Kailua, northeast of Honolulu in Windward Oahu, offers an escape from congested and commercialized areas without complete isolation from conveniences. Kailua means two seas and is named for the currents that run through Kailua Bay. Also consider our 7 Kailua luxury rentals.
Kailua vacation rentals 1 - 10 of 65   
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Kailua rentals. 4 Bedrooms, 4 Baths, Sleeps 8, Private Home, Hot Tub, Mountain View, Garden View, Ocean View, Beach: 1 min walk to Beach. Home is on a Private Beach Lane, Internet Access Come experience the true "...
4 Bedrooms, 4 Baths, Sleeps 8
  • Private Home
  • Hot Tub
  • Mountain View
  • Garden View
  • Ocean View
  • Beach: 1 min walk to Beach. Home is on a Private Beach Lane
  • Internet Access
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... Read More
Rates
$700 / night
Guest Rating:
Kailua rentals. 3 Bedrooms, 2 Baths, Sleeps 6, Private Home, Heated Pool, Pool View, Garden View, Beach: 5 min walk to Beach, Internet Access This Kailua Oahu home is avail...
3 Bedrooms, 2 Baths, Sleeps 6
  • Private Home
  • Heated Pool
  • Pool View
  • Garden View
  • Beach: 5 min walk to Beach
  • Internet Access
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. Come on in and... Read More
Rates
$595 / night
Guest Rating:
Kailua rentals. 3 Bedrooms, 3 Baths, Sleeps 6, Private Home, Partial Ocean View, Garden View, Beach: Beachfront, Internet Access This lovely custom built Hawai...
3 Bedrooms, 3 Baths, Sleeps 6
  • Private Home
  • Partial Ocean View
  • Garden View
  • Beach: Beachfront
  • Internet Access
This lovely custom built Hawaiiana style home situated on a private estate completes your Hawaii experience. Set back off beautiful Kailua beach and nestled in tropical foliage surrounded by swaying... Read More
Rates
$450 to $1000 / night
Special Rate
Guest Rating:
Kailua rentals. 3 Bedrooms, 2 Baths, 1 Half Bath, Sleeps 6, Private Home, Garden View, Beach: 5 min walk to Beach, High Speed Internet Access, Wireless Internet The Happy Kailua Beach House i...
3 Bedrooms, 2 Baths, 1 Half Bath, Sleeps 6
  • Private Home
  • Garden View
  • Beach: 5 min walk to Beach
  • High Speed Internet Access
  • Wireless Internet
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... Read More
Rates
$300 to $325 / night
Guest Rating:
Kailua rentals. 10 Bedrooms, 11 Baths, 1 Half Bath, Sleeps 18, Private Home, Pool, Hot Tub, Ocean View, Beach: Beachfront, Internet Access Come here to relax and enjoy H...
10 Bedrooms, 11 Baths, 1 Half Bath, Sleeps 18
  • Private Home
  • Pool
  • Hot Tub
  • Ocean View
  • Beach: Beachfront
  • Internet Access
Come here to relax and enjoy Hawaii in utmost luxury. Oahu Lani is your own private beachfront resort on the east shore of Oahu. This incredible home has 10 spacious, independently air-conditioned,... Read More
Rates
$7600 / night
Guest Rating:
Kailua rentals. 5 Bedrooms, 4 Baths, 1 Half Bath, Sleeps 10, Private Home, Mountain View, Ocean View, Beach: Beachfront, Wireless Internet Beachfront Hawaiiana home nest...
5 Bedrooms, 4 Baths, 1 Half Bath, Sleeps 10
  • Private Home
  • Mountain View
  • Ocean View
  • Beach: Beachfront
  • Wireless Internet
Beachfront Hawaiiana home nestled on Kailua Beach! This Hawaiiana beachhouse is the perfect place to kick back and enjoy paradise. The tropical living room opens onto the spacious lawn leading out... Read More
Rates
$1075 to $1250 / night
Guest Rating:
Kailua rentals. 4 Bedrooms, 3 Baths, 1 Half Bath, Sleeps 8, Private Home, Mountain View, Ocean View, Beach: Beachfront, Adventure: 20 min drive to Koolau Ranch, Fishing: 20 min drive to Deep Sea Fishing, Wireless Internet Relax and enjoy the sounds of ...
4 Bedrooms, 3 Baths, 1 Half Bath, Sleeps 8
  • Private Home
  • Mountain View
  • Ocean View
  • Beach: Beachfront
  • Adventure: 20 min drive to Koolau Ranch
  • Fishing: 20 min drive to Deep Sea Fishing
  • Wireless Internet
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... Read More
Rates
$950 to $1200 / night
Guest Rating:
Kailua rentals. 5 Bedrooms, 3 Baths, Sleeps 10, Private Home, Mountain View, Garden View, Beach: 1 min walk to Beach, Internet Access Beachside living at it's best....
5 Bedrooms, 3 Baths, Sleeps 10
  • Private Home
  • Mountain View
  • Garden View
  • Beach: 1 min walk to Beach
  • Internet Access
Beachside living at it's best.. 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).... Read More
Rates
$500 to $650 / night
Special Rate
Guest Rating:
Kailua rentals. 3 Bedrooms, 3 Baths, Sleeps 6, Private Home, Hot Tub, Mountain View, Beach: 15 min walk to Beach, Internet Access This 3 bedroom 3 bathroom Ench...
3 Bedrooms, 3 Baths, Sleeps 6
  • Private Home
  • Hot Tub
  • Mountain View
  • Beach: 15 min walk to Beach
  • Internet Access
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... Read More
Rates
$300 to $400 / night
Guest Rating:
Kailua rentals. 3 Bedrooms, 2 Baths, Sleeps 9, House, Garden View, Beach: 20 min walk to 3-5 min drive, Wireless Internet Makana's Place is a three bedr...
3 Bedrooms, 2 Baths, Sleeps 9
  • House
  • Garden View
  • Beach: 20 min walk to 3-5 min drive
  • Wireless Internet
Makana's Place is a three bedroom, two bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1600 square feet living quarters, which is equivalent to a 4-5 bedroom home.... Read More
Rates
$295 to $375 / night
Guest Rating:
Kailua vacation rentals 1 - 10 of 65   
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Highlights of this town include Kailua Beach Park, Lanikai Beach, Kawai Nui Marsh, and the Marine Corps Base Hawaii. Kailuaâs legends include the Menehune, who are believed to have fished in Kaiwainui Marsh and built temples (heiau). Also a part of the history are the moâo, guardian gecko spirits that reside in fish ponds, of which there are many in Kailua. Previous visitors to Kailua include Elvis and President Obama, likely for the privacy and serenity of this seaside area. Things To Do Boogie boarding, swimming, kayaking, snorkeling, hiking, windsurfing, and surfing are some of the activities in Kailua. Both Kailua Beach Park and Lanikai Beach are world famous; Kailua Beach Park was named Americaâs Best Beach in 1998 (upon achieving this accolade, the beach is then âretiredâ from future considerations).

