Kailua Rentals
- From $938 per night (USD)
VRBO
The Perfect Lanikai Retreat With Direct Access To Secluded White Sand Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hale Kainalu is a sweet getaway at the end of Lanikai with exclusive secluded beach used by only 5 houses within a gated ...
From $938 per night (USD)VRBO
- From $1800 per night (USD)
Expedia
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)Expedia
- From $285 per night (USD)
VRBO
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)VRBO
- From $518 per night (USD)
VRBO
Lanikai Ocean Front Duplex Bungalow. Awesome! Private ocean access.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Location Location Location! Our Lanikai ocean front location exactly in front of the twin Mokulua Islands provides endle ...
From $518 per night (USD)VRBO
- From $1838 per night (USD)
VRBO
3 Storey Oceanfront Home with Spectacular Views and Access to Secluded Beach!
- Bedrooms:
- 9
- Bathrooms:
- 6
- Sleeps:
- 12
Hale Kolea is perfect for families and larger groups... A 3 story home at the end of Lanikai with access to an exclusive ...
From $1838 per night (USD)VRBO
- 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 $1700 per night (USD)
VRBO
Beachfront spectacular Kailua beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Aloha from Kailua; we must do a 30-day minimum on our rental home until otherwise noted. Please don’t let this affect wh ...
From $1700 per night (USD)VRBO
- From $926 per night (USD)
VRBO
Waterfront, pool\/spa Home with amazing views! NO CLEANING FEE!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Pulelehua Point is a four bedroom, three bath, single story, stand alone home ideal for families, couples, or a retreat. ...
From $926 per night (USD)VRBO
- From $228 per night (USD)
VRBO
For a New Beautiful Kailua Home, Near the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
31 days minimum stay This new renovated beautiful property is well decorated and totally tropical, a very clean and comf ...
From $228 per night (USD)VRBO
- From $1650 per night (USD)
VRBO
Adorable Beachfront Home Located on Secluded White Sand Beach!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Hale Mahina is a lovely beach home located on a pristine, secluded white sand beach that can only be accessed by a few h ...
From $1650 per night (USD)VRBO
- From $499 per night (USD)
VRBO
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 $499 per night (USD)VRBO
- From $863 per night (USD)
VRBO
Gorgeous Oceanfront Home w\/Mokulua Isle Views, Yard & AC: Lanikai Oceanside
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
With front row seats to the ocean and the famous Mokulua Islands of Kailua, Lanikai Oceanside offers the best seats in t ...
From $863 per night (USD)VRBO
- From $3563 per night (USD)
VRBO
Gorgeous Lankai Villa with Access to Secluded White Sand Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
This gorgeous 5 bedroom, 4.5 bathroom, gated oceanfront villa was built in 1918 and has just been fully remodeled with a ...
From $3563 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Available and legal for stays less than 30 days
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Yes, we are a legal, licensed bed and breakfast. We are available and legal for stays of less than 30 days. We are n ...
From $252 per night (USD)VRBO
- From $729 per night (USD)
VRBO
Stunning Kailua Oceanfront Getaway
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Kaimalino Kai is a two story, 3 bedroom, 4 full bathroom oceanfront gem perched elegantly against the backdrop of Kailua ...
From $729 per night (USD)VRBO
- From $875 per night (USD)
VRBO
Resort-like, Kailua Lanikai, 2 Min walk to Beach, Pool, AC, High Speed WiFi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This stunning property is accepting one stay once per month. Please inquire if we can accommodate your desired stay. We ...
From $875 per night (USD)VRBO
- 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 $1463 per night (USD)
VRBO
Oceanfront Lanikai Home with Access to Secluded White Sand Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Hale Melia - This four bedroom, four bathroom home is ideal for families. It features high vaulted ceilings, a large ope ...
From $1463 per night (USD)VRBO
- From $578 per night (USD)
VRBO
The Banyan Beach Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kailua's Banyan Beach Bungalow is Magnificently Graceful in it's Design. Truly Island Elegance at it's best.... Floor t ...
From $578 per night (USD)VRBO
- From $644 per night (USD)
VRBO
Peaceful Oceanfront Home Near Downtown Kailua w\/ BBQ & AC: Kai Mele
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Kai Mele, your next charming beachfront getaway filled with all the historic charm and character. Nestled on ...
From $644 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Charming Lanikai Cottage. Contact Owner for Availability and Custom Dates!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Calendar may not reflect accurate availability. Please contact owner with custom requests. Enjoy this lovely and elega ...
From $295 per night (USD)VRBO
- Click For Pricing
VRBO
Beautiful Kailua Home in the best neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wonderful open floor plan home with 3 bedrooms and 2 baths all remodeled and updated. Has an amazing pool and BBQ area w ...
