16 hours a day, 7 days a week!
  • Aloha Spirit : DESCRIPTION Totally renovated and everything new this home is sure to please family and friends who are looking for something refreshing and want an unforgettable vacation. The Aloha Spirit definitely exudes from every corner of this home. Featuring a full gourmet kitchen with top of the line appliances, gas range, and travertine throughout, a living room with 52 screen TV with wireless surround sound theater system including I-pod docking unit and four theme bedrooms each with air con and ceiling fans.
  • Apartment by Kailua Beach : This charming 2 bedroom 1 bath vacation rental, located in a quaint part of Kailua town, just a quick 2 minute drive to Kailua Beach. This rental is uniquely decorated in teak furnishings and Hawaiian Koa Woods. This homes also comes equipped with a full kitchen, granite countertops, and a breakfast nook.
  • Baby Honu : This gorgeous Kailua rental is only steps away from watching the most incredible sunrises you will ever see. The one bedroom rental is newly remodeled and tastefully decorated. .
  • Beach Walk : This charming and cozy two bedroom Kailua cottage is a perfect retreat for the budget minded traveler desiring a beachside getaway. Beautifully remodeled with attention to every detail this home is just steps from beautiful Kailua Beach and walking distance to world famous Buzz's Steak House. Enjoy the ocean view from the living room or relax with a good book on the garden patio.
  • Beachfront Hideaway : This spacious non-smoking apartment is part of a larger beach front home located on Kailua Beach. The sleeping area can be made private by closing the bi-fold louvered doors. The unit is located on the mountain side of the property with it's own private entrance, parking right in front and just steps from the beach.
  • Beachfront Plantation Home : Relax and enjoy the sounds of the waves crash against the soft sand of Kailua Beach just outside your window. This home is built in a traditional Hawaiian plantation style and rewards guests with awe inspiring views from nearly every angle. Let the Sun greet you in the morning and watch as it dances over the impossibly blue waters of Kailua Bay.
  • Blue Ginger : This Kailua vacation rental is so charming and has access to so many extras you might just want to stay permanently. Luxurious for two but able to accommodate up to four adults or a family of five. The cottage spills out onto a lawn with a large hammock in the front and a gorgeous tile pool and Jacuzzi in the back.
  • Enchanted Hale : This 3 bedroom 3 bathroom Enchanted Lake house is located half a mile from downtown Kailua in a quiet residential area. It is approximately one mile to Kailua beach. The house provides all the amenities including modern kitchen, large LCD TV, internet and digital cable.
  • Enchanted Kailua Ocean View : The property is only 15 minutes from the airport and 15 minutes to Waikiki. More importantly, it is away from the hustle and bustle of Waikiki in the quiet community called Kailua. This house boosts ocean and beautiful mountain views from all rooms.
  • Enchanted Pilikino Pono'i Ohana : This beautiful and spacious 1 bedroom can sleep 4 people comfortably. There is one dedicated bedroom, one kitchen area and a living room with a couch that folds out into a bed. There is a shower but no bathtub in the bathroom.
  • Hale Kai : Hale Kai (35 Pilipu Place) offers the utmost in relaxation and tranquility. Feel the white sand between your toes, bask in the warm Hawaiian sun, dive into the crystal clear aqua waters, and be glad you've made the best choice. .
  • Hale Kai Surf : The Hale Kai Surf is a wonderful architect designed beachfront home with commanding ocean views. The house has a large lawn fronting the beach. Some of the many lovely features include high open beamed ceilings with skylights, ceiling fans, polished/stained cement and hardwood floors, open gourmet island kitchen, formal dining/living room, family room w/lots of books and a wet bar off the lanai.
  • Hale Kailua : Snorkeling, fishing, surfing, windsurfing, bodysurfing and kayaking are just a few of the activities within steps of this home. With its six bedrooms, large courtyard, pool and hot tub, this home is ideal for large groups and family vacations. Kailua Beach is the site of international windsurfing competitions and is also known for great bodysurfing.
  • Hale Kea : Hale Kea is a sprawling, Hawaiian-style home designed for casual living and family entertainment. Located just steps from beautiful Kailua Beach, this property captures the essence of cool, tropical living. Designed for indoor/outdoor living, this Non-Smoking home provides our guests with all of the amenities expected to make your stay relaxing and memorable.
  • Hale Maluhia Ohana : Hale Maluhia (House of Serenity) is a kama'aiana style home near Kailua Beach. In a quiet Kailua neighborhood, the home is a quick 5 minute, one block walk to the world famous secluded white sand beach. Relax with friends and family in this child-friendly family home.
