Home Vacation Rentals By Owner In Waimanalo, HI

Showing 20 Of 22 Vacation Rentals
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$303.7

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Private Vacation Home

Bright 3-bedroom tropical house in Waimanalo Beach Lots

Waimanalo, Hawaii, United States

Welcome to our tropical home, a bright and breezy retreat just one block from Oahu's most beautiful beach: four miles of soft sand and gentle waves await you! From the house and patio, you’ll enjoy breathtaking sunset views over the Ko’olau mountains. From the sandy beach, you’ll experience beautiful Hawaiian sunrises, moonrises, and the beauty of Waimanalo Bay and its islands.brbrOur relaxing island home includes: br- Two bedrooms with queen sized bedsbr- 1 bedroom with a twin sized bed, a twin sized trundle and a deskbr- Bathroom includes bathtub and showerbr- Fully equipped kitchen with a full-size fridge, induction cooktop, microwave, toaster oven, coffee maker, blender, and more.br- Utilities included with fast WiFi, ideal for remote workbr- Washer & Dryerbr- Outside showerbr- Beachgear: Kayak, Cooler, Beach Chairs, Snorkeling gear, bodyboardsbr- BikesbrbrThe covered lanai is perfect for lounging, grilling, and enjoying the large yard adorned with tropical trees and flowers. With immersive views of the majestic Ko’olau mountains, this property truly embodies the heart of Oahu.brbrOur house is a short walking distance from Kalapawai Cafe & Deli, Ono Steak and Seafood and other shops and restaurants. Kailua, only 10 to 15 minutes away, offers Whole Foods, Down to Earth, Safeway, Target, and farmer’s markets on Thursdays and Sundays, as well as a delightful array of restaurants and boutiques. We are only 20 minutes from Hawaii Kai, where you will find more restaurants and shopping (incl. Costco). A 30 minute scenic drive along the coast or the Pali highway will take you to most attractions in Honolulu, including Waikiki Beach!brbrBook your stay today and immerse yourself in the beauty and charm of Oahu! Your tropical paradise awaits.
Bed 3

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Bath 1

Bath

Sleep 6

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Exceptional(12)

$893.16

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Private Vacation Home

BEACHFRONT with Hot Tub! White Sand Beach with Sandy Bottom Bay Sleeps 8-18

Waimanalo, Hawaii, United States

Monthly Rental as required by Honolulu County. Please inquire before getting scared off by the rental rate or Honolulu's system. Will consider discounts as VRBO's system does not work for Honolulu. Happy to share the True Spirit of Aloha here with web Aloha Beach Vacations site. brNO EXTRA COSTS for early check-in and late check-out in the TRUE SPIRIT OF ALOHA if it is possible. Late check-outs are great with a later flight...and works out when there is NOT a check-in by another guest later that same day of check-out. Easy to just communicate with us a couple weeks ahead of your reservation with us at Aloha Beach Vacations and share that extra bit of Aloha!brbrbrHawaiian Casual Beachfront estate property with rustic touches AND Hot Tub! White Sand Beach with Sandy Bottom Bay 5 Bedroom / 5.5 Baths Sleeps 8-18 Rated #1 Beach in all US in 2015 by Dr. Beach. Incredible Location & Views. The sandy bottom bay and beach stretches for miles. Gated with easy beach access. Great swimming right out front. One of the best beaches in Hawaii that will leave you in awe of the fact that you had no idea it existed in Oahu. Waimanalo beach on a sunny day is gorgeous – turquoise blue waters and miles of some of the softest white sand your will toes will ever touch. Old style Oahu is what comes to mind when entering the Waimanalo Bay Recreation Area. Not to be confused with the nearby Waimanalo Beach Park (which is also very beautiful), this countryside Oahu beach along with its northern neighbor, Bellows Beach Park, are some of Hawaii’s undiscovered gems. Together they make up over a 3 mile stretch of pristine beach front. The value of this location is the beach.brLani Kai Beach and Kailua Beach tend to get all the prestige, but quiet Waimanalo Bay shares the same magical windward (eastern) coast. It’s not usually crowded and remains one of Oahu ’s unspoiled beauties rarely discovered by tourists. Located on a glorious white sand beach, enjoy the rainbow colored sky morning sunrises and the sound of the surf. Location is Fabulous! Nearby is Sea Life Park. You can swim with the dolphins. Hiking to Makapu’u Lighthouse. About 20 minutes away from Pearl Harbor, Downtown, Waikiki and Ala Moana Shopping Center. About 45 minutes to North Shore & Haleiwa for the big waves. The charm of the country will make you want to come back another day. One reservation every 30 day period. Maximum of 12 reservations a year accepted in accordance with county of Oahu requirements. All bedroom suites now have AC units. 3 bedrooms with California king beds and en suite bathrooms, 1 bedroom with double bed and queen mattress Plenty of sleeping for the kids: Queen bed with 1 twin top and full bottom bunkbeds, 1 twin queen sofa sleeper and its own bathroom. BR1-Master Suite: California King BR2-Ocean Room: California King BR3-Garden Room: Double and Queen Air Mattress BR4-Studio: California King BR5-Loft: Queen, Full Bunk with Twin over full, and 2 Twins & Sofa brAlso the Hawai'i state and counties are considering tax increases for the future 2026 & 2027. Should taxes increase the guests are responsible for paying for any and all the tax increases if and when that is implemented. brThe value of this property is the beach. The house again has some rustic touches and is not a museum style house. This is a home that is used by families and is wonderful for ohana that can accept a lived in type of home. Wonderful for larger groups over a 30 night span with 15 guests average cost can be less than $50/person/night. brTax Map Key #4-1-006-001-0000 GET #w25753332-01 TAT #w25753332-01
Bed 4

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Bath 5

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Sleep 18

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Exceptional(13)

