Vacation Rentals By Owner In Kailua, HI

In the center of Kailua Kona Village, a new wall to wall renovation has succeeded in bringing beautiful accommodations at a reasonable price to the heart of Kailua Kona Village.brbrThis top floor unit located in the historic Kona Kai complex overlooks the pool area, and has a peek-a-boo view of the coastline, and yet a view of the entire horizon - weird, yes - but true. Any and all cruise ships that arrive in the bay are visible from the lanai.brbrInspired by the Hawaiian Paniolo, the owner has 'contracted' unique one-of-a-kind features like herringbone floors, ample use of bead-board in the appropriate places, and a gentle country-like appearance.brbrLocated just two blocks from Kailua Kona pier; now where the Ironman Triathlon begins and ends, and previously where cattle were hoisted aboard waiting ships! My how things change.brbrRestaurants like Quinns are even closer than the pier. A wide variety of cuisines are available up and down Alii Drive. Shopping from groceries to fine art are all just steps away. Walk to board your snorkel cruise or dive boat. Parasailing, paddle board to see dolphins, or just relax on the beach. Stroll down to the King Kam for the Luau. Kona Brewing Co. is also close by - as well as all the well known fast food restaurants. brbrAside from being centrally located, quaint, clean and charming, this condo has air conditioning, satellite TV and internet service. Swimming pool and laundry area.brbrIn the heart of Old Kailua Town downtown section, amidst the many shops and restaurants, lies the old Kailua Pier and Seawall. As you excitedly trek from the pre-contact Hawaiian temple at Ahu’ena Heiau, to Hulihe’e the Hawaii Royal Palace and Moku’aikaua, the first Christian Church in the state of Hawaii, tourists busy shopping, dining and snapping photos often do not even notice the historic construction. But the pier and the seawall have an ancient, complex and fascinating history, the stones recycled from gun-turreted forts and ancient Hawaiian royal palace walls over the centuries.brbrFirst constructed in 1900 and then rebuilt in 1950, stones for the pier and the seawall that runs from the pier to the Old Kona Inn were scavenged from the immense stonewall that once surrounded the Ahu’ena Heiau Temple complex and from the massive stone fort erected after the destruction of the heiau during the reign of Kamehameha II. The large stone fort once boasted 18, thirty-two inch naval cannon and was nick-named “The Rock” by passing whalers; today, that appellation is universally applied by locals to the entirety of the Big Island.brbrThe pier originally was built to facilitate loading cattle onto steam freighters bound for Honolulu. Before the advent of the pier, horseback cowboys used to rope and drag individual steers from Kaiakeakua Beach (the minuscule beach just south of the pier), plunge them into the surf and swim them out to waiting whaleboats. There, the cows were lashed to the gunwales of the whaleboat and, with their backs awash, ferried farther out to the steamer offshore. The cows were then, unceremoniously, by means of sling and crane hoisted aboard the steamer.brbrEven many locals will be surprised to learn that the tiny beach adjacent to, and south of, the pier and the little beach associated with Hulihe’e Palace both have names; respectively they are Kaiakeakua (the god of the sea) and Niumalu (“in the shade of the coconut trees”) Beaches. Snorkeling from Kamakahonu, Kaiakeakua or Niumalu beaches is spectacular and strangely uncommon. A beautiful coral garden and abundant fish are to be seen snorkeling along the shoreline of Ahu’ena Heiau and fish, turtles, moray eels and the occasional sunken boat are abundant in Kailua Bay. Be wary of boat traffic to and from the pier, don’t go in on boat days, when careless lighter pilots ignore the marked swim channels.brbr

Condo

Konarado Paniolo

Kailua, Hawaii, United States

Bed

This fully furnished 2-bedroom, 2-bath 2-story cottage is part of a private, gated, rambling plantation-style property. The 2nd level unit (not equipped for handicapped) catches the ocean breezes and comes with window A/Cs in all bedrooms, a living area, dining area, one off-street garage parking, and shared pool, washer, dryer, and poolside bathroom. An outside refrigerator is perfect for keeping drinks and snacks cold by the pool while entertaining friends and family.br The property is 75 yards from beach access to Lanikai Beach and one block away from Lanikai Park. Easy access to Lanikai Pillbox hike. Kailua Town is only 10 minutes away for a variety of shopping and dining. It is six miles from Marine Corps Base Hawaii, and 21 miles from Joint Base Pearl Harbor Hickam Hawaii. Easy access to the Pali Highway, Likelike Highway, and H-3.brbrAll utilities, cable, and wifi internet access are included. Sorry, no pets and no smoking. brbrOwner lives on property in a separate house. (There are two other rentals on the property.) Accepts one rental per 30 day period as per local laws. This property is a legally established dwelling and is rented for periods of 30 consecutive days or more at any one time regardless of actual length of stay. Please contact the owner for more information at (808) 354-1436.

