Kailua Rentals
- From $1800 per night (USD)
VRBO
Kailua Beachfront - SHORT TERM LICENSED RENTAL #90\/TVU-0141
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Island living at its finest, this casual Kailua beachfront home is located on the Windward side of Oahu, 30 minutes from ...
From $1800 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come and enjoy our island home with us. Koi Palms Cottage is located within our gated property alongside our lovely Koi ...
From $285 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Awesome Beachside Cottage Located Just Steps Away from Kailua Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tropical setting just steps away from beautiful Kailua Beach. Located on a quiet cul-de-sac beachside of Kalaheo Ave. Th ...
From $295 per night (USD)VRBO
- From $475 per night (USD)
Expedia
BEACH FRONT ESTATE, STEPS TO KAILUA BEACH, OCEAN VIEWS, HUGE LUSH PROPERTY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Our beach estate is located on over an acre of land, just steps to the best white sand beach in Hawaii. This is the onl ...
From $475 per night (USD)Expedia
- From $528 per night (USD)
VRBO
*A place of peace, where heaven meets the ocean*
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A serene haven where heaven meets the ocean. This elegant and contemporary home boasts 2 bedrooms and 2 bathrooms. Offer ...
From $528 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Private Beachfront Rental
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
2 Night Minimum Stay 10 night Maximum Stay Our Hawaiian Style Vacation Rental apartment is located on Kailua Beach, ...
From $320 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Hawaii's Hidden Hideaway is an AWARD WINNING Bed and Breakfast. Recipient for two years in a row the MOST ROMANTIC HID ...
From $295 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Stay in comfort as long as you wish. 30 day minimum lease, shorter stud are of longer stays are welcome. Contact Us for ...
From $256 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A\/C, and more
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Alohawaii Properties by the Sea, a registered legal transient accommodations operator with license 90/BB-0013 ...
From $295 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Less than 1 min walk to Kailua Beach- NUC#90\/BB -0013
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Alohawaii Properties by the Sea, a registered legal transient accommodations operator with license 90/BB-0013 ...
From $383 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Alohawaii Properties by the Sea, a registered legal transient accommodations operator with license 90/BB-0013 ...
From $495 per night (USD)VRBO
- From $625 per night (USD)
Expedia
Large Home With Pool Just Steps to Kailua Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Set on a private road with private beach access, Kailua Beachside is One-Story Home a 4BD/4BA (over 2,800 square feet) e ...
From $625 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Lanikai ~ Spectacular Views of \"The Mokes\"! Renovated, Luxurious
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy peace and tranquility from this beautifully remodeled home while soaking in the endless, unobstructed views of the ...
From $316 per night (USD)VRBO
- From $2242 per night (USD)
Expedia
Luxury beachfront villa on a world class beach in Kailua, HI
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
As you enter the electric remote gate into this luxurious villa you will feel this sense of peace and calmness come over ...
From $2242 per night (USD)Expedia
- From $218 per night (USD)
VRBO
*Delightful & Spacious 2 bedroom* 2 bath Apartment* central AC*
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Take advantage of our Rental in Kailua Oahu, and enjoy a family style atmosphere where you are provided with all of the ...
From $218 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90\/BB -0108
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Only a 5 min Walk to Lanikai beach!! No pets firm. As of 7/2022 new high speed Wi-Fi! Welcome to the Viewhouse in Lanika ...
From $350 per night (USD)Expedia
- From $542 per night (USD)
VRBO
Kolea Landing Modern Beach House w\/ Double Suite and Third Bedroom Option
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Aloha and Welcome to Kolea Landing A short walk (less than 400 steps to be exact) and you will be relaxing at Lanikai Be ...
From $542 per night (USD)VRBO
- From $134 per night (USD)
Expedia
Come relax on the lake! Beautiful lake and mountain views. Kayaks included.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Contact host for updated calendar. Come and experience life on the lake! This 750 sq ft, second floor one bedroom, one b ...
From $134 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Lanikai area across from Kailua Beach sleeps 8 with AC & Rooftop deck.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
We welcome 30 NIGHT minimum or more stays at the Kailua Hula House. (HI State LAW: Bill 41) Guests 4 or LESS QUALIFY FO ...