$367.52

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Private Vacation Home

Beach Paradise Hawaiian Vacation Home: 300 feet From White Sand Beach, A/C

Waimanalo, Hawaii, United States

300 feet from the Exquisite Waimanalo Beach. Fully furnished 3 bedroom, 2.5 bath home with everything you need for an ideal Hawaiian vacation! We are delighted to be able to continue to provide a truly Aloha spirit inspired vacation to new friends of our ever-growing Ohana!brbrThis home has been remodeled to provide clean, safe and efficient accommodations for families visiting Hawai’i.brbrWe are a secured, gated property. Air conditioned bedrooms, new ceiling fans and tropical breezes keep you cool.brbrAccommodations:brbr 3 Bedrooms each with a King Size Bed (Master has ensuite bathroom)brbr 1 Twin Size Bedbrbr 2 1/2 Bathroomsbrbr Fully Equipped KitchenbrbrIndoor and Outdoor Dining Areasbrbr Outdoor Patio (Lanai) lounging areabrbr Charcoal BBQ brbr Hammock in the backyardbrbr Laundry Room with Washer & Dryerbrbr Beachgear: Snorkels, Masks,Fins,Boogie Boards,Beach Chairs, Coolers, Pack-n-Play.brbrAsk us about Horsemanship lessons, kite surfing lessons and photography services. brbrOn your stroll down to the beach, enticing ocean breezes and views of ISLANDS off the coast dot the ocean scape. Mañana aka Rabbit Island, Kaohikaipu aka Black Rock Island, Mokulua Islands, and Moku Manu Island…! The Hawaiian sunrise welcomes you each and every day of the year from this beach access. Plan your days at the beach snorkeling, sea shell hunting or just lounging & sunbathing.brbrDesignated parking available for 2 vehicles.brbrThe lovely yard is filled with tropical flowers, coconuts and fruit - help yourself.brbrbrWe invite you to sleep comfortably on our brand new Serta mattresses & high thread count cotton sheets.brbrHost lives on property in other home (no shared walls).brbrNEED SOMETHING SMALLER PLANNING A LARGER VACATION GATHERING NEED ADDITIONAL SPACE ASK US ABOUT ADDING REC ROOM TO THIS RENTAL AND OTHER HOMES AVAILABLE IN THE NEIGHBORHOODbrKeywords:brbrHouse, Air-Conditioned, Open-Air, Upstairs, King-Sized Bed, Private, Washer, Drier, Fully Equipped Kitchen, Parking, Serenity, Home Away from Home, Waimanalo, Lanikai, Kailua, Hawaii Kai, Hanauma Bay, Mountains, Ocean, Beaches, Golf Courses, BBQ, Dining Area, Lanai / Porch, Island Style, Pristine, Country, Close to Town, Beautiful, Unforgettable, Honeymoon, Hammock,brbrLaw allows one booking per 30 day period.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(100)

$299.5

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Cottage

Honu Cottage: Quiet, Oceanfront Comfort + EPIC VIEWS!

Waimanalo, Hawaii, United States

WE ARE LITERALLY ON THE WATER! brbrE Komo Mai (Welcome) to Paradise!brbrone rental per 30 day period as required by city & county law brbrHonu Hale is a charming island-style cottage that sleeps 3 adults or 2 adults and 2 children. A cozy loft bedroom has a comfortable king size bed and ocean views, as well as, a pull out sofa in the downstairs living area. A fully equipped kitchen with granite counters and a dining area with ocean views complete this inviting cottage. Split a/c and wonderful ocean breezes.brbrWe take pride in making you feel at home. Our home is fully furnished with everything you need for an ideal Hawaiian vacation...your home away from home.brbrbrAs you view the sunrise from your lanai (porch), ocean breezes welcome and entice you to the spectacular vista of tropic islands off the coast. To the right is Manana aka Rabbit Island, Kaohikaipu aka Black Rock Island, and Molokaʻi. To your left is Mokuula and Moku Manu Island… The Hawaiian sunrise welcome you every single day of the year … Plan your days at the beach snorkeling, sea shell hunting or just lounging & sunbathing then enjoy a rinse off in your outdoor hot water shower after you're done. brbrGarage parking available for 1 vehiclebrbrThe lush yard of tropical delights including swaying coconut trees & tropical flowers, like the native-Hawaiian “half-flower” Naupaka & red ginger are for your pleasure! brbrWe invite you to sleep comfortably on our quality mattresses & high thread count cotton sheets. brbrA charcoal BBQ with a complimentary bag of charcoal is provided for your outdoor cooking needs.brbrOur Waterfront homes are breathtaking & you will not want to leave… A common refrain from our guests is “it’s better than the pictures!!!” Come experience our little slice of “Heaven on Earth…”brbrNEED SOMETHING LARGER OR NEED ADDITIONAL SPACE ASK US ABOUT OUR OTHER PROPERTIES IN THE AREA! We can sleep up to 10 guests at our Beachfront location. CALL TODAY TO FIND OUT MORE!! WE CAN'T WAIT TO INTRODUCE YOU TO OUR HOMES :)brbrKeywords: brbrBeachfront, House, Air-Conditioned, Open-Air, Upstairs, King-Sized Bed, Washer, Dryer, Fully Equipped Kitchen, Parking, Serenity, Home Away from Home, Waimanalo, Lanikai, Kailua, Hawaii Kai, Hanauma Bay, Mountains, Ocean, Beaches, Golf Courses, BBQ, Dining Area, Lanai / Porch, Island Style, Pristine, Country, Close to Town, Beautiful, Unforgettable, Honeymoon, Hammock, Hot Tub…brbrbrbrbrbrO'ahu city and county law requires one stay per 30 day period.brbrTAT -174-700-7488-01
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Bath 1

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Sleep 4

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Exceptional(22)

