Ocean View Guest Cottage - 1990/NUC-1797From $499/night · Sleeps 4
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
Ocean View Guest Cottage - 1990/NUC-1797From $499/night · Sleeps 4
'Star of Hawaii' Beachside, Pool, Steps to Beach - Great for FamiliesFrom $670/night · Sleeps 10
Luxury Beach Vacation House in Kailua BeachFrom $1,980/night · Sleeps 14
🏖️Excellent Ocean View | AC | Concierge Included | vrKCVFrom $179/night · Sleeps 4
1 bdrm peakaboo ocean view walk to Turtle Beach, Alii Garden Mkt,Kona Village-1DFrom $125/night · Sleeps 3
Kailua Beach Estate: Historic Property with Large Yard & Ocean ViewFrom $650/night · Sleeps 6
Award Winner - Hawaii's Hidden Hideaway - Bed and BreakfastFrom $295/night · Sleeps 3
RENOVATED Studio By The Ocean!!!From $115/night · Sleeps 2
Steps to beach, pool, garden. April/May Cancellation Special. CALL NOW!From $625/night · Sleeps 6
🏖️Ocean View | Close to Pool & BBQ Area | vrKCVFrom $131/night · Sleeps 4
Oceanfront Condo Total Remodel 2025 2 Pools Kona Sunsets Private Lanai A/CFrom $293/night · Sleeps 4
Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!From $1,180/night · Sleeps 9
Aloha Lil Hawaiiana 🌺From $145/night · Sleeps 2
Ohana Rental Cottage Close to BeachFrom $295/night · Sleeps 6
Private Luxury Home, Steps from the Beach w/ AC, Ranch Beach HouseFrom $447/night · Sleeps 4
1 Bdrm w/ocean view in Kona.Walk to Turtle Beach,Ali'i Gardens Mkt&Kona TrolleyFrom $155/night · Sleeps 2
Short walk to Kailua Beach across the street-Quiet AC's-Lg. Kitchen-Patio-GrillFrom $294/night · Sleeps 4
Kailua vacation rental wih stunning views - 5 min to beachFrom $136/night · Sleeps 2
Charming 1.5 bedroom cottage, fully furnished in a great location!From $164/night · Sleeps 2
Relaxing 5bd/3ba Kailua Home Just Steps from Kailua Beach with Wifi and A/CFrom $713/night · Sleeps 12
🚐 Skip the hotel — 🏕️ Camping Experience — 🤑 Budget Friendly Vacation! 🏝️From $92/night · Sleeps 2
Charming apartment with AC and WiFi in serene Kailua.From $142/night · Sleeps 4
The Cicak Shack - a perfect beach hideawayFrom $169/night · Sleeps 2
Cozy Apartment In Sought After Neighborhood of Olomana!From $199/night · Sleeps 4
Family cottage available July 17-August 1.From $199/night · Sleeps 7
Casa Luna - Beautiful & Stylish Remodeled 4bd, 3bath, 2 kitchens Home in KailuaFrom $199/night · Sleeps 8
Tropical Haven: 3BR Sanctuary Between Two Famous BeachesFrom $199/night · Sleeps 6
New Listing Keauhou Punahele C202, Ocean Views, PoolFrom $224/night · Sleeps 7
Sunlit Island Escape in KailuaFrom $253/night · Sleeps 6
Wonderful 3-bedroom house with AC in charming KailuaFrom $269/night · Sleeps 6
Cozy 2-bedroom apartment in charming Kailua with AC steps from the beach.From $282/night · Sleeps 3
Luxury Beach Cottage in charming KailuaFrom $285/night · Sleeps 6
Wake to the waves at “The Eddie” - 3 bed/2 bathFrom $291/night · Sleeps 8
From $499/night
Ocean View Guest Cottage - 1990/NUC-1797
Kailua, Hawaii
★★★★★ 9.4/10 · 105 reviews
Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply.A two-bedroom, one-bath,...
From $670/night
'Star of Hawaii' Beachside, Pool, Steps to Beach - Great for Families
Kailua, Hawaii
★★★★★ 9.4/10 · 99 reviews
To comply with Honolulu vacation rental rules, we only rent once in a 30-day period. You may inquire about a shorter stay if our calendar is open for...
