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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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James Cottage: Historic Hawaiian Retreat with Ocean Views
James Cottage: Historic Hawaiian Retreat with Ocean Views
James Cottage: Historic Hawaiian Retreat with Ocean Views

James Cottage: Historic Hawaiian Retreat with Ocean Views

Experience the charm of James Cottage, a beautifully restored historic home nestled within The Puakea Ranch. Once a haven for paniolos over 100 years ago, this bungalow offers a unique blend of history, comfort, and natural beauty. Surrounded by lush tropical gardens, your private retreat features airy, light-filled spaces with stunning ocean vistas.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Hawi
from $467 
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Charming Kauai Country Cottage Near Anahola Bay
Charming Kauai Country Cottage Near Anahola Bay
Charming Kauai Country Cottage Near Anahola Bay

Charming Kauai Country Cottage Near Anahola Bay

Escape to Banana Hideaway, a charming country cottage nestled on lush acreage in Anahola, Kauai. Surrounded by vibrant fruit trees and tropical foliage, this authentic island retreat offers a genuine Kauai experience far from resort crowds. Wake up to breathtaking views of the iconic Kalalea mountain and drift to sleep listening to the soothing sounds of the ocean.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kilauea
from $402 
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Maui North Shore Ocean View Cottage with Beach Access
Maui North Shore Ocean View Cottage with Beach Access
Maui North Shore Ocean View Cottage with Beach Access

Maui North Shore Ocean View Cottage with Beach Access

Welcome to Maui by the Sea, a delightful ocean-view cottage nestled on Maui's scenic North Shore between Paia and Ho'okipa. This cozy, two-story rental offers breathtaking views of the sapphire ocean with lively waves, perfect for a tranquil and adventurous escape.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Paia
from $397 
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Charming Cottage in Kohala Estates with Stargazing
Charming Cottage in Kohala Estates with Stargazing
Charming Cottage in Kohala Estates with Stargazing

Charming Cottage in Kohala Estates with Stargazing

Discover this charming cottage converted from a detached garage in Kohala Estates, offering a cozy full kitchen and bathroom combined with a spacious living/bedroom area. Nestled in a peaceful community close to local resorts, this retreat is ideal for those seeking tranquility and stunning stargazing views.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Waimea
from $206 
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Charming Kona Ranch House Cottage with Hot Tub and Farm Views
Charming Kona Ranch House Cottage with Hot Tub and Farm Views
Charming Kona Ranch House Cottage with Hot Tub and Farm Views

Charming Kona Ranch House Cottage with Hot Tub and Farm Views

Escape to our charming Kona Ranch House Cottage situated on a 10-acre gated estate above the vibrant town of Kona. This cozy retreat offers spectacular panoramic views of the Kona Coast, perfect for a relaxing getaway.
The cottage features a private hot tub and porch swing, allowing you to unwind while soaking in breathtaking scenery.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $268 
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Charming Hale Nani Kai Beach House in Poipu
Charming Hale Nani Kai Beach House in Poipu
Charming Hale Nani Kai Beach House in Poipu

Charming Hale Nani Kai Beach House in Poipu

Welcome to Hale Nani Kai, a charming beach house nestled a short walk from Poipu Beach on Kauai's sunny south shore. This cozy retreat offers stunning ocean views and an authentic island experience, perfect for families or couples seeking a laid-back escape.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 7
Hawaii> Koloa
from $773 
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Charming Maui Cottage with Free Activities & Ocean View
Charming Maui Cottage with Free Activities & Ocean View
Charming Maui Cottage with Free Activities & Ocean View

Charming Maui Cottage with Free Activities & Ocean View

Experience the charm of Maui at Cottage 22 in the International Colony Club, a Hawaiian-style retreat blending traditional aesthetics with modern comforts. This 2-bedroom, 2-bathroom cottage comfortably accommodates up to 5 guests and offers a perfect base for exploring West Maui.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Lahaina
from $359 
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Luxury Kauai Cottage Near Poipu Beach with Pool
Luxury Kauai Cottage Near Poipu Beach with Pool
Luxury Kauai Cottage Near Poipu Beach with Pool