Click For PricingVRBO
- From $872 per night (USD)
Expedia
Upscale Kailua Getaway: Steps to Swim Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
An unforgettable Hawaiian escape awaits at this luxurious 3-bedroom, 2-bathroom Kailua vacation rental home! Sip your co ...
From $872 per night (USD)Expedia
- From $1065 per night (USD)
VRBO
Wow! Home just steps from the Beach with Private Salt Water Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This is a legally established property, please read below for more info... Hawaiiana home just steps from the world fam ...
From $1065 per night (USD)VRBO
- From $2100 per night (USD)
Expedia
Kailua Beachfront w\/Pool - Licensed Short-Term Rental - Steps to Kailua Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
One of the few Licensed Short-Term Vacation Rentals on the Windward side of Oahu, this three bedroom, three bath home wi ...
From $2100 per night (USD)Expedia
- From $120 per night (USD)
VRBO
Entire Fantastic Kailua Cottage.. waiting for you!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
E Komo Mai! (Welcome!) An Awesome guest house located in the back of our home waiting to welcome you to beautiful Hawaii ...
From $120 per night (USD)VRBO
- From $140 per night (USD)
VRBO
Kailua, vaulted ceiling, Office , yard, carport, BBQ, 15 min walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy this very clean and safe home in a tropical climate. Home office furniture and superb Internet for teleworking p ...
From $140 per night (USD)VRBO
- Click For Pricing
VRBO
LANIKAI Plantation Cottage located only 3 houses from famous Lanikai Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This fully furnished 2-bedroom, 2-bath 2-story cottage is part of a private, gated, rambling plantation-style property. ...
Click For PricingVRBO
- From $2800 per night (USD)
VRBO
Oceanfront Luxury Home in Lanikai- sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Hale Mokulua is perfectly situated in front of the iconic Mokulua Islands. Relax as you watch the sun and moon rise ...
From $2800 per night (USD)VRBO
- 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 $1067 per night (USD)
VRBO
Elegant Home w\/Private Beach Access, Pool & AC: Relaxing Lokomaika'i Kailua
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Let the relaxing atmosphere of Lokomaika’i Kailua (meaning Gracious Kailua) whisk you into vacation mode. The home inclu ...
From $1067 per night (USD)VRBO
- From $285 per night (USD)
VRBO
\"Tropical Garden Paradise\" Steps to beautiful Kailua Beach on our Private lane
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The City and County rules allow us to rent to only one tenant in a 30 day period, The Daily rate will be less for any pe ...
From $285 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Steps To Kailua Beach - Heated Pool - Air Conditioned - 7 Night Minimum Stay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Hale Kea is a newly renovated Hawaiian-style home designed for casual living and family entertainment; just steps to bea ...
From $750 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
New Listing! Top of Lanikai Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
As the name implies, the Top of Lanikai is distinguished by the stunning panoramic views of the ocean and iconic Mokulua ...
From $1000 per night (USD)VRBO
- From $290 per night (USD)
Expedia
250 Steps to the Beach! MONTHLY DISCOUNT!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Paradise is now more affordable than ever. E komo mai to Hale Makai, our piece of island paradise in Kailua. Beachside ...
From $290 per night (USD)Expedia
- From $170 per night (USD)
VRBO
Newly Renovated Designer Cottage- Private Yard & Deck- 5 Min to Kailua Beach
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 3
Tropical Paradise with your own yard... Over 800 square feet of living. Our newly renovated cottage is the perfect geta ...
From $170 per night (USD)VRBO
- From $1580 per night (USD)
VRBO
Enjoy watching for Sea Turtles off your Ocean Front Deck!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
TA-006-302-3104-01 Beautiful ocean front home at the beginning of Oahu's famous Lanikai Beach!. 2 bedroom, 1 bathroom m ...
From $1580 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Ocean View Guest Cottage - 90\/TVU-0287
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will app ...
From $450 per night (USD)VRBO
- From $162 per night (USD)
VRBO
Kailua, rental, yard, carport, BBQ, 7 min drive to bch
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy a very clean and safe home in a tropical climate. Home office furniture and superb Internet for teleworking profe ...
From $162 per night (USD)VRBO
- From $140 per night (USD)
VRBO
Kailua Private Place in Paradise. Sleeps 2 to 4! Full Kitchen, AC, lanai w\/BBQ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Palm trees swaying overhead, beautiful bougainvillea and other tropical flora are all yours in this large, 750 sqft, air ...
From $140 per night (USD)VRBO
- From $883 per night (USD)
VRBO
Ohana Beach House - 5 Bedrooms - Steps Away from Kailua Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Just steps from one of the most beautiful tourist-free beaches on the island of Oahu, this Hawaiian style home is a perf ...
