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.
Ocean View 1 BR Cottage on Oceanfront Property. Permitted
$340/night + tax 17.962%. Rate is for 1 or 2 persons.(Permit # CP2001/0018 & HT ID TA-003-079-5776-01 & TMK 2-6-009-008). Minimum stay 7 nights. Want to stay fewer days? At certain times of the year, or for last minute bookings, we might waive the minimum nights stay....
Cozy Cottage in a quiet neighborhood.
Charming cottage converted from a detached garage. Full bathroom and full kitchen and combined living/bedroom space.Located in Kohala Estates not far from the resorts. Great space for stargazing in this quiet community.
Spacious Ranch Cottage with private hot tub and VIEW!
Our Ranch House Cottage sits above the town of Kona with beautiful views of the Kona Coast. We are a 10-acre gated estate. This unit has a private Hot Tub/Jacuzzi with magnificent views. We a working farm with miniature goats, sheep and chickens. Fresh fruit and fresh...
ICC 22 Beautiful 2BD Cottage Perfect Tropical Vacation
International Colony Club 22 Beautifully Designed 2Bedroom Cottage For the Perfect Tropical Vacation. Private, Next to the Pool, and Close to the Beach FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*:...
Kukuiula Cottage #27 By Parrish Kauai
This handsomely designed and decorated Kauai cottage offers the details of early plantation days yet with the modern conveniences of central air conditioning, as well as everything else one needs to indulge themselves on a luxury Kauai vacation. Enjoy the lush garden...
Poipu Beach Plantation Style Cottage
This custom designed Hawaiian plantation style cottage is located just steps from Poipu Beach Park and Brennecke’s beach on a quiet dead end street. It is the perfect vacation retreat. Hale Honu was just completed in September of 2014 and was designed to fit in with...
Puna Rainforest Retreat Hotspring - Purple Passion Cottage
The Purple Passion Cottage is located on a serene 20 acre estate with beautiful ocean and meadow views. The cottage is cozy and equipped kitchenette (range, oven, mini-fridge/freezer, microwave), full bathroom and two bedrooms. The main bedroom has a king bed with an...
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens
Entabeni Cottage, sits above the Road to Hana overlooking the Pacific Ocean on the north shore of Maui, Hawaii. Maui County License & Permit: BBPH 2013/0006 and SUP2 2012/0011Entabeni Cottage is a fully-equipped, 830 square foot home, powered by the sun and beautifully...
Cozy cottage 3 bedroom, 2 bath, AC, MOUNTAIN VIEWS
Recently updated, lovely 3 bedroom (king, queen, 1 twin), 2 bath, 2 story duplex condo located at the outskirts of Princeville on Hanalei Plantation rd. Central AC in all 3 bedrooms located upstairs. A 15 minute walk will get you to the ruins of the old Club Med and a...
Magical Kauai Cottage on North Shore TV5131 NCU
Hale Huna ('Hidden House') is a wonderful cottage on a hillside near the end of the road on the North Shore of Kauai. Located on hill and a quiet cul-de-sac with only a few other local houses. Very private and peaceful (It is NOT on/near the highway like many Kauai...
Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
Come stay with us at our tropical and clean, 2 Bedroom, 1 Bath Cottage. Our cottage is across the street from a 5 Mile long beach in Sunny, Quiet, North Kihei. It takes only 30 seconds (45 seconds if you walk really slow!) to walk to the beach from the cottage. Great...
★Jump Start the road to Hana at Haleakala Cottage-PRIVATE HOT TUB +ACESS TO POOL
Welcome to Haleakala Cottage at Huelo Point Lookout, your ideal starting point for a Hawaiian adventure, especially if you're planning to explore the iconic Road to Hana. Our cozy cottage on Maui's unspoiled north shore is surrounded by lush gardens and organic...
Plantation Cottage: Lavish Fairway Oasis w/ Pool/Spa, AC, and Gorgeous Sunsets!
Experience island living at its finest at Plantation Cottage at Poipu, a stunning three-bedroom, three-and-a-half-bath retreat located along the first hole of the Kiahuna Golf Course in Koloa, HI. Blending plantation-style elegance with contemporary comfort, this...
Kukui'ula Cottage #29: Modern Plantation-Style Home with Pool
New home construction next door started in Jan 2022This luxury Kauai vacation rental is located in the luxury resort community of Kukuiula. This fabulous new home has lovely distant ocean views from both the main living area and the upstairs master suite and private...
Cottage Nene by AvantStay | Mountain View + Garden
Aloha and welcome to Cottage Nene, your serene Hawaiian escape nestled in the lush Makaha Valley. This beautifully designed home combines luxurious comfort, tropical landscape, and breathtaking natural surroundings. Whether sipping your morning coffee with stunning...
Hale Lo'i Cottage: Luxury + Convenience in Poipu
This bright, spacious, brand-new 1-bedroom, 1-bath cottage has everything you could possibly need for a flawless vacation—and luxurious perks galore, including an outdoor lava-rock shower. Located in a quiet, upscale neighborhood, this charming tropical hideaway is...
