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.
Haleiwa Oceanfront Cottage - Charming 1BR Retreat
Discover the delightful onebedroom getaway nestled right within Haleiwa. Nestled just a 22-minute drive from the renowned Banzai Pipeline and 24 minutes from the stunning Turtle Bay Beach, this cozy retreat offers the perfect base for your Hawaiian adventure. ocean...
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Under the Warm Maui Sun - Permit#BBKM\2016\0004 Due to cancellation last moment special forMon, Oct 31 - Thu, Nov 10, 2022 $350/nightRegular rates 2022: April 1 - December 27 2022$410/nite for 2 personsWinter rates 2023: January 3 - March 31 $490/nite for 2...
Charming 2-bedroom cottage with a hot tub. 5 Min to Volcanoes National Park!
Welcome to Kolea Cottage - where comfort meets environmental responsibility. Wake up to the peaceful sound of native birds singing surrounded by miles of lush native Hawaiian rainforest. It’s the perfect place to stargaze and relax in the private hot tub after a day...
Exotic garden cottage at amazing volcanic fissure
Escape to our cozy and romantic gem nestled in the heart of paradise. Our garden cottage is a stunning specimen of natural beauty located between magnificent Volcano National Park and the historic town of Hilo. Provides easy access to both attractions.The stunning...
Tropical cottage with fresh rain water hot tub close to Volcanoes National Park
Enjoy the fresh rainwater hot tub after a long day's hike. The hot tub is drained, sanitized, and refilled with fresh triple-filtered, chemical-free rainwater between each booking. This cozy cottage is in the heart of Volcano Village with luxury features such as a...
Maikalani at Poipu Kai By Parrish Kauai - quaint cottage for 4 with AC & private
Tucked into the Lanai Villas section of the tropical Poipu Kai Resort, Maikalani is a Kauai vacation rental home exquisitely decorated and outfitted with all the necessities of home, including zoned air conditioning. Located on the lush green belt with easy access to...
Bright and airy 1-bedroom cottage in charming Kailua, 1 block to beach. WiFi, AC
This sunny cottage in Kailua is a perfect choice for guests seeking a quiet retreat in a fantastic location, so conveniently close to all that Kailua has to offer, including sandy beaches, popular restaurants and eateries, all kinds of great boutique shops, Whole Foods,...
Cozy cottage nestled on our 5 acre Organic fruit farm
The farm cottage is set at the top of our 5 acre exotic fruit farm. Enjoy your stay by touring the property and relaxing in our cozy home away from home. The cottage is equipt with everything you'll need without the clutter. From the living room, enjoy a view of the...
Charming. permitted cottage, short walk to Paia town & beach.nSTPH 2013/0004
Nestled on Baldwin Avenue, our plantation style one bedroom cottage provides convenient and comfortable accommodations for 2 people, with the amenities of Historic Paia Town and Paia Bay just a few minutes walk away and all areas of the Island within easy driving...
Naupaka Hale - Lanikai Beach Home & Cottage
NAUPAKA HALETA-151-566-1312-02THIS PROPERTY RENTS ONLY MONTHLY FOR 30 DAYS AND LONGER.Idyllic classic Hawaiian style vacation rental home on large lot with huge sandy beach right in front of your very eyes. This beautiful vacation rental home offers breathtaking views...
7 Mi to Volcanoes NP: Serene Cottage w/ Deck!
8 Mi to Volcano Golf Course | Picturesque ViewsNamed ‘Halakea Hale (Pineapple House),' this peaceful 2-bedroom, 1-bath cottage combines traditional charm with modern comforts. Sip coffee on the deck as you marvel at the natural beauty of one of the few remaining...
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...
Charming, Romantic Beach Cottage at Anini Beach! TVNC 1361
Tucked beneath swaying palms and just steps from the gentle turquoise waters of Anini Beach, this enchanting one-bedroom cottage is pure island charm. With its vintage flair and dreamy, movie-set vibes, it’s the perfect hideaway for romantic retreats, solo escapes, or...
Magic Sands Retreat: Remodeled Cottage,Walk to Beach, Incredible Location,AC!
The Magic Sands Retreat is a quaint 3 bedroom/2 bath cottage just around the corner from the famed Magic Sands Beach and the Ali'i Drive beach corridor. Just a 10 minute walk to the most popular beach in Kona! This upgraded home shows attention to detail with an artists...
Cottage on Beachfront Estate property, central Hanalei Bay
This amazing and completely refurbished home is situated on a stunningly beautiful one-acre, gated OCEANFRONT estate property, right in the middle of magical Hanalei Bay. It is, in fact, one of the ONLY vacation rental cottages on beachfront property to be found...
Charming 3br Cottage w AC, Ocean Views
New Listing! Welcome to Kukuiula Vacation Home #2, a charming ocean view beach cottage located in the heart of Poipu's desirable Kukuiula neighborhood. This single-story plantation-style home beautifully combines vintage Hawaiian charm with modern luxury, offering a...
