Hale Alapi'i Lanikai Getaway: Newly Renovated Near Beach & HikingFrom $615/night · Sleeps 6
Quiet Windward Beach Neighborhood
Lanikai Vacation Rentals
Why Lanikai Is a Premier Destination
Lanikai, located just south of Kailua, is widely considered one of the most beautiful and elite neighborhoods in Hawaii. With powder-soft sands and calm turquoise waters, Lanikai Beach is the crown jewel of Oahu's windward coast. This residential enclave provides unmatched serenity and visual splendor – a favorite for those seeking luxurious seclusion paired with outdoor adventure.
Luxury Amenities and Design
- Spacious estates with ocean-view lanais and lush tropical gardens
- Private pools, chef kitchens, outdoor showers, and smart home systems
- Direct beach access or a short stroll to the shoreline
- Premium finishes and decor tailored for upscale travelers
Activities & Nearby Attractions
- Kayaking to the Mokulua Islands (launch from the beach or Kailua Beach Park)
- Hiking the Lanikai Pillbox Trail for sunrise views over the ocean
- Shopping and dining in Kailua town, with cafes, boutiques, and farmers markets
- Snorkeling, paddleboarding, and swimming in calm reef-protected waters
Who These Rentals Are Right For
- Luxury travelers seeking privacy and beachfront indulgence
- Couples and honeymooners looking for an elegant, romantic setting
- Families and groups needing upscale amenities and spacious layouts
Lanikai luxury rentals blend refined island living with natural beauty. Whether you're waking to the sound of surf or admiring the sunrise over the Mokulua Islands, every moment here is designed for peace, privacy, and unparalleled comfort. Browse our listings to find your right stay in Lanikai - or explore more options nearby in Kailua vacation rentals.
Rental Listings
Lanikai Vacation Rentals Listings
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Lanikai Vacation Rentals Map
Hale Alapi'i Lanikai Getaway: Newly Renovated Near Beach & HikingFrom $615/night · Sleeps 6
Lanikai Ola Nani: Majestic Retreat, Close to Beach, Designer Details, Views!From $699/night · Sleeps 8
Lanikai Monthly Home, Private Guest Suite, 2 Parking, and Walk to BeachFrom $724/night · Sleeps 8
Waterfront Lanikai Beach CompoundFrom $724/night · Sleeps 20
Leaf House: Lux Retreat w/ Pool, Ocean Views & Outdoor Living Near LanikaiFrom $1,650/night · Sleeps 10
Luxury Lanikai Oceanfront Home – Secluded Beachside EleganceFrom $2,022/night · Sleeps 6
Lanikai Hillside Estate – Panoramic Luxury Above the SeaFrom $4,149/night · Sleeps 10
Place in Paradise - Kailua Beach Oceanfront Vacation HomeFrom $2,836/night · Sleeps 14
Stunning oceanfront cottageFrom $649/night · Sleeps 2
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!From $317/night · Sleeps 2
'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.From $288/night · Sleeps 2
Available and legal for stays less than 30 days.From $269/night · Sleeps 2
From 185 nt Aloha Summer Sizzle 2025 incl AC, 5 Star Luxury on the Big IslandFrom $314/night · Sleeps 5
Tropical & inviting home w/spa, torches, waterfalls & ocean viewFrom $788/night · Sleeps 8
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.From $1,283/night · Sleeps 8
Beachside Kailua AC 3min walk to beach! Inquire for available dates!From $778/night · Sleeps 8
Oceanfront Luxury Condo Closest to BeachFrom $300/night · Sleeps 6
Kailua Beach "The Pink House" 100 Yards from OceanFrom $645/night · Sleeps 6
Kolea Landing Modern Beach House w/ Double Suite and Third Bedroom OptionFrom $644/night · Sleeps 6
3-Bedroom Available for MAY! 250 Steps to the Beach! MONTHLY DISCOUNT!From $449/night · Sleeps 6
Unique Oceanfront Home in Enclosed AreaFrom $630/night · Sleeps 6
Beach Villas at Kahalu‘u, Sunset/Ocean Views, Prime Snorkel/Surf Beach, Pool/SpaFrom $398/night · Sleeps 4
Just 40 Feet to Kailua Beach from our Lush Green YardFrom $1,466/night · Sleeps 8
Happy House on Exquisite Kailua Beachside Property!From $467/night · Sleeps 6
Kailua Beachfront Vacation Home with PoolFrom $2,250/night · Sleeps 10
Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from BeachFrom $946/night · Sleeps 10
Lovely Private Kailua CottageFrom $391/night · Sleeps 4
Ocean Front Private Residence at Keauhou BAY with Pool & Private DockFrom $2,940/night · Sleeps 10
La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)From $440/night · Sleeps 4
Beachside 🏖 Family, vacation home with pool 🌺 NO CLEANING FEE!From $1,176/night · Sleeps 10
Family friendly Quiet Kailua Beachside lane, steps to lane private beach accessFrom $342/night · Sleeps 4
Kailua Beach Historic Renovated CottageFrom $4,804/night · Sleeps 10
Pool & Beachside—NEW Kailua Luxury Beach House - Direct beach access!From $399/night · Sleeps 4
From $615/night
Hale Alapi'i Lanikai Getaway: Newly Renovated Near Beach & Hiking
Kailua, Hawaii
Just a short stroll from turquoise water and powder-soft sand, Hale Alapi‘i Lanikai Getaway by Gather is a serene 4-bedroom, 3-bath retreat set in...
