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.
Stunning oceanfront cottage
This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Meticulously appointed and private, the views and location are spectacular. The Guardian newspaper has listed Kona Moana Hale...
Moloaa Bay Cottage, A/C, 1 Bed/1 Bath with Den and loft
Moloaa Bay Cottage is located in Moloaa just steps away from a white sand beach. The Cottage: At the south end of the property near the entrance is a detached separate 2nd story guest house consisting of 994 square feet of air-conditioned living area with 1 bedroom +...
Cottage with Amazing View, Minutes to Dolphin Swimming, Very Private, Affordable
Please check out the main house on the same property for larger groups:vrbo 1542506This cottage is perfect for a couple looking to save money but still have a million dollar view. In Kealakekua Bay, just 3 minutes from some of the best snorkeling and wildlife viewing in...
Nestle Into Your Private Cottage After a Busy Day. Enjoy the Hottub - Permitted
Maui County Rental permit - STPH 2013/0024TA-091-083-1616-01TMK-270031060000Fabulous views, privacy and quiet were foremost for us in choosing where to build our dream home in Hawaii. We looked for several years before finding this special Maui hilltop location on the...
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
Come and enjoy our island home with us. Koi Palms Cottage is located within our gated property alongside our lovely Koi pond, in the quaint town of Kailua. The owners live on the property in the main house.The cottage is a 600 square foot 1 bedroom unit. The kitchen is...
Private Country Cottage
Cottage is located on the back side of a one acre manicured property. It is private from the main house the landscaping keeps you from seeing the house when sitting on the back lanai where the BBQ and sitting area is located. There is one off the road parking stall for...
Custom cottage feels bright & airy yet cozy and private in this country setting.
Cottage Cottage feels open and airy with high open beam ceilings in the living room and kitchen. Lots of windows let the trade winds in. Chill upstairs on the catwalk in a comfy recliner or outside on one of the 2 decks or on the relaxing dbl hammock outside. Short Walk...
Private and spacious Princeville cottage
The perfect landing for your adventures! Finely appointed cottage with expansive floorplan and private lanai. Walk to the beach for unforgettable sunrises or along the Princeville Path for epic mountain view and ocean bluff sunsets. Walkable to restaurants, shops,...
Tropical Romantic S. Kona Cottage with Incredible Oceanview
Makalani (Heavenly View) Cottage is a delightfully romantic cottage surrounded by a tropical garden in South Kona's coffee-belt with a breathtaking panoramic view of the Pacific Ocean. For the adventurous traveler seeking authentic Hawaiian beauty and serenity, you can...
Hale Makai - Charming Surf Cottage By The Sea!
Paradise Sands Hawaii Rentals8083828016E Komo Mai! Welcome to this special corner of North Shore Oahu paradise! Located just steps from some of the most beautiful coastline on Oahu, this cozy and comfortable surf cottage is the ideal spot for your next Hawaii escape....
Free standing cottage, providing a lot of privacy. Low traffic around property.
Pali Uli 7Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pack your bags and make your way to this piece of Princeville paradise! With no foot traffic or passersby to contend with,...
Charming 2 Bedroom Cottage Walking Distance from Volcano Village
Kaluhe Cottage is conveniently located in the heart of Volcano Village. Secluded among the ohia trees, this two bedroom one bath home is cozy & clean. Both forest view bedrooms have comfortable queen size beds.We only allow 14 night stay, which will include a extra...
Hunter Hales HOKU cottage Maui Perfect Getaway!
Hunter Hales “HOKU” is one of two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. This listing is for “HOKU”cottage. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style...
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park
Amau Lani Cottage is conveniently located in Volcano Village just minutes from Volcanoes National Park. Its country charm is a family favorite and includes a private yard and lava rock feature. The cottage is fully equipped for all your home away from home needs...
Waimea Beach Cottage by Destination Kauai - Charming 2BD, A/C, Walk to Ocean/Pier
TVRNC-1316E Komo Mai, Welcome to Waimea Beach Cottage!This charming cottage and yard are privately yours to enjoy. Fully updated, there are two bedrooms each with a queen size bed and split unit AC for cooling off on Kaua'i's west side. The living area is cozy and...
Hale Minoaka by Destination Kauai - Poipu Beach Estates Exquisite Cottage
E Komo Mai – Welcome to Hale Minoaka!Your serene South Shore retreat in sunny Poipu.Nestled in the prestigious Poipu Beach Estates neighborhood, Hale Minoaka is a thoughtfully designed A/C cooled 1-bedroom, 1-bath private cottage offering the perfect blend of comfort,...
BLUE Mermaid'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 for rent +a 4 bedroom Manorhouse. Each cottage is a...
Sandy Beachfront Cottage
This beautiful, beachfront cottage was remodeled and converted from a 1-bedroom unit into a spacious, loft studio that can accommodate 4 guests. The kitchen and bath feature upgraded fixtures, appliances, and marble counters that add extra charm and functionality to the...
