Showing 1,386 Vacation Rentals from Kailua, HI

Amenities:
No Pets, Non-Smoking, Oceanfront

Activities:
Beach, Kayaking, Surfing

Vacation Home Description:
description:Honeymoon in Paradise! BEAUTIFUL BEACHFRONT 1/1 for 2 guests or, as a 3/2 for the family. Tropical splendor tucked away on a private beach lane. Beautiful blossoms, pristine palms, and stained glass mosaics throughout the quarter acre ON THE BEACH! This impressive custom home is designed with many windows and sliding glass doors boasting the 180+ degrees PANORAMIC OCEAN & BEACH VIEWS from all rooms! 1000 square feet of luxury in your 1 bedroom 1 bath suite. OR, rent the whole ground level 2000+ square feet directly on the most beautiful beach. Kailua is a friendly community located on the beautiful northeast shore of Oahu. It is loved for its many beaches and accessible off-shore islands. It is only a 25-minute scenic drive to the airport, Honolulu, and Waikiki. Nearby sites include Sea Life Park, The Blow Hole, Haunauma Bay, and the North Shore. The beautiful three-mile stretch of sparkling Kailua Beach and adjoining Lanikai have been rated tops among America's best beaches. Surf Shorebreak, swim with the green sea turtles, kayak or sail to one of the secluded offshore islands and maybe spot the whales breech offshore. It does not get any better than this! Dine 'al fresco' on your own private beachside lanai, relax and read in the shade of a swaying palm tree, or walk for miles and miles on the spectacular sandy beach. The only thing not to be found here is the crowds of Waikiki. ;

Amenities:
Air Conditioning, Ceiling fans, Fireplace, Non-Smoking, Pets OK, Swimming Pool

Activities:
Beach, Shopping, Swimming, Volleyball

Vacation Home Description:
description:Aloha and welcome to Kalama Beach House. This charming home has everything you need for your dream vacation. Bring your family and friends to unwind Island-style. Come on in and make yourself comfortable. As soon as you walk through the door the stress of everyday life will melt away. Most of the time our Island tradewinds and ceiling fans will keep you cool. When needed, there is air-conditioning for your added comfort. Each bedroom has a tropical theme all its own. The living room even has a fireplace if you feel so inclined. The large sunroom opens on to the pool area providing a perfect setting for entertaining and intimate gatherings. Enjoy swimming in the heated custom-tiled pool or relax poolside. Shower off in the outdoor Tahitian shower. The tranquil sounds of the waterfall and private, peaceful garden setting will make the rest of the world disappear. A six-foot fence wraps around the spacious front yard ideal for playing volleyball, lawn darts, or just kicking back. Kalama Beach House is a non-smoking house, although smoking is permitted outside. It is ideally situated just across the street from one of the top-rated beaches in the world, Kailua Beach a short walk and your toes will be digging into the white sand that stretches for miles. Stroll along the shore or take advantage of one of the many ocean activities available. The warm turquoise-blue water awaits you! Imagine taking your cup of Kona coffee with you in the early morning to stroll the clean, quiet beach as the absolutely magnificent Hawaiian sun rises! At night, when its full-moon time, an experience you wont forget is when a gigantic full moon appears to rise right up from the horizon. Only a 25-minute drive through the majestic Ko'olau Mountains to the airport, downtown Honolulu and Waikiki. Nearby attractions include Kualoa Ranch, Botanical Gardens, Sea Life Park, The Blow Hole, Hanauma Bay & the North Shore. Kailua Town has plenty of shopping from big-name stores to trendy boutiques, antique stores and Island-inspired gift s... ;

Amenities:
Air Conditioning, Full kitchen, Laundry, No Pets, Non-Smoking, Wireless Internet Access