Bath

4

Sleeps

Select Dates for Price

Cottage

LANIKAI Plantation Cottage located only 3 houses from famous Lanikai Beach

Kailua, Hawaii, United States

3

Bed

Bath

6

Sleeps

$545.75

Just a short stroll from turquoise water and powder-soft sand, Hale Alapi‘i Lanikai Getaway by Gather is a serene 4-bedroom, 3-bath retreat set in Kailua’s coveted Lanikai neighborhood. Recently renovated interiors meet breezy outdoor living, surrounded by tropical greenery and views of the famous Lanikai Pillbox ridge. Perfect for families and longer stays, the home includes a separate studio for added privacy.brbrWhat You’ll Love About Hale Alapi‘i Lanikai Getawaybr• Three-minute walk to a secluded swimming cove and ten minutes to Lanikai Beachbr• Main house plus an optional private studio, ideal for extended family or couplesbr• Bright open-plan living with modern finishes and abundant natural lightbr• Split A/C cooling all areas of the home for easy comfortbr• Lush yard, furnished lanai seating, and a peaceful residential settingbrbrLiving & DiningbrThe main house gathers everyone in a light-filled, open-concept space. Large windows frame palms and greenery, while comfortable seating invites relaxed conversation after a day on the sand. The adjacent dining area seats the crew for family meals, board games, and planning tomorrow’s adventures.brbrChef-Ready KitchenbrA renovated, fully equipped kitchen keeps cooking simple and social. Stone-look counters, generous storage, and a functional island make prep a breeze, from sunrise smoothies to casual island-style dinners.brbrOutdoor OasisbrStep outside to a private, tropical setting designed for unhurried days. Settle into cushioned lounge seating on the lanai, sip morning coffee as birdsong fills the air, and watch the light change over the Lanikai Pillbox. After the beach, rinse off, grill your favorites, and dine under the palms.brbrSleeping Quartersbr• Primary Bedroom – King bed, ensuite bath, Split A/Cbr• Guest Bedroom 2 – Queen bed, shared bath, Split A/Cbr• Guest Bedroom 3 – Two twin beds, shared bath, Split A/Cbr• Guest Studio – Queen bed, ensuite bath, private entrance, Split A/CbrbrExtrasbrApproximately 1,750 sq ft of interior space across the main house and studio, Smart TV, high-speed Wi-Fi, laptop-friendly setup, washer and dryer, ceiling fans, and free driveway parking. The separate studio adds flexibility for multi-generational travel or guests who want their own quiet space.brbrResort / Community HighlightsbrSet within a peaceful residential neighborhood in Lanikai. Private home, no shared resort amenities, with easy pedestrian access to beaches and the Pillbox Trailhead two blocks away.brbrNearbybrWalk to a calm swimming cove for snorkeling and paddling, or take a ten-minute stroll to world-famous Lanikai Beach. Launch kayaks toward the Mokulua Islets when conditions allow, hike the Lanikai Pillbox Trail for sweeping Windward views, and explore Kailua Town’s cafés, boutiques, and Whole Foods. HNL is the nearest major airport.brbrGood to Knowbr• This property is offered as a monthly rentalbr• The monthly rate applies in full regardless of the number of nights stayedbr• Minimum 30-day booking period requiredbr• Optional studio available for an additional fee, confirm pricing at inquirybr• Free parking in the drivewaybr• Exclusive use for the duration of the rental periodbr• TAT ID: TA-150-218-4960-01br• TMK: 430030350000brbrReserve your dates at Hale Alapi‘i Lanikai Getaway by Gather and enjoy easy island living between the beach, the Pillbox trail, and the relaxed charm of Kailua.

Hale Alapi'i Lanikai Getaway by Gather: Newly Renovated Near Beach & Hiking

Kailua, Hawaii, United States

Bed

Bath

Sleeps

Select Dates for Price

E Komo Mai to our light, airy, breeze filled Kailua, Oahu apartment! Have your morning Hawaiian grown coffee on the balcony gazing at the famous Ko'olaus Mountains before a day of exploring or relaxing on the beach, and watch the colorful Hawaiian sunsets over them in the evening with a glass of wine or fresh tropical juice as you wind down from your day. brAt night curl up on the 3 inch memory foam mattress topper on the Purple brand mattress with the island breeze through the windows keeping you cool. brWith a full, stocked kitchen you can prepare meals at home or eat out at one of Kailua's incredible restaurants. We have many recommendations to share with you!brWe are conveniently located walking distances to Kailua town and it's many shops and restaurants, one mile from the white sands of the world famous Kailua Beach and close to too many amazing hikes, walks and views to count. brLocated on the lush Windward side of Oahu we are 20-30 mins from Honolulu Airport and Waikiki, and 30-45 mins to North Shore beaches. You will be a day trip away from anywhere on the island of Oahu and come back to your comfortable, welcoming home away from home in Kailua! brCome stay with us and enjoy all Kailua and Oahu have to offer!brbr*In compliance with local laws this is a 30 day minimum rental. The nightly price will be adjusted accordingly.

