Tropical Awakea CottageFrom $291/night · Sleeps 3
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
Tropical Awakea CottageFrom $291/night · Sleeps 3
Keolu Hills Haven: Renovated 2/2 & Easy ParkingFrom $317/night · Sleeps 4
Steps to Kailua Beach • Relaxing 3BR Oasis • Fenced YardFrom $357/night · Sleeps 6
Spacious & Breezy 3 Bedroom Home with Ko'Olau Views and a PoolFrom $372/night · Sleeps 7
The Modern Kailua Beach HouseFrom $410/night · Sleeps 6
Hoʻonānea I Loko KailuaFrom $521/night · Sleeps 8
“The Reef” - Best beaches steps away- 3 bed/2 bathFrom $565/night · Sleeps 8
Seahorse Beach House: Calm Oasis w/ Private Yard Just Steps from Kailua BeachFrom $588/night · Sleeps 4
Bright Kai Nalu w/ Ocean Views, Lanai + Open LivingFrom $798/night · Sleeps 6
Private Luxury Home, Steps from the Beach w/ AC: Ranch Beach House EstateFrom $863/night · Sleeps 8
Beachside Kailua Beach House by Gather w/ Pool & Gourmet KitchenFrom $901/night · Sleeps 8
Kailua Hale Kahakai by Gather: Lux Oceanview Villa w/ Beach, Walk to AttractionsFrom $937/night · Sleeps 12
4BR Mokulua Seaside w/ Private Studio, Steps to the BeachFrom $989/night · Sleeps 10
Private, Chic, Beach Retreat, 4BR in Kailua, poolFrom $1,012/night · Sleeps 10
Kailua Beachside: Lux Beachfront Villa w/ Heated Pool, Ocean Views & Modern AmenFrom $2,243/night · Sleeps 10
Kailua Luxury Beachfront HouseFrom $2,402/night · Sleeps 11
Kailua Beach Escape by Gather: Luxury Beachfront Estate w/ Pool, Hot Tub & ViewsFrom $3,617/night · Sleeps 12
Kailua Beachfront Estate by Gather: Beachfront Luxury w/ Pool, Spa & Guest HouseFrom $3,692/night · Sleeps 14
Barefoot-Beach-Retreat, 2BR, Newly Furn. WALK-2-BEACH/BUZZ'S=2 MIN, Kaʻohao SCH.From $345/night · Sleeps 4
Waikiki condo w/ panoramic views & lanaiFrom $279/night · Sleeps 4
From $291/night
Tropical Awakea Cottage
Kailua, Hawaii
Experience comfort and tranquility in our newly built Hawaiian-style Cottage, perfect for temporary housing. This fully furnished retreat boasts its...
From $317/night
Keolu Hills Haven: Renovated 2/2 & Easy Parking
Kailua, Hawaii
This 2-bed/2-bath home with central air conditioning offers two queen beds (one ensuite), a work desk, and ample street parking next to the...
From $357/night
Steps to Kailua Beach • Relaxing 3BR Oasis • Fenced Yard
Kailua, Hawaii
TLA Approved! Walk to Kailua Beach • Fenced Yard • Updated 3BR/2BAEnjoy relaxed island living in this updated, fully furnished 3-bedroom, 2-bath home...
From $372/night
Spacious & Breezy 3 Bedroom Home with Ko'Olau Views and a Pool
Kailua, Hawaii
Nestled in a quiet neighborhood, this charming home is located just one mile from the heart of Kailua town's shopping and resturants. It is also just...
From $410/night
The Modern Kailua Beach House
Kailua, Hawaii
Relax in this Modern vacation retreat located right across the street from Kailua beach park. Just steps from the white sand beaches of...
From $521/night
Hoʻonānea I Loko Kailua
Kailua, Hawaii
If you're looking to work remotely, travel for work, remodel your home & have a place to live while it's worked on then this is the perfect home....
From $565/night
“The Reef” - Best beaches steps away- 3 bed/2 bath
Kailua, Hawaii
Wake up to the sound of waves and the scent of fresh ocean air in our ground floor 3 bed/2 bath beach unit. This family living space with local charm...