Sunset View-Ocean Front - East Honolulu - Cottage Charmer!
Enjoy the perpetually calm span of crystalline ocean and the gentle trade winds as you relax on the oceanfront lanai or sun deck of this beautiful home tucked onto Oahu's south shore. Launch a kayak or stand up paddle board from the private dock or relax on the large...
Charming Hanalei Beach Cottage Walk to town & the Beach! A/C TVNC-1091
Mana Kauai Island Vacations presents the charming Palaka Cottage! Recapturing bygone days, the completely renovated 2 bedroom 1 bath "Palaka" Vacation Cottage draws one back to the days of the sugar industry's plantation cottages. With immense old world Hawaiian charm...
Malaekahana Ocean Front Cottage (30 day min)
Beautiful and charming describes this tranquil and peaceful ocean front cottage.It sits on the 1st level, beach front, of a private estate home on over 3/4 acres of manicured lawn to the ocean. A view from every room!Fall asleep to the sound the ocean waves and wake to...
Hale Lo'i + Cottage: 5BR home +pool in Sunny Poipu
This bright, spacious, brand-new 5-bedroom, 4.5-bath compound has everything you’ll need for a flawless vacation—and luxurious perks galore, including a swimming pool and an outdoor lava-rock shower. The five bedroom house, which sleeps 10, consists of a 4-bedroom,...
Private Handcrafted Cottage, Walk to Secluded Beach, Hot Tub, Tandem Kayak, WiFi
"Twin Hearts", a Kauai North Shore vacation rental homestay cottage, is a wonderful private one bedroom, one bath handcrafted rental accommodation located at the ocean end of our 7.6 acre Kauai North Shore estate and farm parcel. The handcrafted cottage features tons of...
Private Ocean View Cottage Overlooking Wailea
Couples find the privacy and space they dream of in our 1-bedroom ocean view cottage set on a hillside in sunny south Maui. Our cottage offers a fully equipped kitchen, living room, dining room and travertine bathroom. You car stays protected from the sun in your own...
Hale Milo: Charming Garden Cottage in Sunny Poipu!
Country-cottage charm meets elevated-plantation panache in Hale Milo: this delightfully distinctive 2+BR/2.5BA home in Kukui'ula’s leafy Kaulu neighborhood. Lovely island-style details and pleasant surprises abound, from the expansive lanai overlooking a lush,...
Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore
Uncover the allure of Waimanalo and lose yourself in the tropical paradise of Waimanalo Beach, where our exquisite cottages and breathtaking surroundings await. Embark on a journey of discovery by indulging in the myriad of exciting activities we have to offer....
Lilikoi Cottage - In The Heart of Lovely Waimea
We have switched to renting for a longer term of a minimum of 6 months. Available from Oct 2023 onwards. Spacious artist's cottage in heart of Waimea. Rare find! Walking distance to coffee shop, celebrated restaurants, farmer's market, art galleries. 15 mins to the best...
Fern Grotto Inn -Trip Advisor & Lonely Planet Recommends our Old Style Cottages!
Tropical Garden Cottages—One Block from BeachWhy stay at Fern Grotto Inn? The reasons are as numerous as our glowing guest reviews. In fact, Fern Grotto Inn recently became the best-rated vacation rental on TripAdvisor and was featured in Lonely Planet—all thanks to...
Stunning, Romantic Cottage on Slope of Hualalai
On the Kona side, safe and away from the volcanic activity, the Cottage awaits you. The perfect, peaceful getaway for those on a honeymoon or looking for a relaxing, romantic experience. This warm, welcoming, newly-built and finely crafted studio cottage provides modern...
Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage
HALE LANIKAILic# TA-161-257-7280-01Non-Conforming Use Permit Number 90/TVU-0031and is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations.Hale Lanikai is BACK! Better than ever!!All new furnishings throughout the property.Original Koa...
Adorable Guest Cottage with Lanai -sleeps 3
This adorable 2 bedroom 1 bath Guest House is in a country like setting surrounded by sounds of nature and overflowing with ambiance. Located at about 1000 ft. above sea level, you will be serenaded by coque frogs , roosters, turkeys and chickens. There is a picnic...
Experience Paradise At Our Modern Hawaiian Cottage With Ocean Across The Street
Experience paradise living at "Surf Temple," a stunning Hawaiian Cottage with a perfect blend of modern decor and traditional charm. With lava rock walls gracing both the house and property, every corner of this place embodies the essence of Hawaiian culture and spirit....
Hawaii Oceanfront 1-bedroom Cottage
Throw a pebble into the Pacific Ocean from your lanai. Hale Aloha is a detached, very private, oceanfront guest house located in the magical neighborhood of Puako, next to Mauna Lani Resort on the Big Island of Hawaii. Ocean breezes and ceiling fans keep the home...
Romantic cottage with stunning ocean and mountain views in Captain Cook, HI
Enjoy spectacular views of Kealakekua bay in the newly built Coffee Cottage in Captain Cook, Hawaii! Situated amongst the coffee trees at a pleasant 1350 ft. elevation, it’s a perfect temperature year round. Stretch out in the California king bed and check out that...