Light and breezy Kailua apartment

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$312.12

30 day, month to month rental.brbrHome is close to Kailua Beach and Kailua Town-shopping & restaurants. brbrThe home features a large family room and living room. Each bedroom has an AC unit and fans. The floor plan allows for separate spaces for everyone.brbrOffering a comfortable Kailua experience, it is a great place to relax and still close enough for trips to Waikiki and North Shore. brbrWalk to the Kalapawai Market for morning coffee, wind surf or kite board from the best spot on the island, rent a kayak or paddleboard, enjoy views of the Mokuluas, and have shaved ice at Island Snow later in the day.brbrBEDROOMS AND BATHROOMSbr3 bedrooms and 2 full bathrooms. The master suite has a Queen bed, Full bath and 2 closets. Bedroom 2 has a full bed. Bedroom 3 has 2 twin XL beds that you can easily put together into a king if needed. You can also use the queen size air mattress and 2 twin size air mattresses.brbrKITCHENbrThe fully stocked gourmet kitchen has everything you could possibly need to from wine glasses to pots, pans & rice cooker The kitchen opens into the dining area & large family room beyond which you can step into a private yard. An outdoor grill is available.brbrLIVING ROOMbrThere is spacious and bright living room with large sliding doors that open into a private courtyardbrbrEXTRAS:brPretty much everything you need for a memorable Hawaiian vacation are provided, down to the beach towels and boogie boards.brThe home also features: -Free Wi-Fi Connection throughout the property-Office den-HD Cable-Private driveway and Gate-Laundry Room w/ extra-large Washer and Dryer-Dishwasher-Outdoor Shower-Outdoor BBQ Grill-Beach Chairs, Beach Towels, and Snorkels, Free parking- AC: All the bedrooms have AC units and fans. brbrLOCATION AND ATTRACTIONS:brThis home is located just half a mile from the beach and 5 minutes' walk to Kailua Town. A hub for water sports such as windsurf, body board, kayak, paddle boarding and parasail.brPillbox Hike is 2 miles away. It’s a 30-minute climb up to two old military bunkers overlooking the North Shore coastline. The views are amazing.brbrTry the breakfast at Cinnamon’s in downtown Kailua; - Walk to Kapalawai Market to get freshly made sandwich or just off the grill burger before heading to the beach.br- Asian food restaurants include Champa Thai, Miyoshi Ramen, Saigon Noodle, or Tokonoma Sushi;br- Italian or Mexican include Assaggio, Buone Era, California Pizza Kitchen or Cactus;br- Try some fresh poke at Hibachi Grill, Foodland or Wholefoods brbrThis vintage home was built in 1949- one of the first residential neighborhoods in Kailua. It has a long local Kailua history with original antique windows and hardwood floors. It has been tastily renovated with a fully equipped kitchen, classic Hawaii charm and island decor. To make working and learning remotely from paradise more efficient, we have the highest available fiber optic Wi-Fi available on the island. 30 day rental house is on a main road within close proximity to Kailua town & Kailua Beach.brbrComfortable Kailua experience, it is a great place to relax away from the crowds but still close enough for trips to Waikiki and North Shore. brWalk to the Kalapawai Market for morning coffee, wind surf or kite board from the best spot on the island, rent a kayak or paddleboard and head to the Moku islands, and have shaved ice at Island Snow later in the day. Property number one four two zero two zero zero five four zero zero zero zero.

Kailua Town & Kailua Beach

Kailua, Hawaii, United States

3

Bed

Bath

6

Sleeps

$168.57

Wake up to the sound of gentle waves and the scent of fresh ocean air in our Cicak Shack (pronounced ChEE-Chak, an Indonesian word for gecko). This is a sweet space with tons of charm and cicak accents throughout, perfectly located just feet from the sand of the vibrant Kailua Beach Park & Lanikai Beach. Whether you're here for a romantic escape, a sweet getaway, a solo retreat, or longer-term beachy lifestyle, this suite offers everything you need for a carefree, oceanside stay.brbrbrbrbrHighlights: brPrime Location: Only a few steps to the beach and a lively beach park with walking paths and picnic spots. Iconic restaurants and lunch spots just around the corner. Close proximity and easy commutes to schools, hospitals, bases, airport. (Kaohao Public Charter School, Kailua Intermediate, Kalaheo High) brbrSpacious Comfort: Uniquely designed converted space ~400 sq ft with plush bedding (one full bed). Additional queen air mattress with bedding is available upon request.brPrivate Outdoor Space: Relax on your own covered lanai with ocean breezes or cook up some bbq on the outdoor grill. This unit also has a ~100 sq ft storage space for all your hobbies (room for boards, bikes, stroller, etc)brFully Equipped: Fridge/Freezer, hot plate, coffee maker, microwave, air fryer/toaster oven, outdoor grill, and dining essentials. Shared washer and dryer included. Parking and all utilities included. brModern Amenities: High-speed Wi-Fi, smart TV, and air conditioning. Quiet, efficient appliances.brResort-style perks: Fresh linens, towels, toiletries, and many other thoughtful touches.brFamily fun: Pet-friendly. Heated outdoor beach shower, and stocked with everything from rainy day activities (games, etc.) to complimentary beach gear.brScheduled cleaning service available for additional charge. brbrBook your stay now and let the ocean be your backyard! brbrAlso ideal for medium or long stays, work trips, travel nurses, military, or other 30+ day transient accommodation. brbrMinimum rental period: 30 consecutive days or more, as required by law. Discount available for 6 mo+ leases.brbrLOCATION, LOCATION, LOCATION! brYou will fall in love with this location (just as we did!)brbrThis area is prime for walking, running, cycling with the pedestrian path just across the street. brbrKailua Beach Park is at end of driveway (1 min walk)brLanakai beach access point is 1 mi (20 min walk)brLanakai Pillbox Hike trailhead is 1 mi (20 min walk)brBuzz’s steak house is 0.3 mi (5 min walk)brKalapawai market is 0.5 mi (10 min walk)brShave ice, açaí bowls, pizza is 0.6 mi (12 min walk)brKailua town center (Target, Whole Foods, grocery stores, post office, shopping, restaurants) is 1.5 mi (35 min walk)brbrPlease note, one day a month - our landscaper will be entering the property during daytime hours to trim/clean/maintain garden/yard areas. This usually occurs mid-month on a weekend day but can change without notice.