Kukuiula Cottage #08 By Parrish Kauai - Private Pool and AC Great for the Family
Located in one of Poipu's newest and exclusive neighborhoods Kukuiula Makai Cottage #8 is one of the South Shores spectacular homes. With distant ocean views and over 4,000 square feet of living space with a private pool, this oasis can be your home away from home while...
CLEAN and SERENE eco-friendly private cottage!
Private cottage, gorgeous 720 sq ft one bedroom, full kitchen, bathroom, spacious living/dining area. Covered lanai with gas grill, patio seating, covered gazebo area with hammocks and hanging chairs. Conveniently located right off famous coastline of the 'Red Road.'...
Private Garden Cottage on 5 acre country estate /Walk to the Botanic Gardens!
Aloha! Our country estate is in Onomea, 6 miles north of Hilo, on 5 tropical acres with garden and ocean views. Onomea Guest Suite is a private cottage with garden views of flowering royal Poinciana trees, sweeping monkey pod trees, mango, lychee, mountain apple trees,...
Private & Serene Cottage Poipu Beach TVNC #4209
Poipu Beach Ohana house, called “Pua Hale” (Flower House), is an 850 sf one-bedroom private cottage and tropical garden completely enclosed by private walls and fence. Located on Kauai's sunny and warm Southern shore is an easy 10 min walk or slow 3 minute drive...
Great Location, Clean, Beachy 1BR Cottage
Maui Permit STPH2015/0006. 1 bedroom, 1 bath, (sleeps 2) fully equipped & newly renovated kitchen, FREE WIFI, new appliances, coffee maker, toaster, blender, washer/dryer, new queen bed, linens, towels, beach towels, beach chairs (2), outdoor covered lanai with dining...
Plantation Style cottage short walk to beach and town nPermit STPH2013/0004
Nestled on Baldwin Avenue, this two bedroom cottage provides convenient and comfortable air conditioned accommodations, comfy queen sized beds and a/c units in each bedroom, with the amenities of Historic Paia Town and Paia Bay just a 5 to 10 minute walk away. Baldwin...
Gilligan's-secluded air-conditioned Cottage Near Gorgeous Beach--TVNC-4189
And not only secluded, but only a four and a half minute walk to a gorgeous and private beach! (I know VRBO wrote “six minute walk” in the title, but I measured it once!). Gilligan's Beach Cottage is not like one of the houses packed into town--it is about 15...
Sleeping Giant Cottage with Plunge Pool TNVC #1244
We're thrilled to share our house in Kauai with you! There's a swimming pool, botanical garden-like setting, and location that's extremely convenient for exploring the island. Our plunge pool is perfect for cooling off after a day at the beach or just lounging in all...
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
This beautiful hillside cottage with stunning ocean view offers the perfect getaway for a couple, small family, or up to four vacationers . Ideal for Military personnel transferring to or from O'ahu who need a month or several months rental. Bedroom has partitioned...
Waiuli Beach Cottage ~ Oceanfront at Richardson Beach Hilo Swim & Snorkel
Charming beach cottage with commanding ocean view of the best beach on the east side of Hawaii! Waiuli (Richardsons Beach) is the best for swimming, surfing, and snorkeling. What's the best thing about it? It's right across the street! Grab a mask and snorkel (there's...
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
Enjoy a restful respite in this private cozy cottage with a beautiful private garden. The Lanikai Bungalow is a private separate cottage. It has one bedroom with beautiful relaxing living spaces, full kitchen and bathroom. The cottage has a gorgeous private lanai/patio...
Turtle Rock - Ocean Front Cottage with pool
Direct Ocean Front Home completely remodeled inside and out overlooking spectacular Kahalu’u Bay with views of surfers, dolphins, whales and sunsets . The one of a kind property features two Cottages with separate Master Suites. Amenities include two bathrooms , sun...
Gated cottage, 3 blocks to beach, A/C Close to Tunnels. Lots of outdoor space
A short walk to world-class, white sand beaches stretching for miles in both directions. Experience the beauty of a magical area nestled between emerald mountains and azure seas. Stroll in the sand on the closest beach, Naue. Walk or drive one mile to Tunnels, the...
Kukuiula Cottage #36 By Parrish Kauai - spacious plantation style home w/ AC, po
This luxury Kauai vacation rental is located in the newest resort community of Kukuiula. This fabulous new home has lovely garden views from the main living and pool deck area and the upstairs guest suite with den and private lanai has a lovely distant ocean...
Seaside Zen Cottage - A beach is your front yard
This is an ideal place to relax with family and friends. The lagoon in front of the cottage is a great place for snorkeling, for teaching small children to swim and to rest in the healing waters.Rental of the Cottage can be combined with rental of the "Robertson's Beach...
Welcome to Mango Cottage
PLEASE NOTE: Listed rates are based on two guests. An additional $40/nt per guest will be added. Please enclose the total number of guest when booking (including children)... Mango Cottage is an original beach house located at the private and quiet end of Puako Beach...