From $475 per night (USD)VRBO
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Expedia
Hale Oahu Villa by AvantStay | Kailua Beachfront House! Coastal Luxury!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Hale Oahu Villa. This idyllic, beachfront home is only steps away from Hawaii’s acclaimed stretch of white sa ...
Click For PricingExpedia
- Click For Pricing
Expedia
Hale Oahu Estate by AvantStay | Kailua Beachfront Estate w\/ Guest House
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Hale Oahu Estate. With double the homes comes double the fun! Experience The Villa & The Cottage, two welcomi ...
Click For PricingExpedia
- From $2544 per night (USD)
Expedia
Palione Papalani by AvantStay | Steps frm Kailua Beach w\/ Private Pool & Hot Tub
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Palione Papalani! Floor-to-ceiling windows and an open-air living room that extends outdoors create a breezy ...
From $2544 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Canal-font, lovely renovated home, 10 min walk to the beach - Sleeps 7
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our 3 bedroom, 2 bath house on the canal in the charming town of Kailua! This fully renovated property offe ...
From $355 per night (USD)VRBO
- From $165 per night (USD)
Expedia
New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
One Rate for 7 up to 30 day stay - A 30 day minimum lease. Hawaii Tax ID # available upon request Mountain View's cool ...
From $165 per night (USD)Expedia
- From $320 per night (USD)
VRBO
PRIVATE BEACHFRONT RENTAL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Minimum Stay: 2 night Max Night Stay: 8 nights Our Hawaiian Style Vacation Rental apartment is located on Kailua Beach ...
From $320 per night (USD)VRBO
- From $186 per night (USD)
Expedia
'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
"In order to comply with Oahu's 30 day minimum short term rental laws, we may not advertise to rent for a period shorter ...
From $186 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Penthouse View in Lanikai LANIKAI NUC 90\/BB -0108 Most comfortable for 2 or 3.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Penthouse in Lanikai! We have been sharing our piece of paradise for over 20 years.! Everyone deserves to ...
From $350 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Private Beachlane House with 2 bedrooms * AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The Kalaheo Beach House is a spacious 2 bedroom, 1 1/2 bath traditional plantation home offering an authentic Hawaiian l ...
From $319 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Kailua Beach Vacation Cottage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
*Please read full description! Sleeping 6, our large private garden cottage is located just 50 steps away from Kailua ...
From $300 per night (USD)VRBO
- From $115 per night (USD)
Expedia
LANIKAI SUITE - Spacious 1-BR 1-BA; located 3 houses from famous LANIKAI Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This fully furnished, turn-key, spacious 1-bedroom, 1-bath, is part of a private, gated, rambling plantation-style pr ...
From $115 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Kailua Beachside, 2 Houses off beach, 2bed\/2bath, Sleeps 8, Ocean & Mtn Views
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 9
The Master Suite in this house will take your breath away and is on a third story all to its own with peak a boo Ocean v ...
From $405 per night (USD)VRBO
- From $536 per night (USD)
Expedia
Absolutely Oceanfront - 60' Waterfall Lap Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kailua Absolutely Oceanfront Deluxe Legal Vacation Rental The closest house to the Ocean in Kailua Located in a quiet up ...
From $536 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Peaceful & Spacious Hawaiian Ohana- Excellent Value
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
This large (over 850 square feet), one-bedroom huge detached apartment has Old Hawaiian charm but was built in 2002 wit ...
From $214 per night (USD)VRBO
- Click For Pricing
Expedia
Unique Apartment in excellent location * close to Kailua beach & town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
500 square feet Apartment with 10 foot ceilings, comes with queen bed in separate bedroom, queen size pull out sofa bed ...
Click For PricingExpedia
- Click For Pricing
VRBO
Island Style Homebase * 2 bedroom * 1 bath * AC* full kitchen *Washer\/Dryer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Amazing Mountain Views in a Lush and Peaceful Setting If you appreciate lush and green surroundings you have come to the ...
