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.

List
Map
Villa Paola Maui: Elegant Italian-Style Cottage
Villa Paola Maui: Elegant Italian-Style Cottage
Villa Paola Maui: Elegant Italian-Style Cottage

Villa Paola Maui: Elegant Italian-Style Cottage

Experience the charm of Villa Paola, a beautifully redesigned 1-bedroom cottage nestled at the entrance of Wailea Resort. Crafted with artisan skills, this villa exudes old-world elegance with a distinct Italian flair. The warm yellow ocher walls and rich umber accents beautifully contrast with the striking cobalt blue saline pool surrounded by lush tropical foliage, creating a serene Mediterranean atmosphere on Maui.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $562 
View Property   Book Direct
Cozy Romantic Garden Cottage in Hawaii Paradise
Cozy Romantic Garden Cottage in Hawaii Paradise
Cozy Romantic Garden Cottage in Hawaii Paradise

Cozy Romantic Garden Cottage in Hawaii Paradise

Escape to our cozy and romantic garden cottage nestled in the heart of Hawaii's paradise. Perfectly situated between the breathtaking Volcano National Park and the historic town of Hilo, this charming retreat offers easy access to some of the island's most impressive natural wonders.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Mountain View
from $186 
View Property   Book Direct
Cozy Rainforest Cottage with Hot Tub Near Volcano
Cozy Rainforest Cottage with Hot Tub Near Volcano
Cozy Rainforest Cottage with Hot Tub Near Volcano

Cozy Rainforest Cottage with Hot Tub Near Volcano

Escape to this cozy rainforest cottage nestled in the heart of Volcano Village, offering a unique blend of comfort and nature. The property features a fresh rainwater hot tub, meticulously drained, sanitized, and refilled with triple-filtered, chemical-free rainwater after each guest, providing a pure and relaxing soak after your outdoor adventures.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Volcano
from $289 
View Property   Book Direct
Poipu Kauai Vacation Home with Resort Access
Poipu Kauai Vacation Home with Resort Access
Poipu Kauai Vacation Home with Resort Access

Poipu Kauai Vacation Home with Resort Access

Immerse yourself in the lush beauty of Kauai with this exquisite vacation home nestled in the Lanai Villas section of Poipu Kai Resort. Maikalani offers a spacious, single-level layout approximately 1,400 square feet, featuring two comfortable bedrooms and two modern bathrooms.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $854 
View Property   Book Direct
Exotic Fruit Farm Cottage in Hawaii
Exotic Fruit Farm Cottage in Hawaii
Exotic Fruit Farm Cottage in Hawaii

Exotic Fruit Farm Cottage in Hawaii

Escape to our charming farm cottage situated atop a lush 5-acre organic tropical fruit farm in Hawaii. This cozy home offers stunning views of the ocean, vibrant fruit trees, and colorful tropical flowers. Wake up to the sounds of chirping birds and watch breathtaking sunsets from the comfort of your living room.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> HANA
from $395 
View Property   Book Direct
Charming Plantation Style Cottage in Paia Maui
Charming Plantation Style Cottage in Paia Maui
Charming Plantation Style Cottage in Paia Maui

Charming Plantation Style Cottage in Paia Maui

Welcome to this charming plantation style cottage nestled on Baldwin Avenue in the heart of historic Paia Town Maui. Perfect for a romantic getaway or a peaceful retreat for two, this cozy one-bedroom home combines island charm with modern comforts.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Paia
from $260 
View Property   Book Direct
Naupaka Hale - Lanikai Beach Home & Cottage
Naupaka Hale - Lanikai Beach Home & Cottage
Naupaka Hale - Lanikai Beach Home & Cottage

Naupaka Hale - Lanikai Beach Home & Cottage

Escape to Naupaka Haleta, a charming Hawaiian-style vacation residence nestled on a spacious lot directly in front of a pristine sandy beach. This exquisite property offers breathtaking views of Lanikai Beach, turquoise waters, and the Mokulua Islands, making it an ideal retreat for those seeking tranquility and natural beauty.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Lanikai
from $1,268 
View Property   Book Direct
Charming 2-Bedroom Cottage Near Volcano & Rainforest
Charming 2-Bedroom Cottage Near Volcano & Rainforest
Charming 2-Bedroom Cottage Near Volcano & Rainforest

