Hawaii Cottage Vacation Rentals
Hawaii cottage rentals are ideal for travelers seeking privacy, tranquility, and local charm. Nestled in tropical gardens, on the slopes of volcanoes, or just steps from golden beaches, these cozy hideaways offer an authentic island experience with all the comforts of home.
Our curated collection of Hawaii cottage vacation rentals includes quaint beach cottages, upcountry plantation homes, and serene rainforest escapes. These accommodations are perfect for couples seeking romance, solo travelers on retreat, or families looking for quiet space close to nature. Most cottages offer private lanais, BBQ areas, fully equipped kitchens, and proximity to scenic trails or snorkeling spots.
Whether you're relaxing near Hapuna Beach, stargazing in Volcano Village, or exploring waterfalls on Hilo's lush east coast, cottages let you experience the magic of Hawaii away from busy resorts. They're a favorite for extended stays, wellness retreats, and anyone looking to unplug in comfort.
Key Features of Hawaii Cottage Rentals
- Private lanais, outdoor showers, and garden settings
- Full kitchens and open-air living spaces
- Great for romantic getaways or peaceful retreats
- Located near beaches, waterfalls, and nature trails
- Often hosted by local owners for a personal touch
Browse our island collections by destination, including Upcountry Maui cottages, Waimea countryside stays, or cozy retreats near Hanalei Bay on Kauai.
Akala Pua Cottage By Parrish Kauai - great location in Poipu!
Akala Pua is a lovingly cared for three bedroom home within walking distance to two popular South Shore beaches in Poipu. Lawai Beach is to your left and Baby Beach is to your right, so choose your direction and in 200 plus yards you will enjoy the sun and sand. Distant...
Tiny Brown Cottage Farm Stay, Farm Cottage W/ Sunrise & Ocean Views
Hamakua Sunrise Cottages offers a perfect tropical country escape, on Hamakua Coast. Set in natural surroundings Tiny Cottage w/ ensuite bathroom & kitchen provides comfort & relaxation. Expansive ocean Views with Sunrise, local waterfall adventures & picking fruits...
Spacious North Shore cottage with lush mountain scenery in the country!
Enjoy this North Shore 1 bedroom, 1 bathroom apartment in the beautiful Hawaiian countryside with stunning mountain views. It's a perfect place to unwind for your North Shore get-away. There is a Queen bed in the bedroom, and the living room has 2 pull-out memory foam...
Charming cottage, nearby access to Anini beach - 85 steps away
Anini Ohana Hale TVNC 4255Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Please note this Vacation Home is located in the tsunami evacuation zone.Nestled between a private beach...
Beachside Cottage surrounded by coffee trees but minutes from the beaches
Say "Aloha!" to “Beachside Cottage” a vacation rental complete with all the comforts of home! The studio, ideal for a couple, has 1 queen size bed and 1 bathroom. The property boasts outdoor living space, and a welcoming interior. Coffee trees are on the property....
Romantic Sea Side Cottage known as "POI*13"
This romantic seaside cottage will steal your heart. Positioned in the small village of Milolii, (the LAST fishing village in Hawaii) in Captain Cook on The Big Island. Boasting superior views of the sea just a stone's throw away from the ocean. This cottage sits on 1/3...
Rare Find! Ocean and Beach Front Cottage!
Stunning views from this charming beach front cottage located in the heart of Kihei town! This 850 square foot one bedroom, two bath home fronts a sandy beach and offers gorgeous sunset views. Conveniently all one level, this home is ideal for families of four or...
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Nahenahe Cottage -Maui MeadowsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A dreamy tropical getaway awaits at this remodeled cottage, boasting a prime location in the private and...
Quaint stand-alone cottage - 2 bedroom 2 bath
GE/TAT #181-710-4896-01 - "Hawaiian Cowboy Cottage"This is a unique stand alone cottage in the Princeville Paniolo condominium complex. The cottage has two large living spaces. Walk in the front door and turn right, that leads to the main living area, featuring living,...