Click For PricingVRBO
- From $240 per night (USD)
Expedia
Sweet Vintage Hawaiian Cottage and Guest House! Great deal in beautiful Lanikai!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
At Old Hawaii Beach House and Guest Cottage in Lanikai, we extend to all our guests the old-fashioned Hawaiian Hospita ...
From $240 per night (USD)Expedia
- From $1023 per night (USD)
VRBO
Large, beautiful, updated home w\/pool, AC, mins from beach in Kailua!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
Welcome to Holoholo Hale in the beautiful town of Kailua on the island of Oahu. Kailua is the home of two of the best be ...
From $1023 per night (USD)VRBO
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Expedia
Tradewind Bungalow, in Kailua on Oahu
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Attractive, ground floor, 2 bedroom unit with living room and private entry. On the island Oahu, you'll find comfort, ...
Click For PricingExpedia
- Click For Pricing
VRBO
Quaint Tropical Cottage w\/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Charming Cottage in beautiful Lanikai that has been totally renovated in 2021. Everything in the Cottage is new includin ...
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- Click For Pricing
VRBO
Hale Kalio by AvantStay | 20 steps to Kailua Beach, Beautiful, Spacious Home
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
*This property may not be rented for fewer than 30 consecutive days. Rental prices will not be reduced or adjusted based ...
Click For PricingVRBO
- From $250 per night (USD)
VRBO
Koohoo Place - Lanikai, Oahu. From here, you can see forever! NEW LISTING.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Two bedroom, two bath private residence at the top of Lanikai with spectacular, panoramic views of the Kailua coastline. ...
From $250 per night (USD)VRBO
- From $1000 per night (USD)
Expedia
Seascape Vista - Pool, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our stunning 3-bedroom, 2-bathroom home nestled in the picturesque paradise of Kailua, Hawaii. This tropical ...
From $1000 per night (USD)Expedia
- From $481 per night (USD)
VRBO
Luxurious, Private Hilltop Retreat with Postcard View -- minutes to Kailua Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
With views like these, you may never want to leave! This top level of a 3 story executive home has its own entry drivew ...
From $481 per night (USD)VRBO
- From $775 per night (USD)
VRBO
Beachside Kailua AC 3min walk to beach! ASK OWNER for available 2024 dates!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This airy, spacious four bedroom Kailua beachside vacation rental home with AC provides the essence of tropical Hawaiian ...
From $775 per night (USD)VRBO
- From $2900 per night (USD)
VRBO
Fantastic Beach Front Villa
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Following Oahu laws a 30 minimum lease required for any rental. Please inquire about it. Right on renowned Kailua beach ...
From $2900 per night (USD)VRBO
- From $265 per night (USD)
VRBO
Best Price and Location on Beautiful Kailua Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The upstairs and downstairs beach front studios..My beach front studios for 2 guests are located right on beautiful sand ...
From $265 per night (USD)VRBO
- From $208 per night (USD)
VRBO
Paradise Under the Plumeria Tree
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Picture yourself in paradise. Our beautiful, clean, beach style rental is situated under a plumeria tree and is availa ...
From $208 per night (USD)VRBO
- From $865 per night (USD)
VRBO
Kailua Beach Hideaway TA-189-305-8560-01
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beachfront! The White Sand of Kailua Beach at Your Door! This 4 bedroom, 4 bath, en suite home is the Perfect Tropical ...
From $865 per night (USD)VRBO
- From $525 per night (USD)
VRBO
Beautiful Tropical Home Close to Beach w\/Pool, Yard & AC: Hale Nani Lanikai
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the highly sought after wonderful Lanikai community, this beautiful executive home was newly built in 2014. T ...
From $525 per night (USD)VRBO
- From $119 per night (USD)
VRBO
Minutes to Largest,Bluest Swimming Pool on the Planet, Amazing Hiking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ex 005019648001, TA 005019648001 Our vacation hide-a-way is located in a unique community. We have named it E Komo Mai ...
From $119 per night (USD)VRBO
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VRBO
Kahela - Paradise for Rent
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located just steps from the best part of Kailua Beach. The beach is a short walk through Kailua Beach Park where the wa ...