  • Hale Maluhia Ohana Cottage : Hale Maluhia is located across the street from Kalama beach in Kailua this extra large studio is about a 2 minute walk to the beach. The cottage has A/C with a private fenced in back yard and a covered lanai. There is 1 parking on the property and includes all utilities.
  • Hale Manu : Ocean breezes, swaying palm trees, and crashing waves welcome you home at Hale Manu, a kamaaina Kailua Beach home. Nestled into the privacy of an old Kailua estate right on Kailua Beach, this architecturally designed home sets the stage for magical memories. A classic Hawaiiana design, this beautiful home is situated on a large manicured lawn leading down to the sands of world renowned Kailua Beach.
  • Hale O Ka Nai'a : Come experience the true "Aloha Spirit" in Kailua's quaint beachside town and enjoy the beauty of Hale O Ka Nai'a (Translated "House of the Dolphin"). This impeccably maintained 4 bedroom/ 4 bathroom, Eco-Friendly, Green home is perfectly located just a few shorts steps from the spectacular white sands and turquoise waters of beautiful, world-renowned Kailua Beach, on the windward side of the island. The home was designed, built and is maintained with a "Green - Eco Friendly" philosophy to make your vacation healthy, as well as unforgettably happy.
  • Hale O Ke Kai : Charming old kama'aina home completely newly renovated and furnished- located right on Kailua Beach in a quiet neighborhood- a feeling of simple, clean elegance with open and bright spaces, incorporating old furnishing treasures into all modern amenities and comforts- a very gracious home in a great location, ocean views throughout, lovely pool and mountain views at back, fabulous large ocean/beachfront private yard. .
  • Hale Ohana : This airy, four bedroom Kailua beach side vacation rental home provides the essence of tropical, Hawaiian living. Whether you prefer lounging in the sun alongside the very private and enclosed swimming pool, relaxing in the heated spa or watching the sunrise from beautiful Kailua Beach, all are there for your personal enjoyment. his well appointed Hawaii vacation rental home is located just steps from Kailua Beach on a very quiet, private street and is perfect for intimate family gatherings or poolside barbecues.
  • Hale Ohe Main Home : Beachside living awaits you in this large family style home with it's bamboo floors and all new furniture. Master Craftsmanship abounds in the artistic Koa pieces custom made just for this home. Lounge on the lanai with your favorite island beverage after a long day at the beach and revel in the glory of the tropical lifestyle.
  • Hale Ohe Main Home and Cottage : Beachside living awaits you in this large family style home with it's bamboo floors and all new furniture. Master Craftsmanship abounds in the artistic Koa pieces custom made just for this home. Lounge on the lanai with your favorite island beverage after a long day at the beach and revel in the glory of the tropical lifestyle.
  • Hale Plumeria : Enjoy this newly remodeled 4-bedroom 2-bath home located just 5 blocks from the world famous Kailua Beach and approximately 5 minutes away from Lanikai Beach. Tastefully decorated for that Island Style Living and for our guest that stay here, each bedroom has air conditioning and ceiling fans for added comfort, and a décor that it sure to please all that visit. .
  • Happy Kailua Beach House : The Happy Kailua Beach House is located 1/2 block down from Kalama Beach Park a small, clean local beach park which has showers, restrooms, and a nice grassy area with picnic benches. The waves at the beach are as gentle as the soothing tradewinds, and the white sand is as soft as flour. You'll have no excuse not to make the three minute walk to the beach each day! We have chairs, mats, boogie boards, snorkeling equipment, buckets, shovels, and a large wheeled cooler to equip your visits to this wonderful beach area.
  • Hoku : Tropical island living at its finest! Just completed in 2006, this new construction home is located in a gated community just across the street from Kailua Beach Park. Lounge around the pool and relax on the large, covered lanai. Enjoy causal evenings at home, cooking in the beautiful new kitchen and hanging out in the large, open great room.
  • Hoku Hale : This home features a large yard, swimming pool and high speed internet connection. If space is what you need, you will have plenty of it in this very large home. Everything is brand new.
  • Hoku Hale - Cottage : This spacious one bedroom unit is located approximately 2 blocks from the white sands of Kailua Beach. Private entrance, King bed, day bed, kitchenette, BBQ with private yard. A great get-away place in a quiet neighborhood.
  • Hoku Hale - Main : This home features a large yard, swimming pool and high speed internet connection. If space is what you need, you will have plenty of it in this spacious home. Everything is brand new.
