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.
Tiki Hut Cottage - Lush Tropical Garden,;Walk to Tunnels Beach TVNCU#5161
Capture the magic of this romantic cottage. Large picture windows, open beam ceilings and sky lights bring views of lush tropical gardens with towering Cook pines. Two covered lanais for pupus, mai-tais and outside dining. After an adventurous day on the Kalalau Trail,...
Holualoa Studio Cottage - GIANT OCEAN VIEW! Cool, private, near town
We are located on the west side of the Big Island of Hawaii, directly above Kailua-Kona, on the side of Mt Hualalai, in Holualoa, with an awesome ocean and coastline view! Please read our reviews because the view from the cottage lanai is better than we can describe in...
CozyTiki cottage w/ 2 private rooms, outdoor kit/bathn
Nestled in the jungle, our cozy tiki hut offers 2 adjacent comfortable rooms, each with its private entry from a shared lanai/outdoor living space. A covered outdoor walkway leads to a small but practical kitchen and shared bath among cottage guests only. Queen beds and...
ICC 37 Remodeled Plantation Cottage Near Beach
International Colony Club 37 Enjoy a Quick Walk to the Beach from this Spacious Hawaiian Plantation Cottage at North Kaanapali!FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal),...
Beachy Hawaiian Cottage on the Famous North Shore. 2 bed, 1 bath. Sleeps 4
Aloha! Charming beachy 2 bedroom, one bathroom cottage on Oahus famous North Shore. All new stainless steel appliances, fresh fluffy towels and amazing sheets. WiFi, internet, cable, and AC in bedrooms. -The Master has ice cold AC, bedroom fan, a super comfortable king...
Entire Cottage w/ Private Plunge Pool, A/C, BBQ
Air Conditioning is in the living room and principal bedroom. Guest bedroom has a ceiling fan only. A private freestanding cottage with its own Private Heated Plunge Pool. Air Conditioning, a rare amenity on Kaua'i, cools the space for a restorative nights sleep. Relax...
BIG ISLAND PLUMERIA COTTAGE New AC! Ideal Couples Getaway in Magical Puako!
Plumeria Cottage offers a vacation of ease indoors and out. Compact yet perfectly proportioned in the vintage beach style, it is a delightful combination of convenience and charm. And, with a roomy, sunny lanai and large shaded grassy yard, it becomes quite spacious. An...
Romantic, Private Cottage Nestled Away in Volcano
This is a private cottage located in one of the prettiest parts of Volcano Village. This one bedroom cottage is perfect for honeymooners, a special anniversary, or as a writer or artist's retreat.Enjoy natural beauty and incredible privacy. Step out the front door and...
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...
SWEET Luxury Cottage with Private Pool and Studio - Jungle Villa in Keaau
Jungle Villa has all the romance you could imagine, perfect for your tropical island getaway. The very private yard is surrounded by areca palm trees. The Royal Poinciana flowering tree in the middle of the yard erupts in lava red blooms parts of the year. Flowering...
Adorable cottage near small beach
Maui County Vacation Rental Permit: STPH2013/0010 GE-066-317-9264-02/TA-066-317-9264-01TMK-260120340000Experience a delightful part of “old Hawaii” with all modern conveniences by staying at the Menehune Cottage or House in Kuau, one of the coolest little neighborhoods...
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 from...
Sweet Country Cottage
Beautiful bedroom cottage on Kauai’s northeast side. Lush yard full of fruit trees. Come for an authentic Kauai stay, far from resorts, but close to white sandy beaches and restaurants. Peaceful and lovely, you will enjoy this property and home. Bring your ear buds for...
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...
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...
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...
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...
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...
2 Bed Cottage Along Beach and Bike Path in Kauai. Awesome Location! TVNC #4288
Live like a local at Oceanfront Rhythm, a professionally managed and operated vacation rental located -- as the name says -- on the oceanfront. This 2- bedroom, 1-bathroom classic Hawaiian historic home, is fully equipped with kitchen, living room, dining area, 2 King...
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...
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...
Cottage #1
Cottage 1 is stylish, modern retreat in the enchanting Haena on Kauai's North Shore. This cottage features a comfortable king-size bed, a fully equipped kitchen, and a private deck where you can relax and enjoy the sunshine and ocean views. As part of our five-cottage...
Cottage #2
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 views.Situated on...
