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.
Honolulu 2 bedroom Cottage
We will block the property for 30 days but you can leave whenever you likeOne of three cottages/City and ocean views, newly renovated large 1200 Square feet bungalow. Five minutes to downtown, 10 minutes to Ala Moana and Beach. Air conditioned, 2 bedrooms with king...
Cottage #3
Cottage #3 offers a luxurious, modern retreat just steps from the water's edge. As the closest one-bedroom cottage to the ocean on our five-cottage property, it provides the perfect blend of seclusion and convenience.Inside you'll find a plush king-size bed and a fully...
Hale Makai Cottage #5: Kauai North Shore Retreat
Cottage #5 offers an idyllic Hawaiian escape for families or groups of friends seeking the beauty of Kauai's North Shore. The cottage features two bedrooms and two bathrooms. The primary bedroom includes a luxurious king-size bed and an ensuite bathroom. The second...
Beachfront Cottage at Log Cabins
Our cottage is tucked away in a great location. Enjoy this private sanctuary on the bike path and within short walking distance to Pipeline or Shark's Cove. We have 3 bedrooms, two have one queen each, and the third has 2 twins. There is also a sofa for sleeping in the...
Charming Oceanfront Cottage in Beautiful Historic Kailua-Kona Village
One of a few vacation homes with a short stroll to historic Kailua-Kona Village . You are minutes away from the famous Kahalu'u snorkeling beach and the Magic Sands Beach. Short walk to sandy beach next door. Enjoy and relax the spectacular sunsets from your private...
Cottage-Very Close to Beach-Quiet A/C-Full Kitchen with Range/Oven-Deck-Laundry
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. This is the adorable beach bungalow you've been looking for. Located on the southern border of Laie on the northeast shore of Oahu,...
Ocean View Guest Cottage - 1990/NUC-1797
Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply.A two-bedroom, one-bath, ocean view cottage located a few steps from Kailua Beach... Voted Number One beach in America! There are 2 shopping...
Cottage 1B, Unit 1 C02- The Best Oceanfront Lanai On Molokai!
Enjoy watching the video tour! It is on YouTube Molokai 1B Kepuhi! Our wonderful cottage is located just steps from the pristine white sand beaches on Molokai's west end. We have stunning ocean and sunset views of Kepuhi Beach even from inside the cottage. The cottage...
Honu Cottage: Quiet, Oceanfront Comfort + EPIC VIEWS!
WE ARE LITERALLY ON THE WATER! E Komo Mai (Welcome) to Paradise!one rental per 30 day period as required by city & county law Honu Hale is a charming island-style cottage that sleeps 3 adults or 2 adults and 2 children. A cozy loft bedroom has a comfortable king size...
Pinetrees Hanalei Cottage with A/C
This delightful, two-story cottage is on the beach and to the center of quaint Hanalei town. Enjoy mountain views and the ocean from the second floor of this charming cottage. All around you is the lush foliage for which Kauai's north shore is famous. Cottage:Bedroom 1:...
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...
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. Head...
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...
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,...
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...
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...
Stargazing Mountainside Cottage by Pristine Beaches
This beautiful, breezy, and quiet cottage in the stunning Makaha Valley offers a wonderful opportunity for you to immerse in Hawaii's peaceful nature. Surrounded by gorgeous ridges and valley, you will enjoy amazing views all around. The backyard patio is perfect for...
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...
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 yourself...
ICC 13 Beautifully Furnish 2BD Kaanapali Cottage Pool
International Colony Club 13 2BD/2BA Beautifully Furnished Cottage in Kaanapali Near Beach Imagine a day filled with sun, surf and snorkeling at one of the best spots on Maui, just minutes from your private beach bungalow. After a full day of adventures, retreat to your...
Kahala Cottage by Gather: Cottage w/ Private Pool, A/C, Walk to Beach and Shops
Kahala Cottage – A Tranquil Retreat in HonoluluWelcome to Kahala Cottage by Gather, your home-away-from-home in the exclusive Kahala neighborhood on O‘ahu’s south shore. Offered as a monthly rental, this two-bedroom, two-bath island retreat blends laid-back Hawaiian...
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...
LOOK! Kai Cottage coastal getaway in Pauka'a!
Kai Cottage in the quiet Pauka'a neighborhood a few minutes drive north of downtown Hilo is the perfect vacation spot for exploring Hilo, Volcano and the eastern coast of Hawaii Island. This plantation era cottage, built in 1966, is designed to take advantage of coastal...
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...
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 open...
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...
The Cottage: Oceanfront Honeymoon Retreat w/Gorgeous Views, By Kahalu'u Beaches
Perched directly above the lava-rock shoreline along Ali‘i Drive, The Cottage is a classic oceanfront retreat where coastal breezes, island color, and unobstructed sunsets shape each day. This one-bedroom home blends nostalgic Kona charm with thoughtful modern updates,...
Super Homey & Comfortable Townhouse - Walk to Shops/Dining/Great Beaches
Puamana 21D is a cute and cozy townhome right in the heart of all that Princeville has to offer! Your private, cottage-style retreat has a lofted master suite upstairs, a downstairs bedroom that can function as a remote office or kids' bedroom, a warm and inviting...
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 the...
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 sofa couch in the living room, it sleeps 2-4 guests comfortably. Max 4 guests. Reserve the Hale Palila cabin next...
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...
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...
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...
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...
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...
Ohana Rental Cottage Close to Beach
We live onsite and the house was built as a rental in mind. When facing the building from the street, we are on the left side. You have your own separate entrance. You need to enter from the front door and can open the glass sliding door to the dining area (outside) and...
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...
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, professional...
Hawi peaceful, spacious Garden Cottage- your home away from home
Spacious, modern cottage with all the tropical Hawaii charm located on a one+ acre macadamia nut farm near Hawi Town. The cottage has an open living area with high ceilings, bamboo floors and tasteful decor. Enjoy cooking in the fully equipped kitchen with craftsman...
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 life.Inside,...
Pohaku Kauai by Gather: Princeville Garden Cottage Near Hanalei Bay
Set along Hanalei Plantation Road, Pohaku Kauai is a welcoming three-bedroom cottage in Princeville surrounded by garden greenery, mountain backdrops, and occasional waterfall views after passing showers. Recently refreshed and thoughtfully equipped, this holiday home...
Soothing 1-bedroom cottage perfect for relaxing stays in Keaau.
Located in Keaau, enjoy what this 1-bedroom cottage has to offer. This adorable retreat features a cozy queen bed and a fabulous bathroom with a refreshing outdoor shower. Enjoy the above ground pool. The yard has an active apiary in the lower back part of the yard....
Charming 3BR Koloa Shore Cottage with ocean views and AC, sleeps 6 in Poipu
Be one of the very first guests to stay in this brand-new-to-market vacation rental.Welcome to Koloa Shore Cottage — your peaceful escape at the historic Koloa Landing area in sunny Poipu, also known as Whalers Cove. Step outside and take in breathtaking views of the...