Luxury Kauai Cottage Near Poipu Beach with Pool

This beautifully decorated Kauai cottage combines the charm of early plantation days with modern comforts like central air conditioning, ensuring a luxurious island retreat. Its spacious one-story layout spans approximately 2,210 square feet, offering three bedrooms and three bathrooms.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $1,395 
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Hale Honu Hawaiian Cottage Near Poipu Beach
Hale Honu Hawaiian Cottage Near Poipu Beach
Hale Honu Hawaiian Cottage Near Poipu Beach

Hale Honu Hawaiian Cottage Near Poipu Beach

This beautifully designed Hawaiian plantation-style cottage, Hale Honu, offers an authentic island experience just steps from Poipu Beach Park and Brennecke’s Beach. Located on a quiet dead-end street, this retreat blends historic charm with modern comforts, making it an ideal spot for a relaxing vacation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $737 
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Entabeni Cottage with Ocean Views on Maui's North Shore
Entabeni Cottage with Ocean Views on Maui's North Shore
Entabeni Cottage with Ocean Views on Maui's North Shore

Entabeni Cottage with Ocean Views on Maui's North Shore

Entabeni Cottage offers a serene escape on Maui's north shore, perched above the Road to Hana with breathtaking views of the Pacific Ocean. 25-acre tropical flower garden, providing an idyllic setting for relaxation and adventure.

Powered by the sun, the cottage combines eco-friendly living with comfort.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 2
Hawaii> Hana
from $476 
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Charming 3BR Duplex Near Hanalei Bay and Beach
Charming 3BR Duplex Near Hanalei Bay and Beach
Charming 3BR Duplex Near Hanalei Bay and Beach

Charming 3BR Duplex Near Hanalei Bay and Beach

Recently updated, this charming 3-bedroom duplex condo offers a comfortable stay just outside Princeville on Hanalei Plantation Road. The master bedroom features a king bed, the second bedroom has a queen, and the third bedroom provides a twin bed, accommodating families and groups with ease.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Princeville
from $680 
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Hale Huna: Private Cottage Near Kauai Beaches
Hale Huna: Private Cottage Near Kauai Beaches
Hale Huna: Private Cottage Near Kauai Beaches

Hale Huna: Private Cottage Near Kauai Beaches

Experience the tranquility of Hale Huna ('Hidden House'), a delightful cottage perched on a hillside on Kauai's North Shore. Nestled at the end of a quiet cul-de-sac, this property offers unmatched privacy and serenity, away from the busy highway noise common in many rentals.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Hanalei
from $520 
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Charming 2BR Beachside Cottage in North Kihei
Charming 2BR Beachside Cottage in North Kihei
Charming 2BR Beachside Cottage in North Kihei

Charming 2BR Beachside Cottage in North Kihei

Discover this charming and well-maintained 2-bedroom, 1-bath cottage nestled in the peaceful area of North Kihei. Located just a short 30-second walk across the street from a beautiful 5-mile-long beach, this property offers the perfect Hawaiian getaway.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $565 
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Haleakala Cottage at Huelo Point Lookout Maui
Haleakala Cottage at Huelo Point Lookout Maui
Haleakala Cottage at Huelo Point Lookout Maui

Haleakala Cottage at Huelo Point Lookout Maui

Welcome to Haleakala Cottage at Huelo Point Lookout, your perfect base for exploring Maui's stunning north shore and the iconic Road to Hana. Nestled amidst lush gardens and organic orchards, this cozy cottage offers tranquility and comfort for a memorable Hawaiian getaway.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Haiku
from $518 
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Charming Hawaiian Cottage Near Beach & Restaurants
Charming Hawaiian Cottage Near Beach & Restaurants
Charming Hawaiian Cottage Near Beach & Restaurants

