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.
'Fern Cottage' Island Escape with Rainforest View!
Have the ultimate Hawaiian getaway by staying at this vacation rental studio. With a beautifully appointed living space, this alluring cottage is ideal for a couple or small family out for a memorable tropical retreat. Nestled in a lush rainforest just 6 miles from...
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. This one of a kind property features two Cottages with separate Master Suites. Amenities include two bathrooms, sun...
Hale Loke Cottage, 2 Masters, A/C, Use Of Resort Pool & Spa. Steps To Beaches
Hale Loke is a beautifully furnished and appointed single story detached cottage (no neighbors above or below). Hale Loke has two air-conditioned master bedroom suites and an a/c in the kitchen/living/dining area. The backyard has a BBQ grill, dining table, mountain...
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...
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...
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...
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...
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,...
Lalamilo Beach House – Oceanfront Estate at Beach 69 with Guest Cottage
The much loved and well appointed Lalamilo Beach House is ideally located on the north end of Waialea Bay (Beach 69) which is known for its beautiful white sand beach and turquoise blue water.Three bedrooms in the main house each have their own private bathroom and you...
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,...
NEW Charming Kapaa Cottage - 1 Block to the Beach!
Welcome to your home away from home in beautiful Kapa'a! This enchanting 2-bedroom cottage offers the perfect blend of Hawaiian charm and modern comfort, nestled in a tranquil garden setting just steps from local attractions. Experience the magic of Kauai from this...
❤️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...
Pineapple Cottage surrounded by coffee plantations
This cozy Holualoa studio offers comfortable accommodations, up-to-date amenities, and a private deck that overlooks the small Kona Coffee farm that resides on the property! While relaxing, relish the lush gardens, sounds of the local wildlife, and ocean views. When...
❤️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...
Private Banana Tree Cottage with Ocean Views
Aloha and welcome to our private banana tree house. Experience a peaceful, unique cottage with spectacular ocean & lush tropical valley views. The cottage floats above and overlooks an operating organic banana orchard. Gated in a 20 acre estate, with majestic royal...
Ahe Lani By Parrish Kauai - charming cottage steps from Lawai Beach
"Heavenly Breeze" also know as Ahe Lani is a quaint 2 bedroom cottage located near two of the best beaches in Poipu. Lawai Beach is to your left and Baby Beach is to your right, so choose your direction and in 200 plus yards you will enjoy the sun and sand. This cozy...
Amazing Hana Bay Beach Cottage Location! 5-Minute Walk to Hana town & beaches!
OCEANFRONT SPLENDOR IN PERFECT HARMONY WITH NATUREPerched on the dramatic bluffs of Hana Bay, Elua Cottage at Hana Maui Luxe offers a rare oceanfront escape surrounded by black lava cliffs, lush tropical beauty, and black, red, or golden beaches to enjoy. Whether you're...
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,...
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 of 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...
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Committed To Clean We’re committed to enhanced cleaning protocols developed in partnership with experts in health and hospitality. Here’s what we’re doing to clean and sanitize: We use cleaners and disinfectants effective against COVID-19.We thoroughly check each room...
Quiet, Licensed, Clean & Affordable Cottage Studio with Kitchenette
This charming, affordable, and clean little unit is one of the few free-standing units within the Paniolo Complex. It is situated in a quieter area, as it faces the Prince Golf Course rather than the street. Being a single-level unit, there are no neighbors above to...
Wilikeiki - a 1br/1ba cottage on the beach in Hanalei - with Wilikoki
TVNCU-1327 - TA# 168-954-4592-01 Wilikeiki is a one bedroom, one bath beach front cottage situated next to Wilikoki. The cottage includes a full kitchen, separate bedroom and bath, cozy reading corner, dining area, and lanai. There are beautiful ocean views from the...
'PONO PLANTATION COTTAGE' SUMMER IN PARADISE-3 BEDROOM
Aloha and Welcome to our 'Pono Plantation Cottage' your private Maui getaway.***CHRISTMAS SEASON HAS A MINUMUM STAY OF 8 NIGHTS***Nestled hillside across from the beautiful Ka'anapali Ocean Resort. Relax in vintage Hawaiian comfort in our spacious 3 bedroom, 2 1/2...
your own cottage, hear the ocean!
