Kailua Rentals
- From $210 per night (USD)
VRBO
Romantic Oceanview Guesthouse. Steps from the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Just a two minute (75 yard) walk to beautiful Kailua Beach using our private beach access! Air conditioning and Wifi in ...
From $210 per night (USD)VRBO
- From $995 per night (USD)
VRBO
Lanikai Hale - 2 cottages to rent together or separately - sleeps up to 12
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Lanikai Hale ~ Two Hawaiian style cottages (which can be rented together or separately) on a large fenced-in ...
From $995 per night (USD)VRBO
- From $389 per night (USD)
VRBO
Kailua Beachside Studio - Tropical Breeze
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
This is a legally established property, please read more below Serene tropical comfort in your own private studio, just ...
From $389 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Lanikai Studio with Stunning Ocean View looking out at the Mokulua Islands
- Bedrooms:
- 2
- Bathrooms:
- 0
- Sleeps:
- 2
Beautiful Lanikai studio with stunning ocean view offers the perfect getaway for a single or couple. Ideal for Military ...
From $125 per night (USD)VRBO
- From $80 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 $80 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 $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 $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
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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 $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 $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
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Expedia
Lanikai Lux Living
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bedroom 2 1/2 bath townhouse is located in Lanikai. It is fully furnished and ready for move in. Gated Community ...
Click For PricingExpedia
- From $790 per night (USD)
VRBO
Lanikai Beachfront - Sunrise over the Mokulua Islands - SPECTACULAR!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This classic Lanikai Beach House rests on one of the most pristine areas of Oahu. Guests enjoy direct beach access from ...
From $790 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 $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 $450 per night (USD)
Expedia
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)Expedia
- From $127 per night (USD)
VRBO
Kailua Beach\/Lanikai LUX apartment w\/Ocean Views from Rooftop Sun Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Tastefully remastered, 1937 cottage + rooftop lanai and BBQ area. The Kailua Beach Hideaway is tucked up on the hillsid ...
From $127 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Updated and Contemporary. Close to Kailua Beach w\/heated pool and spa!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Kainui, a single-story garden view home, featuring 3 bedrooms, 3 bathrooms, a bonus office space and a fabulo ...
From $500 per night (USD)Expedia
- Click For Pricing
VRBO
DaLight - A beautiful home in a quiet neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Light and bright Kailua apartment on the first floor of our new home. It has it's own entrance and living space. New hom ...
Click For PricingVRBO
- From $580 per night (USD)
Expedia
La Bella's Bed and Breakfast-Nai’a Suite-Walk to beach-In Kailua (O’ahu)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
La Bella's B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. We are one of the fe ...
From $580 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Beautiful Kailua Hale Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This spacious studio is a permitted short term rental unit conveniently located in Kailua. Walking distance to Kailua Be ...
From $314 per night (USD)VRBO
- From $436 per night (USD)
Expedia
Beautiful Kailua Hale 1 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This spacious one bedroom is a permitted short term rental located in Kailua. Kailua is best known for the number one b ...
From $436 per night (USD)Expedia
- From $600 per night (USD)
VRBO
La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are ...
From $600 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Sunny Kailua Home w\/ Covered Lanai 1 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Say aloha to this beautiful vacation rental in east Oahu! This Kailua home features 3 bedrooms, 2 bathrooms, a well-equi ...
From $195 per night (USD)Expedia
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VRBO
Kalama Beach Studio
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
This cozy, beachy bungalow is right across from the manicured and security patrolled Kalama beach Park entry onto the wo ...
Click For PricingVRBO
- From $800 per night (USD)
VRBO
OCEANFRONT LANIKAI BEACH ESTATE
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Aloha Relax and unwind at Kai Hale. This beautiful Lanikai ocean front home is directly in front of the Mokulua Islands ...
From $800 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Paradise On the Hill
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Located in Kailua on Kalaheo Hillside on a nice quiet street. This is a fully renovated property with beautiful fixtures ...
