Cottage Rentals in Hawaii

Cottage Rentals in Hawaii

274 properties for Cottage Rentals. Compare and book at the best price!

Popular Cottage Rentals in Hawaii

Maui, Haleakala National Park

10.0

Cottage for 2 people, with garden and balcony

Free cancellation

from CA$633 per night

Ocean View (Hawaii), Island of Hawaii

Cottage for 2 people

Free cancellation

from CA$145 per night

Maili, Oahu

9.2

Cottage for 2 people, with balcony

Free cancellation

from CA$282 per night

Kailua, Oahu

10.0

Cottage for 2 people, with terrace

Free cancellation

from CA$522 per night

Honaunau-Napoopoo, Island of Hawaii

9.9

Cottage for 2 people, with balcony

Free cancellation

from CA$708 per night

Paia, Maui

10.0

Cottage for 2 people, with garden and balcony

Free cancellation

from CA$583 per night

Fern Forest, Island of Hawaii

8.6

Cottage rentals for 2 people

Free cancellation

from CA$55 per night

Volcano, Island of Hawaii

9.7

Cottage for 4 people, with garden

Free cancellation

from CA$207 per night

Molokai, Hawaii

8.6

Cottage for 4 people, with terrace and pool as well as garden

Free cancellation

from CA$314 per night

Eden Roc, Island of Hawaii

10.0

Cottage rentals for 2 people, with terrace

Free cancellation

from CA$135 per night

Kalihiwai, Kauai

9.6

Cottage for 4 people, with garden and terrace

Free cancellation

from CA$845 per night

Kalapana, Island of Hawaii

8.9

Cottage for 3 people, with terrace

Free cancellation

from CA$181 per night

Wailea, Maui

9.9

Cottage for 4 people, with garden and pool as well as terrace

Free cancellation

from CA$791 per night

Kailua, Oahu

9.5

Cottage for 4 people, with garden and terrace

from CA$840 per night

Pupukea, Oahu

9.4

Cottage for 4 people, with terrace

Free cancellation

from CA$500 per night

Pupukea, Oahu

9.8

Cottage for 2 people, with garden

Free cancellation

from CA$277 per night

Volcano, Island of Hawaii

6.4

Lodge for 2 people, with garden and hot tub

from CA$306 per night

Fern Forest, Island of Hawaii

9.0

Cottage rentals for 2 people

Free cancellation

from CA$52 per night

Hana, Maui

9.7

Cottage for 4 people, with terrace and garden

Free cancellation

from CA$552 per night

Holualoa, Island of Hawaii

9.7

Cottage for 4 people, with garden

Free cancellation

from CA$449 per night

Hawaiian Paradise Park, Island of Hawaii

9.5

Cottage rentals for 4 people, with garden

from CA$299 per night

Holualoa, Island of Hawaii

9.8

Cottage for 2 people, with garden and terrace

Free cancellation

from CA$371 per night

Ocean View (Hawaii), Island of Hawaii

9.6

Cottage for 4 people

Free cancellation

from CA$168 per night

Wailua, Kauai

10.0

Cottage for 2 people, with garden and hot tub

Free cancellation

from CA$563 per night

Find Cottage Rentals in Hawaii

Best Cottage Rentals in Hawaii

Guests agree: these stays are highly rated for location, cleanliness, and more.
Cottage for 2 Guests in Kauai, Hawaii
Cottage for 2 Guests in Kauai, Hawaii, Picture 1
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Kauai, Hawaii
Cottage • 2 Guests • 1 Bedroom
9.7
(56 reviews)
And not only secluded, but only a four and a half minute walk to a gorgeous and private beach! (I know VRBO wrote “six minute walk” in the title, but I measured it once!). Gilligan's Beach Cottage is not like one of the houses packed into town--it is about 15 minutes east of Princeville in rural Kauai in an unspoiled, natural valley called Moloa'a. If you check it out on a map, you will find Moloa'a Bay in the upper right hand corner. Since there is very limited public parking near the beach, this beach is relatively undiscovered by tourists. Hollywood, however, did discover this idylic loc...
from CA$545 / night
Cottage for 2 Guests in Kihei, Maui
Cottage for 2 Guests in Kihei, Maui, Picture 1
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Kihei, Maui
Cottage • 2 Guests • 1 Bedroom
9.9
(90 reviews)
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 honeymooners or couples just wanting a unique tranquil getaway. The cottage is located on an acre of landscaped grounds with an unobstructed beachfront view of the Pacific Ocean. Just steps from the front door you can take long walks on miles of uncrowded sandy beach. Honu’ea is a one bedroom, one bath Hawaiian style cottage. The cott...
from CA$814 / night
Cottage for 2 Guests in Kailua-Kona, Island of Hawaii
Cottage for 2 Guests in Kailua-Kona, Island of Hawaii, Picture 1
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Kailua-Kona, Island of Hawaii
Cottage • 66 m² • 1 Bedroom
10.0
(149 reviews)
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 comfort while retaining the spirit of old Hawaii. This mountain paradise is surrounded by native trees and a tropical garden. The Cottage at Ohia Place is situated in North Kona, at a cool 1600' elevation on Mount Hualala'i in Kaloko Mauka.The cottage is in close proximity to Kailua Kona village, shopping, restaurants, beach...
from CA$610 / night

