Happy Kailua Hale

32 People Looking

Kailua, Oahu, Hawaii – Vacation Rental

$1,200 - $3,000 per night
See full rates.

Features and Amenities

5 Bedrooms
5 Bathrooms
1 Half Baths
5 Beds Total
2 Floors
3,290 sq ft. interior area
14 Max. Guests
Bedroom One
Main House, Main Level
Bed: King Bed
En-Suite Bath
Central Air Conditioning
Split System
Bedroom Two
Main House, Main Level
Bed: Queen Bed
En-Suite Bath
Central Air Conditioning
Split System
Bedroom Three
Main House, Loft Level
Bed: King Bed
Queen Bed: Sofa Sleeper
En-Suite Bath
Flat-Screen TV
Vaulted Ceilings
Ceiling Fan
Direct Access to Terrace
Bedroom Four
Detached Cottage
Bed: King Bed
Queen Bed: Sofa Sleeper
Adjacent Bathroom
Air Conditioning
Window Unit
Bedroom Five
Bed: Queen Bed
Adjacent Bathroom
Air Conditioning
Window Unit
Living Room
Main House
Additional Seating
Flat-Screen TV
Ceiling Fan
Direct Access to Deck
Main House
Fully Equipped Kitchen Stainless Steel Appliances
Bar Seating - for 2
Granite Counters
Dining Area
Main House
Dining Table
Outdoor Living
Short Walk to Beach
BBQ Grill
Multiple Seating Areas
Home Amenities
Gated Property
High Speed Internet Access
Washer & Dryer


Experience a private and unforgettable stay at the Happy Kailua Hale on Oahu! This spacious five-bedroom and five-bath Oahu vacation rental is located on the Windward side of the island, in the beach enclave of Lanikai, in Kailua. 

The Hawaiian language for Kailua means "two seas" or "two currents". The name originated from the two currents that run through Kailua Bay. It is also known for its white sandy beaches, spectacular crystal-clear water, and breathtaking view of Na Mokulua, also known as ‘The Mokes,’ which means two small islands. The islands rest just off of Lanikai Beach, making this beach one of the most beautiful beaches on Oahu!

Happy Kailua Hale offers 3,290 sq. ft. of indoor living space, with spacious and family-friendly accommodations that can host up to 14 guests. This home offers plenty of living space, making this an ideal place for multi-family or large multi-generational gatherings!

The main house consists of three bedrooms and three and a half baths. The first level of the home features a fully-equipped modern kitchen, a dining area, and an open living space with additional seating inside and out. The interior of the home features cathedral wood-panel ceilings, hardwood floors, and is lightly decorated with a Hawaiian beach-style theme. 

Just up the stairs on the second level, you will find the master bedroom and second guest bedroom. The bedrooms offer a king-size bed and an en-suite bath. The large loft on the second floor features a king-size bed, queen-size sofa sleeper, private ocean views, and an en-suite bath. The loft also gives you direct access to the terrace. There is also a half bathroom located in the main home.
Outdoors, you will find the large yard with a swimming pool, separating the main house from the one-bedroom cottage and a guest studio. The cottage can host up to four guests and the studio can host two; both are equipped with either a king or queen-size bed and an adjacent bathroom. The interior of the cottage features a mini bar, additional seating and direct access to the terrace and pool. The cottage and studio also boast their own separate air conditioning system. 

Happy Kailua Hale is equipped with washer and dryer, high-speed internet access, central air conditioning, ceiling fans, and TV’s throughout the home, ensuring guest comfort and convenience.

When you’re ready to hit the sands, this Hawaiian vacation villa is only a short walk to Lanikai Beach. Take a refreshing dip in the blue Pacific Ocean, snorkel along the shores, or watch the kite surfers play on the blue ocean waters!

After a fun day at the beach, relax on the outdoor hammock. The covered patio area is equipped with lounge chairs, multiple seating areas, and a barbecue grill. The terrace makes a great lounge area for guests who are looking for a quiet place to read or practice yoga. 

When day turns to night, sit under the twinkling Hawaiian stars and unwind by listening to the smooth sounds of the distant waves as they gently lap against the sandy shore. 

For fun and to stock up on supplies, visit the nearby town of Kailua, where you will find many restaurants, boutiques and fun activities for the remainder of your stay. If you are ready for more exploring, take a drive to downtown Honolulu, and peruse the shops and restaurants of Chinatown and Ala Moana Center; the stirring history of Pearl Harbor is just a short drive beyond the airport. From Kailua, travel north up the coast and experience your first live Polynesian performance at the Polynesian Cultural Center, or keep going and explore the vast beaches of the famed North Shore!

While Happy Kailua Hale is in a quiet Windward-Oahu beach town, you are not far from famous Waikiki Beach. Waikiki Beach is known for its central location, long stretch of sand, colorful sunsets and a spectacular view of the famous Diamond Head crater. Combine a day of sightseeing downtown with a sunset visit and dinner in Waikiki! 

There is so much to do on the island where Town and Country meet! Create fun memories with family and friends at Happy Kailua Hale, your perfect Hawaiian vacation rental on Oahu!



June 30 - August 24
$2,000 / night
August 25 - November 16
$1,600 / night
November 17 - November 23
$2,000 / night
November 24 - December 14
$1,200 / night
December 15 - December 21
$2,000 / night
December 22 - January 4, 2019
$3,000 / night


January 5 - February 28
$1,240 / night
May 1 - June 9
$1,600 / night


Security Deposit
Departure Cleaning

ID Numbers

Tax ID
Permit Number

Please click here to inquire regarding available dates and rates for this property

Pricing Notes:
Prices do not include applicable taxes and fees. All rates and fees are subject to change without prior notice. For more information, please contact your EEI Vacation Estate Specialist.

Area Attractions

Honolulu International Airport (HNL)
Nearest Airport
22 Miles
Nearest Beach
Short Walk
Kailua Beach Park
2 Miles
Nearest Grocery Store
Grocery Store
3 Miles
Kailua Town Center
Activities, Shopping & Restaurants
3 Miles
Pearl Harbor
Historical site
23 Miles
Ala Moana Center
Shopping Mall
26 Miles
Activities, Shopping & Restaurants
27 Miles
Polynesian Cultural Center
Live Performance / Shows / Theatre
30 Miles
Waimea Bay Beach Park
48 Miles


* Approximate Location