$1464.11

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Private Vacation Home

BEACH FRONT ESTATE - WHITE SANDY BEACH AND BLUE LAGOON /3 HOUSES/GATED/HOT TUB

Waimanalo, Hawaii, United States

Make unforgettable memories in this secluded, polynesian-styled beachfront estate situated on the eastern side of Oahu next door to the famous Magnum PI Robin's nest. Flanked by the majestic Ko’olau mountains on one side and a reef-protected lagoon and beach on the other, enjoy your vacation in island style and comfort.brbrWith the ocean as your backyard, enjoy swimming, snorkeling, kayaking in calm waters only steps away and relax afterwards with an outdoor shower and hot tub with unobstructed ocean views. For the more adventurous, you can walk from the property to Waimanalo beach, voted one of the 10 best beaches in Hawaii.brbrThis unique property, designed by legendary Carey Smoot, famous for the Paul Mitchell estate, has 3 separate dwellings and includes areas for social interaction and privacy when you want it. Check out the pictures and video to truly appreciate!brbrThe main house features a gourmet kitchen, open space living room and wrap-around lanai (Hawaiian for patio) perfect for group gatherings and talking story after each day's adventures.brbrOther key amenities include:br* A/C (in cottage and studio) and ceiling fansbr* HDTVs with cable and access to NetFlix, Hulu, Amazon (personal account still required)br* High-speed internet and estate-wide WiFibr* Snorkeling gear, beach chairs/towels, boogie boardsbr* Fully equipped chef's kitchen/ outdoor Viking BBQ grillbr* Washer/Dryerbr* UPON REQUEST - baby crib, child seatbrbrWe invite you to visit Hale Pahonu!brbrRate above is the base. Additional charges may apply for extra guests, Christmas and New Years. Rates are subject to change at any time.brbrNOTICE: This property is in full compliance with Oahu’s laws requiring a 30 days minimum rental period. This ad is written for rental of the complete estate.
Bed 3

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Bath 3

Bath

Sleep 8

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Exceptional(19)

$1215.65

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Private Vacation Home

Beachfront Villa on Waimanalo Beach, 5 Bedrooms/7 Baths, 2 lanais, central AC

Waimanalo, Hawaii, United States

This spectacular property is beachfront on Waimanalo Beach, with stunning views of Rabbit Island, towering cliffs, Makapu'u Lighthouse, and the Ko'olau mountains. It is steps away from a protected swimming lagoon and where Magnum PI was filmed. Enjoy this pristine beach environment from this property where tropical paradise meets French country villa! All bedrooms enjoy a private, en-suite bath and all have ocean views except one. The large lanai, rooftop deck, and beach access give you an instant island feel and makes you appreciate Hawaii like a local. brbrThe beach here is extremely calm due to the reef and distant shore break and is perfect for kids with a protected, shallow lagoon for swimming. The snorkeling is excellent with frequent sea turtle sightings! brbrFeatures:br5 Bedrooms and 7 Bathrooms all with central air conditioningbrbrDownstairs (2 bedrooms, 2.5 bath, laundry room, large chef's kitchen, dining room, and living room) + lanai/BBQ with outdoor toilet/showerbrbrUpstairs (3 bedrooms including a separate studio, 3 bath, kitchen, rooftop deck) brbrThis two-level home has separate entrances for the downstairs, upstairs, and upstairs studio and allows for large groups to enjoy common areas while still having their own separate quarters for privacy.brbrCelebrate in the evenings with a barbecue in the spacious and festive lanai and oceanside lawn. The convenient gas grill and indoor/outdoor dining spaces will help you enjoy warm tropical nights! Do a movie night with friends in high-definition, widescreen Plasma TV (one in each room with cable and DVDs). Or lie out on the recliners to appreciate incredible stargazing by night. For the home chef, there is plenty of silverware, cookware, linens, beautiful serving platters, and even baking supplies. There is parking for up to 4-5 vehicles with additional free public parking across the street.brbrThe home is a 10 minute drive from central Hawaii Kai and Costco, and 15 minutes from Kailua Town featuring many restaurants, shops, grocery, farmers' markets and convenience stores. Kalapawai Cafe is an absolute favorite for breakfast and lunch and is located 2 minutes down the street. The house is a perfect setting for swimming, snorkeling, kayaking, stand-up paddle, shore fishing, and stargazing. Nearby activity centers provide kayaks, stand-up paddle boards, snorkel equipment, parasailing, jet skis, fishing charters, and more.brbrThis property is a legally established rental property that follows Oahu's new 90-day minimum rental rule for residential areas as of 9/30/25. These 3-month+ leases are perfect for families, groups of friends, or business associates who can share the lease period together. Please contact our property manager with further questions, or if you would be interested in renting out the downstairs, upstairs, or studio separately.brbrNightly rates have dynamic pricing and additional charges may apply for extra guests, pets and peak periods like Thanksgiving, Christmas and New Years. brbrNOTICE: Cleaning Fee $1000brTaxes 14.96% (TAT License W3062224201)brbr**We encourage all renters to purchase traveler's insurance. Please refer to our rental agreement for our cancellation policy. Aloha, and we look forward to hearing from you!
Bed 5

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Bath 4

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Sleep 10

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Exceptional(83)