Click For PricingVRBO
- From $286 per night (USD)
VRBO
BEACHFRONT! Barefoot living on the best spot on Lanikai Beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
BEACH FRONT property. Step from the property onto World famous Lanikai Beach....soft white sand and clear green water aw ...
From $286 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Kailua Beachside - 5-Bedroom\/6-Bath (Sleeps 10) - 5,000 sft., Steps to Beach
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
E Komo Mai! Welcome to our newer 5-bedroom/6-bath private home, located in the desirable windward town of Kailua, Oahu. ...
From $375 per night (USD)VRBO
- From $213 per night (USD)
Expedia
Close to the Beautiful Kailua Beach-A\/C's-Full Kitchen-Covered Patio-Laundry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This large 700 square foot rental unit called the 'Coconut Corner' is one of the nicest rentals you will find on the Win ...
From $213 per night (USD)Expedia
- Click For Pricing
VRBO
Kailua Palms Guest House with Pool and Views! Parking and wi-fi included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come bask in the gentle trades of the windward side at the Kailua Palms Estate Guest House, a fabulous two bedroom, two ...
Click For PricingVRBO
- From $246 per night (USD)
VRBO
Available and legal for stays less than 30 days.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Hawaii Sheffield House has been a legal bed and breakfast for over 30 years. We are available and legal for stays of l ...
From $246 per night (USD)VRBO
- From $627 per night (USD)
VRBO
Secluded Home w\/ Pool in Gated Community, Steps From Beautiful Kailua Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our 2,600+ square foot home is the perfect balance between luxury and laid-back comfort. The property has marble floors, ...
From $627 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Breezy Beachfront, Ocean-View Paradise
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Beachfront Oasis with Beach and Ocean Views, adjacent to Kailua Beach Park at the entrance to Lanikai. Breath in the co ...
From $400 per night (USD)VRBO
- From $979 per night (USD)
VRBO
Great Location, Large Pool, Koi Pond, Walk to Kailua Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Our zen themed home has a beautiful koi pond courtyard and an inviting mosaic tiled swimming pool in the backyard. Each ...
From $979 per night (USD)VRBO
- From $3875 per night (USD)
VRBO
Luxurious 6BR Private Hawaiian Oceanfront Villa
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Chosen as the home for President Obama's six Christmas Vacations between 2011-2016, you will soon want to stay here as w ...
From $3875 per night (USD)VRBO
- From $825 per night (USD)
VRBO
Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
ALOHA! The Kailua Bliss Beach House is a casual and relaxed beach house in the quiet Beachside neighborhood in Kailua, l ...
From $825 per night (USD)VRBO
- From $1020 per night (USD)
VRBO
Gorgeous House, Heated Pool, AC, Steps to Beach. Inquire about shorter stays.
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
This huge home with a pool and deck is just 4 houses from Kailua Beach. Featuring an indoor/outdoor floor plan with a pr ...
From $1020 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Hawaiian 1 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Located just off H3 in awesome Kailua . This ground floor one bedroom has everything a professional needs. Built in 2020 ...
Click For PricingExpedia
- From $248 per night (USD)
VRBO
Kailua Beach Cottage with A\/C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
100% Kailua Lifestyle. In Jan 2022, we resumed renting this cottage as a vacation rental. (We stopped in March 2020 d ...
From $248 per night (USD)VRBO
- Click For Pricing
VRBO
Orchid House - Pool and Endless Ocean views!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
ORCHID HOUSE TA # 087-311-0016-01 With magical views of the Mokuluas from most rooms, this 3 bedroom, 4 bath custom hom ...
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VRBO
Stunning Oceanfront Beach House w\/AC & Mokulua Isle Views at Lanikai Oceanside
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
With front row seats to the ocean and the famous Mokulua Islands of Kailua, Lanikai Oceanside offers the best seats in t ...
Click For PricingVRBO
- From $379 per night (USD)
VRBO
Private Luxury Home, Steps from the Beach w\/ AC, Ranch Beach House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ranch Beach House is a hidden Hawaiian gem, just steps away from Kailua’s powder white sand beaches. Centrally located o ...