Charming Hawaiian Cottage Near Beach & Restaurants

Experience the charm of this beautifully renovated Hawaiian cottage inspired by old plantation style, combined with modern comforts. Located in a highly desirable neighborhood within walking distance to local restaurants, shops, and the family-friendly Baby Beach, this home offers the perfect setting for your island getaway.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Koloa
from $821 
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Poipu Island Golf Course Retreat with Pool and Ocean Views
Poipu Island Golf Course Retreat with Pool and Ocean Views
Poipu Island Golf Course Retreat with Pool and Ocean Views

Poipu Island Golf Course Retreat with Pool and Ocean Views

Experience the best of island living at this charming plantation-style home in Poipu, nestled on the first hole of the Kiahuna Golf Course. 5-bath property offers a perfect blend of comfort, style, and natural beauty. The well-equipped kitchen features a Viking oven and range, ideal for preparing delicious meals.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $1,172 
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Luxury Kauai Vacation Home with Ocean Views
Luxury Kauai Vacation Home with Ocean Views
Luxury Kauai Vacation Home with Ocean Views

Luxury Kauai Vacation Home with Ocean Views

Discover this exquisite luxury vacation home in the prestigious Kukuiula community on Kauai. Built in 2022, this spacious two-story residence offers approximately 3,600 square feet of elegant living space. The home features modern plantation-style architecture with a bright, open floor plan that seamlessly blends indoor and outdoor living.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,966 
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Serene Hawaiian Cottage with Ocean & Mountain Views
Serene Hawaiian Cottage with Ocean & Mountain Views
Serene Hawaiian Cottage with Ocean & Mountain Views

Serene Hawaiian Cottage with Ocean & Mountain Views

Aloha and welcome to Cottage Nene, your peaceful Hawaiian escape nestled in the lush Makaha Valley. 5-bath home, built in 2022, offers a perfect blend of luxurious comfort and natural beauty.
Step inside to an airy, open-concept interior with soaring 14-foot ceilings in the living room and 9-foot ceilings throughout the rest of the house, creating a spacious, inviting atmosphere.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Waianae
from $625 
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Luxury 1-Bedroom Cottage with Outdoor Lava-Shower in Kauai
Luxury 1-Bedroom Cottage with Outdoor Lava-Shower in Kauai
Luxury 1-Bedroom Cottage with Outdoor Lava-Shower in Kauai

Luxury 1-Bedroom Cottage with Outdoor Lava-Shower in Kauai

Experience the perfect blend of comfort and luxury in this bright, newly renovated 1-bedroom, 1-bath cottage nestled in a peaceful upscale neighborhood of Kauai. Spanning 768 square feet, the home offers a spacious, natural setting with high-end furnishings and thoughtful amenities that make your stay truly memorable.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Koloa
from $460 
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Charming Palaka Cottage Near Hanalei Bay Kauai
Charming Palaka Cottage Near Hanalei Bay Kauai
Charming Palaka Cottage Near Hanalei Bay Kauai

Charming Palaka Cottage Near Hanalei Bay Kauai

Escape to the enchanting Palaka Cottage, a beautifully renovated 2-bedroom, 1-bath vacation home that captures the nostalgic charm of old Hawaiian plantation cottages. Located directly across from the iconic Hanalei Bay, this cottage offers a perfect blend of historic appeal and modern comforts.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Hanalei
from $950 
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Malaekahana Ocean Front Cottage (30 day min)
Malaekahana Ocean Front Cottage (30 day min)
Malaekahana Ocean Front Cottage (30 day min)

Malaekahana Ocean Front Cottage (30 day min)

Discover this beautiful and tranquil oceanfront cottage nestled on the North Shore of Oahu. Located on the first level of a private estate, it sits on over ¾ acres of manicured lawn leading directly to the ocean, offering breathtaking views from every room.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kahuku
from $352 
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Luxury 5-Bedroom Kauai Vacation Home with Pool
Luxury 5-Bedroom Kauai Vacation Home with Pool
Luxury 5-Bedroom Kauai Vacation Home with Pool

Luxury 5-Bedroom Kauai Vacation Home with Pool

5-bath compound offers a perfect blend of comfort and luxury for an unforgettable Kauai vacation.
Designed with elegance and practicality in mind, the home comfortably sleeps 10 guests, featuring four bedrooms with plush king-size beds dressed in luxurious Frette linens, and a separate ohana cottage with one bedroom and a full bath for additional privacy.