From $699/night
Lanikai Ola Nani: Majestic Retreat, Close to Beach, Designer Details, Views!
Kailua, Hawaii
Lanikai Ola Nani is a luxury 4-bedroom island retreat just steps from the powdery sands of beautiful Lanikai Beach. Ideal for monthly stays, this...
From $724/night
Lanikai Monthly Home, Private Guest Suite, 2 Parking, and Walk to Beach
Kailua, Hawaii
Steps away from the shoreline, this Lanikai home invites you to settle into island living with the space, privacy, and flexibility to truly feel at...
From $724/night
Waterfront Lanikai Beach Compound
Kailua, Hawaii
This Lanikai oceanfront compound is a sprawling 5-bedroom, 5-bath retreat just steps from Lanikai Beach and a short walk to Kailua Beach Park....
From $1,650/night
Leaf House: Lux Retreat w/ Pool, Ocean Views & Outdoor Living Near Lanikai
Kailua, Hawaii
Leaf House is a serene Lanikai vacation rental designed for ultimate relaxation and connection with nature. Perched on a peaceful hillside with...
From $2,022/night
Luxury Lanikai Oceanfront Home – Secluded Beachside Elegance
Kailua, Hawaii
This Lanikai Oceanfront Home is a luxurious retreat blending old Hawaii charm with modern comfort, featuring spacious concrete-floored interiors,...
From $4,149/night
Lanikai Hillside Estate – Panoramic Luxury Above the Sea
Kailua, Hawaii
Lanikai Hillside Estate is a stunning 7-bedroom luxury vacation home perched above the turquoise shores of Lanikai, offering over 8,400 sq. ft. of...
From $2,836/night
Place in Paradise - Kailua Beach Oceanfront Vacation Home
Kailua, Hawaii
★★★★★ 10.0/10 · 236 reviews
Place in Paradise is a spacious 5-bedroom, 5.5-bath beachfront vacation rental located directly on world-famous Kailua Beach, offering stunning ocean...
From $649/night
Stunning oceanfront cottage
Kailua, Hawaii
★★★★★ 10.0/10 · 184 reviews
This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today....
From $317/night
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
Kailua, Hawaii
★★★★★ 10.0/10 · 136 reviews
Come and enjoy our island home with us. Koi Palms Cottage is located within our gated property alongside our lovely Koi pond, in the quaint town of...
From $288/night
'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
Kailua, Hawaii
★★★★★ 10.0/10 · 120 reviews
"In order to comply with Oahu's 90 day minimum short term rental laws, we may not advertise to rent for a period shorter than 90 days."Come enjoy...
From $269/night
Available and legal for stays less than 30 days.
Kailua, Hawaii
★★★★★ 10.0/10 · 118 reviews
Hawaii Sheffield House has been a legal bed and breakfast for over 35 years. We are available and legal for stays of less than 30 days. We provide a...
From $314/night
From 185 nt Aloha Summer Sizzle 2025 incl AC, 5 Star Luxury on the Big Island
Kailua, Hawaii
★★★★★ 10.0/10 · 113 reviews
Island breezes, fragrant blossoms, privacy - Na Hale O Keauhou, Hawaii's Best Kept Secret. This private 2 bedroom, 2-1/2 bath, 2 story town home is...
From $788/night
Tropical & inviting home w/spa, torches, waterfalls & ocean view
Kailua, Hawaii
★★★★★ 10.0/10 · 111 reviews
From the moment you arrive at Hale Wailele (Waterfall House), tropical scenes take your breath away. Perched above the Kona Coast, this spectacular...
From $1,283/night
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
Kailua, Hawaii
★★★★★ 10.0/10 · 100 reviews
Perfect Kailua Home on 18,000 square feet of land all your own!! Lots of room to spread out!! We have a gorgeous newly tiled Swimming Pool and spa!...
From $778/night
Beachside Kailua AC 3min walk to beach! Inquire for available dates!
Kailua, Hawaii
★★★★★ 10.0/10 · 99 reviews
THIS PROPERTY IS A LEGAL SHORT TERM RENTALCONTACT HOST/RESERVATIONS & DETAILSThis airy, spacious four bedroom Kailua beachside vacation rental home...
From $300/night
Oceanfront Luxury Condo Closest to Beach
Kailua, Hawaii
★★★★★ 10.0/10 · 91 reviews
OCEANFRONT LUXURY CONDO CLOSEST TO BEACH 2br/2ba sleeps (4-6) White Sands Village, Kailua-Kona, Kona Coast, Big Island, Hawaii, USA (20 minutes south...