The Cicak Shack - a perfect beach hideaway

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$290.84

“The Eddie” - 3 bed/2 bathbr This elevated family living space with local charm and large second-floor lanai is perfectly located just feet from the sand and the vibrant Kailua Beach Park & Lanikai Beach. Whether you're here for a romantic escape, a family getaway, group retreat, or long-term Windward Oahu lifestyle, this unique accommodation offers everything you need for a carefree, oceanside life--however long you choose to stay!brHighlights: brPrime Location: Only a few steps to the Kailua Beach Park with walking paths and picnic spots as well as a stroll to the famous Lanakai Beach. Iconic restaurants and lunch spots are just around the corner. Close proximity and easy commutes to schools, hospitals, bases, airport. (Kaohao Public Charter School, Kailua Intermediate, Kalaheo High) brbrSpacious Comfort: Stylishly designed ~950 sq ft with fresh, crisp bedding with plenty of plush pillows (two queens and two twins). A queen air mattress is available to use for 2 additional sleeping spaces upon request.brPrivate Outdoor Space: Relax on your own 400+ sq ft covered lanai with ocean views and breezes to match or cook up some bbq on the outdoor grill. brFully Equipped: Fridge/Freezer, oven/stove, coffee maker, microwave, air fryer, toaster oven, outdoor grill, and dining essentials. Shared Washer and dryer included. Parking and all utilities included. brModern Amenities: High-speed Wi-Fi, smart TV, and air conditioning. Quiet, efficient appliances.brResort-style perks: Fresh linens, towels, toiletries, and many other thoughtful touches.brFamily fun: Pet-friendly. Heated outdoor beach shower, and stocked with everything from family activities (games, etc.) to complimentary beach gear (boogie boards, chairs, umbrella, sand toys, kayak, snorkels, etc)brScheduled cleaning service available for additional charge. brbr Book your stay now and let the ocean be your backyard! brbrAlso ideal for medium or long stays, work trips, travel nurses, military, or other 30+ day transient accommodation. brbrMinimum rental period: 30 consecutive days or more, as required by law. Discount available for 6 mo+ leases.

Wake to the waves at “The Eddie” - 3 bed/2 bath

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$1597.23

An unforgettable Hawaiian escape awaits at this luxurious 3-bedroom, 2-bathroom Kailua vacation rental home! Sip your coffee on the deck, then walk to Lanikai Beach to enjoy the morning waves. Spend your days relaxing in the private pool, lounging in the hammock, or kayaking in Kailua Bay. When you’re ready to explore the island, hike in the Diamond Head State Monument and check out the attractions in Honolulu. In the evening, prepare a meal in the fully equipped kitchen or grab some local eats!brbr-- THE PROPERTY --brbrTAT License No. TA-025-999-1552-01 | GE Tax No. GE-025-999-1552-01 | Private PoolbrbrBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin BedsbrbrINDOOR LIVING: 3 Smart TVs, dining table, laptop-friendly workspace, ceiling fansbrOUTDOOR LIVING: Furnished lanai w/ Smart TV, gas grill, patio w/ dining area & lounge seating, shower, hammock, beach chairs, beach towels, private yardbrKITCHEN: Dishwasher, gas stovetop, double oven, refrigerator, microwave, breakfast bar w/ seating, cooking basics, dishware & flatware, coffee maker, coffee grinder, blender, toaster, toaster oven, Crockpot, spices, trash bags & paper towelsbrGENERAL: Free WiFi, 2 split A/C units (Bedroom 1 & Bedroom 2), complimentary toiletries (starter set of toilet paper, paper towels, hand soaps, dish soap, laundry soap, dishwasher tablets, bath soap, kitchen bags, and a new sponge), linens & towels, in-unit laundry, laundry detergent, hair dryer, hangers, iron & board, keyless entrybrFAQ: 3 exterior stairs for accessbrPARKING: Garage (1 vehicle), driveway (1 vehicle), free street parking (first-come, first-served)brbr-- THE LOCATION --brbrBEACHFRONT FUN: Lanikai Beach (across the street), Kailua Beach Park (1.1 miles), Kalama Beach Park (1.9 miles), swimming, kayakingbrOUTDOOR RECREATION: Pillbox Hike (0.6 miles), Kawainui Marsh Wildlife Sanctuary (4.9 miles), Honolulu Watershed Forest Reserve (7.0 miles), Heʻeia State Park (8.9 miles), Diamond Head State Monument (18.0 miles)brNEARBY SITES: Ho’omaluhia Botanical Garden (8.9 miles), The Byodo-In Temple (10.3 miles), Honolulu (13.5 miles), shopping, historic sites, family-friendly attractionsbrAIRPORT: Daniel K. Inouye International Airport (17.3 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires 3 exterior stairs for accessbr- NOTE: The complimentary toiletries provided are toilet paper, paper towels, hand soaps, dish soap, laundry soap, dishwasher tablets, bath soap, kitchen bags, and a new sponge. After these run out, any additional toiletries must be purchased by the guest

Upscale Kailua Getaway: Steps to Swim Beach!