  • 5 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,574 
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Kauai North Shore Cottage with Hot Tub and Kayak
Kauai North Shore Cottage with Hot Tub and Kayak
Kauai North Shore Cottage with Hot Tub and Kayak

Kauai North Shore Cottage with Hot Tub and Kayak

6-acre estate. This handcrafted, eco-friendly redwood home offers a perfect blend of comfort, privacy, and natural beauty. The one-bedroom, one-bath cottage features an architecturally interesting design with island and oriental furnishings, including a hand-carved king-sized poster bed with crisp cotton sheets, a cozy living area with a queen sofa bed, and a tiled bathroom.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kilauea
from $439 
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Charming Ocean View Cottage in South Maui
Charming Ocean View Cottage in South Maui
Charming Ocean View Cottage in South Maui

Charming Ocean View Cottage in South Maui

Discover the perfect romantic escape or peaceful retreat in our charming 1-bedroom ocean view cottage nestled on a hillside in sunny south Maui. This cozy haven offers breathtaking ocean vistas and ultimate privacy, making it an ideal spot for couples seeking tranquility and comfort.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $328 
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Charming Hale Milo in Kukuiula with Tropical Views
Charming Hale Milo in Kukuiula with Tropical Views
Charming Hale Milo in Kukuiula with Tropical Views

Charming Hale Milo in Kukuiula with Tropical Views

5 bathroom home nestled in Kukuiula's lush Kaulu neighborhood. This distinctive island retreat offers a warm, inviting ambiance with handcrafted details and vibrant tropical landscaping that create a truly immersive island experience.
Inside, the airy primary suite features a private enclosed lanai, a cozy desk area, and an outdoor garden shower, perfect for relaxing after a day at the nearby beaches.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Koloa
from $814 
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Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore
Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore
Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore

Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore

Uncover the allure of Waimanalo and lose yourself in the tropical paradise of Waimanalo Beach, where our exquisite cottages and breathtaking surroundings await. Embark on a journey of discovery by indulging in the myriad of exciting activities we have to offer.

  • 9 bedroom
  • 9 bathroom
  • Sleeps 24
Hawaii> Waimanalo
from $3,781 
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Charming Tropical Garden Cottages Near Beach Hawaii
Charming Tropical Garden Cottages Near Beach Hawaii
Charming Tropical Garden Cottages Near Beach Hawaii

Charming Tropical Garden Cottages Near Beach Hawaii

Tropical Garden Cottages at Fern Grotto Inn offer a unique blend of authentic Hawaiian charm and modern comfort. Situated just one block from the pristine swimming beach at Lydgate Park, our property provides an ideal base for exploring both the North and South Shores of Kauai within 45 minutes.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kapaa
from $346 
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Charming Kona Cottage for Romantic Hawaii Retreat
Charming Kona Cottage for Romantic Hawaii Retreat
Charming Kona Cottage for Romantic Hawaii Retreat

Charming Kona Cottage for Romantic Hawaii Retreat

Escape to the Kona side of Hawaii and unwind in this charming Cottage at Ohia Place, nestled in the lush mountains of North Kona. Situated at a cool 1600' elevation on Mount Hualala'i in Kaloko Mauka, this safe and serene location offers a peaceful retreat away from volcanic activity, ideal for honeymooners and couples seeking a romantic escape.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $344 
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Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage
Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage
Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage

Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage

Hale Lanikai is a beautifully updated Hawaiian-style family vacation rental located on a pristine sandy beach in Lanikai. This property offers a perfect blend of comfort, style, and natural beauty, making it an ideal escape for families and groups seeking a relaxing getaway.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kailua
from $2,781 
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Charming 2-Bedroom Country Guest House with Nature Sounds
Charming 2-Bedroom Country Guest House with Nature Sounds
Charming 2-Bedroom Country Guest House with Nature Sounds