  • Honu Hale : The Honu Hale is located only several hundred steps from the breathtaking aqua blue waters and fine white sands of Kailua Beach. Relax while gazing over the Mid Pacific Country Club golf course backed by beautiful sunsets over the magnificent Ko'olau Mountains. .
  • Hualani Cottage : The cottage is located about 3 blocks from the world famous Kailua Beach, and has recently been rebuilt with retaining the old charm of a beach home decorated with a ocean theme. The cottage sits at the back corner of the lot and has its own fenced in little yard with picnic table. One bedroom has a Queen Bed, T.
  • Ka Makana o ka Lani : Experience all that Hawaii has to offer in our spacious 2 bedroom, 1 bath cottage that is nestled amidst lush tropical gardens. This air conditioned unit will keep you comfortable on those exceptionally hot days. Furnishings give you the feel of old Hawaii at its best.
  • Kahakai : Hawaiiana charm and tropical paradise, beachfront on the sands of world renowned Kailua Beach! Situated right in the middle of Kailua's beautiful three mile sandy beach, this tropical vacation home puts your toes in the sand from the moment you arrive. A classic Hawaiiana home, Hale Kahakai offers comfortable, spacious living quarters, a large family kitchen, and bedrooms and baths perfectly suited for an active family's tropical retreat. Whether walking Kailua Beach, testing your surfing skills, creating sandcastles, or just kicking back, this Hawaii vacation home puts you in the middle of paradise.
  • Kahela : Enjoy tropical island living in this new construction, custom home! Located in a new gated community across from Kailua Beach Park, this beautiful home is complete with a gourmet kitchen and beautiful pool, and is just a short walk to the beach. Lounge around the pool and relax on the large, covered lanai. Enjoy causal evenings at home, cooking in the beautiful new kitchen and hanging out in the large, open great room.
  • Kai Nani Cottage : Kailua Beachside: Quaint beach cottage steps from Kailua Beach on a very large beautiful property, enclosed with all- around lava rock walls; 3 bedrooms, 1 bath room, hot and cold outdoor shower, living room, kitchen, TV/reading den, outdoor patio with table and chairs, laundry room. .
  • Kailua Beach Bungalow : Casual beachfront living comes home in this incredible beach house on beautiful Kailua Beach. The large, covered lanai looks out at the beach over a huge, enclosed yard with a built in BBQ and outdoor shower to rinse off sand and salt. The house accomodates 8 people altogether, with a king sized bed in the master bedroom, and queens and a set of twin beds in the other three.
  • Kailua Beach House : A feeling of vintage Hawaii in this comfortable 3 bedroom, 2 baths home located in a tropical garden setting just 3 minutes walk from Kailua Beach. When you enter Kailua Beach House, the feeling of aloha surrounds you. Each room is spacious with upscale tropical accents to make you feel like you are truly at home in the islands.
  • Kailua Beach House and Tradewinds Cottage : KAILUA BEACH HOUSE A feeling of vintage Hawaii in this comfortable 3 bedroom, 2 baths home located in a tropical garden setting just 3 minutes walk from Kailua Beach. When you enter Kailua Beach House, the feeling of aloha surrounds you. Each room is spacious with upscale tropical accents to make you feel like you are truly at home in the islands.
  • Kailua Kahakai Hale Ali'i : This beach house has just been remodeled and is a short walk to Kailua Beach. The lush large lot is private, quiet and very tropical. Stroll over to the famous Kalapawai Market for an assortment of fresh brewed Hawaiian grown coffee and tasty pastries in the morning.
  • Kailua Kahakai Ohana : This remodeled detached studio is a short walk (5 minute walk) to Kailua Beach. There is a large TV, DVD/VCR, high speed internet and everything you need is provided! .
  • Kailua Kai : Beachfront home with all modern amemities, cool, white tile throughout, granite counters in kitchen. Large, open beachfront living/dining areas flow into the gourmet kitchen . Spiral staircase to the upstairs large loft bedroom with fabulous ocean views.
  • Kailua OF Hideaway Mountain Side Unit : The Kailua Ocean Front Hideaway is about as close as you can stay to the ocean in Kailua. We have 2 separate rentals available. A 2 bedroom / 2 bath Ocean Side rental, and a 2 bedroom / 1 bath Mountain Side rental.
  • Kailua OF Hideaway Ocean Side Unit : The Kailua Ocean Front Hideaway is about as close as you can stay to the ocean in Kailua. We have 2 separate rentals available. A 2 bedroom / 2 bath Ocean Side rental, and a 2 bedroom / 1 bath Mountain Side rental.