Other holiday ideas and property types in Hawaii that might be interesting

Discover a Cottage Rental in Hawaii

Experience Paradise with Authentic Hawaiian Charm

Escape to the ultimate tropical paradise with cottage rentals in Hawaii, where authentic island living meets modern comfort in the most breathtaking setting on Earth. These charming accommodations showcase traditional Hawaiian architecture with open-beam ceilings, ceiling fans for natural cooling, and large picture windows that frame stunning ocean and mountain vistas. Unlike typical resort stays, when you rent a private cottage in Hawaii, you'll discover properties featuring screened lanais perfect for outdoor dining, tropical gardens bursting with native plants like ohia trees and hapu'u ferns, and outdoor bathrooms with exotic tropical showers that connect you directly to the island's natural beauty.

Hawaiian cottage rentals offer an impressive array of amenities designed to enhance your island experience while providing all the conveniences of home. Cottage rentals in Hawaii typically feature these essential amenities that guests can expect:

  • Private pools and outdoor hot tubs surrounded by lush tropical landscaping
  • Fully equipped kitchens with granite countertops and modern appliances for preparing fresh local ingredients
  • High-speed internet and air conditioning for comfort and connectivity
  • Private parking and washing machines for extended stays
  • Spacious balconies and terraces overlooking ocean or mountain views
  • Pet-friendly accommodations for travelers with furry companions
  • Outdoor cooking areas with BBQ grills for al fresco dining
  • Beach equipment including snorkel gear and boogie boards

Who Should Book a Cottage Rental in Hawaii?

Perfect Getaway for Nature Lovers and Adventure Seekers

Hawaii's cottage rentals attract nature enthusiasts who crave authentic experiences beyond typical resort stays, adventure seekers drawn to volcanic landscapes and pristine beaches, and couples seeking romantic hideaways with spectacular sunset views.

Beach lovers can explore world-renowned spots like Hapuna Beach State Recreation Area and Kahalu'u Beach Park for snorkeling with sea turtles, while hiking enthusiasts will find paradise at Hawaiʻi Volcanoes National Park and the dramatic Pololū Valley Lookout. Cultural explorers can immerse themselves in traditional island life by visiting local farmers markets and coffee farms like Heavenly Hawaiian Kona Coffee Farm Tours. The best time to book a cosy cottage in Hawaii is during the shoulder seasons of April-May and September-November when temperatures remain consistently pleasant at 70-75°F, prices average CAD $750-850 per night, and availability is excellent with 45-75 properties available. Families appreciate the space and privacy these accommodations provide, while food enthusiasts can take advantage of full kitchens to prepare fresh island catches and tropical fruits grown right in their cottage gardens.

Top 5 Must-Experience Adventures in Hawaii

Essential Island Activities for Cottage Guests

Make the most of your Hawaiian cottage getaway with these unforgettable experiences that showcase the islands' diverse natural wonders and cultural treasures. From volcanic adventures to underwater explorations, these carefully selected activities offer unique perspectives on Hawaii's remarkable landscape and rich heritage.

  1. Mauna Kea Stargazing Experience
  2. Waipiʻo Valley Black Sand Adventure
  3. Authentic Kona Coffee Farm Discovery
  4. Kiholo Bay Snorkeling with Sea Turtles
  5. Active Volcano Exploration at Hawaii Volcanoes National Park

Mauna Kea Stargazing Experience

Ascend to 13,796 feet above sea level for the world's most spectacular stargazing experience, where crystal-clear skies and minimal light pollution reveal countless stars, planets, and celestial phenomena impossible to see elsewhere.

Waipiʻo Valley Black Sand Adventure

Explore this sacred valley known as the "Valley of the Kings" featuring dramatic waterfalls, ancient taro fields, wild horses, and pristine black sand beaches accessible only by steep hiking trails or 4WD vehicles.