Charming 2-Bedroom Cottage Near Volcano & Rainforest

Welcome to the Pineapple House, a charming and tranquil 2-bedroom, 1-bath cottage nestled amidst lush rainforest just 8 miles from Volcano Golf Course. This home seamlessly combines traditional Hawaiian charm with modern amenities, offering a cozy retreat for your Hawaiian adventure.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Volcano
from $175 
View Property   Book Direct
Charming Plumeria Cottage Near Beach with Lanai
Charming Plumeria Cottage Near Beach with Lanai
Charming Plumeria Cottage Near Beach with Lanai

Charming Plumeria Cottage Near Beach with Lanai

Discover the charm of Plumeria Cottage, a cozy yet spacious retreat designed in classic beach style. The cottage offers a sunny, roomy lanai perfect for relaxing outdoors and a large shaded grassy yard ideal for outdoor activities. Inside, the space is thoughtfully arranged to maximize comfort and convenience, featuring air conditioning to keep you cool during warm days.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kamuela
from $386 
View Property   Book Direct
Charming Anini Reef Cottage on Kauai Beachfront
Charming Anini Reef Cottage on Kauai Beachfront
Charming Anini Reef Cottage on Kauai Beachfront

Charming Anini Reef Cottage on Kauai Beachfront

Escape to the charming Anini Reef Cottage on Kauai, a perfect blend of old Hawaii charm and modern comfort. This romantic one-bedroom beach hale offers a true island experience with stunning ocean views and lush tropical gardens. Inside, enjoy cool air conditioning in the bedroom after a day of exploring.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kilauea
from $953 
View Property   Book Direct
Charming Kona Beach Cottage Near Magic Sands
Charming Kona Beach Cottage Near Magic Sands
Charming Kona Beach Cottage Near Magic Sands

Charming Kona Beach Cottage Near Magic Sands

The Magic Sands Retreat is a charming 3-bedroom, 2-bath cottage located just around the corner from the renowned Magic Sands Beach and the vibrant Ali'i Drive beach corridor. Within a 10-minute walk, guests can reach Kona’s most popular beach, making this home an ideal base for beach lovers and explorers alike.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $418 
View Property   Book Direct
Hanalei Beachfront Cottage on Kauai's North Shore
Hanalei Beachfront Cottage on Kauai's North Shore
Hanalei Beachfront Cottage on Kauai's North Shore

Hanalei Beachfront Cottage on Kauai's North Shore

This stunning and fully renovated cottage is nestled on a private, gated one-acre estate right on the shores of Hanalei Bay. As one of the few beachfront rental cottages in central Hanalei, it offers an unparalleled experience of tropical paradise.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Hanalei
from $934 
View Property   Book Direct
Charming Paia Family Cottage Near Beach and Town
Charming Paia Family Cottage Near Beach and Town
Charming Paia Family Cottage Near Beach and Town

Charming Paia Family Cottage Near Beach and Town

Experience the charm of Paia with this well-equipped family cottage, offering cozy indoor living and inviting outdoor spaces. The property features air conditioning in all bedrooms and the living room, ensuring comfort during your stay. The yard provides a safe area for kids to play while offering picturesque views of green sugar cane fields.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Paia
from $492 
View Property   Book Direct
Luxury Hale Hihimanu with Private Cottage in Princeville
Luxury Hale Hihimanu with Private Cottage in Princeville
Luxury Hale Hihimanu with Private Cottage in Princeville

Luxury Hale Hihimanu with Private Cottage in Princeville

Welcome to Hale Hihimanu, a newly renovated luxurious retreat set in the serene Princeville community. This exquisite property features a spacious main house with approximately 1800 square feet of elegant living space and a charming guest cottage of about 420 square feet.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Princeville
from $777 
View Property   Book Direct
Cozy Jungle Tiki Hut Near Kealakekua Bay
Cozy Jungle Tiki Hut Near Kealakekua Bay
Cozy Jungle Tiki Hut Near Kealakekua Bay

