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 Lodge at Kukui‘ula - Cottage 1
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...
Charming 2-bedroom cottage with a hot tub. 5 Min to Volcanoes National Park!
Welcome to Kolea Cottage - where comfort meets environmental responsibility. Wake up to the peaceful sound of native birds singing surrounded by miles of lush native Hawaiian rainforest. It’s the perfect place to stargaze and relax in the private hot tub after a day of...
2-bedroom cottage, steps from the ocean, AC, parking
Located steps from the ocean, this oceanfront property is the second house on the property in Ewa Beach. This quaint 2-bedroom cottage offers a tremendous escape for guests. With a cozy queen bed, a comfy twin bed, a king bed, and a sofa bed, you'll feel right at home....
Modern Oceanfront Cottage
Wake up to the sound of waves and step straight onto the sand at this stunning 3-bedroom, 1.5-bath oceanfront retreat. Perfectly positioned right on the beach, this home offers the ultimate island getaway with a spacious converted basement, comfortable furnishings, and...
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...
NEW! Volcano Tea House Cottage 2-HotTub-FirePlace
NEW LISTING 6/2025! Welcome to The Volcano Tea House Cottage 2, located just 6 minutes from Hawaii Volcanoes National Park. The original Tea House was established in 2014, and it inspired us to build and design another Tea House in the same neighborhood. The home has...
Puna Rainforest Retreat Hotspring - Blue Ginger Cottage
Puna Rainforest Retreat Blue Ginger Cottage has a complete kitchen with all the amenities, a full bathroom and cozy queen size bed. Perfect for couples. This colorful cottage is clean, comfortable and affordable! Enjoy the rainforest trail, steam vents, plunge pool,...
Liko Lehua Cottage in Volcano - Hot Tub & Fireplace - Mauna Loa Estates
Liko Lehua Cottage - Your Hawaiian Forest Retreat!Escape to the enchanting Liko Lehua Cottage, a hidden gem just six minutes from the awe-inspiring Hawaii Volcanoes National Park. Nestled in the lush, serene Hapu'u forest of Mauna Loa Estates, this newly reimagined...
Bright and airy 1-bedroom cottage in charming Kailua, 1 block to beach. WiFi, AC
This sunny cottage in Kailua is a perfect choice for guests seeking a quiet retreat in a fantastic location, so conveniently close to all that Kailua has to offer, including sandy beaches, popular restaurants and eateries, all kinds of great boutique shops, Whole Foods,...
Cute Kihei Cottage - Large Outdoor Deck
Permit #STKM 2018/0006Located on the south side of Maui in a quiet neighborhood close to the beach & the best shave ice, this intimate, one bedroom cottage with split AC system awaits! Whether you decide to dance to vintage vinyl, try a new recipe, or play the ukulele,...
Moloaa Bay Cottage: 1 BD/1 BA Home with Den, Loft & A/C
Moloaa Bay Cottage is located in Moloaa just steps away from a white sand beach. The Cottage: At the south end of the property near the entrance is a detached separate 2nd story guest house consisting of 994 square feet of air-conditioned living area with 1 bedroom +...
Moloa'a Bay Villa - Impressive Home and Guest Cottage
Moloaa Bay Villa, on the northeast shore of Kauai, is steps away from a 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...
Island Cottage A/C-Pool-BBQ
Aloha! We welcome you to our beautifully decorated and loved island home. Located in the heart of Princeville and centrally located to stunning beaches, restaurants, retail, and more. This is the perfect place to recharge and relax after a day of island adventure. You...
Secluded Oceanfront Cottage- in Princeville – Private large Spa & Stunning Views
For less than half the price of a standard hotel room, this private ocean bluff Cottage-Studio offers a luxurious and romantic experience—giving you more space, more privacy, and more of Kauai’s magic. Instead of a crowded resort, you’ll wake up to the sound of waves,...
Charming 3br Cottage w AC, Ocean Views
New Listing! Welcome to Kukuiula Vacation Home #2, a charming ocean view beach cottage located in the heart of Poipu's desirable Kukuiula neighborhood. This single-story plantation-style home beautifully combines vintage Hawaiian charm with modern luxury, offering a...
KAANAPALI COTTAGEn 2 bedroom cottage within walking distance of Kaanapali Beach
International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres....
Hale Hihimanu - newly renovated house and guest cottage with AC
Hale Hihimanu - a newly renovated house and guest cottage with AC throughout. Located on a private driveway with just two neighbors, this property offers unprecedented privacy for a home in the resort community of Princeville. The beauty and elegance of this property...
ICC 41 Remodeled 3BD Kaanapali Cottage w Heated Pool
International Colony Club 41 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 (seasonal),...
Lazy Lehua Cottage
Serenity, peace, and rejuvenation is here at this private cottage on a half-acre of upcountry rainforest. Lazy Lehua Cottage is for settled or adventurous couples, small families, honeymooners, artists, poets, musicians, scientists, and writers. The native birds sing...
"Coconut Crest Cottage"
"Coconut Crest Cottage" is a perfect tropical getaway for families, small groups, or visitors to BYU-Hawai'i. Nestled in the heart of Oahu's North Shore within convenient proximity to the ocean and the iconic Kahuku Sugar Mill, featuring numerous food trucks. Turtle Bay...
Cozy cottage nestled on our 5 acre Organic fruit farm
The farm cottage is set at the top of our 5 acre exotic fruit farm. Enjoy your stay by touring the property and relaxing in our cozy home away from home. The cottage is equipt with everything you'll need without the clutter. From the living room, enjoy a view of the...
