceful retreat on a working farm in South Kona, Hawaii. Situated in a side-by-side duplex, the cottage provides a serene setting with lush foliage, ocean, and mountain views. The elevation ensures cool temperatures, ideal for relaxation.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Captain Cook
from $155 
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Charming 2BR Garden Cottage in Honolulu Near Waikiki
Charming 2BR Garden Cottage in Honolulu Near Waikiki
Charming 2BR Garden Cottage in Honolulu Near Waikiki

Charming 2BR Garden Cottage in Honolulu Near Waikiki

Welcome to Garden Cottage Unit A, your ideal 30-night rental in the heart of Honolulu. This charming 2-bedroom home offers tropical decor and a spacious layout designed for comfort and socializing.
Located just a short walk from the Honolulu Zoo, Aquarium, and the expansive Kapiolani Park, this cottage provides an unbeatable base for exploring Oahu's top attractions without the need for a car.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Honolulu
from $180 
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Bohemian 2-Bed Maui Condo Near Beaches and Golf
Bohemian 2-Bed Maui Condo Near Beaches and Golf
Bohemian 2-Bed Maui Condo Near Beaches and Golf

Bohemian 2-Bed Maui Condo Near Beaches and Golf

5 bathrooms. The condo boasts vaulted ceilings, split AC units, and expansive windows that invite the island’s natural beauty indoors. Ideal for up to 4 guests, the master bedroom has a queen-size bed, plenty of windows, and a ceiling fan, providing a cool, airy space.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $410 
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Charming Garden Cottages in Honolulu - 30 Night Stay
Charming Garden Cottages in Honolulu - 30 Night Stay
Charming Garden Cottages in Honolulu - 30 Night Stay

Charming Garden Cottages in Honolulu - 30 Night Stay

Welcome to Garden Cottage A & B, a charming pair of vintage-inspired Hawaiian cottages perfect for a long-term stay in Honolulu. These cozy retreats offer the ideal blend of privacy and togetherness, making them an excellent choice for families or groups.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Honolulu
from $384 
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Ocean View Hawaii Cottage - 30 Day Rental
Ocean View Hawaii Cottage - 30 Day Rental
Ocean View Hawaii Cottage - 30 Day Rental

Ocean View Hawaii Cottage - 30 Day Rental

Experience a beautifully renovated 1200 sq ft cottage offering stunning city and ocean views in a prime Hawaii location. This spacious 2-bedroom bungalow features king beds in both rooms, with an additional full bed in one, comfortably sleeping five guests.

  • 2 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Honolulu
from $185 
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Charming Maui Beach Bungalow with Free Daily Activities
Charming Maui Beach Bungalow with Free Daily Activities
Charming Maui Beach Bungalow with Free Daily Activities

Charming Maui Beach Bungalow with Free Daily Activities

Experience the perfect Maui escape in this beautifully renovated 2-bedroom, 2-bath cottage located at the International Colony Club near Kaanapali. The home seamlessly blends modern comfort with rustic plantation charm, offering a spacious open-concept living area, a fully equipped kitchen with quartz countertops and a large island, and a private lanai with BBQ grill and dining for six.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $398 
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Haleiwa Cottage with 30-Night Stay Minimum
Haleiwa Cottage with 30-Night Stay Minimum
Haleiwa Cottage with 30-Night Stay Minimum

Haleiwa Cottage with 30-Night Stay Minimum

Experience the laid-back charm of Haleiwa in this beautifully restored 3-bedroom, 2-bath cottage located just two blocks from the beach in the heart of Haleiwa Town. Perfectly suited for those seeking a relaxing getaway or an adventure-filled holiday, this home offers a comfortable and convenient base for exploring the North Shore.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Haleiwa
from $290 
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Charming Hale Palila A-Frame Cabin Near Volcano Park
Charming Hale Palila A-Frame Cabin Near Volcano Park
Charming Hale Palila A-Frame Cabin Near Volcano Park

Charming Hale Palila A-Frame Cabin Near Volcano Park

Discover tranquility at Hale Palila, a spacious A-frame cottage nestled on a lush golf course on Hawaii's Big Island. Located just 5 minutes from the entrance to Volcano National Park, this retreat offers a perfect blend of comfort and natural beauty.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Volcano
from $155 
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Beachfront Sand Dollar Cottage with Ocean Views
Beachfront Sand Dollar Cottage with Ocean Views
Beachfront Sand Dollar Cottage with Ocean Views

Beachfront Sand Dollar Cottage with Ocean Views

Welcome to the Sand Dollar Cottage, a serene beachfront retreat nestled in the gated Mokuleia Beach Colony. One of only five cottages facing the ocean, this charming duplex offers breathtaking views of endless aquamarine waters and vibrant morning skies.