$300.73

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Chalet

Extended-Stay Beach Retreat with Newly built guest wing Sleeps 7 beach access

Waimanalo, Hawaii, United States

Extended-Stay Tropical Retreat Across from Waimanalo Beach.brWhether you are a traveling healthcare professional, military family, remote worker, relocating resident, or simply looking to spend a month in paradise, this unique property offers the perfect balance of work, relaxation, and island living.brThe property combines the charm of an original Hawaiian beach cottage with a newly completed guest wing featuring two additional bedrooms and a full bathroom. Together they provide comfortable accommodations for up to seven guests while maintaining privacy and flexibility for families and long-term visitors.brEnjoy multiple indoor and outdoor living spaces, including a spacious covered dining deck, tropical gardens, private lanai, and fully equipped kitchen. High-speed internet, air conditioning, private parking, and family-friendly amenities make settling in easy for stays of 30 days or longer.brTHE SPACEbrbrThe original cottage features:brbrAir-conditioned queen bedroom (sleeps 2)brBright sunroom with full-size bed (sleeps 1 adult)brFully equipped kitchenbrComfortable living roombrBeach-inspired décor throughoutbrbrThe newly completed addition includes:brbrDownstairs Family SuitebrTwo twin beds (ideal for children or young adults)brComfortable sitting areabrLarge windows with tropical garden viewsbrUpstairs King SuitebrSpacious king bed (sleeps 2)brVaulted ceilingsbrPrivate sitting areabrLarge sliding doors opening onto an upper lanaibrTropical and mountain viewsbrAdditional BathroombrModern walk-in showerbrCustom stone vanitybrBright and spacious designbrOutdoor LivingbrbrEnjoy Hawaii's indoor-outdoor lifestyle from the large covered deck featuring:brbrOutdoor dining areabrGas barbecue grillbrComfortable lounge seatingbrOcean breezesbrTropical garden viewsbrbrThe property also includes:brbrAuthentic Polynesian-style gathering hutbrLarge tropical yardbrFully fenced and gated environmentbrBeach chairsbrBoogie boardsbrCoolersbrBeach umbrellasbrOutdoor showerbrPrivate parkingbrbrSpend your evenings under the stars and your mornings listening to birdsong while enjoying coffee on the deck.brbrLocationbrbrBeach access is adjacent to the property and approximately 300 yards away.brbrWaimānalo offers a peaceful, authentic Hawaiian experience while remaining close to many of Oahu's top attractions.brbrNearby attractions include:brbrWaimānalo BeachbrSea Life ParkbrChief's LuaubrMakapu'u Lighthouse TrailbrMakapu'u BeachbrSandy BeachbrHanauma Bay Nature PreservebrHawaii Kai restaurants and shoppingbrbrDriving times:brbrWaikiki: approximately 40 minutesbrAla Moana Center: approximately 30 minutesbrPearl Harbor: approximately 35 minutesbrNorth Shore and Haleiwa: 45–60 minutesbrPerfect for Extended StaysbrbrThis home is especially well suited for:brbrTraveling nursesbrMedical professionalsbrVisiting facultybrRemote workersbrMilitary familiesbrRelocating residentsbrLong-term vacationers seeking a true Hawaiian lifestylebrbrIMPORTANT NOTESbrbrMaximum occupancy: 7 guestsbrMinimum stay: 30 daysbrSingle-family occupancy preferredbrThe property consists of two separate dwellings. The owner resides in the front home and guests occupy the rental home located toward the back of the property. The driveway and portions of the yard are shared, while the rental home maintains its own private entrance, living spaces, and outdoor areas.brbrSleeping ConfigurationbrArea Bed SleepsbrCottage Bedroom Queen Bed 2brSunroom Full Bed 1 AdultbrDownstairs Addition Two Twin Beds 2brUpstairs Suite King Bed 2brTotal Occupancy 7 GuestsbrRate above is the base for 30 days. For Christmas and New Year our rates are subject to change . Contact the owner at 808-4783290 for any special requests .brNOTICE: brThis Property is a legally established rental accommodation that is rented for periods of 30 consecutive days or more at any one time. It is compliant with Hawaii State Legislation (HB2078) and is available to lease from 1 to 6 monthsbrRegistration Number: GE-076-228-4032-02, TA-076-228-4032-02brCleaning Feebr$250brProperty Damage Insurancebr$59 or $1500 Refundable Deposit brTaxes are 18.712% including General Excise Tax and Transient Accommodation and county taxesbr **We encourage all renters to purchase travelers insurance Please refer to our rental agreement for cancelation policy .brbrSorry no parties or events at this property.brbrOnce again you will not regret this Vacation rental only steeps from one of the world's top rated ( and uncrowded) beaches on Oahu. It's truly Hawaii's best kept secret location.brCome join and experience Hawaii .brbrKeywords:brbrBeach, House, Air-Conditioned, Open-Air, Upstairs, Washer, Drier, Fully Equipped Kitchen, Parking, Serenity, Home Away from Home, Waimanalo, Lanikai, Kailua, Hawaii Kai, Hanauma Bay, Mountains, Ocean, Beaches, Golf Courses, BBQ, Dining Area, Lanai / Porch, Island Style, Pristine, Country, Close to Town, Beautiful, Unforgettable,
Bed 3

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Bath 1

Bath

Sleep 7

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Exceptional(62)

$1371.4

/ Nightly
Private Vacation Home

Hale Pohaku, Last-Minute Availability May/June Lic.#1990/NUC-1689

Waimanalo, Hawaii, United States

This property is a licensed short-term vacation rental Non-Conforming Use Permit #1990/NUC-1689. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, License # TA-059-395-6864-01. TMK 410040420000.brbrHale Pohaku - Waimanalo is a beautiful beachfront home on one of Oahu's most spectacular beaches; Waimanalo. Listed on the Register of Hawaii's Historic Homes this classic restored beach house was built of lava rock during the reign of King Kalakaua. Guests enjoy the white sand beach that fronts the home as well as the clear blue waters for swimming, snorkeling and boogie boarding. Called Hale Pohaku or House of Stone, this home sleeps 8 and is a wonderful getaway throughout the year. Guests enjoy the spacious living room with classic vaulted ceiling and large picture window overlooking the blue Pacific. Enjoy the 5 miles of sugary-white sand beach fronting the home as it extends for several miles along the shoreline. brbrNote; this property is for quiet residential vacation accommodations only. Parties, weddings, receptions, Luaus, events and gatherings of any kind are prohibited. Please inquire further with our agents.brbrThere is a separate caretaker cottage with private entry also located at the front of this property (not intrusive to rental guests)!brbrPlease beware of internet scam/fraud. This property may be reserved by designated agent only; Private Homes Hawaii, or by authorized marketing partners (including VRBO/HomeAway, AirBnb). Do not respond to other schemes asking for deposits.
Bed 3

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Bath 3

Bath

Sleep 8

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Exceptional(50)

$317.14

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Private Vacation Home

Waimanalo Beach Family Home, 2 Bed, 2 Bath, Steps to Beach

Waimanalo, Hawaii, United States

This comfortable Waimanalo Beach home just steps to beach has two large bedrooms. Each with a hi-end pillow top mattress, air-conditioner and ceiling fan. Wall closet, dresser, end table with lamp.brbrSpacious full kitchen with side by side refrigerator, wall oven, wall microwave and glass top 2 burner in wide custom curved three section island with overhead lighting. Glass lid cookware, complete with asortment of accessories. For times you would like to eat in.brbrSpacious dining area indoors. Table seats six. Additional seating in dining area with French windows.brbrOutdoor patio with comfortable table seating for barbeque and family time. Additional outdoor cushioned seating. Accessories.brbrWasher and dryer, large capacity front loaders in second bathroom.brbrDay-room with two twin beds.brbrCozy beach house retreat! brbrLocated just four doors from pristine Waimanalo Beach, is your sanctuary amidst the trees and vines. Secluded behind a Mango tree and what is fondly call the butterfly bush, is this simple yet comfortable 2 bedroom, 2 bath, plus day room w 2 extra beds, beach house. brbrAn artist retreat, this quiet home offers the ambiance for wonderful family moments of relaxing in a natural surround.brbrVisit our website. Click on link above photos below.brbrWaimanalo Beach is like an island to itself, it is also easily connected to the famous Waikiki beach and resort town, for surfing lessons, movies on the beach and concerts in the Park. Just a 30 minute drive along the scenic eastern coast! Go the opposite direction 30 minutes and you are at Pearl Harbor via H3 Freeway or the airport, or the swap meet. A fun place to buy all your souvenirs at very reasonable prices. Try a chilled coconut drink, a unique taste that grows on you.brbrWhile in Waimanalo be sure to get up early and see the sunrise, a spectacular event! Full Moon, enjoy watching the Moon rise from the Sea, quite lovely. Try the Makapuu trail, out to the lighthouse for a Full Moon event or a sunrise walk and see the dolphins jumping at dawn on some days. They appear when They want to! Try the local Farmers market, right at the Waimanalo beach park on Thursday morning. brbrKeywords: waimanalo beach house, private, spacious, quiet, retreat, sound of the waves, peaceful.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(124)