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$2633.63

Additional guest fee of $98 per person per day applies to parties over 10 people. Additional service fee and tax will apply.brA private home with eight bedrooms on Kailua Beach (Voted Number One Beach in America). (Adjacent 2-bedroom Guest Cottage also available to rent)br*There are 2 shopping centers within 10 minutes, and the Ala Moana Shopping Center, the largest shopping center in Hawaii and ranked 7th largest shopping center in the United States, is within 30-45 minutes.br* Ideal for family vacation, family reunion, anniversary br celebration, or corporate retreat.br* Stroll on six miles of white sand beach, surf, swim, and snorkel.br* Two golf courses within ten minutesbr* Go sightseeing, visit busy touristy Waikiki, shop for 'things Hawaiian,' visit Polynesian Cultural Center, then come home to the cabana, swimming pool (not heated), and barbecue.br* Enjoy the morning sunrise peeking over the horizon and glistening ocean waves.br* Visitors have said 'this was the best vacation spot ever.'brbrKeywords: Luxury House & Guest Housebrbr*Visit Property No 64714 on Website for a smaller family group of up to 4 people.

KAILUA BEACH VILLA - 1990/NUC-1798

Kailua, Hawaii, United States

8

Bed

4

Bath

14

Sleeps

$339.12

MINUTES TO KAILUA BEACH AND TOWN!!brbrThis well appointed one bedroom split level loft apartment is beautifully furnished with high ceilings and open floor plan. The upstairs has a shuttered master suite with queen bed, a huge en-suite full bath that has a soaking tub and separate shower, a spacious walk in closet and separate office. There is a small room next to the office with a queen bed for an additional person if needed. The downstairs has a kitchen and dining area with 1/2 bath, and washer/dryer. brBoth the upstairs and downstairs have a/c, internet and cable TV. Free Parking is included. brPerfect for the working professional, couple, or 2 singles. brCan be combined with Home Sweet Home for a family of 6.br brPlease note In order to remain compliant with city and county zoning regulations this property is only rented for periods of 30 days or more to one party. This property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time. Feel free to contact us with any questions.brbrLoft in Kailua is just three minutes from world famous Kailua Beach, and the town of Kailua with all of it's fabulous shopping, dining, recreation and entertainment, once you visit you'll never want to leave. ASK ABOUT HOLIDAY RATES!brbrbr

Loft In Kailua - Spacious with Parking, Internet and minutes to Kailua Beach!

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$171.47

We're situated in a prime residential neighborhood, just 2 blocks away from Kailua Beach Park Entrance and Kalapawai Market, as well as downtown Kailua. brYou'll find an abundance of shops and restaurants, plus two of the world's most beautiful beaches, Kailua and Lanikai Beach, within walking distance.brbrIn our bungalow suite, you'll discover lush tropical landscaping, offering comfort and relaxation. Relax under the fragrant Plumeria tree in your private garden, fire up your gas grill, or take a short walk to downtown to enjoy a variety of excellent dining options.brbrOur island retreat was recently renovated and designed with a beach cottage charm. Although it's a part of our house, it offers complete privacy and includes:brbrOff-street parkingbrPrivate entrybrPrivate outdoor garden with your own grillbrThree spacious closets (including a walk-in closet, ideal for storing items like golf clubs)brWireless InternetbrQueen-sized bed (allergy-proof covers for your well-being)brSpacious walk-in showerbrLarge ceiling fanbrWell-equipped kitchen with a mid-size fridge, microwave, toaster oven, induction cooktop, crockpot, coffee maker, and more.brWe've designed the bungalow as a guest suite, so it features quality plates, silverware, wine glasses, bedding, and towels.brbrAdditional amenities include a shared washer/dryer, TV with cable access, beach chairs, towels, and a cooler, as well as an iron, ironing board, and hairdryer for your convenience, allowing you to pack light.brbrPlus, you can leave your golf clubs at home! We offer full sets of quality golf clubs available for rent at affordable rates, along with a free new sleeve of golf balls.brbrThis retreat is perfect for a maximum of 2 easy-going, non-smoking individuals, as we maintain a no-smoking policy on the property.brbrPlease note that this property is a legally established dwelling available for rental periods of 30 consecutive days or more, regardless of actual occupancy