  • 0 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Waialua
from $427 
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Charming Kona Coffee Estate with Cottages & Dance Studio
Charming Kona Coffee Estate with Cottages & Dance Studio
Charming Kona Coffee Estate with Cottages & Dance Studio

Charming Kona Coffee Estate with Cottages & Dance Studio

Discover Orchid Isle Manor, a serene 5-acre retreat nestled in Kona Coffee country on the slopes of Hualalai volcano. This private estate offers four inviting one-bedroom cottages, each featuring a loft, kitchenette, and bathroom, perfect for a relaxing getaway.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Holualoa
from $248 
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Oceanfront Pali Kai Cottages in Kauai - 4BR Luxury Retreat
Oceanfront Pali Kai Cottages in Kauai - 4BR Luxury Retreat
Oceanfront Pali Kai Cottages in Kauai - 4BR Luxury Retreat

Oceanfront Pali Kai Cottages in Kauai - 4BR Luxury Retreat

Welcome to the Oceanfront Pali Kai cottages, a beautifully renovated retreat perched on a bluff overlooking the picturesque Kalapaki Bay in Kauai. This spacious 4-bedroom, 4-bathroom home combines the comfort of private living with the amenities of the nearby Royal Sonesta Kauai Resort and Kauai Lagoons Golf course.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 12
Hawaii> Lihue
from $1,138 
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Cozy Volcano Retreat with Hot Tub and Forest Views
Cozy Volcano Retreat with Hot Tub and Forest Views
Cozy Volcano Retreat with Hot Tub and Forest Views

Cozy Volcano Retreat with Hot Tub and Forest Views

Experience a charming and comfortable retreat nestled in a stunning volcanic setting. The cozy living room features a plush pull-out sofa and a warm gas fireplace, perfect for unwinding after a day of adventure. Its inviting ambiance makes it an ideal spot for relaxation.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Mountain View
from $195 
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Charming 3BR Hawaiian Cottage Near Kahekili Beach
Charming 3BR Hawaiian Cottage Near Kahekili Beach
Charming 3BR Hawaiian Cottage Near Kahekili Beach

Charming 3BR Hawaiian Cottage Near Kahekili Beach

Escape to this charming Hawaiian-style 3-bedroom cottage located in one of Maui's first and most established communities on the West Side. Perfect for families and groups, this home offers an authentic island experience with modern comforts. The master bedroom features a queen bed and a private full bath, while the second bedroom has two twin beds that can be converted into a king, and the third bedroom offers a cozy queen bed.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $572 
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Oceanfront The Cottage in Kona with Sunset Views
Oceanfront The Cottage in Kona with Sunset Views
Oceanfront The Cottage in Kona with Sunset Views

Oceanfront The Cottage in Kona with Sunset Views

The Cottage offers a charming, fully remodeled one-bedroom oceanfront retreat in Kona, perfect for those seeking a tropical escape. Step outside to your furnished lanai and listen to the soothing sounds of the waves just beyond, capturing the true essence of coastal living.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua Kona
from $525 
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Hale Kai Kalani Kauai Cottage Near Rock Quarry Beach
Hale Kai Kalani Kauai Cottage Near Rock Quarry Beach
Hale Kai Kalani Kauai Cottage Near Rock Quarry Beach

Hale Kai Kalani Kauai Cottage Near Rock Quarry Beach

5 acres just above the scenic Rock Quarry Beach. This charming, single-story home offers approximately 1,000 square feet of comfortable living space, thoughtfully designed for a relaxing island escape. The spacious lanai provides stunning views of the Pacific Ocean, the lush Kilauea River valley, and the vibrant Crater Hill National Wildlife Preserve, complemented by the soothing sounds of a tropical jungle waterfall.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kilauea
from $617 
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Hale Nene Cozy Honeymoon & Artist Retreat
Hale Nene Cozy Honeymoon & Artist Retreat
Hale Nene Cozy Honeymoon & Artist Retreat