Paia Family Cottage - Walk to everything in Paia Town
Walk to everything in Paia Town. Paia Family Cottage is well equipped, with comfortable indoor, and sweet outdoor living spaces for everyone. There is AC in all bedrooms and living room. And a yard where kids can play, with views out over the green sugar cane fields....
Liko Lehua Cottage in Volcano - Hot Tub & Fireplace - Mauna Loa Estates
Liko Lehua Cottage - Your Hawaiian Forest Retreat!Escape to the enchanting Liko Lehua Cottage, a hidden gem just six minutes from the awe-inspiring Hawaii Volcanoes National Park. Nestled in the lush, serene Hapu'u forest of Mauna Loa Estates, this newly reimagined...
Hale Hihimanu - newly renovated house and guest cottage with AC
Hale Hihimanu - a newly renovated house and guest cottage with AC throughout. Located on a private driveway with just two neighbors, this property offers unprecedented privacy for a home in the resort community of Princeville. The beauty and elegance of this property...
BIG ISLAND HALE MELE MELE, Lovely Cottage in Magical Puako!
NEWLY AVAILABLE DATES JANUARY 4 - 13, 2026COME SEE THE HUMPBACK WHALES AND ENJOY THE GREAT WEATHERHale Mele Mele is one of Puako’s original beach cottages lovingly restored, refreshed and redecorated to feel like home-away-from-home. The fully-equipped kitchen, while...
Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park
TMK: 4-2-8-018-005-0001-000This custom designed Hawaiian plantation style cottage is located just off the Brennecke's beach side of Poipu Beach Park, 100 steps to the beach!This spacious house was designed and built in 2013 to be the perfect vacation retreat - its...
North Shore Ocean View Cottage
This recently built comfortable cottage is located on the north shore of the island of Maui, tucked away in the quiet countryside of Haiku but relatively close to major attractions! Enjoy a relaxing vacation in a rich tropical setting with spectacular ocean views!The...
Puolani Iki-Sweet lil cottage near National Park
Snuggle into the beautiful Ohia forest. Make yourself at home in your own little rainforest retreat, and wake up to views of the beautiful hapuu ferns right outside your window. This little cutie has everything you need for an east Hawaii adventure!Our little Volcano...
Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
Coco Cottage at Poipu Beach is a classic, sugar plantation-style home located on the sunny south shore of Kauai. Completely rebuilt, it offers beautiful furnishings, a fully equipped kitchen, full-size washer and dryer, two air-conditioned bedrooms, each with a...
Modern Oceanfront Cottage
Wake up to the sound of waves and step straight onto the sand at this stunning 3-bedroom, 1.5-bath oceanfront retreat. Perfectly positioned right on the beach, this home offers the ultimate island getaway with a spacious converted basement, comfortable furnishings, and...
Your own private cottage, 60+ FIVE STAR exceptional reviews!
Hibiscus Hideaway is a licensed Bed and Breakfast, permit # BBKM 2015/0004TA-001-473-5360-01Hawaii Tax I.D. NO W01511848-01This beautiful one bedroom one bathroom cottage is completely brand new and is kept immaculate. Tile floors throughout, granite counter tops in the...
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
On Maui's sunny south shore, is the romantic Honu’ea cottage, where quiet peaceful living is a way of life. Honu'ea (Hawksbill Turtle) is named after the endangered turtles that come and nest on the sandy shores in front of the property. Honu’ea is perfect for...
Auntie Kali's Cottage: 2 BR Wailea Home with Pool & Tiki Bar
Experience the best in Maui Hawaii when you stay in this 2bedroom/2 bathroom private Hawaiian plantation style cottage located within minutes of the Luxury Resorts including The Four Seasons, Maui Wailea & The Grand Wailea Resort on Maui’s South Shore. When you open...
Ho'okipa Villa: Historic Home + Guest Cottage in Kahala
Tucked within the prestigious Kahala neighborhood, Ho‘okipa Villa by Gather blends vintage Hawaiian charm with modern comfort for the ultimate island retreat. Originally built in 1938 and lovingly restored, this five-bedroom, four-bathroom estate spans over 3,000 sq....
Lovely garden cottage, Hamakua waterfall district, 100% solar
Secluded Ohana (1/1 Cottage) with Superb Ocean Views on Gorgeous Hamakua Coast Estate – The Garden House HideawayConstructed of Indonesian hardwoods, this fully furnished Studio Ohana sits on the beautifully landscaped grounds of an estate overlooking the beautiful...
Cottage with Private Salt Water Pool
30 night minimum This beautiful recently updated cottage is nestled in the quiet, safe, and upscale neighborhood of Kahala. Excellent location! Just minutes to Waikiki, nearby parks and the pretty white-sand beaches of the East Honolulu coast. Also, in very short...