From $883 per night (USD)VRBO
- From $256 per night (USD)
VRBO
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)VRBO
- From $1400 per night (USD)
VRBO
Fabulous Luxury Kailua Beachfront Private pool and Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
VIEWS!! Absolutely beautiful right on Kailua beach with pool and spa . Six bedrooms of beach-front paradise in Kailua ...
From $1400 per night (USD)VRBO
- From $726 per night (USD)
VRBO
Beautiful Private Home w\/Pool, Yard & AC - Walk to the Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Just steps away from coveted Lanikai Beach, sits our newest luxury rental - Lanikai Breeze. Built in 2017, this brand ne ...
From $726 per night (USD)VRBO
- From $1761 per night (USD)
VRBO
Large Private Luxury Home w\/Pool, A\/C and Ocean Views. Kailua Shores Estate.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
One of the largest, most private and secluded vacation rental residences on the island of Oahu, Kailua Shores Estate pro ...
From $1761 per night (USD)VRBO
- From $499 per night (USD)
VRBO
Prime Location Across from Kailua Beach Park w\/AC!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This charming and cozy two bedroom Kailua cottage is a perfect retreat for the budget minded traveler desiring a beach s ...
From $499 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Secluded Beach Bungalow with Private Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Aloha! We renovated this old-style Hawaiian home so that it will have the charm of old Hawaii with modern conveniences. ...
From $218 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Kakela Kai, Beachfront Kailua Home, Private, A\/C
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A comfortable beachfront home set in a security-gated neighborhood with central air condition. Decorated with island st ...
From $675 per night (USD)VRBO
- From $295 per night (USD)
Expedia
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)Expedia
- From $383 per night (USD)
VRBO
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)VRBO
- From $495 per night (USD)
Expedia
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)Expedia
- From $1800 per night (USD)
VRBO
Lanikai Beach Front-Lic #90\/TVU-0042 - Views, Beach, Legal Short-term Rental
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Walker's Lanikai Beach House. John Walker, was a Scotsman who made his way to Hawaii as a young man in the ...
From $1800 per night (USD)VRBO
- From $316 per night (USD)
Expedia
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)Expedia
- From $149 per night (USD)
VRBO
KAILUA-STEPS TO THE BEACH
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome all guests...long term or min 30 days stays welcome ...Kailua is a relaxed lifestyle, and a Hawaiian home to r ...
From $149 per night (USD)VRBO
- From $627 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 $627 per night (USD)Expedia
- From $98 per night (USD)
VRBO
10min stroll to Kailua Beach -Split Aircon\/wireless\/kitchen\/solar
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
QUIET LOCATION: Secluded on the side of our Kailua home you’ll find Holiday Palms. This private cottage is a remodeled, ...
From $98 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Private Single-Family Home on large tropical landscaped lot
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our Kailana home is newly renovated and decorated with beautiful, comfortable, tropical taste. It is located in a wond ...
From $325 per night (USD)VRBO
- From $203 per night (USD)
VRBO
Kailua Beach Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Live the Kailua Lifestyle. Listen to the surf from your 1 bedroom studio. Enjoy the quiet comfort of the Windward side ...
From $203 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Happy House on Exquisite Kailua Beachside Property!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Kailua Beachside: Charming beach house steps from the white sands of beautiful Kailua Beach. Nestled in a large, private ...
From $425 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Footsteps to Hawaii's Best Beach
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
State of Hawaii Transient Accommodation Registration: TA-046-155-5712-01 In compliance with the revised ordinances of t ...
From $165 per night (USD)VRBO
- From $2250 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 $2250 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 $880 per night (USD)
VRBO
Naupaka Hale & Cottage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
NAUPAKA HALE TA-151-566-1312-02 THIS PROPERTY RENTS ONLY MONTHLY FOR 30 DAYS AND LONGER. Idyllic classic Hawaiian style ...
From $880 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 $748 per night (USD)
VRBO
3,200 sq ft House with Pool, 6 Bedrooms, walking distance to Kailua and Lanikai
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
The Pool House in Kailua offers 3,200 sq ft with 6 bedrooms, 4 baths and one amazing pool. Located in a peaceful and lus ...
From $748 per night (USD)VRBO
- From $151 per night (USD)
VRBO
Perfect Oasis, Steps To The Beach! 100% Solar!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This quiet 400-square foot cottage sits by the blue-tiled pool and offers the perfect resting spot after a full day of a ...
From $151 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Footsteps to Hawaii's Best Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
State of Hawaii Transient Accommodation Registration: TA # 197-713-5104-01 In compliance with the revised ordinances o ...