Hale Nene Cozy Honeymoon & Artist Retreat

Welcome to Hale Nene, your ideal one-bedroom getaway nestled in the heart of Volcano Village. Designed for romance, creativity, or relaxation, this cozy home comfortably hosts 2-4 guests with a brand new queen-sized bed and a fold-out futon couch in the living room.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Volcano
from $136 
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Hamakua Sunrise Farm Cozy Eco-Friendly Cottage
Hamakua Sunrise Farm Cozy Eco-Friendly Cottage
Hamakua Sunrise Farm Cozy Eco-Friendly Cottage

Hamakua Sunrise Farm Cozy Eco-Friendly Cottage

Welcome to Hamakua Sunrise Farm, a serene 10-acre farmstead where regenerative farming practices and eco-tourism come together to reconnect you with nature and your roots. The farm operates with 50% solar power and collects rainwater, embodying sustainability and harmony with the environment.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Papaaloa
from $224 
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Charming 2-Bedroom Ohana Cottage with Pool & Ocean View
Charming 2-Bedroom Ohana Cottage with Pool & Ocean View
Charming 2-Bedroom Ohana Cottage with Pool & Ocean View

Charming 2-Bedroom Ohana Cottage with Pool & Ocean View

Discover this charming 2-bedroom Ohana cottage nestled behind the main house, offering a peaceful retreat with its own lanai overlooking the ocean. The cottage comfortably accommodates up to five guests with a king-size bed in one room, a queen-size bed in the other, and a queen pull-out sofa in the living area.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Keaau
from $482 
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Molokai Beachfront Condo at Kaluakoi Resort
Molokai Beachfront Condo at Kaluakoi Resort
Molokai Beachfront Condo at Kaluakoi Resort

Molokai Beachfront Condo at Kaluakoi Resort

Experience breathtaking sunsets, pristine white-sand beaches, and gentle ocean breezes in this stunning beachfront condo located at Kaluakoi Resort on Molokai. This tranquil island retreat offers a perfect escape from everyday life. The condo comfortably sleeps four, featuring a bedroom with a king-sized bed and a queen sofa-bed in the living area.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Maunaloa
from $230 
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Remodeled 2-Bedroom Gated Cottage Near Beaches
Remodeled 2-Bedroom Gated Cottage Near Beaches
Remodeled 2-Bedroom Gated Cottage Near Beaches

Remodeled 2-Bedroom Gated Cottage Near Beaches

Discover this newly remodeled 2-bedroom gated cottage nestled at a pleasant elevation, offering gentle tropical breezes and serene natural sounds. The lush mauka scenery provides a peaceful retreat, perfect for relaxing amid island beauty. Ear plugs are provided for those who prefer extra quiet.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $302 
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Remodeled Sugarcane Plantation Home Near Downtown Hilo
Remodeled Sugarcane Plantation Home Near Downtown Hilo
Remodeled Sugarcane Plantation Home Near Downtown Hilo

Remodeled Sugarcane Plantation Home Near Downtown Hilo

Discover this charming, recently remodeled sugarcane plantation-style home located just 5 minutes from downtown Hilo. Whether you're traveling with family or friends, this property offers a cozy and authentic Hawaiian experience in a peaceful neighborhood away from tourist crowds.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Hilo
from $186 
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Kepuhi Beach Cottage 2B - Oceanfront Molokai Retreat
Kepuhi Beach Cottage 2B - Oceanfront Molokai Retreat
Kepuhi Beach Cottage 2B - Oceanfront Molokai Retreat

Kepuhi Beach Cottage 2B - Oceanfront Molokai Retreat

Experience the ultimate island escape at Kepuhi Beach Cottage 2B, a cozy two-bedroom, two-bath oceanfront retreat nestled on the west end of Molokai. This property offers a perfect blend of relaxation and adventure, with stunning views, direct beach access, and a warm, inviting atmosphere.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Maunaloa
from $284 
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Charming Cottage Near Ko'olau Mountains with Peaceful Setting
Charming Cottage Near Ko'olau Mountains with Peaceful Setting
Charming Cottage Near Ko'olau Mountains with Peaceful Setting