Charming 2-Bedroom Country Guest House with Nature Sounds

Escape to this charming 2-bedroom, 1-bath guest house set in a tranquil country landscape, surrounded by the soothing sounds of coque frogs, roosters, turkeys, and chickens. Perched at approximately 1000 feet above sea level, this cozy retreat offers a perfect escape into nature.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $221 
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Surf Temple Hawaiian Cottage with Lava Rock Walls
Surf Temple Hawaiian Cottage with Lava Rock Walls
Surf Temple Hawaiian Cottage with Lava Rock Walls

Surf Temple Hawaiian Cottage with Lava Rock Walls

Experience the serenity of Hawaiian island living at Surf Temple, a beautifully designed cottage that seamlessly blends modern comfort with traditional Hawaiian charm. The property is adorned with striking lava rock walls that add a unique, authentic touch to both the house and the lush grounds, which are filled with vibrant tropical plants and fruit trees, creating a truly idyllic setting.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $458 
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Oceanfront Puako Beach House with Lanai
Oceanfront Puako Beach House with Lanai
Oceanfront Puako Beach House with Lanai

Oceanfront Puako Beach House with Lanai

Experience the serenity of Hale Aloha, a charming and private oceanfront guest house nestled in the magical neighborhood of Puako on the Big Island of Hawaii. Built in the 1950s and fully renovated in 2014, this Hawaiian-style retreat preserves its historic charm while offering modern comforts.

  • 0 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Waimea
from $454 
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Kealakekua Bay Coffee Cottage in Captain Cook, Hawaii
Kealakekua Bay Coffee Cottage in Captain Cook, Hawaii
Kealakekua Bay Coffee Cottage in Captain Cook, Hawaii

Kealakekua Bay Coffee Cottage in Captain Cook, Hawaii

Escape to the charming Coffee Cottage in Captain Cook, Hawaii, offering breathtaking views of Kealakekua Bay. Located at 1350 ft. elevation among lush coffee trees, this newly built retreat provides a perfect year-round temperature for relaxation and adventure.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Captain Cook
from $339 
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Charming Poipu Beach Cottage with Garden & Ocean Views
Charming Poipu Beach Cottage with Garden & Ocean Views
Charming Poipu Beach Cottage with Garden & Ocean Views

Charming Poipu Beach Cottage with Garden & Ocean Views

Step into this charming plantation-style cottage just steps from Poipu and Brennecke's Beaches, offering an authentic Hawaiian experience with modern comforts. The lovingly renovated home features high ceilings, large airy windows, and island-inspired furnishings that create a warm, inviting atmosphere reminiscent of old paradise.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Poipu Beach
from $688 
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Charming 1920s Hanalei Beach Cottage Near Surf
Charming 1920s Hanalei Beach Cottage Near Surf
Charming 1920s Hanalei Beach Cottage Near Surf

Charming 1920s Hanalei Beach Cottage Near Surf

Experience the charm of this 1920s plantation-style cottage nestled in the heart of Hanalei. Just steps from the beach, this home offers a true Hawaiian island vibe with vintage character and modern comforts. The location is perfect for exploring the area; a short walk or bike ride will take you to an array of local restaurants, shops, and markets.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Hanalei
from $776 
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Charming G & Z Upcountry Bed & Breakfast Cottage
Charming G & Z Upcountry Bed & Breakfast Cottage
Charming G & Z Upcountry Bed & Breakfast Cottage

Charming G & Z Upcountry Bed & Breakfast Cottage

Welcome to G & Z Upcountry Bed & Breakfast Cottage, a serene retreat nestled on half an acre in Kula Maui. Surrounded by lush greenery and shaded by a jacaranda and avocado trees, this charming cottage offers a perfect blend of rural tranquility and convenient access to Maui's top sights.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kula
from $206 
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Hale Leialoha Maui Cottage with Sunset Views
Hale Leialoha Maui Cottage with Sunset Views
Hale Leialoha Maui Cottage with Sunset Views