Activities:
Beach, Restaurants

Vacation Apartment Description:
description:This charming 2 bedroom 1 bath vacation rental, located in a quaint part of Kailua town, just a quick 15 minute walk to the beach or a 2 minute drive. 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. Wireless internet connection, split air conditioning units, washer and dryer, and a spacious outdoor deck to enjoy the koolau mountains are also among the amenities available. Born and raised here in the Islands, Kailua is truly a fabulous place to see. Here in Kailua, you will find wonderful restaurants from Mexican food, Italian, American, Japanese, Thai, and much more. You will also find various boutique stores that offer wonderful local arts, souveniers, clothing. Kailua is truly an experience to be had! ;

Amenities:
BBQ, Jacuzzi, No Pets, Non-Smoking, Oceanfront, Outdoor Shower, Pool Table, Sauna, Swimming Pool

Activities:
Beach, Tennis

Vacation Home Description:
description:This new Kailua beachfront estate is located the north end of the &#35,1 rated beach in America. Features include gourmet kitchen, den/bedroom, game room, original artwork, worldclass furnishings, 4 bedroom and 3.5 bathrooms guest house on a newly built estate on Kailua beach. Amenities include pool, jacuzzi, tennis court, exercise room, pool table, and an outside barbeque and bar area. The homeowner lives in the main structure on the property and the Bali House shares the many amenities of this gorgeous estate. Each home enjoys 120 feet of sandy beachfrontage. **Currently on the market for sale at $25 million**;

Amenities:
Air Conditioning, Alarm Clock, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Freezer, Full kitchen, Garage, Internet Access, Iron, Laundry, Linens, Lounge, Microwave, Non-Smoking, Oceanfront, Oven, Patio, Phone, Refrigerator, Stereo, TV, Toaster, Utensils

Activities:
Beach, Biking, Boating, Diving, Fishing, Golf, Hiking, Horseback Riding, Paragliding, Restaurants, Shopping, Snorkeling, Surfing, Swimming, Tennis, Water Skiing

Vacation Home Description:
description:Kailuana is a unique private estate located on the windward side of Oahu, set in the residential community of Kailua. Kailuana Beachfront is one of the few legal, licensed vacation rentals in Kailua. Our 3 bedroom, 2 bath MAIN HOUSE offers you a chance to relax in quiet comfort on one of the most beautiful white sand beaches in the world. The MAIN HOUSE is tucked away on an acre of tropically landscaped property and fronts the beach with large picture windows that afford spectacular views of both mo...;

Amenities:
Alarm Clock, BBQ, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Ironing Board, Laundry, Linens, Microwave, No Pets, Non-Smoking, Oceanfront, Outdoor Shower, Patio, Phone, Refrigerator, Stove, TV, Toaster, Towels, Utensils, Wireless Internet Access

Activities:
Beach, Biking, Boating, Canoeing, Diving, Fishing, Golf, Hiking, Horseback Riding, Jetskiing, Kayaking, Paragliding, Restaurants, Running, Sailing, Shopping, Snorkeling, Surfing, Swimming, Tennis, Windsurfing

Vacation Home Description:
description:This beach house was build in 1993 to fit the beach environment and to reflect traditional Hawaiian architecture. The house is located and designed to be a landmark on Kailua Beach. Every room has breathtaking views of the beach, the Pacific Ocean, Ulupa'u Crater, and the Mokulua Islands. This house is on Kailua Beach, (consistently chosen among the best beaches in the US and is the only beach in Hawaii to rate in the top five in all rating catagories) This house is arguably the most environmentally fitting house on Kailua Beach. The house has three bedrooms upstairs with a full kitchen and spacious living areas. Many large glass windows and 3 patio doors open onto a 1310 sq. ft. wrap around lanai. Downstairs there is an additional bedroom, 1 1/2 baths, a 3/4 kitchen, and a large living/dining area that opens onto a beautifully landscaped lawn. All within a few steps of the ocean. The house is well divided to provide maximum privacy for each bedroom and each bedroom has beach/ocean views and sounds. The house has an open and airy design that draws you into nature. Everything for a beach outing is provided from grass mats and towels, to a outside shower with hot and cold running water. The sounds and views of the beach, ocean, and surf are always within range. The house can be rented as a complete home, or the upstairs can be rented separately.;