Charming Cottage Near Ko'olau Mountains with Peaceful Setting

Escape to this charming cottage situated in a quiet neighborhood adjacent to the majestic Ko'olau Mountains. The lush garden surrounds the property, offering a serene environment where you can unwind and breathe in the fresh sea air. The cozy space provides a peaceful retreat with a country ambiance, perfect for relaxation or a romantic getaway.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Waimanalo
from $259 
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Spectacular Ocean View Family Holiday Home in Makaha
Spectacular Ocean View Family Holiday Home in Makaha
Spectacular Ocean View Family Holiday Home in Makaha

Spectacular Ocean View Family Holiday Home in Makaha

This stylish two-story house offers breathtaking ocean views and is ideal for family or group vacations. The property features a private driveway and unobstructed vistas from the yard, living room, and upstairs side bedroom.
Inside, the downstairs area includes a fully equipped kitchen, comfortable living, and dining spaces decorated with Hawaiian wood furniture and leather sofas, accented by a European-made acrylic feature wall, adding a unique touch.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 12
Hawaii> Waianae
from $822 
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Beachfront Rental with Private Access on Oahu's North Shore
Beachfront Rental with Private Access on Oahu's North Shore
Beachfront Rental with Private Access on Oahu's North Shore

Beachfront Rental with Private Access on Oahu's North Shore

This charming beachfront home on Oahu's North Shore offers a unique opportunity for extended stays with flexible monthly rental options. The property boasts direct beach access through a private gate, making it ideal for those looking to enjoy Hawaii's stunning coastline.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Waialua
from $443 
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Charming 1-Bedroom Cottage in Lower Kula Maui
Charming 1-Bedroom Cottage in Lower Kula Maui
Charming 1-Bedroom Cottage in Lower Kula Maui

Charming 1-Bedroom Cottage in Lower Kula Maui

Experience a peaceful retreat in this charming 1-bedroom cottage located in lower Kula, Maui. Nestled on a lush 2-acre organic fruit orchard, the property offers breathtaking sunset views from your private lanai. Gaze upon the majestic Haleakala, Maui's Central Valley, West Maui mountains, Maalaea Harbor, and parts of North Kihei as you stroll through the orchard.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Makawao
from $350 
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Charming Maui Cottage Near Beach & Shave Ice
Charming Maui Cottage Near Beach & Shave Ice
Charming Maui Cottage Near Beach & Shave Ice

Charming Maui Cottage Near Beach & Shave Ice

Located on Maui's south side in a peaceful neighborhood close to the beach and famous shave ice spots, the THERE Maui Cottage offers an intimate, stylish space for your island escape. This detached, one-bedroom retreat is nestled on a quiet cul-de-sac and is part of the larger THERE Maui property.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $347 
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ICC 43 Spacious 2BD Kaanapali Cottage Steps to the Pool Walk to the Beach!
ICC 43 Spacious 2BD Kaanapali Cottage Steps to the Pool Walk to the Beach!
ICC 43 Spacious 2BD Kaanapali Cottage Steps to the Pool Walk to the Beach!

ICC 43 Spacious 2BD Kaanapali Cottage Steps to the Pool Walk to the Beach!

FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $327 
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Charming 2-Bedroom Cottage in Makawao
Charming 2-Bedroom Cottage in Makawao
Charming 2-Bedroom Cottage in Makawao

Charming 2-Bedroom Cottage in Makawao

Welcome to this charming 2-bedroom cottage nestled in the tranquil surroundings of Makawao. The property offers two king beds for restful nights and a comfortable living area equipped with a sofa bed, perfect for additional guests or relaxing evenings.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Makawao
from $564 
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Secluded Oceanfront Cottage- in Princeville – Private Hot Tub & Stunning Views
Secluded Oceanfront Cottage- in Princeville – Private Hot Tub & Stunning Views
Secluded Oceanfront Cottage- in Princeville – Private Hot Tub & Stunning Views

Secluded Oceanfront Cottage- in Princeville – Private Hot Tub & Stunning Views


For less than half the price of a standard hotel room, this private ocean bluff Cottage-Studio offers a luxurious and romantic experience—giving you more space, more privacy, and more of Kauai’s magic. Instead of a crowded resort, you’ll wake up to the sound of waves, watch whales breach from your lanai, and soak in your own private large recessed spa/hot tub on the lanai, star-watching and moon-watching.

