Whether you’re planning your first-ever trip to the Aloha State or you’re simply planning a weekend getaway to a neighboring island, choosing where to stay can be difficult – do you splurge for a stay at a luxury resort with upscale amenities, or opt for a more affordable Airbnb rental? Why not choose an entirely different option and stay in one of these beautiful and serene cottage retreats? Whether you’re staying on Oahu’s famous north shore, or upcountry Maui, these 11 charming cottages will lay the foundation for a trip you’ll never forget.
- Waimanalo Beach Cottages
Waimanalo Beach Cottages & Weddings/Facebook Regularly voted one of the best beaches in America, you aren’t soon to forget your stay at Waimanalo Beach.
- Hana Oceanfront Cottages
Hana Oceanfront Cottages/Facebook This charming Bed & Breakfast is the perfect location for a stay after you drive the Road to Hana.
- Coastline Cottages at Poipu Beach
Coastline Cottages Kauai/Facebook A picturesque setting on Kauai’s southern shore invites you to relax at these beautiful oceanfront cottages.
- Bali Cottage at Kehena Beach
The Bali House and Bali Cottage at Kehena Beach Hawaii/Facebook Just steps away from Kehena Black Sand Beach is this luxury oasis.
- Hookipa Bayview Cottage
Facebook/Hookipa Bayview Cottage This secluded retreat is one of the highest rated on Maui, and the romantic setting is perfect for a honeymoon or anniversary trip.
- Barbers Point Beach Cottages
Great Life Hawaii/Facebook Though only open to active duty and retired military, DOD personnel and their families, these cottages on Oahu’s southwestern shore are perfect for a retreat from the stresses of military life.
- Hale Makai Cottages
Hale Makai Cottages/Facebook Located in the charming Kauai town of Hanalei, these cottages are sure to impress.
- Hale Manu Mele
Hale Manu Mele: Kihei Cottage for Rent/Facebook This recently renovated 2-bedroom cottage with a pool located in Kihei is sure to satisfy all of your Hawaiian vacation requirements.
- Malaekahana Beach Plantation Hales
Malaekahana Beach Campground/Facebook Part campground, part cottage rental, this beautiful and secluded setting along Oahu’s northeastern shore will let you get away from it all - for less than $100 per night!
- Kula Kottage
Kula Kottage/Facebook Located in upcountry Maui, this vacation rental is, quite simply, the stuff dreams are made of.
- Waimea Plantation Cottages
Andy Price/Flickr These plantation-style cottages in a relaxed beach setting will make your weekend getaway unforgettable.
Aren’t these cottages positively charming? But your options don’t end here – Hawaii is also home to countless luxury resorts, serene cabins, quirky treehouses, and even some stellar camping spots.
Waimanalo Beach Cottages & Weddings/Facebook
Regularly voted one of the best beaches in America, you aren’t soon to forget your stay at Waimanalo Beach.
Hana Oceanfront Cottages/Facebook
This charming Bed & Breakfast is the perfect location for a stay after you drive the Road to Hana.
Coastline Cottages Kauai/Facebook
A picturesque setting on Kauai’s southern shore invites you to relax at these beautiful oceanfront cottages.
The Bali House and Bali Cottage at Kehena Beach Hawaii/Facebook
Just steps away from Kehena Black Sand Beach is this luxury oasis.
Facebook/Hookipa Bayview Cottage
This secluded retreat is one of the highest rated on Maui, and the romantic setting is perfect for a honeymoon or anniversary trip.
Great Life Hawaii/Facebook
Though only open to active duty and retired military, DOD personnel and their families, these cottages on Oahu’s southwestern shore are perfect for a retreat from the stresses of military life.
Hale Makai Cottages/Facebook
Located in the charming Kauai town of Hanalei, these cottages are sure to impress.
Hale Manu Mele: Kihei Cottage for Rent/Facebook
This recently renovated 2-bedroom cottage with a pool located in Kihei is sure to satisfy all of your Hawaiian vacation requirements.
Malaekahana Beach Campground/Facebook
Part campground, part cottage rental, this beautiful and secluded setting along Oahu’s northeastern shore will let you get away from it all - for less than $100 per night!
Kula Kottage/Facebook
Located in upcountry Maui, this vacation rental is, quite simply, the stuff dreams are made of.
Andy Price/Flickr
These plantation-style cottages in a relaxed beach setting will make your weekend getaway unforgettable.
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