$2155.61

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Private Vacation Home

Oceanfront Gem! Private 4 bdr beach home on long white sandy Waimanalo Beach.

Waimanalo, Hawaii, United States

Our wonderful Waimanalo Beach House is a lovely home, right on the beautiful five mile long white sand Waimanalo Beach. Swim right in front of the house, sandy bottom - no rocks and no coral. Waimanalo Beach is located on Hawaii's main island, Oahu, and is just 25 minutes from Honolulu International Airport and famous Waikiki Beach. NUC No.: 1990/NUC-1690 permitted by the City & County of Honolulu for short-term vacation rental. 41-911 Laumilo St. Waimanalo, HI. TMK 41005051.brbrIt sleeps 8 in the bedrooms and has parking for 4 cars. However, only 3 cars are allowed. It is right on the beautiful sandy beach and you can see the ocean from the living room, dining room and master bedroom. The beach is magnificent. There are no rocks and no coral. There are beautiful views of the pali cliffs and the sunrise over the ocean.br brThere is a three bedroom, two bath main house with shower and tub and HDTV and also a separate cottage with a fourth bedroom with its own queen size bed, HDTV, and bathroom with shower. The City and County of Honolulu requires that a property on which a transient vacation unit is located may not be used for gatherings of ten or more individuals who are not registered as overnight transient occupants. brbrMagnificent views of several off shore islands and the morning sunrise offer an inspiring start to each day. Discover the gentle ocean breezes & VIEWS of 7 Islands Including: Lanai, Molokai, Mañana aka Rabbit Island, Kaohikaipu aka Black Rock Island, Mokulua Islands & Moku Manu Island! This is your own piece of paradise, and whether it is a honeymoon, adventure, or family holiday, it has it all. Facilities include a modern kitchen, bamboo floors, koa floors, jacuzzi tub, HDTV's, outdoor hot/cold shower and built-in barbecue pits. The large private yard is adorned with hibiscus flowers, plumeria trees, mature paperbark trees, Madagascar olives and coconut trees! Enjoy the private beach access as you walk through a short, sand trail surrounded by beach Naupaka. Hawaiian style beach house located feet from Waimanalo Beach, the longest stretch of sandy shoreline on O`ahu. The white sand beach directly in front of the house is truly amazing and one of the most spectacular beaches on the Island. There are no rocks or coral reefs to interfere with your enjoyment while swimming. The waves break on the reef offshore. On a clear day, you can see Molokai. Some days you can even see as far as Haleakela on Maui. You can also see Rabbit Island and Black Rock, now sanctuaries for the big sea birds. The pali cliffs are magnificent and some days you can see hang gliders enjoying the Waimanalo breezes. The house has an outdoor hot and cold shower for an easy return to the house from the beach and an outdoor red brick deck. brbrThe State Transient Accomodation Tax is increased to 11% on Jan. 1, 2026, the State Gross Excise tax is 4.712%, and O’ahu Transient Accommodation Tax is 3%. Hawaii law imposes these taxes on all charges associated with the rental, including the cleaning fee and VRBO fees. VRBO collects these state and county taxes for us and VRBO. Tax ID #s: TA - 145-993-9328-01, GE - 145-993-9328-0, OTAT - 145-993-9328-0. NUC No.: 1990/NUC-1690 permitted by the City & County of Honolulu for short-term vacation rental. 41-911 Laumilo St. Waimanalo, HI. TMK 41005051.
Bed 4

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Bath 3

Bath

Sleep 8

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Exceptional(37)

$9603.67

/ Nightly
Private Vacation Home

Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!

Waimanalo, Hawaii, United States

“Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.” brbr$79.00 Admin Fee is for our Damage Protection Policy. brbrExperience Hawaii in an exquisite beachfront mansion with panoramic ocean views on beautiful Waimanalo Beach (famous filming locale for Magnum P.I., Hawaii 5-0, & Lost). Waimanalo's small town doesn't allow hotels, making it the perfect getaway from the busy tourist spots, yet still close to so many great activities and attractions! The countryside of Waimanalo is slow moving and filled with Aloha, beauty, and authentic Hawaiian experiences.brbrThe Royal Hawaiian Estate offers a luxurious and relaxing open floor plan maximizing the breathtaking scenic views from floor to ceiling windows and doors which open up to the beautiful surroundings. The multiple levels of the estate provide 6 bedrooms boasting beautiful ocean views while the other 3 rooms overlook the spectacular Ko'olau Mountains. The entryway to the guest wing at the top of the second floor creates options to suit your needs for community living or close it for a more private experience among guests. The guest wing becomes a completely separate 3 story home with its own private entrance, kitchen, dining room, and living room. brbrWhile staying at this luxurious beach estate, your stay will be worry-free due to the level of attention that goes above and beyond expectations. In addition to the comfortable bedrooms, large indoor living spaces, and a gourmet kitchen, the outdoor spaces offer flexibility for entertaining or relaxing as you desire. Embrace your own private fenced yard, stunning ocean-front views, direct beach entrance, large covered patios, outdoor bar, BBQ grill, large pool with a built-in slide and a lava rock waterfall, outdoor shower, and hot tub! At night the estate comes to life with blazing Tiki torches and custom landscape lighting. Enhance any gathering, indoor or out, with our whole house sound system including Pandora and Rhapsody. We offer concierge services, and can arrange activities, transportation, massages, or private chefs to prepare customized menus for your group.brbrAlmost any imaginable water sport and Hawaiian experience are in proximity including Sea Life Park where you can swim with the dolphins. Traveling along the coastal Kalanianaole Highway, and just minutes away, you'll find attractions such as Blowhole, Makapu'u Beach, Tide Pools, Sandy Beach, Makapu'u Lighthouse (for whale watching), multiple lookout points, Hanauma Bay for world-famous snorkeling, and Koko Marina ( just to name a few). Don't forget about the unbelievable trails, such as Koko Crater and Manoa Falls, which make for a great adventure.brbrJust 10 minutes either direction brings you shopping and famous restaurants such as Roy's in Hawaii Kai or eclectic locally grown food from Cactus in Kailua. Plus just 20-minutes to Honolulu, 30-minutes to Waikiki and Ala Moana Mall, 35-minutes to Pearl Harbor and 45-minutes to the North Shore for world-class surfing! This is truly a special location.brbrRoyal Hawaiian Estate is the perfect location for reunions, small weddings, wedding party accommodations, and corporate retreats. Contact us directly on our website royalhawaiianestate.com to orchestrate your perfect special event!brbrTransient Accommodation Number 106-722-5088-01
Bed 9