Cute, spacious rainforest cottage close to HVNP
Come and enjoy our lovely cottage, just minutes from Volcano Village and the world- renowned Hawaii Volcanoes National Park. This private home offers all the comforts of home in a beautiful, unique setting sure to relax and inspire you.This charming home is equipped...
Malolo Cottage - a studio/1ba home near the beach in Hanalei
TVNCU-1170 TA#103-297-8432-01 Just a short walk to the beach at Hanalei Bay (about 1 block), this wonderful Hawaiian-style studio cottage has all you will need for a relaxing vacation. The Studio cottage features vintage Koa furniture, a Queen bed and a double bed...
Hau'oli Place - Happy little tiki cottage in Volcano
Our cozy little "Happy Place", is right across from Volcano Village with its restaurants and Sunday Farmers Market, & 5 minutes from Volcanoes National Park. Perfect home away from home for exploring eastern Hawai’i!THE SPACEOur little Volcano Village is the perfect...
Charming Kaloko Mountain Cottage with hot tub - private,secluded and cozy!!
Wonderful, private and cozy cottage up in the forest of Kaloko Mauka ( directly above Kona town!). Situated on 5 acres and 2700 foot elevation, this stand alone cottage is surrounded by beautiful ohia trees and is at least 300 feet from the main residence. The owners...
TRULY BEACHFRONT House + 2 cottages for extra guests or privacy
30 Day Rentals Available. High Speed Internet. Remote Work in Paradise!Popular beachfront rental well known as the LAIE BEACH RETREAT or LAIEBEACHRETREATSandy BEACHFRONT North Shore retreat located on the Hukilau Beach of Laie Bay! Our beautiful home is well known as...
Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!
Brand new, freshly renovated, permitted & legal. Private entry & parking in front of entry. If you were looking for a great deal in Central Maui, you’re in luck as the rates offered for those who book now are very competitive to welcome you to get away to one of the...
Beachfront Home + Cottage at Center of Hanalei Bay!
Welcome to our stunning, historic Hawaiian plantation home and cottage—nestled beachfront on over 1/3 acre at Hanalei Bay’s famous Pine Trees Park. A surfer’s dream in winter and a calm, swimmable bay in summer, this family-friendly, single-level compound includes...
Hale Mano - TVNC 5047 - A mod beach cottage on the sunny, south side.
Hale Mano (The House of Sharks) is a 3-bedroom, 2-bath home built in 1963 from solid California redwood. Located on a cute residential street, it's the perfect getaway from the typical resorts. You will love this well curated, retro, beach house that's just a 6 minute...
Luxurious 3-Bedroom Single Story cottage
Welcome to KaMilo, the upscale private community of luxury homes in the exclusive Mauna Lani resort community on the Big Island of Hawaii. This luxurious single story Cottage home boasts an open floor plan with an expansive great room, vaulted ceilings and lanai doors...
Darling, Private Cottage Near Hawaii Volcanoes Nat'l Park
Volcano Kahaualea Cottage, a perfect place to explore the East Side of the Big Island, from the village of Volcano, Hawaii. Retreat from the world in privacy on 3 acres of lush forest. The cottage, constructed in 1982 and completely renovated in 2018 was artfully built...
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai
Situated on an 8.5 acre exotic fruit farm along the Hamakua Coast, Royal Palm Cottage will provide you real feeling of Hawaii country living. A view of Mauna Kea greets you as you drive up Chin Chuck Road, known for the well manicured, 10 acre farm lots. As you enter...
Kamaka Cottage at Volcano- A Rainforest Hideaway
Nestled in the quaint rainforest town of Volcano, this charming cottage rental sits on three acres of Ohia forest and is just 2.5 miles from the entrance of Hawai‘i Volcanoes National Park. It features a retro-modern design and an open floor plan.The Kamaka Cottage is...
Evergreen Cottage @ Maui Adventure Villa
Surrounded by green with ocean & mountain views, is a quiet, cozy and private retreat with 2 separated spaces (studio + screen porch) taking in pleasingly mellow sounds of nature! Locally-favorite beaches, hikes, towns and restaurants just minutes away by car.The...
Cottage #2
Hale Makai Cottage #2 offers a luxurious two-bedroom retreat in the enchanting Haena area on Kauai's North Shore. Perfect for families or groups of friends, the cottage features two king-size bedrooms, a fully equipped kitchen, and a deck with breathtaking ocean...
THE TREEHOUSE COTTAGE - 30 DAY RENTAL
GET number: GE-182-371-3280-01TAT number: TA-182-371-3280-01This 960 sq ft cottage is nestled at the back of a 2 acre yard on the second floor above an open air garage. The cottage is surrounded by a fair amount of trees that give it a treehouse feel. The cottage layout...
Captain's Quarters Cottage on Kamuela's Nob Hill
Enjoy the cool setting of Kamuela. Located in the famed hub of Parker Ranch the beloved central point of verdant cattle country rich in Island history. Located on one of the hillsides above Kamuela town, this Cozy Chateau style cottage sits near the top of the hill...