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. There is an early Sunday Farmer's Market where you can get...
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 a...
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...
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...
Sunset Pt. BEACH Cottage/ almost beachfront w yard, bikes for 2 guests only.
Adorable with yard , locking gates, and privacy, and next to the beach ! The Beach Cottage is almost beach front with lovely outside space, deck, bikes, AC, and more.Located in it's own yard on the tip of Sunset pt with private yard & parking. Please inquire w total #...
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...
Beautiful Spacious Cottage on 1.5 Acre of Lush, Gated Property. 30 Day Minimum.
A large private, free standing cottage/home with full amenities located 2 miles above Waimea Bay, including, in addition to the full bathroom, an added outdoor shower area, beautiful acre of green lawn and a TV room with 50' Plasma TV/DVD and quiet split Air...
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...
Malolo Cottage - a studio/1ba home near the beach in Hanalei
TVNCU-1170 TA#103-297-8432-01 - "A Place to Rest"Malolo Cottage is 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. Featuring vintage Koa furniture, a Queen bed and...
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...
2br Oceanfront Poipu Cottage w/AC by Alekona Kauai - TVNC 1120
Updated with modern touches, the Lani Kai Cottage vacation rental in Poipu is just steps from the ocean and enjoys stunning ocean views from the primary bedroom, living area and kitchen. With two bedrooms and two bathrooms, this vacation rental can accommodate up to...
Plantation Cottage - very private 1br/1ba cottage near the beach in Hanalei
TVNCU-1104 - TA# 154-325-1968-01 Charming 1 bedroom, 1 bath, vintage Hawaiian style cottage, located just off the main road with hedges providing privacy. A private and romantic location with palm trees surrounding the expansive yard. This serene setting is perfect for...
Hanalei Bay Villa Cottage 2Br 2Ba with Mountain Views HBV24
This beautiful, modern Kauai vacation home makes an excellent home base while exploring all the beauty and adventure Kauai has to offer. Located in Princeville, you will find yourself surrounded by beaches, mountains and North Shore hospitality. all within steps of your...
Chung Cottage - a 1br/1.5ba cottage steps from Hanalei Bay
Chung CottageThis family-friendly property features a large fenced yard and a covered outdoor dining area. Located a short walk from beautiful Hanalei Bay and also close to Hanalei town with lots of shops, restaurants, food markets and the public Kauai Bus stop. One...
Plantation Style cottage short walk to beach and town Permit 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...
Beachfront Cottage on North Shore Oahu, Sleeps 4, $295/Night
You've found Hawaii’s Best Kept Secret! (And YES WE HAVE A LICENSE TO RENT SHORT-TERM! SEE BELOW) The cottage is adjacent to a whole mile of deserted beaches, where you’ll discover isolated sandy coves, driftwood and shells, and forested pastures filled with polo...
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...
Sweet Vintage Hawaiian Cottage and Guest House! Great deal in beautiful Lanikai!
At Old Hawaii Beach House and Guest Cottage in Lanikai, we extend to all our guests the old-fashioned Hawaiian Hospitality, and the famous Spirit of Aloha. Step back in time to the romance, the charm, that is truly 'Old Hawaii.' Tropical plants and flowers (seasonal) in...
Hale Minoaka by Destination Kauai - Poipu Beach Estates Exquisite Cottage
E Komo Mai — Welcome to Hale Minoaka in Sunny Poipu!Escape to Hale Minoaka, your peaceful South Shore hideaway in the desirable Poipu Beach Estates neighborhood. This charming 1-bedroom, 1-bath private cottage with A/C offers the perfect blend of comfort, privacy, and...
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...
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...
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...
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 minutes...
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...
Amazing 180° West Maui Ocean View Estate Pool w/Hot Tub- Central AC
Perched on four lush acres in Launiupoko, this gated estate blends the comfort of a secluded retreat with the feel of a boutique resort. Outside, ocean views stretch toward Moloka’i and Lana’i on the horizon. The main house sleeps 7 across three ensuite bedrooms (plus a...
Hawaiian Plantation Style Cottage In Resort Location
"Kuku's Nest" is a beautiful tropical home not just another rental. This condo is a large, remodeled, one bedroom accommodating two guests, ground floor unit, with full kitchen, luxury vinyl and tile floors, stainless appliances, fresh tropical colors, granite counters,...
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...