  • Kalaka Beach Side : Welcome to Paradise in beautiful Kailua, Hawaii! This beautifully appointed 5-bedroom, 3 bathroom Hawaiiana home is the perfect retreat for family and friends. Just one house off the beach, Kalaka Beachside has a lovely park and ocean view from the kitchen area, pool and outdoor tiki bar. A private gate by the pool opens to beautiful Kalama Beach Park.
  • Kalaka on the Beach : Gracious Old Hawaii Charm in this renovated vintage Kailua Beach front home, offering 3 very spacious bedrooms, each with private bath, a ballroom of a living room with fireplace (not to be used!), a private dining room that seats 8, a cozy breakfast nook in a wonderful large kitchen, living room opens up completely to the beach front deck and beautiful oceanfront lawn area, covered back lanai with beautiful new swimming pool, jacuzzi, an entertainment cabana, set up with outdoor furniture and outdoor lighting for evening ocean views. This is a Hawaii Retreat!.
  • Kalama Beach House : This Kailua Oahu home is available for a thirty day rental. This charming home has everything you need for your dream vacation. Bring your family and friends to unwind Island-style.
  • Ke Ohana Hale : Ke Ohana Hale means "the family house" in Hawaiian. All the comforts of home await you and your friends and family at this perfect Hawaii getaway. The aroma of plumeria blossoms welcomes you.
  • Kokokahi : With its 180 degree views of Kaneohe Bay and the Koolau Mountains this is home away from home. With 2 lovely bedrooms and an extra large master bedroom and 2 full baths, there is more than enough room for a family. This beautifully appointed 1,800 sq ft.
  • Kumulani : Relax, enjoy the trade winds, slip into the gorgeous blue tile, solar heated, salt water swimming pool in your oh-so-private backyard. Remember that you are a mere 100+ steps from the white sands of world-famous Kailua Beach. Under the bamboo ceiling of the lanai, you can dine on finds from the local Farmers Market, contemplate which restaurant you will try next, or sip a cold beverage at the wet bar.
  • Laulea : Enjoy tropical island living in this new construction, custom home! Located in a new gated community across from Kailua Beach Park, this beautiful home is complete with a gourmet kitchen, beautiful heated pool and tropical garden just a short walk to the beach. Rent kayaks or learn to windsurf. Lounge around the pool and relax on the large, covered lanai.
  • Makana's Place : Makana's Place is a one bedroom, one bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1400 square feet living quarters, which is equivalent to a Three bedroom home. Beautifully decorated with well quality furniture.
  • Makana's Place 2 Bedroom : Makana's Place is a two bedroom, one bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1400 square feet living quarters, which is equivalent to a Three bedroom home. Beautifully decorated with well quality furniture.
  • Makanani O Ke Kai : Experience Hawaiian Style living at its best! From our beautiful majestic mountains, to a panoramic view of pure blue ocean that will take your breath away. You'll be able to feel the splash of the ocean caressing your face, with sunrises arriving at the foot of your bed awaking you from beautiful dreams. Enjoy vacationing in a multi-million dollar home, with a sparkling pool, finest of furnishings, and all the privacy you desire.
  • Makanani O Ke Kai Home : Experience Hawaiian Style living at its best! From our beautiful majestic mountains, to a panoramic view of pure blue ocean that will take your breath away. You'll be able to feel the splash of the ocean caressing your face, with sunrises arriving at the foot of your bed awaking you from beautiful dreams. Enjoy vacationing in a multi-million dollar home, with a sparkling pool, finest of furnishings, and all the privacy you desire.
  • Mala Pua Hale : Lush tropical gardens make this private home into a quiet, comfortable retreat. This home was designed by the late Vladimir Ossipoff, award winning Hawaii architect. Mr.
  • Mala Pua Hale and Guest House : Lush tropical gardens make this private home into a quiet, comfortable retreat. This home was designed by the late Vladimir Ossipoff, award-winning Hawaii architect. Mr.
  • Mala Pua Hale Guest House : Lush tropical gardens make this private home into a quiet, comfortable retreat. This home was designed by the late Vladimir Ossipoff, award winning Hawaii architect. Mr.
  • Oahu Lani : Come here to relax and enjoy Hawaii in upmost luxury. Oahu Lani is your own private beachfront resort on the east shore of Oahu. This incredible home has 10 spacious, independently air-conditioned, bedrooms.
  • Ohana Kailua Beach House : Located steps from the most prime area of Kailua Beach sits this well laid out, Hawaiian-style family beach house. Private gated access to the beach (one lot away). Your plain beach house a perfect vacation home for families, extended families, family reunions, or wedding groups visiting Oahu.