Cozy Jungle Tiki Hut Near Kealakekua Bay

Escape to this enchanting jungle retreat featuring a cozy tiki hut with two private rooms, each with its own entrance from a shared outdoor living space. The property offers a covered walkway leading to a small, practical outdoor kitchen and a shared bathroom exclusively for cottage guests.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kealakekua
from $287 
View Property   Book Direct
Charming Puako Beach Cottage with Indoor/Outdoor Shower
Charming Puako Beach Cottage with Indoor/Outdoor Shower
Charming Puako Beach Cottage with Indoor/Outdoor Shower

Charming Puako Beach Cottage with Indoor/Outdoor Shower

Welcome to Hale Mele Mele, a charming beach cottage nestled in the historic Puako area of the Big Island. Lovingly restored and decorated, this home offers a warm, inviting atmosphere perfect for a relaxing getaway. Inside, you'll find a fully-equipped kitchen featuring beautiful quartz countertops and vibrant dishware, ideal for preparing delicious meals with fresh local ingredients.

  • 3 bedroom
  • 0 bathroom
  • Sleeps 6
Hawaii> Kamuela
from $494 
View Property   Book Direct
Relaxing Hawaiian Cottage with Private Pool and Cabana
Relaxing Hawaiian Cottage with Private Pool and Cabana
Relaxing Hawaiian Cottage with Private Pool and Cabana

Relaxing Hawaiian Cottage with Private Pool and Cabana

Embark on a tranquil Hawaiian escape in this beautifully remodeled, bright cottage nestled amidst lush jungle foliage. The property offers a private, gated sanctuary with tasteful finishes and a sense of seclusion, ideal for couples or small families.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Hilo
from $197 
View Property   Book Direct
Charming Plantation Style Cottage Near Poipu Beach
Charming Plantation Style Cottage Near Poipu Beach
Charming Plantation Style Cottage Near Poipu Beach

Charming Plantation Style Cottage Near Poipu Beach

Experience the perfect blend of historic charm and modern luxury in this custom-designed Hawaiian plantation style cottage located just off Brennecke's Beach side of Poipu Beach Park, only 100 steps from the sand. Built in 2013, this spacious retreat offers a seamless indoor-outdoor lifestyle with high vaulted ceilings, large windows, and a generous open-plan great room that opens to a sizable lanai featuring 22 feet of folding doors and ceiling fans to keep the space breezy.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $708 
View Property   Book Direct
Charming Maui Cottage with Ocean & Mountain Views
Charming Maui Cottage with Ocean & Mountain Views
Charming Maui Cottage with Ocean & Mountain Views

Charming Maui Cottage with Ocean & Mountain Views

This recently constructed, comfortable cottage is nestled on Maui’s north shore in the tranquil countryside of Haiku, offering a perfect blend of privacy, natural beauty, and easy access to major attractions. Surrounded by lush tropical foliage, including banana, citrus, and avocado trees, the property provides a serene setting for relaxation and exploration.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Haiku-Pauwela
from $486 
View Property   Book Direct
Rainforest Retreat in Volcano Village, Big Island
Rainforest Retreat in Volcano Village, Big Island
Rainforest Retreat in Volcano Village, Big Island

Rainforest Retreat in Volcano Village, Big Island

Escape to your own piece of paradise at Puolani Iki, a charming rainforest cottage nestled in the heart of Volcano Village on the Big Island. This cozy, private retreat offers a perfect blend of comfort and natural beauty, ideal for exploring Hawaii's east side.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Volcano
from $266 
View Property   Book Direct
Charming Coco Cottage Near Poipu Beach Kauai
Charming Coco Cottage Near Poipu Beach Kauai
Charming Coco Cottage Near Poipu Beach Kauai

Charming Coco Cottage Near Poipu Beach Kauai

Welcome to Coco Cottage at Poipu Beach, a charming sugar plantation-style home on Kauai's sunny south shore. Recently rebuilt with beautiful furnishings, this cozy retreat offers a perfect blend of comfort and island charm. The cottage features two air-conditioned bedrooms, each with a king-size bed, and two bathrooms, making it ideal for families or couples seeking a relaxing escape.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $1,006 
View Property   Book Direct
Heavenly Breeze Cozy 2BR Cottage Near Beaches
Heavenly Breeze Cozy 2BR Cottage Near Beaches
Heavenly Breeze Cozy 2BR Cottage Near Beaches

