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.
3 Bedroom Cottage - Platinum
The three-bedroom cottages at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling spa...
3 Bedroom Cottage - Platinum
Welcome to Cottage 6, your idyllic retreat nestled in the heart of Koloa. This charming 3-bedroom, 3.5-bathroom cottage offers a perfect blend of comfort and luxury, accommodating up to six guests. Each bedroom features a plush king-sized bed, ensuring a restful night's...
2 Bedroom Cottage - Platinum
Welcome to your tranquil haven at Cottage 2, nestled in the heart of Koloa. This charming 3-bedroom, 3-bathroom retreat offers a perfect blend of comfort and elegance, ideal for families or groups of friends. Each bedroom is equipped with a plush king-sized bed,...
The Lodge at Kukui‘ula - Cottage 15
The two-bedroom cottages at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling spa...
The Lodge at Kukui‘ula - Cottage 12B
Cottage 12B at The Lodge at Kukui'ula on Kaua'i offers luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf–designed golf course, sprawling spa and wellness...
The Lodge at Kukui‘ula - Cottage 12
Welcome to The Lodge at Kukui'ula Cottage 12, a serene and luxurious getaway nestled in the heart of Kaua'i's stunning South Shore. This charming three-bedroom cottage combines Hawaiian elegance with modern amenities, providing the perfect setting for relaxation and...
The Lodge at Kukui‘ula - Cottage 11
Nestled along the breathtaking south shore of Kaua'i, Cottage 11 at the prestigious Lodge at Kukui'ula offers an unparalleled Hawaiian escape. This exquisite three-bedroom accommodation provides a perfect blend of luxury, comfort, and authentic island living.As a guest...
The Lodge at Kukui‘ula - Cottage 10
Cottage 10 at The Lodge at Kukui'ula is a private sanctuary nestled on Kauai’s sun-drenched south shore. This charming three-bedroom cottage blends classic Hawaiian style with modern luxury, creating a warm and inviting retreat perfect for couples, families, or small...
The Lodge at Kukui‘ula - Cottage 7
Escape to an extraordinary Hawaiian sanctuary nestled in the breathtaking South Shore of Kaua'i within a private 1000-acre resort community. Cottage 7 at the prestigious Lodge at Kukui'ula offers a perfect blend of luxury, comfort, and authentic island living.This...
The Lodge at Kukui‘ula - Cottage 5
Welcome to The Lodge at Kukui'ula's Cottage 5, an enchanting escape nestled in the heart of Kaua'i's lush South Shore. This exquisite three-bedroom cottage combines modern luxury with island charm, offering the perfect retreat for those seeking peace, comfort, and...
The Lodge at Kukui‘ula - Cottage 3
This spacious three-bedroom vacation rental cottage on Kaua'i features one main house with two primary bedrooms and a stand-alone one-bedroom 'ohana. Situated within easy walking distance of the amenities of The Club at Kukui'ula, Cottage 3 has a prime location for...
2BR Ocean View Baby Beach Cottage
Why Guests Love Hale KoleaDesigned with couples, newlyweds, and anniversary getaways in mind, this intimate cottage provides the perfect setting to relax, reconnect, and savor island life. Wake to the sound of the ocean, linger over slow mornings at Baby Beach, and wade...
Poipu Beach 1940s Cottage • Outdoor Showers
Poipu Aloha “Shack” is a lovingly restored 1940s cottage that blends old Hawaiʻi charm with modern ease. Set in sunny Poipu Beach, this two-bedroom is steps from iconic shores and minutes to the Shops at Kukuiʻula and Poipu Shopping Village. Each bedroom opens to a...
Kukuiula Makai Cottage #22 By Parrish Kauai
A modern island retreat in Kukuiula. Sleek, serene, and effortlessly stylish, this 4-bedroom, 4.5-bath Kukuiula villa pairs refined minimalism with laid-back island charm. Designed with a modern aesthetic, the home features clean architectural lines, curated...
ICC 30 Remodeled 2BD Cottage with Central AC across Kahekili Beach
International Colony Club 30 NEW LISTING Charming 2 BR Kaanapali Cottage with CENTRAL AC, Pool, Amazing West Maui Location with short walk to beach FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay: Whale...
A peaceful cottage close to Volcanoes National Park.