ICC 13 Beautifully Furnish 2BD Kaanapali Cottage Pool
International Colony Club 13 2BD/2BA Beautifully Furnished Cottage in Kaanapli Near 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...
Spectacular Oceanview Cottage
The Makaha International Surfing Championships and Buffalo`s Big Board Contest are held here annually.Don`t miss out on the opportunity to stay in this luxurious, one-of-a-kind vacation rental. With its stunning ocean view, spacious living areas, and unique design, this...
ICC 28 Remodeled 2BD Cottage in Kaanapali Walk to Beach and Pool
International Colony Club 28 NEW LISTING Experience Kaanapali from this Spacious Freshly Remodeled 2Bedroom, 2Bathroom, West Maui Cottage, Walk to the Beach and Pool! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
Romantic singing Cottage, soak hot tub, outdoor shower 5min to HI volcano park
Aloha! We invite you to experience a garden home in this small piece of paradise. Enjoy the expanded outdoor space with a new gazebo, relax in the soak tub and take a refreshing shower in the backyard forest. Wake up to the melodious songs of native birds and witness...
Quiet Beachfront Cottage
Oceanfront one bedroom duplex cottage 150 yards from a secluded beach. You will be within a short walk to the longest white sand beach in Hawaii. You will be treated to a gorgeous sunset every night either from the privacy of your own lanai or you can take the short...
Cottage-like Duplex in South Kona on the Big Island.<br>Sleeps two adult guests
This Wonderful Spacious house-like One Bedroom apt/flat is on a side-by-side duplex building has peaceful cottage setting on a working farm in South Kona farm belt rural area, Its elevation provides cool temperatures & amazing, lush foliage with ocean and mountain view...
Pali Kai Cottage 16AB - Private Oceanfront Cottage
Newly renovated !!! New pictures to follow.The Oceanfront Pali Kai cottages are perched on a bluff over looking beautiful Kalapaki Bay. This cottage features 4 bedrooms/ 4 bathrooms , free wifi, AC/washer/dryer. Located on a private/gated street. Set in the heart of the...
Charming cottage close to everything - walk to beach, zoo, & park
Garden Cottage Unit A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha! Your 2BR Honolulu cottage is so well-located, you won’t even need a car. Find...
Two Hawaiian cottages with Diamond Head views - walk to Waikiki
Garden Cottage A & B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for groups who want both togetherness and privacy, this pair of vintage-inspired Hawaiian...
Beautifully restored cottage with AC in bedrooms - two blocks to beach & harbor
Haleiwa Cottage - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located 2 blocks from the beach in the heart of Haleiwa Town, this beautifully restored 3BR/2BA...
Directly Beachfront | Country Cottage
The Sand Dollar Cottage - NUC #: 90/TVU-0632Ultra High Speed Internet - Desk/Work SpaceOf the 26 charming duplex cottages in the gated Mokuleia Beach Colony, only five actually face the ocean; and this is one of them! You’ll wake to the sound of waves, sit on your...
GREEN Dancer’s Cottage TA-038-749-9520-01
Orchid Isle Manor is a 5 acre private estate tucked away in the Kona Coffee country on the slopes of Hualalai volcano, overlooking the small coastal town of Kailua-Kona. On this property there are 4 cottages available rent. Each cottage is a one bedroom studio with a...
Hawaiian cottage near world class beaches
International Colony 17 is a bohemian-style, 2-bedroom, 1.5-bathroom condo featuring vaulted ceilings, split AC units in the living room and guest bedroom, and vast windows that open up to Maui's paradise. There are no elevators at this property. Unit 17 can accommodate...
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd
******* Check out our many 5 Star Reviews on Vrbo then book! Why stay in a square, crowded, plain hotel room when you can get out of the box and come experience Aloha in a 3 bedroom local-style cottage? One of the first complexes on Maui's West Side, elite clientele...
The Cottage: Oceanfront Honeymoon Retreat w/Gorgeous Views, By Kahalu'u Beaches
This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details.Experience the exhilarating sounds of the ocean just outside your door at The Cottage, a charming one-bedroom cottage where you'll spend each night taking in the...