Hale Leialoha Maui Cottage with Sunset Views

Welcome to Hale Leialoha, a beautiful 2-bedroom, 2-bath plantation-style cottage nestled in the heart of upcountry Maui in the charming town of Haiku. This 1,000 sq ft custom-built home offers a perfect blend of modern comfort and traditional Hawaiian charm, making it an ideal retreat for your Hawaiian vacation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Haiku-Pauwela
from $411 
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Charming Kona Mauna Kai Farm with Ocean Views
Charming Kona Mauna Kai Farm with Ocean Views
Charming Kona Mauna Kai Farm with Ocean Views

Charming Kona Mauna Kai Farm with Ocean Views

Kona Mauna Kai is a working farm nestled on the slopes of Mauna Loa on Hawaii's Big Island, offering breathtaking 180-degree views of the Kona coast. The farm cultivates a variety of fresh produce including avocados, macadamia nuts, Kona coffee, citrus fruits, bananas, guava, and more, with seasonal harvests providing a delicious farm-to-table experience.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Captain Cook
from $175 
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Spacious West Maui 3BR Cottage with Free Activities
Spacious West Maui 3BR Cottage with Free Activities
Spacious West Maui 3BR Cottage with Free Activities

Spacious West Maui 3BR Cottage with Free Activities

Escape to the tranquil beauty of West Maui in this spacious 3-bedroom, 2-bathroom cottage nestled within the International Colony Club at North Kaanapali. Designed for comfort and relaxation, this charming retreat offers modern amenities and classic Hawaiian charm, making it an ideal destination for families or groups seeking a memorable island vacation.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Lahaina
from $618 
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Charming Pineapple Cottage with Ocean View & Privacy
Charming Pineapple Cottage with Ocean View & Privacy
Charming Pineapple Cottage with Ocean View & Privacy

Charming Pineapple Cottage with Ocean View & Privacy

5 acres of lush tropical landscape. It features hardwood floors, shaker cabinets, granite countertops, and a newly purchased leather sofa, creating a comfortable and stylish living space.
The covered lanai with a BBQ offers stunning views of a ravine and flowing stream, perfect for relaxing or entertaining.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Haiku-Pauwela
from $455 
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Charming Kona Beach Cottage with Private Patio
Charming Kona Beach Cottage with Private Patio
Charming Kona Beach Cottage with Private Patio

Charming Kona Beach Cottage with Private Patio

Escape to this charming Kona beach cottage perched on the west coast of the Big Island. This 1-bedroom, 1-bath home offers a tranquil retreat with modern comforts and easy access to Hawaii’s best beaches and attractions.
The cottage features a comfortable queen bed and a walk-in shower, creating a cozy indoor space.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $191 
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Hawaiian Island Cottage with Sunset Views & Gardens
Hawaiian Island Cottage with Sunset Views & Gardens
Hawaiian Island Cottage with Sunset Views & Gardens

Hawaiian Island Cottage with Sunset Views & Gardens

Escape to this beautiful island-style cottage offering breathtaking sunset views and a lush tropical garden. Designed for eco-conscious guests, this non-smoking retreat immerses you in authentic Hawaiian living. Relax in the soaking tub, pick fresh herbs, vegetables, and fruits from the garden, or take a peaceful stroll through the vibrant greenery.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Captain Cook
from $204 
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Sugar Mill Cottage in Poipu with Beach Access
Sugar Mill Cottage in Poipu with Beach Access
Sugar Mill Cottage in Poipu with Beach Access

Sugar Mill Cottage in Poipu with Beach Access

Experience the perfect Kauai getaway at Sugar Mill Cottage, nestled in the heart of Poipu Kai Resort. This beautifully upgraded, one-level home offers approximately 1,400 square feet of comfortable living space, ideal for families or friends seeking a relaxing retreat.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $503 
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Serene Artistic Retreat Near Hawaii Volcanoes Park
Serene Artistic Retreat Near Hawaii Volcanoes Park
Serene Artistic Retreat Near Hawaii Volcanoes Park