Affordable Island Getaway with private yard

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$171.47

Welcome to our newly renovated 1-bedroom apartment in Kailua, Oahu. This rental offers everything you need for a comfortable stay, providing a family-friendly atmosphere that will make you feel right at home.brbrWhether you prefer to barbecue on the covered lanai or take a leisurely stroll to the award-winning Kailua Beach, there is something for everyone here. Additionally, a short drive will take you to Kailua town, where you can indulge in shopping and dining. If you're up for a adventure, a thirty-minute drive over the Pali will lead you to Honolulu.brbrImmerse yourself in a truly relaxing experience during your vacation. The Hiilani Suite, situated on the ground floor, spans approximately 800 square feet and accommodates up to 4 people. It features a separate bedroom with a queen-size bed and a trundle bed in the spacious living room. The apartment also includes a fully equipped kitchen, an in-suite washer and dryer, a private bathroom with a shower, and a patio furnished with a BBQ table and chairs.brbrEntertainment options are abundant with a television at your disposal. To ensure your comfort, we have installed a powerful split AC unit with the largest capacity. Stay connected with fast internet provided by the Netgear Nighthawk, boasting an impressive upload speed of 330dpi. Additionally, a ceiling fan adds a refreshing breeze to the living space.brbrOnly two blocks away from the beach, our Hiilani Suite awaits you. Make it your home away from home and enjoy a truly memorable vacation.brNo Pets allowed.brThis property is a legally established dwelling that is rented for period of 30 consecutive days or more at any one time regardless of actual occupancy.brbrNO PETS ALLOWEDbrbrOahu’s public transportation system is TheBus. It provides regular service from Kailua to many places around the island including Waikiki and Honolulu. Most residents in this area do tend to drive cars, but the commute over the Pali Highway is challenging during the work week. Kailua is within reach of several beaches along the Windward Coast and is only a short drive from the North Shore. The town is also bike-friendly and many residents use pedal power to run local errands or head for Kailua Beach. Walking is another great way to get around. Some of the hole-in-the wall shops and vintage cafes can only be found when strolling about on your own two feet.brbrVisit the two-mile strip of white sand at Kailua Beach during a work day and you probably won’t have much company. But go back on the weekend and you’ll find a good portion of the town flying kites, picnicking, tossing baseballs, and getting good and wet in the surf. Fronting the beach is an expanse of lawn, plenty of shade trees, and lots of parking. Windsurfers gear up for afternoon rides when the wind picks up. Kayakers paddle from the beach out to Flat Island, a quarter-mile ride. There’s not much there except for a bird sanctuary but the snorkeling is first rate. Little kids play in the sandy shallows while the older ones try their hand at surfing. The waves are just large enough to make things interesting but gentle enough for beginners. Kaiwainui Regional Park, on the northern end of town, offers hiking trails and a chance to see some of Oahu's land-based wildlife. Golfers may tee off at the Pali Golf Course, nearby at Kaneohe. It's a public course with reasonable green fees.brbrBeaches are the main attraction along the Windward Coast. Waimanalo Beach Park and Bellows Field Beach Park are south of Kailua and noted for their beauty. Waimanolo Beach is 3-miles long and was used in the filming of “Baywatch” and “Magnum P.I.” Both beaches allow overnight camping. Roughly 10 miles south of Kailua is Sea Life Park. Think mainland marine park with a Hawaiian twist. Swim with dolphins, attend the Chief’s Luau or check out the Hawaiian Shark Tank. The local kids love this place just as much as the tourists. Follow the Kamehameha Highway 9 miles north and you’ll find Heeia State Park on Kaneohe Bay. This is the place to learn kayaking, stand-up paddling and catamaran sailing. Nearby vendors provide equipment rentals and lessons.

Stylish 1BR Apartment with AC, Full Kitchen & W/D - Just Steps to the Beach

Kailua, Hawaii, United States

Bed

Bath

4

Sleeps

$712.32

**Welcome to Kai Mele** in Kailua, Hawaii, a delightful retreat perfectly positioned to embrace ocean and garden views within its expansive 1,690 square feet of space. This charming vacation condo offers a harmonious blend of island living and modern convenience, accommodating up to six guests across three beautifully appointed bedrooms.brbr**What You’ll Love About Kai Mele**br• Oceanfront living with panoramic views br• Cozy beach cottage ambiance with modern upgrades br• Spacious lanai ideal for morning coffee or sunset dinners br• Short stroll to the beach, perfect for family outings br• Thoughtful amenities ensure a relaxing stay brbr**Living & Dining** brKai Mele boasts a bright and airy living and dining area, seamlessly integrating comfort and style. Enjoy meals at a dining table that comfortably seats six, all set against the backdrop of stunning ocean views. The cozy living room features new furniture, providing a relaxing spot to unwind after a day of island exploration.brbr**Chef-Ready Kitchen** brCook with ease in the updated, fully-equipped kitchen featuring all the essentials—refrigerator, stove, microwave, dishwasher, and more. Whether you're preparing a simple breakfast or a delicious dinner, you’ll find everything you need right at your fingertips.brbr**Outdoor Oasis** brStep outside to your oceanfront lanai, featuring a brand new lounge setup, perfect for soaking in the gentle island breezes. The expansive private yard invites you to enjoy sunset gatherings or moments of solitude amidst tropical landscaping, offering both shade and sunshine.brbr**Sleeping Quarters** br• Primary Bedroom – King bed, ensuite bath, ocean and garden views br• Guest Bedroom 2 – King bed, split AC br• Guest Bedroom 3 – Queen bed, ocean and garden views, split AC brbr**Extras** brEnjoy thoughtful amenities throughout the property including high-speed Wi-Fi, a safe for your valuables, a washer and dryer, and beach essentials such as chairs and towels. The property also includes air conditioning, a Bluetooth speaker, and essential bathroom amenities to enhance your stay.brbr**Resort / Community Highlights** brWhile this is a private retreat, enjoy access to nearby local attractions offering fishing, watersports, hiking, and shopping. The inviting community atmosphere melds perfectly with the proximity to the beautiful island beach.brbr**Nearby** br• Walk to beautiful beaches for sun and surf br• Short drive to Kailua's vibrant shops and dining options brbr**Good to Know** br• This home is offered as a monthly rental. Full-month occupancy is not required, but rates are fixed and not prorated.br• Rates and fees are subject to change. Minimum stay requirements may apply. Inquire for possible discounts.br• Online bookings are subject to manager or owner approval.br• Standard occupancy is 6 guests, with a maximum of 6. Extra guest fees apply if approved.br• Split A/C units are in the main living area and bedrooms; the kitchen does not have A/C.br• An Electric Security Deposit of $400 is required. This covers potential excess electricity usage. A maximum of $250 in electricity usage is included; unused portions are refunded after check-out.br• The property is exclusively available to renters for a full 30-day rental period. No other occupants are permitted during that time. br• TA-160-294-7072-01br• TMK 430130320000brbrReserve your dates now for a genuine taste of island life at Kai Mele, where relaxation and adventure await in perfect harmony.