From $255 per night (USD)VRBO
- From $2500 per night (USD)
Expedia
Lanikai 5 star LUXURY PRIVATE OCEANFRONT, steps into the sea, pool, spa!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 7
A Beautiful retreat property with the Famous Mokulua Island Views enjoy your heated pool and spa, outside dining areas, ...
From $2500 per night (USD)Expedia
- From $1199 per night (USD)
VRBO
The Kai Hale - Cozy Lanikai Beachfront Cottage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This lovely quaint home sits on the famous Lanikai beach. You'll get direct access to one of the world's most sought aft ...
From $1199 per night (USD)VRBO
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Expedia
Rare find! Kailua Beach Loft style - 4 mins from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kailani Loft, meaning "heavenly seas", ideal for those desiring a space to indulge and unwind. Centrally located, walk ...
Click For PricingExpedia
- From $436 per night (USD)
VRBO
Across the street from Kailua Beach Park, Boat Ramp and near Lanikai Point
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Live your best life! An opportunity for beach living in this renovated and updated luxury home with views of Kailua Beac ...
From $436 per night (USD)VRBO
- From $164 per night (USD)
Expedia
Across the street from Kailua Beach Park, Boat Ramp and near Lanikai Point
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Live the beach life! An opportunity to live across the street from Kailua Beach Park, with the perfect combination of sa ...
From $164 per night (USD)Expedia
- From $159 per night (USD)
VRBO
1 Bedroom AC Modern Walk to Kailua Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Turn key ready for a relaxing stay. With on site parking, a common use gated entrance leads you down a lava rock pathw ...
From $159 per night (USD)VRBO
- From $2200 per night (USD)
Expedia
Licensed Short-Term Rental - APRIL CANCELLATION - CALL NOW FOR SPECIAL RATE!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
This spectacular beachfront home offers two living spaces on the best part of Kailua Beach - known throughout the State ...
From $2200 per night (USD)Expedia
- Click For Pricing
VRBO
Stunning Lanikai studio - 5 min walk to Kailua and Lanikai Beach!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Beautiful hillside studio with breathtaking ocean views. Wake up to spectacular sunrises, watch the whales play, and enj ...
Click For PricingVRBO
- Click For Pricing
VRBO
One block from the renowned Kailua Beach! Detached, private-entry studio.
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Inviting, private and welcoming studio complete with all basic necessities. King size bed, dining table, bathroom, kitch ...
Click For PricingVRBO
- From $107 per night (USD)
VRBO
Location, Location, Location Beautiful Lanikai Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Book with confidence! This property is professionally managed by Ali'i Beach Rentals. This property is a 30-day minimum ...
From $107 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Location, Location, Location Beautiful Lanikai Home Downstairs
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Book with confidence! This property is professionally managed by Ali'i Beach Rentals. This property is a 30-day minimum ...
From $220 per night (USD)Expedia
- From $171 per night (USD)
VRBO
Location, Location, Location!! Beautiful Lanikai Home Upstairs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Book with confidence! This property is professionally managed by Ali’i Beach Rentals. This property is a 30-day minimum ...
From $171 per night (USD)VRBO
- From $2048 per night (USD)
Expedia
Gorgeous Kailua Beachfront - private, heated pool\/spa. OPEN FOR HOLIDAYS!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Recently updated with stylish contemporary design, this spacious Kailua home sits on Kailua Beach with nearly 100 linear ...
From $2048 per night (USD)Expedia
- Click For Pricing
VRBO
LARGE KAILUA STUDIO
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Kailua is a much-coveted beachside town with award winning beaches and the most beautiful tepid waters. Experience a tas ...
Click For PricingVRBO
- From $750 per night (USD)
Expedia
Beautiful 4 Bed 3 Bath-Kailua-Endless Summer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
As you enter into the home you walk into the living/family room, then straight ahead is the sliding door that leads to t ...
From $750 per night (USD)Expedia
- From $111 per night (USD)
VRBO
Stunning Views: 5 min to beach and you will be amazed by the mountain views !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You can be soothed by the trade winds, birds singing and fragrances of Hawaii. Just a short walk to Kailua and Lanika ...