Serene Artistic Retreat Near Hawaii Volcanoes Park

Welcome to this tranquil artistic retreat located just 5 minutes from Hawaii Volcanoes National Park and charming village restaurants. This spacious home serves as an ideal base for exploring the East Side of the island, offering a perfect blend of comfort, natural beauty, and convenience.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Volcano
from $435 
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Kona Rain Forest Retreat Cottage for Romantic Getaway
Kona Rain Forest Retreat Cottage for Romantic Getaway
Kona Rain Forest Retreat Cottage for Romantic Getaway

Kona Rain Forest Retreat Cottage for Romantic Getaway

Immerse yourself in the tranquility of this cozy, private rain forest retreat cottage nestled on a 3-acre property above Kona. Surrounded by towering Ohia trees and lush Hapu'u ferns, this one-bedroom sanctuary offers a perfect escape for couples seeking romance and serenity.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $220 
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Charming Haiku Surf Cottage on Maui's North Shore
Charming Haiku Surf Cottage on Maui's North Shore
Charming Haiku Surf Cottage on Maui's North Shore

Charming Haiku Surf Cottage on Maui's North Shore

Welcome to our charming Haiku Surf Cottage located on Maui’s tranquil North Shore. This cozy, beautifully decorated 600 sq ft home offers an authentic Maui experience away from tourist crowds. Perfect for couples celebrating special occasions or small families seeking a peaceful retreat, the cottage comfortably accommodates up to 4 guests, including children and infants.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Haiku-Pauwela
from $357 
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Peaceful Maui Coastal Cottage with Ocean Views
Peaceful Maui Coastal Cottage with Ocean Views
Peaceful Maui Coastal Cottage with Ocean Views

Peaceful Maui Coastal Cottage with Ocean Views

Escape to Palm Cottage, a serene retreat nestled on 2 acres in the peaceful countryside of Maui. This modern, fully equipped cottage offers stunning coastal ocean views, lush tropical surroundings, and complete privacy. Ideal for a quiet vacation, honeymoon, or a peaceful escape, the property is just minutes from shops, restaurants, and beautiful beaches.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Haiku-Pauwela
from $280 
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Charming Lanikai Cottage with Pool and Ocean Views
Charming Lanikai Cottage with Pool and Ocean Views
Charming Lanikai Cottage with Pool and Ocean Views

Charming Lanikai Cottage with Pool and Ocean Views

Escape to the charming Lanikai Cottage, a delightful property offering two separate dwellings with three bedrooms and two bathrooms, perfect for a relaxing island retreat. The main house features two bedrooms, one bathroom, a fully equipped kitchen, dining area, and a cozy living space that opens to the lush backyard.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua
from $731 
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Romantic Private Honeymoon Retreat with Hot Tub
Romantic Private Honeymoon Retreat with Hot Tub
Romantic Private Honeymoon Retreat with Hot Tub

Romantic Private Honeymoon Retreat with Hot Tub

Discover a romantic and private honeymoon retreat designed for couples seeking relaxation and intimacy. This sanctuary offers a cozy space that feels like home, providing a perfect respite after a day of travel. Guests frequently comment on the tranquil ambiance and convenient location, making it an ideal escape.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailuku
from $495 
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Charming Nene Hideaway Cottage Near Richardson Beach
Charming Nene Hideaway Cottage Near Richardson Beach
Charming Nene Hideaway Cottage Near Richardson Beach

Charming Nene Hideaway Cottage Near Richardson Beach

Welcome to Nene Hideaway! Located just a block from Richardson Beach in Hilo, Hawaii, this charming two-story cottage offers a perfect blend of comfort and style for your island vacation. The updated home features stunning jungle views and a spacious open-concept Great Room that combines the living area, kitchen, and dining space, ideal for relaxing, entertaining, or family gatherings.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Hilo
from $418 
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