Authentic Kona Coffee Farm Discovery

Tour working coffee plantations where you'll learn about traditional growing methods, participate in coffee picking during harvest season, and taste world-famous Kona coffee directly from the source.

Kiholo Bay Snorkeling with Sea Turtles

Discover this hidden gem lagoon where crystal-clear waters host Hawaiian green sea turtles, tropical fish, and vibrant coral formations in a protected bay perfect for swimming and snorkeling.

Active Volcano Exploration at Hawaii Volcanoes National Park

Witness the raw power of creation at this UNESCO World Heritage site, where active lava flows, steaming craters, and unique volcanic landscapes showcase Earth's geological forces in action.

Exceptional Dining Near Your Hawaiian Cottage

Island Flavors and Ocean Views

Enhance your cottage stay with these highly-rated local restaurants that showcase Hawaii's diverse culinary scene, from fresh seafood to craft brewing, all featuring stunning island settings and authentic flavors that capture the essence of Hawaiian dining culture.

  • Merriman's Big Island (4.7/5 stars) - This acclaimed fine dining establishment in Waimea specializes in farm-to-table Hawaiian cuisine using locally sourced ingredients, offering spectacular sunset views alongside innovative dishes that celebrate the island's agricultural abundance.
  • Lava Lava Beach Club (4.4/5 stars) - Located directly on the beach in Waikoloa, this casual oceanfront restaurant serves fresh seafood and tropical cocktails while guests dine with their toes in the sand, creating the ultimate Hawaiian beachside dining experience.
  • Da Poke Shack (4.6/5 stars) - A local favorite in Kailua-Kona serving authentic Hawaiian poke bowls made with the freshest daily catch, this casual spot offers traditional preparations alongside creative fusion options that showcase Hawaii's fishing heritage.

Essential Hawaii Cottage Rental Tips

Insider Knowledge for Your Perfect Island Stay

Local hosts consistently recommend embracing the island's unique lifestyle by participating in traditional Hawaiian customs like removing shoes before entering homes and greeting locals with the warm "aloha" spirit. Many cottage properties feature rainwater catchment systems common throughout Hawaii, so guests should be mindful of water conservation while enjoying outdoor showers and tropical gardens.

The islands operate on "island time," meaning a more relaxed pace of life where punctuality is less rigid and taking time to appreciate natural beauty is encouraged. Book a cosy cottage in Hawaii that includes cultural guidebooks and local recommendations from hosts who often provide welcome packets featuring farmers market schedules, hidden beach locations, and sustainable tourism practices that respect the fragile island ecosystem.

Transportation considerations include renting 4WD vehicles for exploring remote areas and understanding that distances can take longer due to winding coastal roads and frequent stops to admire spectacular scenery. Consider choosing a pet-friendly cottage rental in Hawaii if traveling with companions, as many properties welcome well-behaved animals and provide fenced yards perfect for dogs to explore safely while experiencing the tropical paradise alongside their human families.

Hawaii is home to the world's most active volcano, Kilauea, which has been continuously erupting since 1983, making it one of Earth's most accessible active volcanic sites.

FAQs: Cottage Rentals in Hawaii

Which types of services are available in the cottages in Hawaii?

When looking at the services available on Holidu, it appears that the cottages in Hawaii offer everything that vacationers need! Here, the cottages generally have a variety of amenities, the most popular being: internet (100%), garden (83%), and balcony (83%)...Not bad, right?

Are the cottages in Hawaii suitable for families with children?

According to the Holidu database, 50% of cottages in Hawaii are suitable for vacations with children, so you won't have a problem finding the perfect cottage for you and your family.

Are the cottages in Hawaii suitable for travellers and their pets?

Generally, a small percentage of cottages in Hawaii accept furry friends. We can therefore assume that there are more suitable destinations in the USA for our four-legged friends.

Do the cottages in Hawaii generally come with Wi-Fi?

Yes! According to the data collected last year, 100% of cottages in Hawaii offer Wi-Fi. So no need to panic, you will be able to stay connected at any time!

How much does it cost on average for cottages in Hawaii?

According to Holidu's database, less than 40% of cottages in Hawaii that are less than CA$100 a night.

Do the cottages in Hawaii typically come equipped with a pool?

For sure! According to last year's data, many of the cottages in Hawaii are equipped with a pool. Perfect for spending your summer vacation by the pool! In addition,33% even have a grill!

Are the cottages in Hawaii suitable for vacations with friends or rather for an escape as a couple?

According to Holidu's 2020 data, 50% of cottages are perfect for groups of up to four people. Approximately 17% of the cottages here include at least two separate bedrooms. This is the ideal destination for families of four!