From $645/night
Kailua Beach "The Pink House" 100 Yards from Ocean
Kailua, Hawaii
★★★★★ 10.0/10 · 84 reviews
The Pink House is a charming Hawaiian-style beach retreat just 100 yards from beautiful Kailua Beach. This 3-bedroom, 2-bath home offers an open...
From $644/night
Kolea Landing Modern Beach House w/ Double Suite and Third Bedroom Option
Kailua, Hawaii
★★★★★ 10.0/10 · 76 reviews
Aloha and Welcome to Kolea LandingA short walk (less than 400 steps to be exact) and you will be relaxing at Lanikai Beach! Our 2,200 sf guest house...
From $449/night
3-Bedroom Available for MAY! 250 Steps to the Beach! MONTHLY DISCOUNT!
Kailua, Hawaii
★★★★★ 10.0/10 · 73 reviews
E komo mai to Hale Makai, our piece of island paradise in Kailua. Beachside and just three houses from Kailua Beach - you are going to love it...
From $630/night
Unique Oceanfront Home in Enclosed Area
Kailua, Hawaii
★★★★★ 10.0/10 · 61 reviews
Kona Onenalo is a ONE-OF-A-KIND property on the beautiful Kona Coast. There are 12 identical and individual homes in this quiet, gated community. The...
From $398/night
Beach Villas at Kahalu‘u, Sunset/Ocean Views, Prime Snorkel/Surf Beach, Pool/Spa
Kailua, Hawaii
★★★★★ 10.0/10 · 59 reviews
Welcome to Surfing Turtle Kona where there are ocean and sunset views from every room. Amazing access to the best snorkeling and surfing reef in...
From $1,466/night
Just 40 Feet to Kailua Beach from our Lush Green Yard
Kailua, Hawaii
★★★★★ 10.0/10 · 47 reviews
Tropical Trade Winds and Unsurpassed Views are from our Beach Front Home. Opens up for full enjoyment of Hawaii's Climate. Our rap-around Lanai...
From $467/night
Happy House on Exquisite Kailua Beachside Property!
Kailua, Hawaii
★★★★★ 10.0/10 · 42 reviews
Kailua Beachside: Charming beach house steps from the white sands of beautiful Kailua Beach. Nestled in a large, private garden property, enclosed by...
From $2,250/night
Kailua Beachfront Vacation Home with Pool
Kailua, Hawaii
★★★★★ 10.0/10 · 41 reviews
Set on nearly an acre of prime Kailua Beach frontage, this newly refurbished 3-bedroom, 3-bath home features a large private swimming pool, flexible...
From $946/night
Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from Beach
Kailua, Hawaii
★★★★★ 10.0/10 · 34 reviews
ALOHA! The Kailua Bliss Beach House is a casual and relaxed beach house in the quiet Beachside neighborhood in Kailua, located on a private street, 1...
From $391/night
Lovely Private Kailua Cottage
Kailua, Hawaii
★★★★★ 10.0/10 · 23 reviews
Welcome to our newly renovated 1-bedroom spacious and private cottage that is super centrally located in the heart of Kailua. Our cottage is situated...
From $2,940/night
Ocean Front Private Residence at Keauhou BAY with Pool & Private Dock
Kailua, Hawaii
★★★★★ 10.0/10 · 17 reviews
Enjoy everything Hawaii has to offer in a very private three-acre estate on the shore of historic Keauhou Bay, six miles south of Kailua Kona on the...
From $440/night
La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)
Kailua, Hawaii
★★★★★ 10.0/10 · 15 reviews
No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to...
From $1,176/night
Beachside 🏖 Family, vacation home with pool 🌺 NO CLEANING FEE!
Kailua, Hawaii
★★★★★ 10.0/10 · 9 reviews
This Kailua beachside haven is a newly remodeled luxury home just one block from beautiful Kailua Beach on Oahu's Windward Coast. Completely...
From $342/night
Family friendly Quiet Kailua Beachside lane, steps to lane private beach access
Kailua, Hawaii
★★★★★ 10.0/10 · 6 reviews
Only steps to beach through private street gate, and a short 1.5 mile bike to Kailua town. 2 bedrooms, family room, and kitchen on 2nd floor;...
From $4,804/night
Kailua Beach Historic Renovated Cottage
Kailua, Hawaii
★★★★★ 10.0/10 · 6 reviews
The Kailua Beach Historic Cottage is a beautifully renovated 1937 plantation-style beach house just steps from world-renowned Kailua Beach. Blending...
From $399/night
Pool & Beachside—NEW Kailua Luxury Beach House - Direct beach access!
Kailua, Hawaii
★★★★★ 10.0/10 · 5 reviews
Indulge in an Unforgettable 30+ Night Stay at Our NEW Luxury Beach House at Kailua BeachImportant Compliance Notice: This home is available only for...