From $111 per night (USD)VRBO
- From $233 per night (USD)
Expedia
4-bedroom Lanikai Home, Saltwater Pool, walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
30-day minimum! This furnished Lanikai charming residence has recently undergone a series of impressive upgrades, waitin ...
From $233 per night (USD)Expedia
- Click For Pricing
VRBO
La Casita Ohana unit
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
About this space Experience the convenience of this impeccably situated Ohana unit, offering easy access to nearby beach ...
Click For PricingVRBO
- From $325 per night (USD)
Expedia
Pool & Beachside—NEW Kailua Luxury Beach House - Direct beach access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Indulge in an unforgettable stay at our BRAND-NEW rental house situated in the most desirable location by the world-reno ...
From $325 per night (USD)Expedia
- Click For Pricing
Expedia
Lanakai View house short walk to the water.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to paradise and experience the ultimate getaway in this newly remodeled 2-bedroom, 2-bathroom home with breathtak ...
Click For PricingExpedia
- From $258 per night (USD)
VRBO
Omao - Kailua, Oahu - Cute Kailua Beach House - NEW RENTAL
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful Kailua home is minutes from Kailua town and walking distance to one of the most desirable beaches on Oahu ...
From $258 per night (USD)VRBO
- Click For Pricing
VRBO
Sanctuary at Lanikai
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Step into our mid-century modern beach house in Lanikai, Oahu's most coveted beach community! Delight in sweeping views ...
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Expedia
Close to famous Kalama Kailua and Lanikai Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy, clean, gated and safe Hawaiian style home in great location close to famous Kalama Beach, 3 min away from Kailua/ ...
Click For PricingExpedia
- From $242 per night (USD)
VRBO
Sunshine Cottage just steps to Kailua beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This charming Kailua beach cottage is furnished with comfort and ease and comes with a spacious open floor plan. Modern ...
From $242 per night (USD)VRBO
- From $127 per night (USD)
Expedia
LAST MINUTE DEAL* Exquisite Tropical Oasis* Studio\/Apartment on Beach Lane
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Your Tropical Oasis Steps from the Beach Escape to our large, peaceful studio with cathedral ceilings and a private yar ...
From $127 per night (USD)Expedia
- From $148 per night (USD)
VRBO
*Affordable Island Getaway with private yard *
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We're situated in a prime residential neighborhood, just 2 blocks away from Kailua Beach Park Entrance and Kalapawai Mar ...
From $148 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Steps to the beach * upstairs Apartment with 3 bedrooms & 2 bath* AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Just steps from one of the most beautiful beaches on the island of Oahu, this Hawaiian style home is a perfect, peaceful ...
From $253 per night (USD)Expedia
- From $462 per night (USD)
VRBO
Kailua Main Majesty 4Bed\/2.5Bath w\/ Stunning Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Experience luxury living at its finest with stunning city and ocean vistas from every angle of this remarkable home. Fea ...
From $462 per night (USD)VRBO
- Click For Pricing
VRBO
Cute, cozy 1 bed walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About this space Kick back and relax in this calm, stylish space. This charming, sunny fully furnished one bedroom has a ...
Click For PricingVRBO
- From $140 per night (USD)
VRBO
Steps to Kailua Beach, Immaculate & Private 1 BR. Great Reviews and Value!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
30 day minimum rental due to local laws. We are truly beachside with just two houses between the suite and the private ...
From $140 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Spacious 3-Bedroom, 2-Bath Apartment with Kitchen and AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Walk to Kailua beach in less than 2 minutes! Modern and spacious, 3 bedrooms, 2 bathrooms, fully air-conditioned ground- ...
From $242 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Coconut Hale Rental in Kailua-Close to the Beach-AC-Upgraded-Backyard-Garage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This is a fully furnished & updated 3/2 home with a big, fenced & shady yard with tropical trees and plants, including m ...
From $279 per night (USD)VRBO
- From $139 per night (USD)
VRBO
Modern Kailua Beach\/LANIKAI1 bedroom apartment, sleeps 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Be the first to stay at our crisp & clean new listing: Steps to Kailua Beach and Lanikai, this super cozy and modern 1 ...