Amenities:
Air Conditioning, Balcony, Blender, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Hot Tub, Internet Access, Laundry, Linens, Microwave, No Pets, Non-Smoking, Oceanfront, Refrigerator, Stove, Swimming Pool, TV

Activities:
Beach, Biking, Boating, Diving, Fishing, Golf, Gym, Hunting, Kayaking, Sailing, Shopping, Snorkeling, Surfing, Swimming, Tennis, Water Skiing

Vacation Home Description:
description:Kailua Beach Resort Property with nine (9) bedrooms and nine and a half (9.5) bathrooms is located on Kailua Beach. This home has 10,000 feet under roof with amenities like a custom pool, two (2) wading pools, air conditioning throughout, a personal chef, and much more. You only have to walk outside your door to enjoy the beauty of Kailua Beach as this property has 100 feet of beach front.The great room offers views of Kailua Beach through large floor-to-ceiling windows. A full bar is directly off the media room. ;

Amenities:
Air Conditioning, No Pets, Non-Smoking, Wireless Internet Access

Activities:
Beach

Vacation Apartment Description:
description:Lovely, modern studios to 2 bedroom units on, or just stepts to beautiful Kailua/Lanikai Beaches. Private, very modern furnishings...sleep 2 to 4 guests. All units do have private entrances, kitchenettes, free parking, free wireless internte access and are sorrounded by tropical yards in an upscale neighborhood.Some units are airconditioned and do have unobstructed views of the Ocean. Prices start at $125.00 per night plus 11.75% Tax. ;

Amenities:
BBQ, Coffee Maker, Computer Access, Fireplace, Garage, Hot Tub, Internet Access, Jacuzzi, Linens, No Pets, Non-Smoking, Sauna, Swimming Pool, TV, Utensils

Activities:
Beach

Vacation Home Description:
description:This 3,100 sq.ft. multi-million dollar private home is located on the famous Kailua Beach - consistently voted America's 2nd most beautiful beach. With its six bedrooms, large courtyard, pool and hot tub, this home is ideal for large groups and family vacations. The living room has a big screen TV with surround sound entertainment system for indoor relaxation. Our home also features a gourmet kitchen that will satisfy even the most discerning chef with the latest in high end utensils and appliances. We even have a state of the art Cappuccino coffee maker with a 3 coarse bean grinder. Outdoors there is a spacious pool & jacuzzi. Umbrellas and lounge chairs are provided by the pool as well as in the front of the home, for relaxing and taking in the ocean views. With five of the six bedrooms have king size beds and four having their own private bathrooms, privacy and comfort will never be an issue. All the beds are feather and are dressed with the finest linens for your sleeping pleasure. This home is set up to accommodate your vacation, and, if necessary, your business needs. A desk/work area with all you basic office supplies is set up with a HP computer for all your faxing, copying, scanning and printing. High speed cable internet access is provided. The house has a dry heat sauna, bbq, flat screen tv, large front and back yard, two car garage, fire place and a setting on the beach that is unsurpassed. ;

Amenities:
Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Freezer, Full kitchen, Internet Access, Iron, Laundry, Linens, Microwave, Non-Smoking, Oven, Phone, Refrigerator, Stereo, TV, Toaster, Utensils, Wireless Internet Access

Activities:
Beach, Biking, Boating, Diving, Fishing, Golf, Hiking, Horseback Riding, Restaurants, Shopping, Snorkeling, Surfing, Swimming, Tennis

