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.
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...
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...
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...
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...
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...
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...
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,...
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 #...
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...
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...
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...
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...
Cottage #1
Hale Makai Cottage 1 offers a stylish, modern retreat in the enchanting Haena area 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...
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...
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...
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...
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...
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...
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,...
Spectacular Oceanview Cottage
The Makaha International Surfing Championships and Buffalo`s Big Board Contest are held here annually.Don`t miss out on the opportunity to stay in this luxurious, one-of-a-kind vacation rental. With its stunning ocean view, spacious living areas, and unique design, this...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
Charming Cottage in beautiful Lanikai that has been totally renovated in 2021. Everything in the Cottage is new including the furnishings! Short walk to the beach. Enjoy the comforts of home with an efficient kitchen and own washer and dryer. Large lanai to extend the...
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,...
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...
'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 10 NIGHTS***Nestled hillside across from the beautiful Ka'anapali Ocean Resort. Relax in vintage Hawaiian comfort in our spacious 3 bedroom, 2 1/2...
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...
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...
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...
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...
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...
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...
Pinetrees Hanalei Cottage with A/C
This delightful, two-story cottage is on the beach and to the center of quaint Hanalei town. Enjoy mountain views and the ocean from the second floor of this charming cottage. All around you is the lush foliage for which Kauai's north shore is famous. Cottage:Bedroom 1:...
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...
Cottage-Very Close to Beach-Quiet A/C-Full Kitchen with Range/Oven-Deck-Laundry
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. This is the adorable beach bungalow you've been looking for. Located on the southern border of Laie on the northeast shore of Oahu,...
Honu Cottage: Quiet, Oceanfront Comfort + EPIC VIEWS!
WE ARE LITERALLY ON THE WATER! E Komo Mai (Welcome) to Paradise!one rental per 30 day period as required by city & county law Honu Hale is a charming island-style cottage that sleeps 3 adults or 2 adults and 2 children. A cozy loft bedroom has a comfortable king size...
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...
Cottage 1B, Unit 1 C02- The Best Oceanfront Lanai On Molokai!
Enjoy watching the video tour! It is on YouTube Molokai 1B Kepuhi! Our wonderful cottage is located just steps from the pristine white sand beaches on Molokai's west end. We have stunning ocean and sunset views of Kepuhi Beach even from inside the cottage. The cottage...
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...