Come make Ka Hale Malie (the peaceful house) your own tropical cottage! Located 500 Ft from the ocean cliffs as the crow flies but not on the ocean. It is located in Hawaiian Paradise Park in Keaau, HI which is centrally located to visit Volcano, Pahoa, and the new...
Private Comtemporary Cottage with sauna
Minutes from Hawaii Volcano National Park, Bamboo View Cottage is nestled in the tree tops with views overlooking the beautiful landscrape of a 9 acre estate. . The Bamboo View Cottage is a freestanding private large upstairs (24x24) studio cottage that has a...
Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
Discover your private island retreat at Charming Cottage in Lanikai by Gather, a beautifully renovated 1-bedroom, 1-bath home surrounded by lush tropical gardens. Fully remodeled in 2021, this peaceful hideaway blends modern comfort with the timeless charm of Lanikai’s...
Waipuna Hale: Oceanfront Cottage w/Panoramic Views, Yard, & Private Beach Access
Waipuna Hale is a vintage oceanfront cottage set on a private estate in Laie, along Oahu’s fabled North Shore. With panoramic coastline views, an expansive yard, and breezy open-air living, this two-bedroom, two-bath retreat honors its heritage while offering a relaxed...
Farm Stay Cottage on Organic Farm
The farm stay cottage is an attractive, hand-crafted 500 square foot wooden guest house – completely self-contained and away from the main house. It overlooks our vegetable garden. It is landscaped with lush, tropical plantings to insure your privacy. Decorated in...
Shipwreck Beach Cottage...Stand Alone Unit..Walk to the beach and GRAND HYATT
Shipwreck Beach Cottage is a PREMIER condo at Poipu Sands is a STAND ALONE unit, with NO NEIGHBORS above or on any side. It just underwent a COMPLETE MAKEOVER with new furniture, floor coverings, paint, and accessories. This one will WOW anyone who chooses to spend...
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Aloha!Welcome to the Hana Bay View Cottage in the heart of Hana town right above Hana Bay. This 1 bedroom, 1 bathroom Cottage offers all the comforts of home while enjoying Hana and its natural surroundings. The Cottage features a full kitchen with granite counter tops,...
ICC 34 Spacious 2BD Plantation Cottage w Pool AC Near Beach
International Colony Club 34 Spacious and Clean 2Bedroom Tropical Plantation Style Cottage in Kaanapali with Pool, AC Throughout, and Close to Beach; Your Perfect Maui Vacation REE daily activities included with your stay value up to $570! Complimentary admission, every...
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...
HAWAII Hilo Town~Private GATED Botanical GARDEN COTTAGE w Koi Pond
The Paradise Cottage at Anthurium Hale located in Hilo Town is an upscale, very private, free-standing cottage, "tiny house" with mountain and garden views, exclusive gated garden entry overlooking your own koi pond.Enjoy an intimate floral enhanced setting that...
Wailua Riverside Cottage - TVNC #1293 AC and Kayaks!
Wailua Riverside Tree Top Cottage! TVNC #1293*As featured on TV Sonoran Living LiveThis is a perfect place to experience the real Kauai in a residential setting next to the Wailua River and a block from Wailua Beach.TVNC #1293*On Island Contact 24/7: Candace MackWailua...
Hale Ko Cottage - 2 Master Suite Cottage with AC in Poipu
Introducing Hale Ko, a recently remodeled single-story detached cottage nestled in the heart of Poipu, Kauai. This exceptional vacation rental boasts two master bedroom suites, each equipped with air conditioning for ultimate comfort. Experience comfort with our new...
Simple yet comfortable cottage is just a very short block from the ocean.
This simple yet comfortable cottage is just a very short block from the ocean. Enjoy year round swimming, snorkeling and sea turtle watching at Poipu Beach Park just a five-minute walk away. Nearby is Brenneck'e Beach where boogie boarding is popular. Relax on the porch...