Both beaches are noteworthy for their atmosphere, scenic beauty, and plentiful water sports opportunities. Lanikai Beach does not offer restrooms, showers, water fountains, lifeguards, handicap parking, or ramps, so for a longer day at the beach, opt for Kailua Beach Park. The Twin Islands, Moku Nui and Moku Iki, are seabird sanctuaries near Kailua Beach Park, great for kayaking and are visible from the beach. Kawai Nui Marsh is the largest wetlands area in Hawaii and is a Ramsar Convention nomination site (organization that recognizes wetlands for their economic, cultural, scientific, and recreational value). Eat and Shop A myriad of eateries in Kailua appeal to all tastesâ"Indian, Italian, pizza, bakeries, Thai, Sushi, steakhouses, barbecue, crepes, tropical juices, Portuguese sweets, Moroccan, Vietnamese, and more. Many restaurants offer plate lunches and meals that are ideal to enjoy for a day at the beach. Wally Amos, Famous Amos, is often found at his store, Chip & Cookie, where he does book events. Two Thursday Farmersâ Markets also offer plenty of good eats and local items. Everything from necessities to souvenirs to luxury items are available as Kailua has convenience stores, locally-owned shops, grocery and health food stores, pharmacies, apparel and department stores, and sports shops. Getting Around TheBus is an affordable, scenic way to get around Kailua. Bicycles are okay to bring on board, but not surfboards. TheBus stops at Lanikai and Kailua beaches, and Ala Moana Center, among others. Taxis are available as are rental cars. .

Latest Kailua Articles

Current blog posts about Kailua or visit our complete archive.
  • Oahu Festivals Provide Culture and Entertainment Year Round - 11.11.09
    Authentic Island Celebrations Provide Insight Into Local Culture Lei Day Everyone in Hawaii knows that “May Day is Lei Day. ” All through the year people in Hawaii give and receive colorful and fragrant floral leis – for birthdays, graduations, greetings and departures, anniversaries, and just to say thank you! Statues of King Kamehameha, Duke Kahanamoku, and other revered Hawaiians are draped with leis on their birthdays, and these leis are often comprised of many, many thousands of flowers.
  • Top Ten Adventures On Your Oahu Vacation - 11.8.09
    Adventure and Excitement Await Oahu Visitors Gliding and Skydiving Check out Dillingham Airfield if you want to soar silently through Hawaii’s skies over the beautiful north shore of Oahu. Reputable companies operating from the Airfield include Soar Hawaii Sailplanes (808-637-3147; Dillingham Airfield) and Original Glider (808-677-3404).
  • Cruising Around Kaneohe On Oahu - 10.28.09
    Windward District Is Gateway to the North Shore Located just a short drive from Honolulu, Kaneohe is Oahu’s fourth largest city and borders the largest bay in the Hawaiian Islands, beautiful Kaneohe Bay. The word Kaneohe means Bamboo Husband, and is said to have originated from a woman complaining that her husband’s temper to the cutting edge of a bamboo knife.
  • Oahu’s Haleiwa Town is Gateway to North Shore - 10.25.09
    Winter is Coming and So Are The Waves Oahu’s North Shore is abuzz in the winter because that is when the big waves come and surfers from all over the world converge upon this stretch of island paradise. The main town to visit when you go to Oahu’s North Shore is historic Haleiwa (House of the Iwa Bird).
  • Top 10 Attractions of Waikiki - 10.21.09
    The wonders of Waikiki are seemingly never-ending, from wonderful restaurants to hopping night life and great shows – and don’t forget the beautiful beaches. Top 10 highlights of visiting Waikiki Damien Museum (808-923-2690; 130 Ohua Avenue) Honoring the selfless service of Father Damien (Joseph Damien DeVeuster), the Damien Museum features photographs, artifacts, videos and even some of Damien’s personal effects.
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Hundreds of vendors list their properties on our site. Hawaiian Beach Rentals is a listing and marketing company. Therefore, all pricing and terms of rental are determined by the individual vendor and are subject to change. All travelers must pay a 30% to 50% deposit to make a reservation and pay the full balance for the vacation rental within 30 to 100 days of arrival depending on the specific rental. Cancellation after a vacation rental confirmation is issued results in forfeiture of any collected money, except the guest's security deposit and cleaning fee (if applicable). Hawaiian Beach Rentals prides itself on outstanding customer service and listing the highest quality accommodations possible. For information on Vacation Rental Travel Insurance Click Here.
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