  • Peacock : Nestled in the foothills of the Koolau mountains, this 4 bedroom home is the perfect family retreat. Recently renovated, the home includes designer fixtures, a whirlpool soaking tub, large, modern kitchen and elegant, comfy furnishings. The terraced back yard and lanai set the stage for backyard entertaining and family gatherings.
  • Pikake Hale : Beautiful, private Hawaiiana home, located just 100 yards from the middle of world-class Kailua Beach. Enjoy beautiful sunrises and the soothing sounds of the ocean. Tasteful furnishings create a gracious, tranquil Hawaiian environment.
  • Place in Paradise : This beautiful home, located directly on the white sands of Kailua Beach, offers all the comfort and amenities for the perfect vacation in an exotic setting. The large open spaces, the gorgeous master bedroom (with its jetted tub and separate nursery) and the spacious bedrooms let you enjoy a wonderful and relaxing vacation with your family or friends. .
  • Plantation Hale : This beautifully designed plantation style home is the perfect getaway. Enjoy Kailua's tropical breezes lounging or dining on the wrap around porch and large back lanai. Located right in the heart of Kailua, this charming 3 bedroom home allows you to stroll into town for dinner or down to the beach to soak up the rays.
  • Plumeria Studio : Relax and lounge around the sweet Plumeria pool with Palm trees overhead. The Plumeria is extremely comfortable for two with Air Conditioning to cool you during the hot summer nights. Just a short walk to Kailua beach where you can be amazed at the site of beautiful kites in the sky sailing by you.
  • Serenity Cottage : This charming cottage on Kailua Beach sets the stage for a perfect vacation! Wake up and see the ocean from your living room and wander out for a morning stroll on the more than one mile of white sand. Enjoy sunsets on the beach. Walk to convenience stores and local dining.
  • Shangri-La By The Sea : Leave your worries behind as you step into this magical home. Nourish your soul as the waves break just outside your door. Rejuvenate your mind, and cherish friends and family as you settle into this luxurious, magical oasis.
  • Star of Hawaii Kailua and Studio : You have found The Star of Hawaii in beautiful Kailua, Oahu, Hawaii. This walled and private residence is on a charming beachside lane in a great Kailua Beach location. The setting offers relaxation from a hurried world.
  • Tradewinds Cottage : Very comfortable and private one bedroom, living/dining room, bath cottage, queen-size bed plus a/c in bedroom, laundry facility, fenced-in private garden with patio area, sleeper sofa in living room, children welcome, beach access just steps away across the street to the best spot on Kailua Beach!.
  • Tranquility : Enjoy Kailua Beach sunrises from the deck overlooking the beach, and sunsets from your own private perch in the sand. . .
  • Two Duck Inn : Enjoy the sunshine and warmth of the aloha spirit while staying at the Two Duck Inn. This beautiful studio is comfortable, cozy and just the place to unwind with views of a tropical green belt. It is located in a very quiet neighborhood and only a 5 minute walk to Kailua Beach.
  • Windsurf : Beachfront Hawaiiana home nestled in the gently swaying palm trees of gorgeous Kailua Beach! Nestled in among the palm trees and lush tropical gardens, this Hawaiiana beachhouse is the perfect place to kick back and enjoy paradise. The tropical living room opens on one side to a wonderful covered lanai, perfect for curling up with a good book; on the other side, throw open the doors and stroll down the lawn onto breathtaking Kailua Beach. Enjoy the homes three bedrooms, two baths, modern kitchen and large enclosed gardens.
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Featured Accommodation
"Serenity Cottage"
Kailua 2 Bedroom Vacation Rentals Home, Ocean view, Beachfront This charming cottage on Kailua Beach sets the stage for a perfect vacation! Wak...
2 Bedroom Vacation Rentals Home, Ocean view, Beachfront
Recent Vacation Review
"Pikake Hale"
"-the house was big enough for all three families, yet intimate enough for us all to feel like a family.
-buzz's steakhouse and pinky's pupu platters.
-at lanikai, of course.
-stay in the windward side, not waikiki
-park at the honolulu zoo for 25cents per hour for up to 4 hrs, close enough to kalakua ave for everything you need.
-going to kaneohe bay
"
When booking your Kailua condo, make sure you don't get caught up on our local "playful" spellings! The following is a short list of common misspellings of Hawaii islands and towns:

Kailua -- Often misspelled

kkailua, kialua, kailui, kialui, kairua, kairui, kalua, kaila, karua, kiala, kalui, kaira, karui, ka11ua, ka1lua, kailau, kaiula, kaliua, akilua, kailu, kaiua, kilua, ailua

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