Peaceful Oceanfront Home Near Downtown Kailua w/ BBQ & AC: Kai Mele

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$494.64

Kailua Beachside: Charming beach house steps from the white sands of beautiful Kailua Beach. Nestled in a large, private garden property, enclosed by stone walls with palms, banana trees and beautiful tropical gardens. Very safe and fun for kids, great for families, with lots of room to roam and hang out. The large private outdoor shower is everyone’s favorite.brbr3 bedrooms and 2.5 baths make it comfortable for 6 people. Living room, TV/reading den and laundry. Outdoor patio with table, chairs for 8 and large umbrella right outside living and dining. Fully equipped for cooking if you want to do your own, and minutes from Kailua Town if you want to eat out. It’s a short walk to the local favorite Kalapawai Market for coffee, or Buzz’s steak house. Or leave your car behind and explore Lanikai on the bikes.brbrWake up to gentle tradewinds in the red bedroom, with corner windows and stunning views of the sunrise through towering coconut palms. Enjoy the charm of the blue room with traditional Hawaiian vaulted ceilings, ceiling fan and large windows. Tucked away on its own with a full bathroom, a private patio, a/c and glimpses of the Ko’olau Mountains, the mango room is the largest bedroom, with both a king and a twin bed.brbrEvery room has views to the garden and windows that open to tradewind breezes. Comfortable tropical-themed furnishings and art are tasteful and cool. Treat yourself to your own piece of paradise near one of the best beaches in Hawaii. brbrNon-smoking, children are very welcome!br brThis property is rented for periods of 30 consecutive days or more at any one time. The property will be made exclusively available to the renter for a full period of 30-days, regardless of length of actual stay. The 30-day rental period will be communicated to guest upon booking. For questions, please contact us. Aloha!brbrHawai`i Tax I.D. No. 201-396-2240-01br brbr brbrbrKeywords: Beachside House

Happy House on Exquisite Kailua Beachside Property!

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$268.23

In order to comply with Oahu's 90 day minimum short term rental laws, we may not advertise to rent for a period shorter than 90 days.brbrCome enjoy island life while staying in our newly built, 600 sq. ft. upstairs suite. Beautifully furnished with a modern meets the beach flare that will have you feeling relaxed and pampered. Fully air conditioned.brbrView the Ko'olau mountains from the bedroom and the main living area. Gorgeous grey washed wood cabinets, glass and ceramic tile, and diamond white quartz countertops run throughout. The bedroom is appointed with a new king size pillow top bed, dark wood blinds, a 40 TV and split air conditioner. The kitchen is well equipped including a full size refrigerator, dishwasher, convection microwave and 2 induction hotplates. The living area has a large dining island, counter stools, sectional sofa and ottoman, another split air conditioner and 46 TV. Other amenities include a full size washer and dryer, BBQ grill, private patio with outdoor hot/cold shower, beach towels, chairs and umbrella, wheeled cooler and boogie boards.brFree wifi is also available.brbrKailua Lani is located on the owners property with a private side entrance and on site parking. Located in Kailua Town on the windward side of Oahu, just a short walk to famous Kailua and Lanikai beaches. On the way to the beach stop by Kailua Beach Center for beach rentals such as kayaks, surfboards, Segways, kite boards and windsurfers. Pick up a plate lunch, slice of pizza or a shave ice there too. Go for a morning walk on the beach with a specialty coffee from Kailua's own Kalapawai market and deli. And don't miss Buzz's Steakhouse for lunch or dinner just around the corner.brbrYou can also walk to the heart of Kailua Town where you will find bike rentals, surf and dive shops, local restaurants and markets such as Whole Foods and many unique island boutiques. Public swimming pool, tennis courts, golf courses, parks, and hiking trails are all nearby.brbrSpecial Noticesbr- This is a no smoking or vaping and no pets property.