A peaceful haven located 10 minutes away from Hawaii Volcanoes National Park, Apapane Cottage is the perfect place to relax and unwind after a busy day of hiking and sightseeing. You can watch the bright red Apapane birds flit from tree to tree as you spend time on the...
Kukuiula Makai Cottage #12: Plantation-Style 2BR Retreat in Poipu
Kukuiula Makai Cottage #12 is a charming cottage nestled in the heart of Poipu’s highly sought-after Kukuiula neighborhood. This single-story plantation-style retreat blends vintage Hawaiian charm with upscale modern comforts. Featuring two bedroom suites, this cottage...
Charming 2-bedroom cottage in enjoyable Ewa Beach with WiFi, AC
Wake up to the sound of waves at your own private oceanfront retreat in Ewa Beach. Tucked away on a quiet residential street, this air-conditioned home is ideal for couples, families, remote workers, and fishing lovers who want a peaceful stay right on the water—with...
Charming 1.5 bedroom cottage, fully furnished in a great location!
Welcome to this marvelous apartment in Kailua. This cozy space features 1 bedroom with a comfortable queen bed with mountain views, plus a separate office room for computer business, privacy glass throughout, perfect for a couple or solo travelers. The bathroom is...
Moloa'a Bay Villa & Cottage - Beachfront on 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 boarding, surfing, shelling, swimming and sunbathing.The beach bay is nearly ½ mile long. The name comes...
Charming 2-bedroom cottage in Ocean View with WiFi access!
Your Ocean View getaway awaits at this brilliant 2-bedroom cottage. With a king bed and queen bed, guests will find comfort and tranquility in this superb space. Enjoy the convenience of WiFi, an iron, and a washing machine during your stay. The bathroom comes equipped...
Charming 4-bedroom cottage with WiFi and AC in serene Laie
Consider this cottage your home away from home while you visit Laie. This delightful property boasts 4 bedrooms including a king bed, 2 bunk beds, a queen bed, and a futon. With 4 bathrooms equipped with showers, your group will have plenty of space to freshen up. The...
Wyndham Makai Club Cottages|Two 2BR/2BA Suites - Sleeps 12!
Summary:Explore all the beauty, fun, and heritage of the “Garden Island” from your private cottage, situated serenely along the first fairway of the Trent Jones-designed Makai Golf Course in beautiful Princeville.The Space:This listing is for two suites at Club Wyndham...
Family cottage available July 17-August 1.
Our spacious, clean 3 bedroom, 2 bath house has lots to offer for your stay. Just 7 mins walk to the beach, 30 mins drive to the airport, 20 mins drive to Honolulu, 5 mins drive to Kailua town. Welcome to come and explore locally beautiful, turquoise beaches (Lanikai,...
Waialua Beachside Cottage: Lovely! Direct Beach Access
Welcome to Kala‘iku Beach Cottage by Gather, your private seaside escape on Oahu’s North Shore. Offered as a monthly rental, this charming one-bedroom retreat blends beachside tranquility with island practicality—perfect for couples, small families, or remote-working...
Oceanview Suite and Cottage
We are a 3 Acre Luxury Vacation Rental Property with an Award Winning Coffee Farm comfortably nestled on the slopes of Hualalai overlooking Kailua-Kona.This rental is composed of 1 Suite and 1 Cottage.We have a brand new split system AC and heating in every room and...
Quiet 1-bd cottage retreat with sleeping loft & work space
Quiet, secluded cottage with 2 private decks. Equipped with everything you need for a weekend escape or longer retreat. The cottage has outdoor & indoor dining areas, a king bedroom, sleeping loft, and a separate work / yoga area. Washer & dryer on-site.
2 Bedroom Cottage With Hot Tub
This incredibly located and luxurious ocean-view Hawaiian beach cottage is just steps to 2015's # 1 rated beach in the USA, Waimanalo Beach. In a quiet Hawaiian village, you'll awaken to the sounds of birds, the fragrance of flowers, and waves gently crashing on the...
LANIKAI Plantation Cottage located only 3 houses from famous Lanikai Beach
This fully furnished 2-bedroom, 2-bath 2-story cottage is part of a private, gated, rambling plantation-style property. The 2nd level unit (not equipped for handicapped) catches the ocean breezes and comes with window A/Cs in all bedrooms, a living area, dining area,...