From $379 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Coconut Grove Kailua Vacation Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This adorable pup-friendly, 3 bedroom, 1 bath vacation rental is ideally located, walking/biking distance to both the qu ...
From $233 per night (USD)VRBO
- From $375 per night (USD)
VRBO
MINUTES TO KAILUA BEACH-FABULOUS POOL great indoor\/ outdoor living
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
ABSOLUTELY FABULOUS very large two bedroom two bath house or more.... if you rent the loft which has another HUGE bedro ...
From $375 per night (USD)VRBO
- From $94 per night (USD)
VRBO
Kailua Blue Ocean Breeze Beach Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our Kailua studio is located just three minutes walking from the most beautiful beach in the world. A gated entrance le ...
From $94 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Luxury Coconut Grove, Kailua Vacation Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Bright and airy home with ample large windows to let in the fresh ocean breeze. Brand new built in 2021! Spacious room ...
From $300 per night (USD)VRBO
- From $1305 per night (USD)
Expedia
40 Steps to Beautiful White Sand Beach \n
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Tropical Trade Winds and Unsurpassed Views are from our Beach Front Home. Opens up for full enjoyment of Hawaii's Clim ...
From $1305 per night (USD)Expedia
- From $840 per night (USD)
VRBO
Luxe O'ahu Villa w\/ Gourmet Kitchen, Media Room, & Private Oasis in Lanikai
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Prices start at $18,000/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quot ...
From $840 per night (USD)VRBO
- From $928 per night (USD)
VRBO
Exquisite Oceanfront Retreat w\/Mokulua Views, AC & Lush Yard: Lanikai Seashore
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Experience luxurious coastal living at Lanikai Seashore, a tropical two-story vacation rental just steps away from the r ...
From $928 per night (USD)VRBO
- From $630 per night (USD)
VRBO
Luxurious Kailua Home w\/Pool Oasis, A\/C shot distance to beaches and Shopping
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Prices start at $25,000/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quot ...
From $630 per night (USD)VRBO
- From $909 per night (USD)
VRBO
Beachside 🏖 Family, vacation home with pool 🌺 NO CLEANING FEE!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This Kailua, beachside, pool home was completely remodeled in 2019 with all new kitchen, bathrooms, pool house, pool sur ...
From $909 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Steps to quiet part of Kailua beach, renovated, entire home, A\/C, perfection
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Kailua Beach is the No. 1 beach in the US, but avoid the crowds and hassle. Enjoy the much more quiet/private part of th ...
From $400 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity- pool and spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Perfect Kailua Home on 18,000 square feet of land all your own!! Lots of room to spread out!! We have a gorgeous newly ...
From $1500 per night (USD)VRBO
- From $630 per night (USD)
VRBO
Beachfront Plantation Cottage - 3sqm \/ 2sqm House - Kailua Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Within half an hour of Honolulu International Airport and Waikiki, this quaint beach house sits on one of the most beaut ...
From $630 per night (USD)VRBO
- From $630 per night (USD)
VRBO
Hale Ainoni 3 Bedroom, 3 Bath!! Walk To The Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Hawaiian Paradise, across the street is a short path to Kailua Beach, voted #1 beach in America by Conde Nast Traveler M ...
From $630 per night (USD)VRBO
- From $239 per night (USD)
VRBO
Tropical 1bd\/1ba, office WFH, w\/pool, spa, a\/c (30+ day discount!)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Final Bookings must be 30 consecutive days or more. Send us a message to inquire about rates! Imagine strolling along ...
From $239 per night (USD)VRBO
- From $426 per night (USD)
VRBO
New Discounted Rates for Apirl & May ! Steps to Kailua beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is a legally established property, please read more below... Our Hawaiian-style 3 bedroom 3 bath vacation home is ...
From $426 per night (USD)VRBO
- From $1395 per night (USD)
VRBO
Hale Maluhia Lanikai - Special On Beautiful Lanikai Home!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Old Hawaiiana. Steps from the world-famous, Lanikai Beach, this three bedroom, three-bath retreat has the true feel of t ...