Heavenly Breeze Cozy 2BR Cottage Near Beaches

Discover Heavenly Breeze, also known as Ahe Lani, a charming single-story 2-bedroom cottage nestled near two of Poipu's best beaches—Lawai Beach and Baby Beach. Just a short stroll of 200 yards, you can indulge in sun, sand, and surf at your doorstep, making this an ideal spot for beach lovers.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $469 
View Property   Book Direct
Hibiscus Hideaway: Charming Maui Cottage Retreat
Hibiscus Hideaway: Charming Maui Cottage Retreat
Hibiscus Hideaway: Charming Maui Cottage Retreat

Hibiscus Hideaway: Charming Maui Cottage Retreat

Hibiscus Hideaway is a beautifully maintained, licensed bed and breakfast offering a modern yet traditional Hawaiian experience. This immaculate one-bedroom, one-bath cottage features brand new furnishings and thoughtful decor by local artists, creating a warm and inviting atmosphere.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Kihei
from $247 
View Property   Book Direct
Oceanfront Hana Maui Luxe Elua Cottage
Oceanfront Hana Maui Luxe Elua Cottage
Oceanfront Hana Maui Luxe Elua Cottage

Oceanfront Hana Maui Luxe Elua Cottage

Discover the beauty of Hana Maui Luxe's Elua Cottage, an oceanfront retreat perched on Hana Bay's bluffs. Surrounded by pristine beaches and striking black-lava landscapes, this beautifully renovated cottage offers a perfect blend of natural beauty and comfort.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Hana
from $1,150 
View Property   Book Direct
Honu'ea Beachfront Cottage in Sunny Maui
Honu'ea Beachfront Cottage in Sunny Maui
Honu'ea Beachfront Cottage in Sunny Maui

Honu'ea Beachfront Cottage in Sunny Maui

Immerse yourself in the peaceful beauty of Maui at Honu'ea, a romantic beachfront cottage nestled on the island's sunny south shore. Named after the endangered Hawksbill turtles that nest nearby, this charming one-bedroom, one-bath Hawaiian-style retreat offers a perfect escape for honeymooners and couples seeking tranquility.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $503 
View Property   Book Direct
Luxury Maui Cottage with Ocean Views and Private Pool
Luxury Maui Cottage with Ocean Views and Private Pool
Luxury Maui Cottage with Ocean Views and Private Pool

Luxury Maui Cottage with Ocean Views and Private Pool

Welcome to Auntie Kali's Cottage, your private Hawaiian oasis nestled on Maui's South Shore. This beautifully furnished 2-bedroom, 2-bathroom cottage combines authentic Hawaiiana style with modern luxury. As you arrive through double entry gates, you'll leave the world behind and step into your personal mini-resort featuring an outdoor tiki bar, swimming lagoon, and lush tropical landscaping with exotic plants, bananas, and papayas providing fresh flowers and fruit.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $948 
View Property   Book Direct
Ho'okipa Villa: Luxury Kahala Beach Home
Ho'okipa Villa: Luxury Kahala Beach Home
Ho'okipa Villa: Luxury Kahala Beach Home

Ho'okipa Villa: Luxury Kahala Beach Home

Welcome to Ho'okipa Villa, a stunning blend of vintage charm and modern luxury nestled in the coveted Kahala area. Built in 1938 and recently renovated, this spacious property offers four bedrooms and three bathrooms in the main house, including a luxurious Master Bedroom with an ensuite bath.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 14
Hawaii> Honolulu
from $955 
View Property   Book Direct
Secluded Ohana with Stunning Ocean Views on Hamakua Coast
Secluded Ohana with Stunning Ocean Views on Hamakua Coast
Secluded Ohana with Stunning Ocean Views on Hamakua Coast

Secluded Ohana with Stunning Ocean Views on Hamakua Coast

Discover the Secluded Ohana, a charming fully furnished 1-bedroom cottage nestled on a beautifully landscaped estate along the scenic Hamakua Coast. Crafted from Indonesian hardwoods, this cozy studio offers spectacular ocean views and a tranquil atmosphere, perfect for those seeking privacy and a deep connection with nature.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Ninole
from $143 
View Property   Book Direct
Charming Kahala Cottage with Private Salt Water Pool
Charming Kahala Cottage with Private Salt Water Pool
Charming Kahala Cottage with Private Salt Water Pool