'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$373.15

For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. brbrThis is a fully furnished & renovated/updated 3/2 rental with a big, fenced & shady yard with tropical trees and plants, including mango, breadfruit, lemon, lime, coconut, avocado, tangerine, lychee & dragon fruit. You'll love cooking in this newly upgraded kitchen with lots of storage and counter space, there's even a gas cooktop. Large dining table, patio and gas grill on the backyard patio. Split AC's keep the entire house cool when needed. A well-behaved & quiet pet would be considered. Two car garage with workbench and lots of driveway parking. A 10-minute walk to the closest Kailua Beach access, Nico's restaurant and the Aikahi Park Shopping Center. Centrally located to reach other areas of the island quickly, near the H-3 highway & Marine Corp Base Hawaii.

Close to Kailua Beach-AC's-Renovated/Upgraded-Fenced Backyard-Patio-Laundry

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$140.67

State of Hawaii Transient Accommodation Registration: TA # 197-713-5104-01brbrIn compliance with the revised ordinances of the City and County of Honolulu, the minimum rental period for this property is 30 days. This property, a legally established dwelling, will be available for your occupancy for a minimum of 30 days. Schedule your stay for as long or as short. Feel free to reach out with any questions regarding the length of stay and availability. brbrWe are ideally located, minutes walking to some of Hawaii's best beaches, highly recommended hiking nearby, a plethora of ocean sports, farmers markets and shopping in Kailua town, you can access so many activities without the use of a car. Fully furnished, bathtub, walk-in closet, A/C, W/D, granite counter tops, integrated sound system to smart phone or device ,king size bed, plus sofa sleeper, lovely lanai and On-Site parking. Our Cottage has large windows inviting the balmy trade winds to help you soak in the fresh air as well. Our location and proximity to all of the above is a real plus for relaxation, rejuvenation, and recreation at our property.

Cottage

Footsteps to Hawaii's Best Beach

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$244.22

Island breezes, fragrant blossoms, privacy - Na Hale O Keauhou, Hawaii's Best Kept Secret. This private 2 bedroom, 2-1/2 bath, 2 story town home is located in a 5 star, gated, luxurious resort complex with breathtaking, panoramic views of the ocean and mountains. Within walking distance you will find shopping, activities, restaurants, theaters and beaches, including the famed Kahalu'u Beach Park...the Big Island's best known snorkel beach.brbrThere are two private, large-sized bedroom suites. The Master King bedroom suite is a romantic retreat, comfortably furnished, with a private lanai to watch those stunning Hawaiian sunsets. The master bath has an over-sized separate tub and shower, luxurious white linens, masterful Italian cabinetry with granite counter-tops and thoughtful amenities. A second bedroom suite offers a comfortable Queen bed, private bath, luxurious linens and large closets as well. All rooms are complete with cool breeze, tropical ceiling fans. brbrThe gourmet kitchen comes fully equipped with stainless steel appliances, granite counter-tops and Italian cabinetry - everything to satisfy your culinary tastes. The dining, and open beam living space comes beautifully furnished with Island detail and includes flat screen HD television, Blu-Ray DVD player and secure Wi-Fi. The layout is perfect to ensure your guests are always a part of the conversation. brbrThe unit is near the gorgeous pool area with over-sized spa and keiki pool. An adjoining, complimentary fitness center, clubhouse pavilion with prep kitchen with Weber BBQ grill completes the perfect place for you and your guests to relax and enjoy the ocean view panorama at day’s end. brbrENJOY Na Hale O Keauhou, L-2, the best Hawaii has to offer! TAT # W00007739-01brbrKeywords: New 2 bedroom 2 lanai executive condo, with ocean views, gourmet kitchen, BBQ, quality furnishing throughout!

Condo

189 per nt Summer Sizzle! 5 Star Luxury on the Big Island, AC available.

Kailua, Hawaii, United States

Bed

Bath

Sleeps

$231.49

A private setting in a detached home on a wonderful street! The longer the reservation the better, please contact for details. brbrTo answer the most common question, yes, we are 'steps' away: 80 medium sized steps for me! The beach is down a sandy path and is a one of the world's best. We are located near the beach park in Kailua.brbrThe unit is a freestanding, not connected to the main home. It has its own entrance from the street. It is very private!brbrThe main part of the house is an 'L' shaped room with the kitchen at one end and a queen-size bed at the other. The middle of the ‘L’ has a sofa and chair. The separate bedroom has two twin beds. The kitchen and bath have been remodeled and look great! There kitchen is equipped with anything you need for cooking. There is a TV with cable and wireless internet connection. The inside is very nice. There is a new washer and dryer in the garage. There is parking for one car on the street. You can search for more pictures. brbrThere are vendors within walking distance for windsurfing equipment. There are plenty of good restaurants in Kailua we can tell you about when you are here.brbrNo Smoking in the guesthouse or on the premises please.brbrThis property may not be rented for less than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. If you have any questions please ask. brbrTax Number: TA-131-660-8000-01

Guest House

Steps to the Beach Guesthouse

Kailua, Hawaii, United States

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Bath