From $1,980/night
Luxury Beach Vacation House in Kailua Beach
Kailua, Hawaii
★★★★★ 9.4/10 · 93 reviews
Additional guest fee of $98 per person per day applies to parties over 10 people. Additional service fee and tax will apply.A private home with eight...
From $179/night
🏖️Excellent Ocean View | AC | Concierge Included | vrKCV
Kailua, Hawaii
★★★★★ 9.4/10 · 85 reviews
vrKCV - Kona Makai 6204, Professionally Managed by Kona Coast Vacations.Experience Oceanfront Living at Kona MakaiNestled along the lava rock shores...
From $125/night
1 bdrm peakaboo ocean view walk to Turtle Beach, Alii Garden Mkt,Kona Village-1D
Kailua, Hawaii
★★★★★ 9.4/10 · 12 reviews
Cute one bedroom beach side apartment with peak-a-boo ocean view in perfect location, on Ali'i Drive across the street from Turtle Beach. We are...
From $650/night
Kailua Beach Estate: Historic Property with Large Yard & Ocean View
Kailua, Hawaii
★★★★★ 9.2/10 · 160 reviews
This Kailua beach estate is a 3-bedroom vacation home on over an acre of land, just one house back from world-famous Kailua Beach. Offering 2,200...
From $295/night
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
Kailua, Hawaii
★★★★★ 9.2/10 · 111 reviews
Hawaii's Hidden Hideaway is an AWARD-WINNING Bed and Breakfast. Recipient for two years in a row the MOST ROMANTIC HIDEAWAY AWARD, voted by its...
From $115/night
RENOVATED Studio By The Ocean!!!
Kailua, Hawaii
★★★★★ 9.2/10 · 64 reviews
Aloha Kakou! Thank you for checking out my unit near the beach. I have a kitchen to test out your cooking skills and a balcony overlooking the pool...
From $625/night
Steps to beach, pool, garden. April/May Cancellation Special. CALL NOW!
Kailua, Hawaii
★★★★★ 9.2/10 · 20 reviews
Minimum 30 day rental, this 3 bedroom, 3 bath with a private pool is the perfect location to relax and unwind. The entire property is surrounded by...
From $131/night
🏖️Ocean View | Close to Pool & BBQ Area | vrKCV
Kailua, Hawaii
★★★★★ 9.0/10 · 105 reviews
vrKCV - Sea Village 2102, Professionally Managed by Kona Coast VacationsOcean View Ground Floor Kona Condo | Walk to Honl'sOcean views, sunset skies,...
From $293/night
Oceanfront Condo Total Remodel 2025 2 Pools Kona Sunsets Private Lanai A/C
Kailua, Hawaii
★★★★★ 9.0/10 · 71 reviews
TOTALLY REMODELED COMPLETED January 2025!!* New Italian ceramic tile floors & showers.* Solid Bamboo Cabinetry throughout. * Complete new bathrooms...
From $1,180/night
Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!
Kailua, Hawaii
★★★★★ 9.0/10 · 2 reviews
Let the serene energy of Maluhia draw you into effortless island living. Nestled in the heart of Kailua, Oahu, this two-level private villa blends...
From $145/night
Aloha Lil Hawaiiana 🌺
Kailua, Hawaii
★★★★★ 8.8/10 · 5 reviews
Aloha, a small 400 sq ft studio condo unit is centrally located at the beautiful Kona Islander Inn off Ali'i Drive and Kaukini Highway. Just a few...
From $295/night
Ohana Rental Cottage Close to Beach
Kailua, Hawaii
★★★★★ 8.0/10 · 4 reviews
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 side. You have your own...
From $447/night
Private Luxury Home, Steps from the Beach w/ AC, Ranch Beach House
Kailua, Hawaii
★★★★★ 8.0/10 · 1 reviews
Just steps from the white sand shoreline of Kailua Beach, Ranch Beach House offers a private, garden-surrounded setting designed for relaxed island...
From $155/night
1 Bdrm w/ocean view in Kona.Walk to Turtle Beach,Ali'i Gardens Mkt&Kona Trolley
Kailua, Hawaii
★★★★★ 10.0/10 · 2 reviews
Beautiful one bedroom beach side apartment in perfect location, on Ali'i Drive across the street from Turtle Beach. Water and beach access two blocks...
