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.
Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!
Aloha and welcome, We invite you to come and relax in our cottage with a tropical garden and private entrance, as well as a view of Haleakala Mountain. This is a beautiful, resort quality environmentally green built, private cottage. We are a legally licensed with the...
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
We do not Rent on Craigs list if you find this on any other site it is a scam be careful there are lots of scams ,NEVER wire money ..Please READ the whole Description below about the pool below,Mahalo Hale Manu Mele B&B permit #BBKM2013/0001.Tat # TA-031-786-3936-01 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...
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...
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...
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...
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. Palaka Cottage and Umetsu Cottage (VRBO...
Oceanfront Cottage in Scenic 'Old Hawaii' - Off-Grid, solar-powered property
The Original Rainbow Dreams Cottage - with a spectacular oceanfront view - is the only vacation rental so close to the ocean on the scenic Old Red Road (Rural Route 137) in the small village of Opihikao. The cottage is Off-Grid with limited (ATT) only cell service....
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...
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...
Lovely 2 Bedroom Cottage Near Brenneckes Beach! Best Location in Poipu!
Beachfront Paradise Across from Brennecke’s Beach – Hot Tub, Ocean Views, EV Charger!Enjoy your dream Kauai escape at this beautiful two-bedroom beachfront home directly across from Brennecke’s Beach and Poipu Beach Park—famous for boogie boarding, body surfing, and...
Okika Lani: Kealakekua Bay Oceanfront Home & Guest Cottage
'Okika Lani sits at the south end of Kealakekua Bay on a private road with spectacular views of the Pacific Ocean, the Captain Cook Monument, and crescent shaped, white sand Ke'ei Beach. Enter the gate at 'Okika Lani and walk into an inner courtyard of Bamboo Palms,...
Hoaloha Hale - Gorgeous Kihei Home Across from Beach
PLEASE READ PRIOR TO BOOKING: If you have more than 10 guests the cottage will need to be booked as Maui's rental permit law requires 2 guests per room. That includes children over the age of 2 years old. Children under the age of 2 can stay with their parents in the...
Spacious Cottage with A/C and Patio
New build spacious cottage in quiet upscale neighborhood just steps away from famous China Walls. The unit is detached from the main house with its own private entrance. It includes a private grassy patio with a plumeria tree. Covered parking right by the front door....
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...
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...
Hale Kokio: A Magical, Romantic Cottage, on North Shore Kauai #4212
Welcome to Hale Kokio, a well loved getaway, designed for two. This is the place to stay on North Shore Kauai for relaxation, privacy and island living. Enjoy a quiet setting and a convenient location. The newly updated cottage is designed with your comfort in mind. A...
Beach Front Estate With Guest Cottage Sandy Beach Heated Pool/Spa:Please Inquire
30 Night ContractImmerse your family in the breathtaking beauty of Hawaii’s North Shore! Enjoy two fully equipped living spaces with top-notch amenities, ensuring a comfortable and memorable vacation.Unlock the gates to our Sandy Beach and sink your toes into the soft,...
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...
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,...
Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-
Ocean front- Nestled between Historic He`eia Bay and Keauhou Bay- Kinohi at He`eia Welcome to He`eia Bay Hale. Comfortable and bright, this house and guest cottage has 5 bedrooms and 3 bathrooms in the main house and two queen size sofa beds and bathroom in the guest...
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...
New Custom Hawaiian Cottage - Poipu Beach- Koloa, Hi
The Sea Glass Cottage offers an unforgettable Garden Isle vacation. This custom-designed Hawaiian style Cottage is located just steps from Poipu Beach. The 2-bedroom, 2 bath Sea Glass Cottage graciously combines the beauty and simplicity of a classic Hawaiian home with...
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...
Hana's Heaven - a charming 2 bedroom cottage with spectacular ocean views
Hana's Heaven - a charming 2 bedroom cottage complete with full kitchen, living room and 3 lanais. Wake every day to the sunrise and ocean expanse. Off the beaten track, this home away from home is quiet and serene, the perfect place to relax and enjoy nature. Nearby...
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...
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...
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...
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 the...
★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...
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Beautifully built and decorated luxury private cottage in a tropical garden with ultra-quiet split AC systems and ceiling fans in every room, whole house water filtration system, resort-style landscaping and lighting.Check out our VIDEO on YouTube MauiHome4Rent:...
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
The International Colony Club is a collection of uniquely "Hawaiian" cottages situated on meticulously landscaped grounds located right in the middle of the North Kaanapali Golf Course. Kaanapali beach, famous for incredible beauty and some of Maui's best snorkeling is...
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, painted murals and outdoor...
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...
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...
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 our...
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...
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...
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 ancient...
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...
Beachfront Family Estate. Great for multiple families.
Beachfront Family Retreat in Central KiheiProperty Overview:Nestled in central Kihei on the northern end of picturesque Halama Street, this family-owned, legal short-term rental offers guests an unforgettable beachfront experience. The property features two unique...
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...
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...
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.'...
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...
UALANI RETREAT. Spacious Ocean/Mountain View Cottage.Private Tropical Sanctuary.
UALANI RETREAT Fully Licensed & Permitted Locally Owned & Operated B&B Permit # BBPH 2012/0002 SUP2 2012/0001Terrific Discounts Thru October. Enjoy your own PRIVATE DETACHED HOME at this lush tropical Hawaiian paradise. A refreshing place to nurture your spiritNicely...
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...
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...
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...
licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage
Charming beachfront cottage right on Kailua Beach! licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage. This delightful 2 bedroom/1 bath vacation rental cottage puts you right in the middle of world renowned Kailua Beach. Enjoy ocean views from your living room....