Charming, Romantic Beach Cottage at Anini Beach! TVNC 1361
Tucked beneath swaying palms and just steps from the gentle turquoise waters of Anini Beach, this enchanting one-bedroom cottage is pure island charm. With its vintage flair and dreamy, movie-set vibes, it’s the perfect hideaway for romantic retreats, solo escapes, or...
Hale O Imi Loa 3br 2ba Cute PrincevilleCottage
Welcome to Hale O Imi Loa. This 3br 2ba home has been in Princeville since 1986 and is a local treasure. Recently remodeled, the owners of this home have taken great care to ensure that guests can enjoy a beautiful Hawaiian Vacation here at the home dedicated to their...
Puna Rainforest Hot Spring Retreat - Green Bamboo Cottage
Studio with oceanview, full kitchen and bathroom, queen size bed, plus small couch for one child or small adult. Perfect for couples. The property offers 1 mile private rainforest trail, pool, steam vents, two steam vent hot springs and private retreat setting...
ICC 18 Remodeled Cottage w Pool AC Beach
International Colony Club 18 Beautifully Remodeled Air Conditioned Hawaiian Plantation Style Cottage Across the Street from the Beach FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch...
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*:...
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, colorful...
ICC 16 Kaanapali 2BD Plantation Cottage w AC Near Beach
International Colony Club 16 Maui Plantation Style 2Bedroom Cottage with AC, Large Enclosed Lanai and a Short Walk to the Beach. Experience Maui Year-Round Island Style FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
Puolani Iki-Sweet lil cottage near National Park
Snuggle into the beautiful Ohia forest. Make yourself at home in your own little rainforest retreat, and wake up to views of the beautiful hapuu ferns right outside your window. This little cutie has everything you need for an east Hawaii adventure!Our little Volcano...
❤️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...
KBM Resorts | FREE CAR | International Colony Club | 2-Bedroom Cottage, True Essence of Hawaii! ICC-11
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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...
❤️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...
Oceanview Luxury Estate - Multi-Suite Retreat in the Kona Uplands in Holualoa
Luxury Oceanview Estate – 2 Suites + Cottage + Additional Bedroom | Infinity Pool | Gym | High-Speed Wi-FiWe are a 3 Acre Luxury Vacation Rental Property with an Award Winning Coffee Farm comfortably nestled on the slopes of Hualalai overlooking Kailua-Kona.We offer...
Beautiful Private Cottage
Spectacular private entire home 2 bedroom cottage, brand new construction in 2017, located on the "sunny side" of Kamuela/Waimea town. 12 minutes from world renown white sand beaches and resorts of Kohala's Gold coast. Also closely located within minutes from...
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....
Lovely Private Kailua Cottage
Welcome to our newly renovated 1-bedroom spacious and private cottage that is super centrally located in the heart of Kailua. Our cottage is situated on a beautifully landscaped property which will lead you to a lusciously landscaped garden with outdoor dining & BBQ....
Kope Cottage -1 BR -1B-Endless Views
The Cottage sleeps 3 people in 600 sq ft. It is a true one bedroom and not a studio. It has 1 full size bed and 1 queen size bed. It also has a queen-size pull-out sleeper bed as outlined above. There is also a modern washer/dryer in the Kitchen area.In the cottage, it...
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...
Oceanfront Cottage 5A
You can't beat the views and privacy from 5A!Perfectly situated on the lot, with picture-perfect views of sunsets, Kaiaka rock, and Oahu. Your cottage has a new kitchen (January 2023) and offers amazing natural light and sense of space from 3 walls of windows/doors and...
Aolani Coffee Cottage | #1 AirBnb | Condé Nast | AC
🌺 Aolani Coffee Cottage | Private Hot Tub + Ocean Views + ConciergePeaceful Holualoa Farm Stay | 12 Min to Kona + Beaches | Luxury EscapeAbout This SpaceWelcome to Aolani Coffee Cottage, a serene and stylish retreat nestled in the heart of Kona’s lush coffee belt....
Aolani House+ Cottage | #1 AirBnb on Big Island | Condé Nast
Aolani House & Coffee Cottage – Your Private Hawaiian SanctuaryNestled in the serene coffee farms of Holualoa, Aolani House & Coffee Cottage offers an exclusive retreat for relaxation and rejuvenation. Perched on 5 private acres of Kona Coffee and Macadamia Nut farms,...
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...
BIG ISLAND HALE MELE MELE, Lovely Cottage in Magical Puako!
LAST MINUTE CANCELLATION MEANS COVETED JANUARY AVAILABILITY AT LOWERED RATES! BOOK ALL 7 NIGHTS JAN 13 - 20 AND GET 1 NIGHT FREE! COME SEE THE WHALES AND BASK IN THE WARM WEATHER!NOW ALL BEDROOMS HAVE AIR CONDITIONING TO GO ALONG WITH AC IN THE LIVING ROOMStay cool...
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...
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.
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...
The Reef House in Puako: 2 BR Oceanfront Home and Cottage
Your oceanfront authentic Hawaii vacation destination awaits you! The Reef House is a perfect place to get away from it all. With breathtaking views, a paradise of snorkeling at your back door and a lush tropical yard to relax in and soak it all in. Ideally located,...
Custom cottage feels bright & airy yet cozy and private in this country setting.
Cottage Cottage feels open and airy with high open beam ceilings in the living room and kitchen. Lots of windows let the trade winds in. Chill upstairs on the catwalk in a comfy recliner or outside on one of the 2 decks or on the relaxing dbl hammock outside. Short Walk...
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...