Top Kailua Holiday Cottages in 2026
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Featured Cottages in Kailua

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Rustic yet modern Upcountry retreat with breathtaking views!

HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

Secluded cottage on Tropical flower farm

AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town.

Great location between Hana Town and Hamoa Beach, private, family-friendly

★Jump Start the road to Hana at Haleakala Cottage-PRIVATE HOT TUB +ACESS TO POOL

Evergreen Cottage @ Maui Adventure Villa

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.

Ocean View 1 BR Cottage on Oceanfront Property. Permitted

Plantation Style cottage short walk to beach and town Permit STPH2013/0004

Adorable 1930's Gingerbread House....Permitted!

Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Immerse yourself in local style in Kailua Cottages
If you're the sort of traveller who finds yourself seeking out local architecture wherever you visit, and relish the idea of getting a real feel for the cultural identity of destination as embodied by the local landmarks, then you'll probably love Kailua Cottages. That's because local styles and local architecture are what tend to set a cottage apart from the crowd. There's none of the cookie-cutter looks of large-scale hotels to be found in this type of accommodation. It's all about immersing yourself in the styles of the region – something that culture lovers are bound to enjoy. Just be ready to wake up in a place that really fits the bill and channels the Kailua vibe.
Getting cosy in Kailua Cottages
There are few accommodation types in Kailua that will have you feeling quite as cosy as a cottage. Quaint and charming, these little boltholes might be just a bed and a bathroom, snug and compact and nestled in their very own little gardens. Others are larger, suited to families looking for somewhere warm and welcoming. They could pack in kitchen areas and dining rooms, lounges with real fires or cushiony sofas, TVs and outdoor porches for curling up and watching the world go by.
A stay in a holiday cottage also brings the added comfort of seclusion. Whether you're a pair of honeymooners in search of somewhere a little more private than a sprawling holiday resort, or a family who need just a tad extra space to spread out, you can rest assured that you'll get it by opting for a cottage from ebookers.
Save money on Kailua Cottages
Kailua Cottages don't have to break the bank. Far from it. These cosy little nooks could actually help you save money on that next adventure. For starters, they tend to be smaller and more compact than large-scale pads, making them an affordable alternative to other popular family accommodations. What's more, many come with on-site kitchen areas. That means you can rustle up your own food whenever you want, using tasty produce from local markets and drinking wines from local farms. That all saves plenty, especially if you're skipping restaurant trips for the whole family.
Search ebookers to choose the best Kailua Cottages
With such a wide range of Kailua Cottages on offer on ebookers, you might think it would be tricky to home in on the one that's perfect for you. That's where our accommodation search and travel map come in. They let you filter out all other hotel types and discard cottages that don't have the facilities you're after. And you'll be able to zoom in and out of the destination to discover that hidden holiday cottage you've been pining for. All you need to do is enter the dates you're planning on travelling and ebookers will do the rest.
Kailua Cottages essential information
Accommodation | 51 Cottages |
|---|---|
Lowest Price | €485 |
Highest Price | €497 |
Popular accommodation | Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath, Rustic yet modern Upcountry retreat with breathtaking views!, HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku, Secluded cottage on Tropical flower farm, AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town., Great location between Hana Town and Hamoa Beach, private, family-friendly , ★Jump Start the road to Hana at Haleakala Cottage-PRIVATE HOT TUB +ACESS TO POOL, Evergreen Cottage @ Maui Adventure Villa, Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui, Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach, Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy., Ocean View 1 BR Cottage on Oceanfront Property. Permitted, Plantation Style cottage short walk to beach and town Permit STPH2013/0004 , Adorable 1930's Gingerbread House....Permitted!, Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops |
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