Charming Kahala Cottage with Private Salt Water Pool

Discover this beautifully updated cottage nestled in the peaceful and upscale Kahala neighborhood, offering a serene retreat just minutes from Waikiki and the East Honolulu coast's stunning beaches. With a minimum stay of 30 nights, this property is ideal for couples or families seeking a relaxing Hawaiian getaway.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Honolulu
from $218 
View Property   Book Direct
Charming Kai Cottage Near Hilo with Ocean Views
Charming Kai Cottage Near Hilo with Ocean Views
Charming Kai Cottage Near Hilo with Ocean Views

Charming Kai Cottage Near Hilo with Ocean Views

Welcome to Kai Cottage, a charming coastal retreat nestled in the quiet Pauka'a neighborhood just minutes north of downtown Hilo. Built in 1966 during the plantation era, this cottage is designed to maximize comfort and airflow, featuring elevated construction that takes advantage of Hawaii’s breezy trade winds, ventilation windows, and ceiling fans to keep you cool year-round.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Hilo
from $233 
View Property   Book Direct
Charming Coconut Crest Cottage Near North Shore
Charming Coconut Crest Cottage Near North Shore
Charming Coconut Crest Cottage Near North Shore

Charming Coconut Crest Cottage Near North Shore

Coconut Crest Cottage offers a warm and inviting tropical escape in the heart of Oahu's North Shore. This well-appointed 3-bedroom home comfortably accommodates up to 8 guests, making it ideal for families, small groups, or visitors exploring the iconic North Shore.

  • 3 bedroom
  • 1 bathroom
  • Sleeps 8
Hawaii> Kahuku
from $625 
View Property   Book Direct
Secluded Maui Romantic Cottage with Ocean Views
Secluded Maui Romantic Cottage with Ocean Views
Secluded Maui Romantic Cottage with Ocean Views

Secluded Maui Romantic Cottage with Ocean Views

Escape to Maui's ultimate private, romantic cottage, a stunning Polynesian pole home nestled in a lush jungle gorge. This award-winning rental offers panoramic views of the ocean, coastline, and sunsets, creating a truly magical island retreat.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Haiku-Pauwela
from $487 
View Property   Book Direct
Pualani Villa in Paradise, Hawaii Luxury Retreat
Pualani Villa in Paradise, Hawaii Luxury Retreat
Pualani Villa in Paradise, Hawaii Luxury Retreat

Pualani Villa in Paradise, Hawaii Luxury Retreat

Pualani Villa, nestled in the exclusive KaMilo community within Mauna Lani Resort, offers a breathtaking Hawaiian luxury experience. This elegant single-level home features four bedrooms, including a private Ohana Suite, making it ideal for families, friends, or couples seeking a serene escape.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kamuela
from $1,498 
View Property   Book Direct
Charming Renovated 1-Bedroom Cottage in Kailua
Charming Renovated 1-Bedroom Cottage in Kailua
Charming Renovated 1-Bedroom Cottage in Kailua

Charming Renovated 1-Bedroom Cottage in Kailua

Welcome to our newly renovated, spacious 1-bedroom cottage in the heart of Kailua. Nestled on a beautifully landscaped property, this private retreat offers a lush garden with outdoor dining and BBQ, perfect for relaxing or entertaining. The fenced-in backyard features comfortable seating, ideal for morning coffee or enjoying the Hawaiian air.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua
from $425 
View Property   Book Direct
Charming Kaanapali Beach Cottage with Pool Access
Charming Kaanapali Beach Cottage with Pool Access
Charming Kaanapali Beach Cottage with Pool Access

Charming Kaanapali Beach Cottage with Pool Access

Located in the renowned Kaanapali Beach area, Cottage 29 at International Colony Club offers a serene retreat just minutes from Maui's best sands. Built in 1964, this historic community features 44 private cottages spread across 10 lush acres, reminiscent of classic Hawaiian plantation homes.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $428 
View Property   Book Direct
Charming Ola'a House in Volcano Village Near National Park
Charming Ola'a House in Volcano Village Near National Park
Charming Ola'a House in Volcano Village Near National Park