Dream Vintage Surf Cottage TVNC 4301
Step back in time in this charming cottage by the beach. Built in the 1920's, this plantation style home will give you a true Hanalei experience. Just steps to the beach and a short stroll or bike ride to many restaurants and shopping. This is a dream location in the...
G & Z Upcountry Bed & Breakfast Cottage in Kula
G & Z Upcountry Bed & Breakfast Cottage, situated on half an acre in Kula Maui is adjacent to the hosts' 6-acre farm. TMK 2-2-2-006-101-0000.A large jacaranda and two avocado trees shade the wide-open lawn. At an elevation of around 3,000 feet, guests welcome the day as...
❤️PiH❤️ Sun Cottage ★ Private Detached ★ Close to Pools & Fitness ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Sun Cottage is a wonderful 3 bedroom/3 bathroom detached home that offers everything that you would ever desire on your Big Island vacation in Mauna Lani. Sun Cottage is a single-story, free-standing home (no stairs and...
Maui Plantation Cottage Located Near Beach And Paia, Permitted Bbph 2017/0004
Hale Leialoha is a beautiful 2 bed 2 bath plantation style cottage located in "upcountry" Maui in the picturesque town of Haiku. Our Maui vacation rental is permitted (BBPH 2017/0004, SUP 2017/0010) and perfect for your memorable Hawaiian vacation dream! Hale Leialoha...
ICC 41 Remodeled 3BD Kaanapali Cottage w Heated Pool
International Colony Club 41 NEW LISTING Spacious and Beautifully Remodeled Kaanapali Cottage, Rare 3Bedroom, 2Bathroom, Walk to the Beach! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch...
Pineapple Cottage B&B Vacation Rental Haiku Maui, Lic#BBPH2015/0011
Pineapple Cottage enjoys a 5-star rating. Enjoy peace and quiet overlooking a private gulch and stream with a bit of with ocean view. Pineapple Cottage offers hardwood floors, shaker cabinets, granite countertops, newly purchased leather sofa, and a covered lanai with a...
Mahina Cottage, Mahina Cottage
Mahina Cottage is a charming and romantic Thai-inspired guest house. It is perfectly set up for a truly rejuvenating stay or intimate retreat.This marvelous accommodation is for the nature-lover who enjoys luxury. It boasts a large bamboo-rail deck which looks out onto...
1 Mile to Magic Sands Beach: Kailua-Kona Cottage
Beach Equipment | Natural Lighting | Quiet Neighborhood | 5 Mi to Downtown KonaClear the calendar and say 'Aloha' to your next tropical getaway at this 1-bedroom, 1-bath vacation rental cottage in Kailua-Kona. Perched on the west coast of the Big Island, this quaint...
Private Island Style Cottage With Ocean View And Tropical Garden
Beautiful island style cottage with sunset views and tropical garden. If you want to experience true Hawaiian living in an eco-friendly natural, non smoking environment this is your place. Have a soak in the tub, pick fresh herbs, veggies and fruit or stroll through the...
Sugar Mill Cottage at Poipu Kai By Parrish Kauai - short walk to beach & quiet l
Sugar Mill Cottage is located in the heart of the Poipu Kai Resort community. It is the perfect location for beach access to either Shipwrecks beach or Poipu Beach park. A short stroll in either direction will take you to sun and sand!Enjoy the air conditioned bedrooms...
Chic cottage in Rainforest 5 Min. to Volcanoes Park-clean, cozy, comfort -2 Bdrm
NATIONAL PARK OPEN FREE ADMISSION ,Limited Ranger Services. Discover a serene artistic haven just 5 minutes from Hawaii Volcanoes National Park and village restaurants, an ideal launchpad for exploring the East Side of the island. ,Enjoy rainforest ambiance from our...
Private Cottage In The Rain Forest TA065882726401
Cozy, private rain forest retreat cottage situated above Kona in the Kaloko Mauka Honua'ula Forest Reserve. Located on a 3-acre property, this cottage is set away in a lush forest of Ohia trees and Hapu'u tree ferns. Enjoy the sweet aroma of ginger surrounding this one...
Quaint COTTAGE ~ Walk To Coffee shop, nearby Road to Hana & Haleakala
This is it, your quaint and nicely decorated Haiku Surf Cottage on the North shore of Maui.SUMMARY: Walk out the back gate to the coffee cafe or small local grocery store. Enjoy the outdoor shower, semi-private yard with a surfboard fence and murals and outdoor covered...
Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.
Relax & enjoy the peace & quiet, coastal ocean views, lush tropical setting & complete privacy at your modern cottage with private lanai.Palm Cottage is ideal for a quiet vacation, honeymoon or just a peaceful getaway. Come to quiet, rural Maui to get away from the...
Lanikai Cottage: Charming Tropical Oasis with Private Pool
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.Charming Lanikai Cottage features two...
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...
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...