Vacation Home Description:
description:This charming 2 bedroom, 1 bath vacation rental, located in a quaint part of Kailua town, is just a quick 15 minute walk or a 3 minute drive to the world famous Kailua beach. Peter��s Place is an upstairs unit, with over 1100 square feet of living space. This rental is uniquely decorated in teak furnishings and Hawaiian Koa Woods. This home also comes equipped with a full kitchen, granite countertops, and a breakfast nook. Wireless internet connection, split-air conditioning units, washer and dryer, a...;

Amenities:
Air Conditioning, BBQ, CD Player, Cable/Satellite TV, Coffee Maker, Dishwasher, Full kitchen, Garage, Hot Tub, Internet Access, Jacuzzi, Laundry, Linens, Microwave, Oceanfront, Phone, Refrigerator, Stereo, Stove, Swimming Pool, TV, Utensils, VCR

Activities:
Beach

Vacation Home Description:
description:For the best rates, this site is managed by the owners. This beautiful vacation rental home, located directly on the white sand three mile long beach of Kailua, offers all the comfort and amenities of Island Living in an exotic setting. The large open spaces with french doors invite the tradewinds indoors. The gorgeous master bedroom of our Kailua vacation rental has its own private oceanfront deck and the spacious bedrooms let you all enjoy a wonderful and relaxing vacation with your family and... ;

Amenities:
DVD Player, Internet Access, No Pets, Non-Smoking, Stereo, VCR, Wireless Internet Access

Activities:
Beach, Fishing, Golf, Hiking, Shopping, Surfing

Vacation Home Description:
description:Here you can have the perfect blend of Fun and Relaxation. With the beach right out front you can play all day! Boogie board, windsurf, build sandcastles, toss a frisbee, swim & sunbath, to name just a few of the Fun Stuff. Then there's the relaxation....curl up on the gorgeous covered lanai with a good book, or sit with friends and family to tell stories and catch up. All of the amenities of home are here. There's a modern kitchen, tv's, dvd, vcr, stereo and wireless high speed internet with range to th... ;

Amenities:
Non-Smoking, Pets OK

Activities:
Beach

Vacation Home Description:
description: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... Pilipu Place! Located 30 yards from the best Beach in Hawaii, our two story Hale Kai offers the most luxurious and comfortable accommodation for the price! Hale Kai features fine furnishings, including Koa wood cabinets, marble baths, hardwood floors, crown moldings, and antique fixtures. From the upstairs lanai, there is a gorgeous ocean view through the waving coconut fronds. The lower lanai hosts an intimate tropical setting. Fragrant trade winds keep the home cool year round. Situated on an acre of land, the lawn is large enough to practice your putting, play Croquet, set up a volley ball net, or just enjoy the open space. The property is tropically landscaped with beautiful plumeria trees, red hibiscus bushes, orchids, and of course, a coconut grove. ;

Amenities:
Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Garage, Internet Access, Iron, Laundry, Linens, Microwave, Non-Smoking, Oven, Patio, Phone, Refrigerator, Stereo, Swimming Pool, TV, Toaster, Utensils, VCR

Activities:
Beach, Biking, Boating, Diving, Fishing, Golf, Hiking, Horseback Riding, Paragliding, Restaurants, Shopping, Snorkeling, Surfing, Swimming, Tennis

Vacation Home Description:
description:If the hustle and bustle of Waikiki are not for you, come and enjoy the privacy of this lovely air conditioned 3 bedroom, 2 bath home. The solar-heated pool is always inviting after a day at the beach or touring the island. Heavenly Splendor is perfect for families, honeymoon couples, singles, or business travelers. Just steps to beautiful Kailua beach or your own swimming pool. This home is adorned in Hawaiian-style furnishings and sits amidst lush tropical landscaping. For ultimate privacy, it is...;

Amenities:
No Pets, Non-Smoking, Sauna

Activities:
Beach, Biking

Vacation Apartment Description:
description:Ocean view studio, only 200 yds to the beach. Queen size , bed, garden view bathroom with jaquzzi tub and sauna. ocean view deck with comfortabale seating and eating. Kayaks, bikes and misc. beach toys included. ;