Charming Ola'a House in Volcano Village Near National Park

Welcome to Ola'a House, a lively Hawaiian-inspired retreat nestled in the heart of Volcano Village. Spanning 1,700 square feet, this charming home offers an authentic Hawaiian ambiance with furnishings and original artwork by local artists, creating a warm and inviting atmosphere for your stay.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Volcano
from $293 
View Property   Book Direct
Hale Makai Cottage 1 - Coastal Kauai Retreat
Hale Makai Cottage 1 - Coastal Kauai Retreat
Hale Makai Cottage 1 - Coastal Kauai Retreat

Hale Makai Cottage 1 - Coastal Kauai Retreat

Discover Hale Makai Cottage 1, a stylish and modern retreat nestled in the picturesque Haena area on Kauai's North Shore. This charming cottage features a comfortable king-size bed, perfect for restful nights after exploring the island. The fully equipped kitchen allows you to prepare delicious meals, while the private deck offers an ideal spot to bask in the sunshine and enjoy stunning ocean views.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Hanelai
from $1,003 
View Property   Book Direct
Kahala Cottage by Gather: Charming Oahu Retreat
Kahala Cottage by Gather: Charming Oahu Retreat
Kahala Cottage by Gather: Charming Oahu Retreat

Kahala Cottage by Gather: Charming Oahu Retreat

Kahala Cottage by Gather offers a delightful island retreat in Oahu's prestigious Kahala neighborhood. This spacious two-bedroom, two-bath home comfortably accommodates up to eight guests, making it ideal for families or small groups seeking a relaxing Hawaiian escape.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Honolulu
from $386 
View Property   Book Direct
Charming Kohala Orchard Studio Cottage with Garden Views
Charming Kohala Orchard Studio Cottage with Garden Views
Charming Kohala Orchard Studio Cottage with Garden Views

Charming Kohala Orchard Studio Cottage with Garden Views

Discover this charming studio cottage nestled on five tranquil acres in Kohala, surrounded by lush orchards, gardens, and tall bamboo and ironwood trees. The property offers a peaceful retreat with scenic views of the coast and easy access to local attractions.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kapaau
from $177 
View Property   Book Direct
Luxury Hawaii Home with Pool and Golf Views
Luxury Hawaii Home with Pool and Golf Views
Luxury Hawaii Home with Pool and Golf Views

Luxury Hawaii Home with Pool and Golf Views

Welcome to Paradise Awaits, a stunning addition to Hawaii Luxury Homes by Paradise in Hawaii Luxury Homes. This spacious single-level 4-bedroom home is situated in the prestigious KaMilo community on the Kohala Coast, offering an upscale, relaxing, and luxurious retreat for families and groups.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Kamuela
from $1,298 
View Property   Book Direct
Remodeled Kaanapali Cottage with Daily Activities
Remodeled Kaanapali Cottage with Daily Activities
Remodeled Kaanapali Cottage with Daily Activities

Remodeled Kaanapali Cottage with Daily Activities

Welcome to your dream Hawaiian getaway at our beautifully remodeled plantation cottage in the heart of Kaanapali, Maui. Nestled across the street from the stunning Kahekili Beach Park, also known locally as Airport Beach, our air-conditioned retreat at the International Colony Club offers the perfect blend of island charm and modern comfort.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $401 
View Property   Book Direct
Beautiful Ocean and Mountain View Cottages in Hawaii Kai
Beautiful Ocean and Mountain View Cottages in Hawaii Kai
Beautiful Ocean and Mountain View Cottages in Hawaii Kai

Beautiful Ocean and Mountain View Cottages in Hawaii Kai

Discover a stunning vacation escape in Hawaii Kai on the east side of Oahu. This charming cottage, built in 2011 with a new suite added in 2018, offers spectacular ocean views from the main cottage and mountain vistas from the master suite. Nestled in lush mountain forests, the property provides a peaceful retreat away from the busy city life, perfect for rejuvenation and relaxation.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Honolulu
from $361 
View Property   Book Direct
Charming Pineapple Cottage with Ocean Views in Hawaii
Charming Pineapple Cottage with Ocean Views in Hawaii
Charming Pineapple Cottage with Ocean Views in Hawaii

