We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Holiday Rentals
Restaurants
Things to do
Skip to main content
Discover
Trips
Review
More
GBP
Sign in
Kailua
Hotels
Things to Do
Restaurants
Flights
Holiday Rentals
Cruises
Car Hire
Forums
Inbox
See all
Log in
to get trip updates and message other travellers.
Holiday Rentals near Lanikai Pillbox Trail Kailua, HI
Holiday Rentals
USA
Hawaii (HI)
Oahu
Kailua
Holiday Rentals nearby Lanikai Pillbox Trail
Search
Owner log in
Holiday Rentals near Lanikai Pillbox Trail
265 Kaelepulu Dr, Kailua, Oahu, Hawaii 96734-3312
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Internet or Wifi (197)
Washer/Dryer (176)
Air Conditioning (168)
Other outdoor space (163)
Show all
Suitability
Kid friendly (161)
Pet friendly (18)
Smoking allowed (6)
Elder access (1)
Show more
Property type
Holiday Rental House (157)
Condominium/Apartment (41)
Cabin Holiday Rental (0)
Private Room (0)
Show more
Distinctive Features
Waterfront (28)
Boat Available (6)
Private Chef (0)
Private Beach (0)
Show all
Distance from
5 mi
Lanikai Beach
Kailua Beach Park
Lanikai Pillbox Trail
Olomana Three Peaks Trail
Kailua Farmers Market
Show all
198 rentals
in Kailua.
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108
34
Holiday Rental House
0.4 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
PRIVATE BEACHFRONT RENTAL
68
Holiday Rental House
1.8 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach
48
Holiday Rental House
0.5 miles from Lanikai Pillbox Trail
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A/C, and more
42
Condo/Apartment
0.5 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Unique Relaxing Suite at Lanikai Beach, Legal Vacation Rental
19
Condo/Apartment
0.4 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity- pool and spa
27
Holiday Rental House
3.0 miles from Lanikai Pillbox Trail
5 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Newly REMODELED AND the best access to sandy Lanikai Beach! NUC # 90/TVU-0031
22
Holiday Rental House
0.4 miles from Lanikai Pillbox Trail
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lovely Private Kailua Cottage
19
Holiday Rental House
1.0 miles from Lanikai Pillbox Trail
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Available and legal for stays less than 30 days.
21
Condo/Apartment
1.2 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Absolutely Oceanfront-60 ft lap pool w/ waterfalls- Licensed-$199 Per Night
140
Condo/Apartment
2.8 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Awesome Beachside Cottage Located Just Steps Away from Kailua Beach
Holiday Rental House
2.4 miles from Lanikai Pillbox Trail
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Amazing & Large Kailua Beachfront for up to 14 guests
192
Holiday Rental House
2.5 miles from Lanikai Pillbox Trail
5 bedrooms
6 bathrooms
Sleeps 14
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Kailua Beach Lofty Bungalow - A premier luxury beachside bungalow
23
Holiday Rental House
1.2 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beautiful and Charming Cottage in Lanikai for 2, Close to Beach, a/c
11
Holiday Rental House
0.6 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beachfront Plantation Cottage - 3sqm / 2sqm House - Kailua Beach
38
Holiday Rental House
1.4 miles from Lanikai Pillbox Trail
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Huge House, Heated Pool, AC, Steps to Kailua Beach
10
Holiday Rental House
2.1 miles from Lanikai Pillbox Trail
8 bedrooms
5 bathrooms
Sleeps 20
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Absolutely Oceanfront - 60' Waterfall Lap Pool
188
Holiday Rental House
2.8 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Perfect Location on Kailua Beach - Licensed Short Term Rental
23
Holiday Rental House
1.4 miles from Lanikai Pillbox Trail
5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Kailua Beach Studio
Condo/Apartment
1.7 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Suite By the Sea - a bright and sparkling Apartment
Condo/Apartment
1.9 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming Studio with King Bed & Private Bath - AC and Steps from the Beach!
14
Condo/Apartment
2.1 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Kailua Beach Cottage with A/C
1
Holiday Rental House
1.8 miles from Lanikai Pillbox Trail
2 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming Beach Cottage
Holiday Rental House
2.1 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Steps to the Beach Guesthouse
10
Holiday Rental House
0.9 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beautiful Beachside Bungalow
11
Holiday Rental House
1.1 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
37
Holiday Rental House
0.5 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Comfy 1 bedroom steps to white sand beach
Holiday Rental House
0.2 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
� Charming Apartment in Prime Location – Steps from Kailua Beach & Town �
25
Condo/Apartment
0.9 miles from Lanikai Pillbox Trail
2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming Kailua Studio: Your Tranquil Oasis Awaits
1
Condo/Apartment
1.5 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Light and breezy Kailua apartment
1
Condo/Apartment
1.8 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
'Kailua Lani Luxury Suite' short walk to Kailua and Lanikai Beaches
124
Condo/Apartment
1.1 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Tradewind Bungalow, in Kailua on Oahu
11
Holiday Rental House
0.7 miles from Lanikai Pillbox Trail
3 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
____Cute 2 Bedrooms Plantation Home with AC_____
4
Holiday Rental House
1.9 miles from Lanikai Pillbox Trail
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
'Koi Palms Luxury Cottage' Short Walk to Kailua Beach
133
Holiday Rental House
1.0 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Penthouse View in Lanikai LANIKAI NUC 90/BB -0108 Most comfortable for 2 or 3.