From $139 per night (USD)VRBO
- From $513 per night (USD)
VRBO
Lovely Private Kailua Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our one bedroom permitted short term rental located in Kailua. Newly renovated private 1-bedroom cottage, wa ...
From $513 per night (USD)VRBO
- From $50 per night (USD)
Expedia
Sunset Studio by da Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
In the sunset studio you'll have everything you need to cook, work from home, or enjoy some beach time. Enjoy all that ...
From $50 per night (USD)Expedia
- Click For Pricing
VRBO
Authentic Kailua cottage steps away from beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Perched on a hill with cool trade winds, this renovated 1930s cottage is a block away from the beach and an easy walk to ...
Click For PricingVRBO
- From $350 per night (USD)
VRBO
Private, beachfront apartment in Lanikai with stunning ocean views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
*Our calendar may not reflect our current availability. Please feel free to reach out with any questions regarding quote ...
From $350 per night (USD)VRBO
- Click For Pricing
VRBO
Casa Luna - Beautiful & Stylish Remodeled 4bd, 3bath, 2 kitchens Home in Kailua
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This is a newly custom designed and remodeled 4 bdr - 3 bath - 2 kitchens home in one of the best neighborhoods of Oahu ...
Click For PricingVRBO
- From $90 per night (USD)
VRBO
Cozy Kailua condo all to yourself, Only a 5 minute walk to Kailua Town 7\/30
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our cozy one-bedroom apartment with stunning views of the Ko'olau mountain range and Kawainui marsh, offering ...
From $90 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Spacious & Breezy 3 Bedroom Home with Ko'Olau Views and a Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Nestled in a quiet neighborhood, this charming home is located just one mile from the heart of Kailua town's shopping an ...
From $300 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Highend 2 bdrm Home Tropical design with salt pool\/spa, beach 30+ day Discount!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Final Bookings must be 30 consecutive days or more. Send us a message to inquire about rates! This is a New High End s ...
From $425 per night (USD)VRBO
- From $189 per night (USD)
VRBO
Tropical Getaway 1bd\/1ba, gazebo w\/pool, spa, a\/c, WFH (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! Stroll along the white s ...
From $189 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Tropical Studio w\/ pool, spa, a\/c, WFH, walk to Kailua Beach (30 day Discount!)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Final Bookings must be 30 consecutive days or more. Send us a message to inquire about rates! Stroll along the white s ...
From $175 per night (USD)VRBO
- Click For Pricing
VRBO
Family cottage available July 17-August 1.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our spacious, clean 3 bedroom, 2 bath house has lots to offer for your stay. Just 7 mins walk to the beach, 30 mins driv ...
Click For PricingVRBO
- From $615 per night (USD)
VRBO
Ultimate Modern Luxury Indoor\/Outdoor Living\/Walk to Lanikai Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Lanikai Hideaway, an exquisite four-bedroom, three-bathroom private retreat nestled in the idyllic town of Ka ...
From $615 per night (USD)VRBO
- Click For Pricing
VRBO
Your favorite Kailua getaway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
About this space Discover pure beachfront bliss in our Kailua Beach House Retreat. Nestled in a coveted neighborhood jus ...
Click For PricingVRBO
- From $1995 per night (USD)
VRBO
Kailua Luxury Beachfront House
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 11
Prices start at $36,000/month and will not be pro-rated based on the length of stay. Please inquire for an accurate quot ...
From $1995 per night (USD)VRBO
- From $1286 per night (USD)
VRBO
Luxurious Waterfront 4BR Home, Island Vibe, Private Pool, Near Kailua Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Unwind at Hale Aloha by Gather, your tranquil retreat just minutes from Kailua’s famous shores. This 4-bedroom, waterfro ...
From $1286 per night (USD)VRBO
- From $192 per night (USD)
VRBO
Historic Hawaiian cottage in Lanikai fully furnished and completely remodeled
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Perched on a hill a block away from Kailua beach and just around the bend from Lanikai, this furnished home is located o ...