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Bath 7

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Sleep 20

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$579.15

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Private Vacation Home

Beachfront Executive Retreat - The Waimanalo Villa

Waimanalo, Hawaii, United States

Wake up to the sound of waves at this luxurious 3BR, 2.5BA beachfront villa on pristine Waimanalo Beach. Enjoy direct access to sweeping ocean views and seamless indoor-outdoor living. The home features an upstairs private suite with a full kitchen, ideal for guests or added privacy. Unwind in comfort and experience refined oceanfront living in one of Oahu’s most breathtaking settings.brbrHighlights:br- Parkingbr- In-unit washer and dryerbr- Outdoor showerbr- Beach gearbr- A/C in every roombrbrFirst floor:br- Open layout living area with a queen-sized sleeper sofabr- Full kitchen stocked with essentials: dinnerware, cookware, silverware, children`s dinnerware and silverwarebr- Appliances include dishwasher, full sized refrigerator, oven and stove, microwave, blender, rice cooker, and waffle makerbr- Dining table and barstool seating with a beachfront viewbr- 2 guest rooms on the first floor, each featuring a queen sized bed and Smart TVbr- Full bathroom on the first floor conveniently located next to the guest roomsbrbrSecond floor:br- Bonus suite featuring a full kitchen with a stove, oven, microwave, refrigerator and freezerbr- Queen-sized bed and ample closet spacebr- Dining table for 4 that can be used as a workspacebr- Smart TVbr- Outdoor deck with seatingbr- Full private bathroombr- Stunning views and plenty of natural lightbrbrLocated along the serene shoreline of Waimanalo on Oahu’s windward coast, the villa sits in one of the island’s most naturally beautiful and peaceful communities. Known for its expansive stretch of powdery white sand and turquoise waters, Waimanalo Beach offers a relaxed, uncrowded atmosphere. Surrounded by the lush Koʻolau mountains, the area blends local charm with breathtaking scenery, while still just a short drive to Kailua’s shops, dining, and conveniences.brbrCheck in time: 4pmbrCheck out time: 10ambrbrFor stays of one month, a mid-stay Cleaning of Toilets/Tubs/Sinks and Showers for $200 is required. For stays 2 months or longer, monthly cleaning of Toilets/Tubs/Sinks and Showers for $250 is required at a minimum interval each month. Additional cleaning services are available upon request. Please inquire for pricing.brbrThe entire space is included in this rental. Please, make yourself at home.brbrWe are here for you during your stay, but our level of interaction is up to you. We`re only a phone call/message away. You will be able to check yourself in upon arrival.brbrWe will do everything we can to ensure you have the most enjoyable, relaxing, productive, or adventurous time on Oahu as possible. Please don`t hesitate to send us a message!brbrLocal Attractions & Dining Near Your Stay!brbrBeaches & Outdoor Activitiesbr- Waimanalo Beach – One of Oahu`s most beautiful and uncrowded beaches is just steps away on Laumilo Street. Enjoy miles of soft white sand, turquoise water, and stunning Ko`olau mountain views — a true hidden gem compared to the busy Waikiki shores.br- Kaiona Beach Park – A short drive down the coast, this beloved local beach offers world-class snorkeling with crystal-clear water, vibrant coral reefs, and frequent sea turtle sightings. Open daily 5am–10pm.br- Makapu`u Point Lighthouse Trail – A scenic paved coastal hike just a few miles south with sweeping ocean panoramas. During whale season (December–April), it`s one of the best spots on the island to spot humpback whales from shore.br- Sea Life Park Hawaii – A fun family-friendly marine park nearby featuring dolphins, sea turtles, penguins, and more. Also home to the highly-rated Aloha Kai Lū`au, an oceanfront evening luau experience with food, drinks, and cultural performances (open daily, 4–8:30pm).brbrRestaurantsbr- Keneke`s – A beloved local plate lunch institution right in Waimanalo. Come hungry for generous portions of loco moco, teriyaki burgers, and classic Hawaiian BBQ plates, all at budget-friendly prices. Enjoy your meal with mountain views! (Open daily 7am–6pm)br- Ohana Karaoke Grill & Bar – A fun, laid-back local hangout serving hearty combo plates, bibimbap, and bar food. Great atmosphere with pool tables and karaoke — a true neighborhood gem. (Open daily 11am–2am)brbrCafesbr- Kalapawai Cafe & Deli – Waimanalo – A wonderful neighborhood café open every day from 6am–8pm. Perfect for morning coffee, a casual lunch, or a dinner to go. Locals rave about the loco moco, fish tacos, and fresh daily catch specials. Rated 4.5 stars!br- Hawaiian Island Cafe – A farm-to-table gem with an outstanding 4.7-star rating. Known for inventive dishes like garlic chicken sandwiches on house-made taro buns, fresh acai bowls, naan pizza, and real whipped cream waffles. (Tue–Sat 8:30am–4pm; closed Sun & Mon)brbrGrocery & Essentialsbr- Shima`s Supermarket – The go-to local grocery store in Waimanalo, celebrated for its incredible fresh poke bar, local produce, and aloha spirit. A true community staple, open daily 6am–8pm.brbrWaimanalo is a peaceful, residential neighborhood best explored by car, and having your own set of wheels is highly recommended to make the most of your stay. That said, getting around is very manageable without one. A public bus stop is conveniently nearby, providing affordable transit connections toward Kailua to the north and Hawaii Kai and Honolulu to the west. For more flexibility, both Uber and Lyft operate in the area, making it easy to get to and from restaurants, beaches, and attractions without worrying about parking. The property is within walking distance of Waimanalo Beach, and nearby conveniences like Kalapawai Cafe, Keneke`s, and Shima`s Supermarket are a short stroll or quick drive away along the highway. Honolulu and Waikiki are approximately 45 minutes by car, making this a wonderfully peaceful retreat that still keeps you connected to everything the island has to offer.brbrPlease remember that you are staying in a privately owned home in a neighborhood community. Please treat the space with respect. If any problems arise, we will do our best to take action ASAP, but we are not on-site 24/7.br-No smoking in the property or on the lanaibr-No pets are allowed on the premisesbr-No parties or events on the premisesbr-Please observe quiet hours of 11pm to 7ambr-Please do not remove or rearrange any items, any damages or missing items will be charged to the guest. br-Additional guests not listed on the reservation are not allowed.br-Please keep the lanai door closed and the front door locked when you are not present in the unit
Bed 1