From $185 per night (USD)VRBO
- From $4620 per night (USD)
VRBO
Luxury Beachfront Estate w\/Pool, Spa, AC, Sauna & More: Kailua's Kai Moena
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
This luxury vacation rental sits on nearly 60,000 sq. ft. of prime Kailua Beach property with 225+ sq. ft. of linear bea ...
From $4620 per night (USD)VRBO
- From $5227 per night (USD)
VRBO
Luxury Beachfront Kai Moena Estate w\/Pool, Spa, AC, Sauna, Tennis Court & More!
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 18
This luxury vacation rental sits on nearly 60,000 sq. ft. of prime Kailua Beach property with 225+ sq. ft. of linear bea ...
From $5227 per night (USD)VRBO
- From $2250 per night (USD)
VRBO
Newly REMODELED AND the best access to sandy Lanikai Beach! NUC # 90\/TVU-0031
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
HALE LANIKAI Lic# TA-161-257-7280-01 Non-Conforming Use Permit Number 90/TVU-0031and is compliant with Hawaii State Leg ...
From $2250 per night (USD)VRBO
- From $1980 per night (USD)
VRBO
KAILUA BEACH VILLA - 90\/TVU-0286
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 14
Additional guest fee of $98 per person per day applies to parties over 10 people. Additional service fee and tax will ap ...
From $1980 per night (USD)VRBO
- From $2625 per night (USD)
VRBO
Expansive Beachfront Kailua Shores Estate w\/Pool, Spa, AC & Breathtaking Views
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 18
One of the largest, most private and secluded vacation rental residences on the island of Oahu, Kailua Shores Estate pro ...
From $2625 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Beach House steps from Kailua Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy the close proximity to Kailua Beach/Beach Park and Lanikai in this spacious, well-appointed beach house, steps fro ...
From $325 per night (USD)VRBO
- From $595 per night (USD)
VRBO
Kailua Beach \"The Pink House\" 100 Yards from Ocean
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
The Pink House is a perfect beach house set 100 yards from beautiful Kailua Beach. This Hawaiian Style Home has an open ...
From $595 per night (USD)VRBO
- From $350 per night (USD)
VRBO
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)VRBO
- From $542 per night (USD)
Expedia
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)Expedia
- From $3429 per night (USD)
VRBO
Mountainside Ocean View Home w\/ Private Pool & soaking tub with a view
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Find your next dream vacation here at Hale Lani, situated on the picturesque northern shores of Oahu, Hawaii. Hale Lani ...
From $3429 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Enchanting Beach Bungalow with Private Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Aloha! We renovated this old-style Hawaiian home so that it will have the charm of old Hawaii with modern conveniences. ...
From $289 per night (USD)VRBO
- From $871 per night (USD)
VRBO
Just off the Sand-Newly remodeled-Heated Pool-AC throughout-7 Night Minimum Stay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This newly remodeled 2700 square foot Hawaiian Style home is absolutely amazing, one of the highest quality vacation ren ...
From $871 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Quiet, Private, Beachy 2-bedroom, Walk to Kailua Beach, A\/C
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Pacheco's Hale is a beautiful two-bedroom, second-floor unit - nice and breezy with a private entrance. This clean, quie ...
From $220 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Coconut Grove Cottage, Walk to Beach and Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful, cozy cottage in the quiet Coconut Grove neighborhood of Kailua is perfect for your vacation getaway! Yo ...
From $200 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 $444 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 $444 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Steps to Kailua Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This cute little old beach house is just seconds away from famous Kailua beach! Take a plunge into the ocean, or a short ...
From $289 per night (USD)VRBO
- From $984 per night (USD)
VRBO
Bright Kailua Retreat w\/hot tub, Lush Pool, Walk to Beach: Hale Ohana
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Hale Ohana meaning Family House is just that! With multiple lounge areas, pool, hot tub, game room inclusive of a spider ...
From $984 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 $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
- Click For Pricing
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 $2539 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 $2539 per night (USD)Expedia
- 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 $140 per night (USD)
VRBO
Kaneohe Bay View 2br\/1.5ba
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
***HAWAII STATE LAWS governing short-term rental properties: In order to comply with the Honolulu vacation rental rules ...
From $140 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Kailua Cottage 3 bedroom 2 bath with an office room. Minimum 30 consecutive days
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Newly reannotated single family home with 3 bedroom 2 bath plus additional office room located in heart of Kailua. Feat ...
From $280 per night (USD)Expedia
- From $362 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 $362 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 $450 per night (USD)
VRBO
Makani Moana - Lanikai; w\/spectacular views of the Mokulua Islands; AC
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Come experience Makani Moana (Ocean Breeze). Set up on a hill in Lanikai overlooking the Mokulua Islands, this property ...
From $450 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