Book Kailua, HI Cottages
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Cottages in Kailua

Breathtaking Ocean Views Beach Cottage

Seaside Paradise

Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760

Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!

An Absolute, Perfect Paradise and Affordable

CHRISTMAS AVAILABILITY! Charming Lanikai Kailua Cottage. Custom Stay Requests.

Footsteps to Hawaii's Best Beach

Sunny Hawaii BeachFront Property

Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage

Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.

Hawaian style home with AC, by the ocean
Top hotels in Kailua

Sheraton Waikiki Beach Resort
Kailua Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Kailua that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Kailua is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Kailua Cottages essential information
Accommodation | 33 Cottages |
|---|---|
Lowest Price | $242 |
Highest Price | $559 |
Popular accommodation | Breathtaking Ocean Views Beach Cottage, Seaside Paradise, Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760, Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!, An Absolute, Perfect Paradise and Affordable, CHRISTMAS AVAILABILITY! Charming Lanikai Kailua Cottage. Custom Stay Requests., Footsteps to Hawaii's Best Beach, Sunny Hawaii BeachFront Property, Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage, Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands., Hawaian style home with AC, by the ocean, Footsteps to Hawaii's Best Beach |
Explore More Ways to Travel with Travelocity
- Cabins in Kaneohe
- Bedandbreakfast in Kaneohe
- Privatevacationhomes in Kailua
- Houseboats in Kailua
- Hotels in Kailua
- Condominiumresort in Kailua
- Bedandbreakfast in Kailua
- Apartments in Kailua
- Villas in Honolulu
- Resorts in Honolulu
- Houseboats in Honolulu
- Hotels in Honolulu
- Wayfinder Waikiki
- Waikiki Marina Resort at the Ilikai
- Waikiki Malia
- OUTRIGGER Waikiki Beachcomber Hotel
- The Twin Fin Hotel
- The Royal Hawaiian a Luxury Collection Resort Waikiki
- The Laylow Waikiki Autograph Collection
- The Kahala Hotel & Resort
- The Imperial Hawaii Resort
- Sheraton Princess Kaiulani Waikiki Beach
- Queen Kapiolani Hotel
- Prince Waikiki
- Park Shore Waikiki
- Pagoda Hotel
- Pacific Marina Inn Airport Hotel
- OUTRIGGER Waikiki Beach Resort
- OUTRIGGER Reef Waikiki Beach Resort
- Ohia Waikiki Studio Suites
- OUTRIGGER Waikiki Paradise Hotel
- Moana Surfrider A Westin Resort & Spa Waikiki Beach
- Kaimana Beach Hotel
- Ilikai Hotel & Luxury Suites
- Hilton Hawaiian Village Waikiki Beach Resort
- Halepuna Waikiki by Halekulani
- Halekulani
- Budget in Honolulu
- Beach in Honolulu
- Aston at the Waikiki Banyan
- 'Alohilani Resort Waikiki Beach
- All-Inclusive in Honolulu
- Ala Moana Hotel by Mantra
- Hostels in Honolulu
- Aparthotels in Honolulu
- Condos in Honolulu
- Hotels near Honolulu HI
- Ala Moana Hotels
- Cottages in Windward Coast
- Bedandbreakfast in Windward Coast
- Apartments in Windward Coast
- Guesthouses in Waimanalo
- Cottages in Waimanalo
- Condos in Waimanalo
- Apartments in Waimanalo
- Waikiki Hotels
- Budget Hotels in Waikiki
- Beach Hotels in Waikiki
- All-Inclusive Hotels in Waikiki
- Resorts in Oahu
- Houseboats in Oahu
- Beach in Oahu
- All-Inclusive in Oahu
- Aparthotels in Oahu
- Privatevacationhomes in Marine Corps Base Hawaii
- Apartments in Marine Corps Base Hawaii
- Hotels in Ko ʻOlina
- Hotels in Kapolei
- Disney Aulani One Bedroom Oceanview Villa
- Aulani A Disney Resort & Spa
- Houseboats in Kaneohe
- Paradise Bay Resort
- Hostels in Kaneohe
- Aparthotels in Kaneohe
- Cottages in Kaneohe
- Condos in Kaneohe
- Flights to Oahu
- Flights to Honolulu
- Flights from Salt Lake City (SLC) to Honolulu (HNL)
- Flights from Phoenix (PHX) to Honolulu (HNL)
- Flights from Portland (PDX) to Honolulu (HNL)
- Flights from Los Angeles (LAX) to Honolulu (HNL)
- Flights from Denver (DEN) to Honolulu (HNL)
- JetBlue Airways Boston (BOS) to Honolulu (HNL) flights
- Hawaiian Airlines San Francisco (SFO) to Honolulu (HNL) flights
- Hawaiian Airlines Orlando (MCO) to Honolulu (HNL) flights
- Hawaiian Airlines Jamaica (JFK) to Honolulu (HNL) flights
- Hawaiian Airlines Las Vegas (LAS) to Honolulu (HNL) flights
- Frontier Airlines Denver (DEN) to Honolulu (HNL) flights
- Delta Air Lines Minneapolis (MSP) to Honolulu (HNL) flights
- Delta Air Lines Atlanta (ATL) to Honolulu (HNL) flights
- Delta Air Lines Detroit (DTW) to Honolulu (HNL) flights
- American Airlines Dallas (DFW) to Honolulu (HNL) flights