  • 0 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Princeville
from $463 
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Luxury Kauai Makai Club Cottages Near Hanalei Bay
Luxury Kauai Makai Club Cottages Near Hanalei Bay
Luxury Kauai Makai Club Cottages Near Hanalei Bay

Luxury Kauai Makai Club Cottages Near Hanalei Bay

Located on Kauai's scenic North Shore, the Makai Club Cottages offer stunning mountain and Norfolk pine views, just five minutes from Hanalei Bay. These fully renovated, free-standing 2-bedroom cottages are ideal for couples seeking a romantic retreat or families looking for a relaxing golf vacation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Princeville
from $550 
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Kauai Makai Club Tropical Oasis Vacation Rental
Kauai Makai Club Tropical Oasis Vacation Rental
Kauai Makai Club Tropical Oasis Vacation Rental

Kauai Makai Club Tropical Oasis Vacation Rental

Escape to a lush tropical oasis at Makai Club on Kauai's North Shore. This charming resort is nestled among vibrant greenery and majestic mountains of The Garden Isle. Spend your days lounging on nearby beaches soaking up the sun, or venture out for snorkeling and scuba diving adventures in crystal-clear waters.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Princeville
from $472 
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Luxury Villa Luana with Ocean & Mountain Views
Luxury Villa Luana with Ocean & Mountain Views
Luxury Villa Luana with Ocean & Mountain Views

Luxury Villa Luana with Ocean & Mountain Views

Villa Luana is a stunning retreat nestled against a lush Hawaiian mountainside, blending natural beauty with upscale luxury. This elegant home invites you to indulge in comfort, offering sweeping mountain vistas and serene glimpses of the Pacific Ocean.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 12
Hawaii> Honolulu
from $465 
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Sun Cottage Luxury Hawaiian Home in Mauna Lani
Sun Cottage Luxury Hawaiian Home in Mauna Lani
Sun Cottage Luxury Hawaiian Home in Mauna Lani

Sun Cottage Luxury Hawaiian Home in Mauna Lani

Welcome to Sun Cottage, a stunning 3-bedroom, 3-bathroom detached home located in the prestigious Mauna Lani area of the Big Island. Brought to you by Paradise in Hawaii Luxury Homes, this property offers a perfect blend of sophistication, comfort, and island charm, making it an ideal retreat for families, friends, or special celebrations.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kamuela
from $612 
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Spacious Dual-Unit Maui Retreat near Kaanapali Beach
Spacious Dual-Unit Maui Retreat near Kaanapali Beach
Spacious Dual-Unit Maui Retreat near Kaanapali Beach

Spacious Dual-Unit Maui Retreat near Kaanapali Beach

This listing features two adjacent charming plantation-style cottages at the International Colony Club, perfect for families or groups seeking a spacious, comfortable island escape. Located at the base of the prestigious Kaanapali Hillside, these fully equipped cottages provide a relaxing retreat close to Kahekili (Airport) Beach, renowned snorkeling spots, and Maui’s top attractions.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 12
Hawaii> Lahaina
from $1,365 
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Luxury 2-Bedroom Cottage at Kukuiula Kauai
Luxury 2-Bedroom Cottage at Kukuiula Kauai
Luxury 2-Bedroom Cottage at Kukuiula Kauai

Luxury 2-Bedroom Cottage at Kukuiula Kauai

The two-bedroom cottages at The Lodge at Kukuiula on Kauai provide a luxurious retreat with access to an award-winning private club. Enjoy world-class amenities including an 18-hole Tom Weiskopf golf course, a sprawling spa and wellness complex, a 10-acre organic farm, and multiple pools.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $2,580 
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Luxury Ocean-View Hawaiian Beach Cottage Near Waimanalo
Luxury Ocean-View Hawaiian Beach Cottage Near Waimanalo
Luxury Ocean-View Hawaiian Beach Cottage Near Waimanalo

Luxury Ocean-View Hawaiian Beach Cottage Near Waimanalo

This stunning ocean-view cottage is perfectly situated just steps from the renowned Waimanalo Beach, rated as the #1 beach in the USA in 2015. Nestled in a peaceful Hawaiian village, you'll wake up to the melodious sounds of native birds, the sweet fragrance of tropical flowers, and the gentle rhythm of waves lapping on the shore.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Waimanalo
from $317 
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