From $1395 per night (USD)VRBO
- From $571 per night (USD)
VRBO
licensed NUC no 90\/TVU-0326 Serenity Beachfront Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming beachfront cottage right on Kailua Beach! licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage. This deli ...
From $571 per night (USD)VRBO
- From $503 per night (USD)
VRBO
Quaint Lanikai Cottage! Such a gem!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This is a legally established property, please read below for more info... This cute quaint cottage is perfect for a va ...
From $503 per night (USD)VRBO
- From $444 per night (USD)
VRBO
Makana's Place
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This is a legally established rental. Please read below for more info.... Makana's Place can be rented in quaint Kailu ...
From $444 per night (USD)VRBO
- From $363 per night (USD)
VRBO
Island breeze Hale
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This breezy lake front home features a large deck with spectacular panoramic views. Great for barbequing or taking a dip ...
From $363 per night (USD)VRBO
- From $85 per night (USD)
VRBO
World Famous Kailua Beach Charming Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Studio Cottage near Kailua Beach and Beach Park! Large, 200 square foot lanai, fully furnished. Nice neighborhood setti ...
From $85 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful hillside cottage with stunning ocean view offers the perfect getaway for a couple, small family, or up to ...
From $175 per night (USD)VRBO
- From $100 per night (USD)
VRBO
Lanikai Garden Lanai Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lovely quiet private studio with gorgeous ocean views from either common deck or your private deck as well as through st ...
From $100 per night (USD)VRBO
- From $310 per night (USD)
VRBO
Loft In Kailua - Spacious with Parking, Internet and minutes to Kailua Beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
MINUTES TO KAILUA BEACH AND TOWN!! This well appointed one bedroom split level loft apartment is beautifully furnished ...
From $310 per night (USD)VRBO
- From $144 per night (USD)
VRBO
Kailua Guest Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful attached guest suite. This Private guest suite has a full kitchen, washer/dryer, stainless steel appliances an ...
From $144 per night (USD)VRBO
- From $251 per night (USD)
VRBO
Little Yellow Cottage: Steps to Lanikai Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the beachside residential community of Lanikai in Kailua, this home is well appointed with all the creature ...
From $251 per night (USD)VRBO
- From $228 per night (USD)
VRBO
Hale Mokolea: Gem of Lanikai: Steps to Lanikai Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the beachside community of Lanikai, Kailua, this fully furnished home is over 1400 square feet of luxury livi ...
From $228 per night (USD)VRBO
- From $2500 per night (USD)
VRBO
Kailua Beachfront SHORT-TERM LICENSED RENTAL - Amazing Views, Spacious Home
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Place in Paradise - Kailua offers casual oceanfront accommodations on one of the most beautiful beaches in Hawaii. Kai ...
From $2500 per night (USD)VRBO
- From $631 per night (USD)
VRBO
Kailua Lanikai By The Sea- 3 Bed, 2 1\/2 Baths, 2200 sq. ft., A\/C, Sleeps
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
As many travelers have overlooked our instructions below requesting that you DO Not book any dates prior to communicatin ...
From $631 per night (USD)VRBO
- From $250 per night (USD)
VRBO
3 bedroom 2 bathroom single family home in Kailua Beach Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Home Our home is your home. With a fenced back yard, and plenty of spaces to relax including our covered lanai, you ...
From $250 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Steps to Kailua Beach-Heated Pool-Air Conditoned-7 Night Minimum Stay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful four bedroom (two luxury master suites, one guest suite and guest bedroom, all air conditioned), four bat ...
From $850 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Luxury 2 bd 2 bath - world famous Lanikai Beach - less than 5 min walk to water!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
** Calendar may not always have latest available dates or be updated. Hale Anuenue i Lanikai may be available - always ...
From $300 per night (USD)VRBO
- From $451 per night (USD)
VRBO
Charming Tropical Oasis w\/Private Pool & A\/C, Walk to Beach - Lanikai Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Lanikai Cottage features two dwellings on the same property, providing a total of three bedrooms and two bathro ...
From $451 per night (USD)VRBO