Charming Pineapple Cottage with Ocean Views in Hawaii

Pineapple Cottage, opened in 2010 and inspired by the original Hulili Farm Cottage, offers a serene escape on a lush tropical farm. Guests love the breathtaking panoramic views that stretch in every direction, providing a true sense of peace and connection with nature.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Hakalau
from $250 
View Property   Book Direct
Charming Vintage Beach Cottage in Puako, Hawaii
Charming Vintage Beach Cottage in Puako, Hawaii
Charming Vintage Beach Cottage in Puako, Hawaii

Charming Vintage Beach Cottage in Puako, Hawaii

Immerse yourself in paradise at our tranquil, fully restored vintage beach cottage located in Puako, the only beachfront community on the Kohala coast of Hawaii's Big Island. Once an ancient fishing village, Puako is renowned for its green sea turtles, vibrant tropical fish, and breathtaking sunsets.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kamuela
from $260 
View Property   Book Direct
Holualoa Ocean View Cottage on Big Island
Holualoa Ocean View Cottage on Big Island
Holualoa Ocean View Cottage on Big Island

Holualoa Ocean View Cottage on Big Island

Located on the west side of Hawaii's Big Island, our custom-built studio cottage offers breathtaking ocean and coastline views from its spacious lanai. Perched at 1400 ft. on Mt. Hualalai, the 500 sq. foot retreat combines comfort with natural beauty.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Holualoa
from $201 
View Property   Book Direct
licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage
licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage
licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage

licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage

Charming beachfront cottage right on Kailua Beach!

licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage. This delightful 2 bedroom/1 bath vacation rental cottage puts you right in the middle of world renowned Kailua Beach. Enjoy ocean views from your living room.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua
from $672 
View Property   Book Direct
Luxury Oceanview Estate with Pools & Suites
Luxury Oceanview Estate with Pools & Suites
Luxury Oceanview Estate with Pools & Suites

Luxury Oceanview Estate with Pools & Suites

Welcome to our breathtaking ocean-view estate, a perfect retreat for families and groups seeking luxury, privacy, and stunning vistas. This spacious property features two large suites, a charming private cottage, and an additional bedroom, accommodating large groups comfortably.

  • 7 bedroom
  • 6 bathroom
  • Sleeps 20
Hawaii> Holualoa
from $2,643 
View Property   Book Direct
Oceanfront Kona Moana Hale Beach House
Oceanfront Kona Moana Hale Beach House
Oceanfront Kona Moana Hale Beach House

Oceanfront Kona Moana Hale Beach House

Immerse yourself in the charm and luxury of Kona Moana Hale, a beautifully restored oceanfront home that combines timeless appeal with today's comforts. Located on a private 9000 sq ft lot overlooking Kahaluu Beach, this home offers spectacular views and direct access to some of the island's best snorkeling and surfing spots.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua
from $827 
View Property   Book Direct
Rainforest Eco Cottage – Unique Island Retreat
Rainforest Eco Cottage – Unique Island Retreat
Rainforest Eco Cottage – Unique Island Retreat

Rainforest Eco Cottage – Unique Island Retreat

Escape to this charming rainforest cottage, ideal for ecotourists seeking a natural and simple retreat during their island adventures. Featuring two queen beds, including one in a cozy loft, the cottage provides a comfortable sleep space perfect for resting after a day of sightseeing.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Keaau
from $88 
View Property   Book Direct
Charming Cottage with Stunning Kealakekua Bay Views
Charming Cottage with Stunning Kealakekua Bay Views
Charming Cottage with Stunning Kealakekua Bay Views

Charming Cottage with Stunning Kealakekua Bay Views

Discover this charming private cottage perched atop 49 tropical steps in Kealakekua Bay, Hawaii. Ideal for couples, it offers spectacular ocean views and easy access to world-renowned snorkeling and wildlife experiences. The cottage features a full-sized outdoor kitchen, a modern indoor/outdoor bathroom, and a cozy, inviting atmosphere.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Captain Cook
from $288 
View Property   Book Direct