Hale Kai Kalani - Hosted By Parrish Kauai - Quaint cottage near the beach & bedr
Hale Kai Kalani (“House of the Heavenly Sea”) is a perfect Kauai cottage situated on one and a half acres of land just up from the picturesque Rock Quarry Beach (also known as Kahili Beach). Conveniently located near Kilauea Town, home of the Kilauea Lighthouse and...
Fall Special! Hale Nene Volcano A-Frame Cottage with Hot Tub
This one bedroom home Hale Nene is perfect for honeymooners, a special anniversary, or as a writer or artist's retreat. With a brand new queen-sized bed and fold out futon couch in the living room, it sleeps 2-4 guests comfortably., Max 4 guests. Reserve the Hale Palila...
Wainaku Camp Cottage
Enjoy this basic but remodeled sugarcane plantation-style home, 5 minutes from downtown Hilo. This is the perfect place to come with family and friends as there are 2 homes available on the property. The homes are just off the beaten path, away from tourist areas, in a...
Jungle Cottage: Watch Whales
2 bedroom one bath Ohana Cottage. Pool, gardensNestled behind the main house, the two bedroom Ohana cottage comes with a carport, fully equipped kitchen and its own lanai with an ocean view.The Ohana cottage has one room with a king-size bed, one room with a queen-size...
Kaluako'i Resort Cottage 1A Beachfront Rental - Molokai, Hawaii
Experience spectacular sunsets, white sand beaches, and gentle breezes as you put the cares of this crazy world aside. Relax and step back into the tranquility and natural beauty of this island, rich in the history and culture of old Hawaiian moods and customs. It is...
Aloha Magic Cottage Farm Stay, Rustic Farm Cottage W/ 180° Sunrise & Ocean Views
Hamakua Sunrise Cottages offers a perfect tropical country escape, on Hamakua Coast. Set in natural surroundings Aloha Cottage sleeps 2 w/ ensuite bathroom & kitchen provides comfort & relaxation. Expansive ocean Views with Sunrise, local waterfall adventures & picking...
ICC 43 Spacious 2BD Cottage Walk to the Beach!
International Colony Club 43 NEW LISTING Enjoy Your Next Maui Beach Vacation from North Kaanapali at this Charming Hawaiian Plantation Cottage! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch...
2 bedroom 1 bath cottage 10 minutes from beach
Newly remodeled 2 bedroom gated cottage at a cool elevation providing gentle tropical breezes.Enjoy nature's sounds and the lush mauka beauty of our island, (ear plugs will be provided should you find you prefer more silence).Easy 10-minute drive to airport, beaches,...
Fall Special! Hale Palila Volcano A-Frame Cottage with Hot Tub
Nestled on a golf course, this Volcano (Big Island, Hawaii) this large Hale Palila A-frame cottage is 5 minutes’ drive from the entrance to Hawaii Volcanoes National Park. There is a Queen bed in the loft area, and 2 sofa beds in the living room area to sleep up to 6...
Kaikea Modern 1Ba Lanikai Cottage: Stylish & Private - 5 Min from Lanikai Beach
Welcome to Kaikea - a tropical oasis nestled just a short walk away from the pristine white sand and turquoise waters of Lanikai Beach, offering an unparalleled experience of luxury and relaxation. Comprised of one separate structure - newly built in 2018. Featuring...
Oceanfront Cottage on Kepuhi Beach w/ Ocean View, WiFi, Laundry & Shared Pool
Kepuhi Beach Cottage 2BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You can't get much closer to the beach than this two-bedroom, two-bathroom oceanfront cottage at Kepuhi Beach...
Luxury Hawaii Kai Villa – Ocean Views, Salt Pool & Guest Cottage, 5 Min to Beach
Villa Luana – Relaxed Comfort in Hawaii KaiVilla Luana is a peaceful retreat set against the green mountains of Hawaii Kai. With views of the surrounding landscape and glimpses of the ocean, it’s a great place to unwind and enjoy the slower pace of island...