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Bath 3

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Sleep 8

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Exceptional(94)

$348.69

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Private Vacation Home

House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more

Waimanalo, Hawaii, United States

Located in the Waimanalo Beach Lots, which is only 25 minutes from Honolulu and Waikiki. Waimanalo Beach is one of the largest, cleanest, and most private beaches on Oahu. This white sand beach is very safe (referring to the ocean/surf) so you can relax and not have to worry as your family enjoys the ocean. Get away from the hustle and bustle and escape to this #1 rated pristine beach. brbrThen enjoy everything this all-inclusive house has to offer. You will have everything at your fingertips to have a great time on the beach. Relax in the beach chairs or take the surfboards (2), kayaks (4), or boogie boards (4) out on the beach and catch some waves. If the water is flat use the snorkeling masks and fins (Quality equipment and enough for the whole group) to see what’s beneath the surface. For the more ambitious ones in the group discounts are available on scuba diving, dolphin and whale watching tours, and many other activities.brbrAfter your day’s activities relax on the covered porch and listen to the waves roll in. Make dinner in the full kitchen or throw some burgers on the gas grill. Large living area with TV and Cable(yes we still have cable). The dining table has seating for 8 and kitchen bar has seating for four. The kitchen has everything you will need. Dishwasher to help with the chores. There is also a washer and dryer in the unit so you can pack a little lighter. brbrThe master bedroom has AC but you won't need it as the cool trade wind breeze blows in the sounds and smells of the ocean. 2nd bedroom has 2 twin beds or push them together to make a king. The living room has 2 queen futons for additional guests. brbrPlease don't hesitate to email if you have questions about the property, Waimanalo Beach, Oahu activities or even the islands as a whole.brbrWe hope to see you soon. brAlohabrbrbrPlease note: We do not allow party/events/etc. at our property. Only guests on reservation should be at the property. brbrHI Tax ID: TA 002 351 5136-01brWe aren't allowed to advertise stays of less than 30 nights as required per law. Inquire for shorter stays and more details.
Bed 2

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Bath 1

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Exceptional(107)

$629.17

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Private Vacation Home

Makapu’u Hale, Literally oceanfront! VIEWS! A/C, 2 bedroom/2 bath

Waimanalo, Hawaii, United States

We are literally oceanfront! brbrE Komo Mai (Welcome) to Paradise!brbr30 Day minimum stay required by Oahu OrdinancebrbrOur homes are fully furnished with everything you need for an ideal Hawaiian vacation!brbrMakapu'u Hale is 2 bedrooms, 2 baths, newly decorated with comfortable & charming beach decor with ocean breezes and split A/C units. The home has been recently updated and features large, open concept kitchen and amazing ocean views from the living room area. Our guests enjoy dining island style on the large outdoor deck area with sweeping views of the crystal blue ocean. brbrWhen you step outside on your lanai (porch), you’ll discover the enticing ocean breezes & VIEWS of 7 ISLANDS including: Lanai, Molokai, Mañana aka Rabbit Island, Kaohikaipu aka Black Rock Island, Mokulua Islands & Moku Manu Island…! You can see the Hawaiian sunrise every single day of the year … Plan your days at the beach snorkeling, sea shell hunting or just lounging & sunbathing then enjoy a rinse off in your outdoor hot water shower after you're done. We provide you with a washer & drier with laundry soap to keep your beach clothes clean for the next adventure! brbrDesignated parking available for 2 vehicles brbrThe lush yard of tropical delights including swaying coconut trees & tropical flowers, like the native-Hawaiian “half-flower” Naupaka & red ginger, kid- & adult-friendly swings, hot tub, sitting benches & hammocks are for your pleasure! :)brbrWe invite you to sleep comfortably on our quality mattresses & high thread count cotton sheets. brbrA charcoal BBQ with a complimentary bag of charcoal is provided for all your outdoor cooking needs.brbrOur Beachfront Homes are breathtaking & you will not want to leave… A common refrain from our guests is “it’s better than the pictures!!!” Come experience our little slice of “Heaven on Earth…”brbrNEED SOMETHING SMALLER / LARGER OR NEED ADDITIONAL SPACE ASK US ABOUT OUR OTHER PROPERTIES IN THE AREA! We can sleep up to 10 guests at our Beachfront Homes location & more guests nearby. CALL TODAY TO FIND OUT MORE!! WE CAN'T WAIT TO INTRODUCE YOU TO OUR HOMES :)brbrKeywords: brbrOceanfront, House, Air-Conditioned, Open-Air, Upstairs, King-Sized Bed, Washer, Dryer, Fully Equipped Kitchen, Parking, Serenity, Home Away from Home, Waimanalo, Lanikai, Kailua, Hawaii Kai, Hanauma Bay, Mountains, Ocean, Beaches, Golf Courses, BBQ, Dining Area, Lanai / Porch, Island Style, Pristine, Country, Close to Town, Beautiful, Unforgettable, Honeymoon, HammockbrbrbrTAT Tax ID: TA-174-700-7488-01
Bed 3