From $294/night
Short walk to Kailua Beach across the street-Quiet AC's-Lg. Kitchen-Patio-Grill
Kailua, Hawaii
★★★★★ 2 reviews
Live the beach life! An opportunity to live across the street from Kailua Beach Park, with the perfect combination of sandy beach, large grassy...
From $136/night
Kailua vacation rental wih stunning views - 5 min to beach
Kailua, Hawaii
★★★★★ 1 reviews
The studio is an overlooking Mid Pac country club, and has 180* views of the Ko'olau mountains and also the popular Pill Box hike peak which has...
From $164/night
Charming 1.5 bedroom cottage, fully furnished in a great location!
Kailua, Hawaii
★★★★★ 1 reviews
Welcome to this marvelous apartment in Kailua. This cozy space features 1 bedroom with a comfortable queen bed with mountain views, plus a separate...
From $713/night
Relaxing 5bd/3ba Kailua Home Just Steps from Kailua Beach with Wifi and A/C
Kailua, Hawaii
★★★★★ 1 reviews
Just four homes away from the Kailua Beach pristine white sands, this spacious retreat combines a stunning 4-bedroom home with a separate private...
From $92/night
🚐 Skip the hotel — 🏕️ Camping Experience — 🤑 Budget Friendly Vacation! 🏝️
Kailua, Hawaii
Embark on a camping experience in Hawaii with our minivan camper perfect for individuals or couples.**Located in Kailua!! It's a 25 minute Uber/Lyft...
From $142/night
Charming apartment with AC and WiFi in serene Kailua.
Kailua, Hawaii
New charming studio rental located on the owner's property in beautiful Kailua, Hawaii. Perfectly situated just moments away from stunning beaches,...
From $169/night
The Cicak Shack - a perfect beach hideaway
Kailua, Hawaii
Wake up to the sound of gentle waves and the scent of fresh ocean air in our Cicak Shack (pronounced ChEE-Chak, an Indonesian word for gecko). This...
From $199/night
Cozy Apartment In Sought After Neighborhood of Olomana!
Kailua, Hawaii
NEW PHOTOS! One bedroom, one bath apartment in the quite neighborhood of Olomana. This cute apartment comes complete with a split system Split System...
From $199/night
Family cottage available July 17-August 1.
Kailua, Hawaii
Our spacious, clean 3 bedroom, 2 bath house has lots to offer for your stay. Just 7 mins walk to the beach, 30 mins drive to the airport, 20 mins...
From $199/night
Casa Luna - Beautiful & Stylish Remodeled 4bd, 3bath, 2 kitchens Home in Kailua
Kailua, Hawaii
This is a newly custom designed and remodeled 4 bdr - 3 bath - 2 kitchens home in one of the best neighborhoods of Oahu and Kailua. I designed this...
From $199/night
Tropical Haven: 3BR Sanctuary Between Two Famous Beaches
Kailua, Hawaii
-This Is A Fully Furnished Rental-Wifi Included-TV With Amazon Prime Video-Washer & Dryer -Free Parking On PremisesKeep it simple at this peaceful...
From $224/night
New Listing Keauhou Punahele C202, Ocean Views, Pool
Kailua, Hawaii
Welcome to Big Island Keauhou Punahele C202, your ideal Hawaiian escape nestled in the heart of Kailua-Kona on the stunning Big Island. This...
From $253/night
Sunlit Island Escape in Kailua
Kailua, Hawaii
Welcome to your island getaway! Nestled in the heart of Kailua, this bright and inviting home is perfectly located just minutes from Kailua Beach,...
From $269/night
Wonderful 3-bedroom house with AC in charming Kailua
Kailua, Hawaii
Located in Kailua, this lovely house offers a tranquil retreat for guests seeking comfort and space. With three queen bedrooms and two bathrooms...
From $282/night
Cozy 2-bedroom apartment in charming Kailua with AC steps from the beach.
Kailua, Hawaii
Kick back and relax in this calm, stylish beach getaway. This recently updated apartment features a living space with an ocean view from the balcony....
From $285/night
Luxury Beach Cottage in charming Kailua
Kailua, Hawaii
Experience Kailua like a local in this delightful 1-bedroom cottage. The bedroom features a comfy king bed, while the living room offers an...
From $291/night
Wake to the waves at “The Eddie” - 3 bed/2 bath
Kailua, Hawaii
“The Eddie” - 3 bed/2 bath This elevated family living space with local charm and large second-floor lanai is perfectly located just feet from the...