From $588/night
Seahorse Beach House: Calm Oasis w/ Private Yard Just Steps from Kailua Beach
Kailua, Hawaii
Experience relaxed coastal living at Seahorse Beach House by Gather, a serene monthly rental perched just steps from the soft white sands of Kailua...
From $798/night
Bright Kai Nalu w/ Ocean Views, Lanai + Open Living
Kailua, Hawaii
Wake up at Kai Nalu to wide ocean views, soft morning light, and the quiet rhythm of Kailua living. This thoughtfully designed 3-bedroom holiday home...
From $863/night
Private Luxury Home, Steps from the Beach w/ AC: Ranch Beach House Estate
Kailua, Hawaii
Ranch Beach Estate is a hidden gem just steps from Kailua's world-famous white sand beach, offering a private gated retreat with ocean views and two...
From $901/night
Beachside Kailua Beach House by Gather w/ Pool & Gourmet Kitchen
Kailua, Hawaii
Just a short stroll from the turquoise waters and powder-soft sands of Kailua Beach, Kailua Beach House is a light-filled 4-bedroom, 2.5-bath island...
From $937/night
Kailua Hale Kahakai by Gather: Lux Oceanview Villa w/ Beach, Walk to Attractions
Kailua, Hawaii
Welcome to Kailua Hale Kahakai, a serene beachfront estate set along one of the most breathtaking stretches of Kailua Beach. With six bedrooms, five...
From $989/night
4BR Mokulua Seaside w/ Private Studio, Steps to the Beach
Kailua, Hawaii
Mokulua Seaside is a luxurious oceanside retreat in Lanikai featuring a 3-bedroom main home plus a separate studio suite above the garage. Just steps...
From $1,012/night
Private, Chic, Beach Retreat, 4BR in Kailua, pool
Kailua, Hawaii
Welcome to your Kailua beach retreat! Just steps from the sand, our bright and private 4-bedroom house offers a gated beach house with private beach...
From $2,243/night
Kailua Beachside: Lux Beachfront Villa w/ Heated Pool, Ocean Views & Modern Amen
Kailua, Hawaii
Welcome to Kailua Beachside, a five-bedroom, five-bath beachfront villa where modern design meets the relaxed rhythm of island life. Located on the...
From $2,402/night
Kailua Luxury Beachfront House
Kailua, Hawaii
Kailua Beach Villa is a luxurious 5-bedroom oceanfront retreat set on the world-famous sands of Kailua Beach on Oahu's windward coast. With over...
From $3,617/night
Kailua Beach Escape by Gather: Luxury Beachfront Estate w/ Pool, Hot Tub & Views
Kailua, Hawaii
Kailua Beach Escape is a newly renovated oceanfront estate set directly on the white sands of Kailua Beach. Following an extensive property-wide...
From $3,692/night
Kailua Beachfront Estate by Gather: Beachfront Luxury w/ Pool, Spa & Guest House
Kailua, Hawaii
Welcome to Kailua Beachfront Estate, an exceptional 7-bedroom, 6.5-bath sanctuary that sleeps up to 14 guests on O'ahu’s most exclusive stretch of...
From $345/night
Barefoot-Beach-Retreat, 2BR, Newly Furn. WALK-2-BEACH/BUZZ'S=2 MIN, Kaʻohao SCH.
Honolulu, Hawaii
★★★★★ 1 reviews
PEACEFUL BAREFOOT BEACH RETREAT in Kailua-Lanikai – Level easy walking path to walk to Kailua Beach, Buzz's Steak House and Kalapawai MarketWelcome...
From $279/night
Waikiki condo w/ panoramic views & lanai
Honolulu, Hawaii
★★★★★ 9.8/10 · 48 reviews
Summary:Welcome to your 28th-floor ocean-view retreat at Waikiki Banyan, 1 block from the beach.- Sleeps 4 | 1 bedroom | 2 beds | 1 bath- Private...