4
Holiday Rental House
0.5 miles from Lanikai Pillbox Trail
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Sept. 2023 Reduced Rate - Steps away from Kailua Beach Park!
Holiday Rental House
0.3 miles from Lanikai Pillbox Trail
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Stylish 1BR Apartment with AC, Full Kitchen & W/D - Just Steps to the Beach
5
Condo/Apartment
1.5 miles from Lanikai Pillbox Trail
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Available and legal for stays less than 30 days
20
Holiday Rental House
1.2 miles from Lanikai Pillbox Trail
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy 2 Bedroom Cottage - Steps from the Beach
3
Holiday Rental House
0.3 miles from Lanikai Pillbox Trail
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
�Last-Minute Deal! 2BR Apt w/ Stunning Mountain Views, Full Kitchen, A/C �
18
Condo/Apartment
1.0 miles from Lanikai Pillbox Trail
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Private Luxury Home, Steps from the Beach w/ AC, Ranch Beach House
1
Holiday Rental House
1.3 miles from Lanikai Pillbox Trail
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Serene Lanikai House Near the Beach w/Outdoor BBQ & Close to Shopping Center
Holiday Rental House
0.1 miles from Lanikai Pillbox Trail
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Private Beachlane House with 2 bedrooms * AC
5
Holiday Rental House
1.4 miles from Lanikai Pillbox Trail
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming Hale Mokolea in Lanikai –2BR, 2BA, Full Kitchen
2
Holiday Rental House
0.5 miles from Lanikai Pillbox Trail
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Family cottage available July 17-August 1.
Holiday Rental House
2.1 miles from Lanikai Pillbox Trail
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Pilipu Palms 2
Holiday Rental House
1.9 miles from Lanikai Pillbox Trail
3 bedrooms
3 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Steps to quiet part of Kailua beach, renovated, entire home, A/C, perfection
1
Holiday Rental House
1.9 miles from Lanikai Pillbox Trail
3 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Kailua Condo / Townhouse on Oahu 30 consecutive day rental period
2
Condo/Apartment
3.1 miles from Lanikai Pillbox Trail
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Tropical Masterpiece in the Heart of Lanikai
Holiday Rental House
0.2 miles from Lanikai Pillbox Trail
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lanikai Cottage: Charming Tropical Oasis w/Private Pool & A/C, Walk to Beach
10
Holiday Rental House
0.6 miles from Lanikai Pillbox Trail
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1
2
…
4
Showing results 1-50 of 198
Expand your search!
Haleiwa Holiday Rentals
Hauula Holiday Rentals
Kahuku Holiday Rentals
Laie Holiday Rentals
Waianae Holiday Rentals
Honolulu Holiday Rentals
Kapolei Holiday Rentals
Waialua Holiday Rentals
Kahala Holiday Rentals
Kailua-Kona Holiday Rentals
Kailua
Kailua Tourism
Kailua Hotels
Kailua Holiday Rentals
Flights to Kailua
Kailua Restaurants
Kailua Attractions
Kailua Travel Forum
Kailua Photos
Kailua Map
Kailua Guide
Hotels
All Kailua Hotels
Kailua Hotel Deals
By Hotel Class
5-stars Hotels in Kailua
4-stars Hotels in Kailua
3-stars Hotels in Kailua
Popular Kailua Categories
Family Bed and Breakfast Kailua
Romantic Bed and Breakfast in Kailua
Near Airports
Hotels near (HNL) Daniel K. Inouye Intl Airport
Hotels near (MKK) Molokai Airport
Near Colleges
Hotels near Windward Community College
Hotels near World Medicine Institute
Hotels near University of Hawaii at Manoa
Hotels near Chaminade University of Honolulu
Hotels near University Of Hawaii - System
Hotels near Paul Mitchell the School - Honolulu, HI
Hotels near Travel Institute of the Pacific
Hotels near Heisei International Institute
Hotels near Chaminade University
Hotels near Kapiolani Community College
Things to Do
Restaurants
Flights
Holiday Rentals
Travel Stories
Cruises
Car Hire
More
Tours
Add a Place
Travel Forum
Airlines
Travellers' Choice
Help Centre
Travel Stories