Beautiful Private Cottage w/ AC in Sunny Poipu Beach Estates 5 Minutes to Beach!
This new, air-conditioned suite is in an exclusive neighborhood of Poipu, offering you the most rare and impressive accommodation the sunny South Shore has to offer. The rolling golf course greens that surround this property provide an open and airy feel. Enjoy the...
Hibiscus Beach Cottage, Steps to Beach, Beautiful Mountain Views, TVNC#5067
"Hibiscus Hula Beach Cottage". Kauai Vacation Rental, Anahola, Kaua`i, Hawaii. TAT ID#: TA-092-402-4832-01, TVNC#: 5067. On-Island Manager, Garden Island Properties LLC, Kapa'a Kaua'i. Accommodates up to 4 guests, including children and infants.Step back into the 1950's...
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...
Beautiful Plumeria Cottage-Anini Beach Plantation Style Home
PLUMERIAPlumeria is situated at beautiful Anini Beach, at 3585 Anini Road, 300 yards from the ocean, in an upscale yet relaxed residential area with the largest reef in the Hawaiian Islands. Our SPECIAL PERMIT NUMBER IS 2011-23 AND OUR TVNC NUMBER IS 4234 Nearby...
Hale Wainiha: 1BR Cottage on Private Acre of Paradise with Pool
Kauai License# TVR-1065Tucked away on over an acre of lush paradise along the Wainiha Stream in an ancient grove of 100 ft. tall mango trees lies the Hale Wainiha. Offering privacy, rest and refreshment, this charming home sits on a bluff overlooking an expansive view...
Rare Find! Ocean and Beach Front Cottage!
Stunning views from this charming beach front cottage located in the heart of Kihei town! This 850 square foot one bedroom, two bath home fronts a sandy beach and offers gorgeous sunset views. Conveniently all one level, this home is ideal for families of four or...
Jungle Estate - 3 Cottages, 1.5 Acres and a POOL Sleeps 9
If you are dreaming of your own private tropical getaway for up to nine guests in the verdant landscapes on the east side of Hawaii Island, you've come to the right place! Jungle Estate offers three cottages spread over a 1.5 acre parcel in Hawaiian Paradise Park, just...
Tiny Brown Cottage Farm Stay, Farm Cottage W/ Sunrise & Ocean Views
Hamakua Sunrise Cottages offers a perfect tropical country escape, on Hamakua Coast. Set in natural surroundings Tiny Cottage w/ ensuite bathroom & kitchen provides comfort & relaxation. Expansive ocean Views with Sunrise, local waterfall adventures & picking fruits...
Hunter Hales KALA cottage is the Perfect Getaway!
Hunter Hales “KALA” 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 “KALA”cottage. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style of a...
Cute Cottage at Ohia Kai TVNCU #1354
This makes the perfect Base Camp for walkers and car users. Close to public transportation and the Beach (short 10 min walk) The charm of the Cottage and the amenities will enhance your visit. We are close to downtown Kapaa (5 min. walk).To our New Guests and our...
Akala Pua Cottage By Parrish Kauai - great location in Poipu!
Akala Pua is a lovingly cared for three bedroom home within walking distance to two popular South Shore beaches in Poipu. Lawai Beach is to your left and Baby Beach is to your right, so choose your direction and in 200 plus yards you will enjoy the sun and sand. Distant...
Hana Harvest Cottage
KAMAAINA RATES AVAILABLE. Inquire for more details.Aloha! The Hana Harvest Cottage is the perfect place to unwind and explore the beauty of Hāna and the surrounding area. Fully renovated and re-furnished in July 2022 including new modern appliances, WiFi, and upscale...
Breathtaking Ocean Views Beach Cottage
This cozy cottage sits on a private white sand, reef-protected beach. Great for snorkeling and safe for kids! You'll enjoy swimming with turtles an a variate of colorful fish! Just sit on the serene sandy beach, enjoy the lush mountains, and captivating sunrises. You...