Beautiful Private Cottage
Spectacular private entire home 2 bedroom cottage, brand new construction in 2017, located on the "sunny side" of Kamuela/Waimea town. 12 minutes from world renown white sand beaches and resorts of Kohala's Gold coast. Also closely located within minutes from...
"Coconut Crest Cottage"
"Coconut Crest Cottage" is a perfect tropical getaway for families, small groups, or visitors to BYU-Hawai'i. Nestled in the heart of Oahu's North Shore within convenient proximity to the ocean and the iconic Kahuku Sugar Mill, featuring numerous food trucks. Turtle Bay...
Island Cottage A/C-Pool-BBQ
Aloha! We welcome you to our beautifully decorated and loved island home. Located in the heart of Princeville and centrally located to stunning beaches, restaurants, retail, and more. This is the perfect place to recharge and relax after a day of island adventure. You...
MARCH CANCELLATION SPECIAL 349/NT 7nt min. Private, Romantic Cottage
Maui Permit #BBPH 2009/0002 , Hawaii Permit #SUP2 2002/0005Hawaii Tax I.D. TA035-442-8928-01 TMK (2)2-7-035-010-0000Maui's Ultimate Private, Romantic Cottage! ...a unique architectural Polynesian Pole home on Magical Maui. Secluded, romantic, beautiful island inspired...
❤️PiH❤️ Pualani Villa ★Elegance★Heated Pool & Spa★Private Cottage
Introducing Pualani Villa, by Paradise in Hawaii Luxury Homes.At Paradise In Hawaii, we pride ourselves on providing some of the most sought after homes on the Kohala Coast and are thrilled to add the exquisite Pualani Villa, a single level four bedroom home, with pool...
Lovely Private Kailua Cottage
Welcome to our newly renovated 1-bedroom spacious and private cottage that is super centrally located in the heart of Kailua. Our cottage is situated on a beautifully landscaped property which will lead you to a lusciously landscaped garden with outdoor dining & BBQ....
KAANAPALI COTTAGEn 2 bedroom cottage within walking distance of Kaanapali Beach
International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10...
Ola'a House by Volcano Heritage Cottages in Village center-1 mile to Nat'l Park
Ola'a (meaning "lively" in Hawaiian) House is a 1,700 square foot home in the heart of Volcano Village featuring authentic Hawaiian furnishings and original art by local artists. The house is owned by the co-founder of Kilauea Lodge and former Magnum PI make-up artist...
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...
Tranquil cottage in peaceful Kohala farm setting
This studio cottage sits on 5 acres of orchard, gulch and gardens with the Kohala coast as a backdrop. The owners farm the back 20 acres with cattle, sheep, goats and chickens. We are located midway between the towns of Hawi and Kapa'au--both known for their quaint...
❤️PiH❤️ PARADISE AWAITS ★ Private Pool & Spa ★ Guest Cottage
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Paradise Awaits, a part of our Hawaiian Luxury Collection. Paradise Awaits at KaMilo is a wonderful, large, single-level 4 bedroom home that includes three bedrooms in the main house, each with a large primary...
ICC 18 Remodeled Cottage w Pool AC Beach
International Colony Club 18 Beautifully Remodeled Air Conditioned Hawaiian Plantation Style Cottage Across the Street from the Beach FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch...
Ocean View Cottage with Separate Suite
Incredible COTTAGE! with a new Separate Suite! How can you vacation in Hawaii and not have an ocean view!! Authentic Hawaii vacation retreat in Hawaii Kai-East Side of Oahu! Get away from the hustle and bustle of everyday day life, rejuvenate, and revitalize yourself at...
Hulili Tropical Fruit Farm - Pineapple Cottage
Opened for guests in 2010, the original HULILI FARM COTTAGE (pronounced who-lee-lee) has welcomed so many wonderful guests that it became time to enable more people to enjoy the farm. Introducing Pineapple Cottage! Please check out our reviews for the original cottage...
PUAKO 1940's Vintage Beach Cottage - Now with Air Conditioning
Immerse yourself in paradise at our tranquil completely restored vintage beach cottage. We're located in Puako, the only beachfront community on the Kohala coast on the Big Island of Hawaii.Puako was an ancient fishing village and is now known for its green sea turtles,...
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...
Moloa'a Bay Villa - Impressive Home and Guest Cottage
Moloaa Bay Villa, on the northeast shore of Kauai, is steps away from a secluded white sand beach! Welcome to Moloa'a Bay on the northeast shore of Kaua'i. This is a large, secluded, pristine white sand beach that lends itself to coastal hiking, snorkeling, body...
Oceanview Luxury Estate - Multi-Suite Retreat in the Kona Uplands in Holualoa
Luxury Oceanview Estate – 2 Suites + Cottage + Additional Bedroom | Infinity Pool | Gym | High-Speed WiFiWelcome to our breathtaking ocean-view estate, designed for ultimate comfort, privacy, and relaxation. This luxurious retreat features two spacious suites, a...
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...