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Bath 2

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Sleep 6

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$890.57

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Private Vacation Home

Mana Kai at Waimanalo: Beachfront Luxury & Tranquility w/ Stunning Ocean Views

Waimanalo, Hawaii, United States

Framed by turquoise waters and backed by the rugged cliffs of Oahu’s east coast, Mana Kai at Waimanalo delivers a serene beachfront retreat designed for families and groups in search of space, comfort, and the calming rhythm of oceanfront living. This two-story coastal home combines panoramic views, generous gathering spaces, and instant access to the soft sands of Waimanalo Beach, creating an effortless island stay you’ll remember long after departure.brbrWhat You’ll Love About Mana Kai at Waimanalobr• Direct beachfront setting with panoramic ocean viewsbr• Sunlit coastal interiors and multiple ocean-facing living spacesbr• Spacious outdoor areas including a central courtyard and oceanfront lanaibr• Peaceful, secluded ambiance while still close to East Oahu attractionsbr• Ideal layout for extended stays, families, and multi-generational groupsbrbrLiving & DiningbrAn abundance of windows draws the ocean indoors, filling the living spaces with natural light and coastal ambiance. The main living area offers comfortable seating for unwinding after beach days, with easy flow between the lounge, dining room, and outdoor areas. Ocean views extend into the dining space, making every meal feel connected to the shoreline just outside.brbrChef-Ready KitchenbrBright, spacious, and designed for effortless meal prep, the kitchen offers wide countertops, plentiful cabinetry, and modern appliances. Enjoy the convenience of double ovens, an island cooktop, and ocean views that accompany everything from morning coffee to evening culinary creations.brbrOutdoor OasisbrStep outside to a selection of inviting open-air spaces.brA sun-splashed oceanfront lanai overlooks swaying palms, turquoise water, and pristine shoreline, while a shaded central courtyard provides an additional gathering hub for dining or lounging. Multiple seating areas throughout the property allow you to follow the sun, the breeze, or the sound of the waves throughout the day.brbrSleeping Quartersbr• Downstairs Primary Suite – King bed, ensuite bath with jetted tub and shower, walk-to-beach access, split A/C, ceiling fanbr• Upstairs Guest Bedroom 2 – King bed, partial ocean view, central A/C, ceiling fanbr• Upstairs Guest Bedroom 3 – Queen bed plus Twin bed, central A/C, ceiling fanbr• Upstairs Guest Bedroom 4 – Queen bed, central A/C, ceiling fanbrbrBathroomsbr• Downstairs Guest Bath 1 (Tea Room) – Showerbr• Downstairs Guest Bath 2 (Hallway Off Kitchen) – Showerbr• Upstairs Guest Bath 3 – Showerbr• Upstairs Guest Bath 4 – Shower/tub combobrbrExtrasbr• Washer and dryerbr• Beach chairs and towelsbr• Outdoor showerbr• High-speed Wi-Fibr• Smart TVbr• BBQbr• Jet tubbr• Printer/scanner/faxbr• Garage and driveway parkingbr• Central and split A/Cbr• Cooler, beach umbrella, insulated cooler bagbrbrNearbybr• Walk: Waimanalo Beachbr• Short Drive: Sea Life Park, Makapu‘u Lighthouse Trail, Kailua Town shopping and diningbrbrGood to Knowbr• This property is offered as a monthly rental. Full-month rate applies regardless of number of nights stayed; prorated rates are not available.br• A groundskeeper resides in a separate detached dwelling on the upper driveway. Guests enjoy exclusive use of the main house and beachfront areas.br• The property will be made exclusively available to the renter for a full 30-day period. No one else may occupy the home during that time.br• Tax ID: TA-164-021-9648-01br• TMK: 410020180000brbrReserve Your StaybrSecure your time at Mana Kai at Waimanalo and experience oceanfront living on one of Oahu’s most peaceful and scenic coastlines. Your beachfront escape awaits.
Bed 4

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Bath 5

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Sleep 10

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$378.43

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Cottage

2 Bedroom Cottage With Hot Tub

Waimanalo, Hawaii, United States

This incredibly located and luxurious ocean-view Hawaiian beach cottage is just steps to 2015's # 1 rated beach in the USA, Waimanalo Beach. In a quiet Hawaiian village, you'll awaken to the sounds of birds, the fragrance of flowers, and waves gently crashing on the beach. The cottage is conveniently located within 10 minutes to both Kailua and Hawaii Kai, 1.5 miles from Sea Life Park, and has the most breathtaking coastal drive on the island. Enjoy the most popular sightseeing spots and attractions along the drive to Honolulu and Waikiki. (See our attractions map). #1 rated Waimanalo Beach with its white coral sand and turquoise water, stretches for 5 miles and is truly one of Hawaii’s best-kept secrets! The countryside of Waimanalo is slow-moving and filled with Aloha. brbrbrIncluded Free Amenities:brbr• Purified drinking waterbr• Blenderbr• Rice Cookerbr• Vegetable Steamer br• Wireless WIFIbr• Air Conditioningbr• Hot Tub / Jacuzzibr• Private Ocean View Deckbr• BBQbr• Gamesbr• Direct TV / Netflix br• Beach gear such as beach chairs, beach towels, coolers, and umbrellas are available at no extra charge. br• Kitchen stocked with cookware, appliances, service for six, etc.br• Bath soap, shampoo, conditioner, toilet paper, paper towels, etc.br• Friendly property manager just a couple of blocks away and on-call 24/7br• Pre-arrival shopping (Arrive with everything you need already there!)br• Concierge help booking activities and attractions.br• Oahu Attraction Discount Book/App ($25 Value)br• Parkingbrbr(Available upon request )br• Snorkel gear, beach toys, boogie boards, arm floatiesbr• Baby Gear (such as Pac & Plays, high chairs, baby monitors, and strollers) brbrAdditional Amenities:br• Optional continental breakfast for an additional feebrbrThe owner believes in excellent customer service, superior accommodations, and incredible value. We are committed to going above and beyond to assist you in a vacation of a lifetime and making many amazing Hawaiian memories filled with Aloha. You won't be disappointed!
Bed 2

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Bath 1

Bath

Sleep 5

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