From $192 per night (USD)VRBO
- From $489 per night (USD)
VRBO
Calm Oasis w\/ Private Yard Just Steps from Kailua Beach: Seahorse Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seahorse Beach House is a hidden Hawaiian gem, just steps away from Kailua’s powder white sand beaches. Located on one o ...
From $489 per night (USD)VRBO
- From $1960 per night (USD)
Expedia
Oceanfront Private Lanikai Beach House
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Lanikai Beach Oceanfront. This home is a tastefully updated beachfront getaway on what is often cited as one of the worl ...
From $1960 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Ohana Rental Cottage Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We live onsite and the house was built as a rental in mind. When facing the building from the street, we are on the left ...
From $270 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Licensed Lanikai Beach Tree House since 1985 - Just 100 Yards to Lanikai Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the ultimate paradise just steps away from the breathtaking Lanikai Beach, nestled conveniently across the st ...
From $350 per night (USD)VRBO
- From $875 per night (USD)
VRBO
Superbly Designed Home w\/ Views of the Mokulua Islands & Ocean: Mokulua Sunrise
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy top-tier luxurious living on your next Hawaiian vacation at the Mokulua Sunrise ocean villa, located in the world ...
From $875 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Cozy 2 Bedroom Cottage - Steps from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Lanikai Hale's cozy 2 bedroom cottage. Newly decorated and updated, this darling home is just a few houses fr ...
From $400 per night (USD)VRBO
- Click For Pricing
VRBO
Beautiful Ohana Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Amazing space and perfectly remodeled for functional living or vacationing. Extremely useful space that includes: fully ...
Click For PricingVRBO
- From $525 per night (USD)
VRBO
Bright, breezy, upgraded house, near the ocean! Contact for rates\/availability!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Hale Alapi'i, our home in fabulous Lanikai! This is a 3b/2b ~1,400 sq. ft. main house that sleeps 4 adults o ...
From $525 per night (USD)VRBO
- From $791 per night (USD)
VRBO
Ocean View Villa w\/Beach as Backyard, Walk to Attractions: Kailua Hale Kahakai
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Let the tranquil atmosphere of Kailua Hale Kahakai whisk you away into vacation mode! Located on one of the most beautif ...
From $791 per night (USD)VRBO
- Click For Pricing
VRBO
Sunset Studio By Kailua Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
In the sunset studio you'll have everything you need to cook, work from home, or enjoy some beach time. Enjoy all that ...
Click For PricingVRBO
- From $425 per night (USD)
VRBO
Kailua Beach Lofty Bungalow - A premier luxury beachside bungalow
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kailua's Lofty Bungalow is a premier private luxury bungalow getaway - Modern design mingles with traditional elegance i ...
From $425 per night (USD)VRBO
- From $686 per night (USD)
VRBO
Private Luxury Home, Steps from the Beach w\/ AC: Ranch Beach House Estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Ranch Beach Estate is a hidden Hawaiian gem, just steps away from Kailua’s powder white sand beaches. Located on one of ...
From $686 per night (USD)VRBO
- From $1827 per night (USD)
VRBO
Stunning Beachfront Estate w\/Private Pool\/Spa, Ocean View & AC, Kailua Beach Vil
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Prices start at $45,000/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quot ...
From $1827 per night (USD)VRBO
- From $585 per night (USD)
VRBO
Beautiful Beachside Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
LOCATION LOCATION LOCATION..... Enter Paradise Relax and Enjoy the Gentle Breezes of Kailua… The Original Kailua Beach B ...
From $585 per night (USD)VRBO
- From $3302 per night (USD)
VRBO
Lavish Oceanview Estate w\/Pool, Spa, AC & Mokulua Isle Views: Lanikai Hillside
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 10
Welcome to Lanikai Hillside Estate, a premier vacation rental nestled on the world’s most isolated chain of islands. Whi ...
From $3302 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 $900 per night (USD)
VRBO
Steps to Lanikai Beach~3 living spaces w\/heated pool, hot tub: Sleeps 14.
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
With 3 separate living spaces, this remodeled Lanikai home is ideal to accommodate up to 14 guests. The main house of Ha ...
From $900 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- 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
- 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 $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 $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 $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 $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