Cozy Lanikai Cottage Walking Distance to the Beach-Near Shops & Restaurants
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...
Waialua Beachside Cottage: Lovely! Direct Beach Access
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.This stunning property is now accepting...
Poipu Beach 1940s Cottage • Outdoor Showers
Poipu Aloha “Shack” is a lovingly restored 1940s cottage that blends old Hawaiʻi charm with modern ease. Set in sunny Poipu Beach, this two-bedroom is steps from iconic shores and minutes to the Shops at Kukuiʻula and Poipu Shopping Village. Each bedroom opens to...
Makai Club Cottages 2BR/2BA
Located on the North Shore of Kauai, the Makai Club Cottages are gorgeous free-standing 2-Bedroom Cottages on the Makai Golf Course. With stunning mountain and Norfolk pine views, you’ll have easy access to Hanalei Bay within 5 minutes. The units are fully renovated...
Beautiful Makai Club Cottages - 2BR
Escape to a lush tropical oasis at Makai Club, situated on the North Shore of the island of Kauai. This quaint resort is surrounded by the lush greenery and the towering mountains of The Garden Isle. Spend your days lounging on one of the nearby beaches while soaking up...
Private estate on 12 lush acres, ocean views, path to beach, main house plus two guest cottages!
Escape to this enchanting 12-acre estate with panoramic ocean, mountain, and river views. The main residence, guest bungalows, and bathhouse form a connected compound amid lush gardens. The great room with Teak sliding doors opens to the garden and ocean view. Custom...
Cool cottage with AC in Keaau
Escape to a delightful 2-bedroom cottage in Keaau. This lovely retreat features 1 queen bed, 1 sofa bed, and a cozy office space with a crib. Guests can relax in the charming living area or unwind in the modern bathroom with a shower. With amenities like AC, heating,...
Charming 2-bedroom cottage in enjoyable Ewa Beach with WiFi, AC
Your cozy cottage in Ewa Beach with 2 bedrooms awaits you. This marvelous retreat features AC, WiFi, and a washing machine for your convenience. The living room offers 2 sofa beds for extra sleeping space. With 2 bathrooms and a hair dryer provided, your stay will be...
Lodge at Kukui'ula Cottage 15 - Luxury Plantation-Style Retreat
The two bedroom cottages at The Lodge at Kukui’ula on Kaua’i offer luxurious accommodations and exclusive access to the award winning private club facilities and amenities of The Club at Kukui’ula, including the 18-hole Tom Weiskopf designed golf course, sprawling...
2 Bedroom Cottage With Hot Tub
This incredibly located and luxurious ocean-view Hawaiian beach cottage is just steps to 2015's # 1 rated beach in the USA, Waimanalo Beach. In a quiet Hawaiian village, you'll awaken to the sounds of birds, the fragrance of flowers, and waves gently crashing on the...
Lovely Country Cottage
This beautifully renovated country cottage will provide the ultimate authentic Kauai experience. Enjoy a native Hawaiian farm homestead. You are welcome to pick and eat anything ripe on the farm from avacado and mango to passion fruit and coconut. We also have 10...
The Avocado Cottage
Your own private guest cottage on a 3 acre working avocado farm out of the heat and activity of Kona. We are at around 1,200 elevation but still only 12 minutes from all major grocery stores and restaurants.
Kukuiula Makai Cottage #22 By Parrish Kauai
A modern island retreat in Kukuiula. Sleek, serene, and effortlessly stylish, this 4-bedroom, 4.5-bath Kukuiula villa pairs refined minimalism with laid-back island charm. Designed with a modern aesthetic, the home features clean architectural lines, curated...
Kukuiula Makai Cottage #12: Plantation-Style 2BR Retreat in Poipu
Kukuiula Makai Cottage #12 is a charming cottage nestled in the heart of Poipu’s highly sought-after Kukuiula neighborhood. This single-story plantation-style retreat blends vintage Hawaiian charm with upscale modern comforts. Featuring two bedroom suites, this...