Beach Home Rentals in Lanikai Pillboxes Trailhead, HI: Compare 10+ Sites & Save

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  6.  Lanikai Pillboxes Trailhead

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132 Beach Home Rentals in Lanikai Pillboxes Trailhead (Starting from $115)

Upscale Kailua Getaway Steps to Swim Beach!
Upscale Kailua Getaway Steps to Swim Beach!
House
Kailua, HI, USA
0.4k from Lanikai Pillboxes Trailhead center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$936
Average price / night
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Kaikea Modern 1Ba Lanikai Cottage: Stylish & Private - 5 Min from Lanikai Beach
Kaikea Modern 1Ba Lanikai Cottage: Stylish & Private - 5 Min from Lanikai Beach
Cottage
Kailua, HI, 96734, United States
0.1k from Lanikai Pillboxes Trailhead center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
8.8

Fabulous

6 reviews

$162
Average price / night
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A Place of Peace Where Heaven Meets the Ocean
A Place of Peace Where Heaven Meets the Ocean
House
Kailua, HI, USA
0.5k from Lanikai Pillboxes Trailhead center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms4 Guests
New to Booking
$662
Average price / night
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Stunning Kaikea 4Br/4Ba Estate: Luxurious and Private - 5 min from Lanikai Beach
Stunning Kaikea 4Br/4Ba Estate: Luxurious and Private - 5 min from Lanikai Beach
House
Kailua, HI, 96734, United States
0.1k from Lanikai Pillboxes Trailhead center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$611
Average price / night
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Lanikai Ohana Hale
Lanikai Ohana Hale
House
Kailua, HI, USA
0.9k from Lanikai Pillboxes Trailhead center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
New to Booking
$976
Average price / night
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BEACHFRONT! Barefoot living on the best spot on Lanikai Beach!
BEACHFRONT! Barefoot living on the best spot on Lanikai Beach!
Cottage
Kailua, HI, 96734, United States
0.2k from Lanikai Pillboxes Trailhead center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

77 reviews

$425
Average price / night
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Beachfront spectacular Kailua beach
Beachfront spectacular Kailua beach
House
Lanikai Pillboxes Trailhead, Kailua, Hawaii, USA
1.6k from Lanikai Pillboxes Trailhead center

Breakfast, Internet, Private Beach, Balcony/Terrace, View, Kitchen, Air Conditioner

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$1224
Average price / night
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Lanikai Breeze: Beautiful Private Home w/Pool, Yard & AC - Walk to the Beach
Lanikai Breeze: Beautiful Private Home w/Pool, Yard & AC - Walk to the Beach
House
Kailua, HI, 96734, United States
0.2k from Lanikai Pillboxes Trailhead center

AC, Balcony, Dryer, Free Parking, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

5 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$1133
Average price / night
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Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD
Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD
Apartment
Kailua, HI, USA
1.8k from Lanikai Pillboxes Trailhead center

Apartments, Accommodations, Parking, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$219
Average price / night
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LANIKAI SUITE - Spacious 1-BR 1-BA; located 3 houses from famous LANIKAI Beach
LANIKAI SUITE - Spacious 1-BR 1-BA; located 3 houses from famous LANIKAI Beach
Apartment
Kailua, HI, 96734, United States
0.2k from Lanikai Pillboxes Trailhead center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
New to Booking
$155
Average price / night
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Stylish 1BR Apartment with AC Full Kitchen & WD - Just Steps to the Beach
Stylish 1BR Apartment with AC Full Kitchen & WD - Just Steps to the Beach
Apartment
Kailua, HI, USA
2.6k from Lanikai Pillboxes Trailhead center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom4 Guests
New to Booking
$173
Average price / night
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Serene Lanikai House Near the Beach w/Outdoor BBQ & Close to Shopping Center
Serene Lanikai House Near the Beach w/Outdoor BBQ & Close to Shopping Center
House
Kailua, HI, 96734, United States
0.2k from Lanikai Pillboxes Trailhead center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$272
Average price / night
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Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen
Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen
Apartment
Kailua, HI, USA
2.6k from Lanikai Pillboxes Trailhead center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$273
Average price / night
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Serene Lanikai House Near the Beach w/Full Kitchen and Great Outdoor Space
Serene Lanikai House Near the Beach w/Full Kitchen and Great Outdoor Space
House
Kailua, HI, 96734, United States
0.2k from Lanikai Pillboxes Trailhead center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$172
Average price / night
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Modern Luxury Beach House Kailua
Modern Luxury Beach House Kailua
House
Lanikai Pillboxes Trailhead, Kailua, Hawaii, USA
2.7k from Lanikai Pillboxes Trailhead center

Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms7 Guests
9.1

Superb

73 reviews

$275
Average price / night
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Cozy Lanikai Cottage Walking Distance to the Beach-Near Shops & Restaurants
Cozy Lanikai Cottage Walking Distance to the Beach-Near Shops & Restaurants
Apartment
Kailua, HI, 96734, United States
0.2k from Lanikai Pillboxes Trailhead center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
7.0

Good

2 reviews

$115
Average price / night
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Beach Studio with private yard in Lanikai - 30 day Minimum Stay
Beach Studio with private yard in Lanikai - 30 day Minimum Stay
House
Kailua, HI, 96734, United States
0.3k from Lanikai Pillboxes Trailhead center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
10.0

Exceptional

8 reviews

$132
Average price / night
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Lanikai Studio with Stunning Ocean View looking out at the Mokulua Islands
Lanikai Studio with Stunning Ocean View looking out at the Mokulua Islands
Apartment
Kailua, HI, 96734, United States
0.3k from Lanikai Pillboxes Trailhead center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
9.6

Exceptional

35 reviews

$152
Average price / night
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Kolea Landing Modern Beach House w/ Double Suite and Third Bedroom Option
Kolea Landing Modern Beach House w/ Double Suite and Third Bedroom Option
House
Kailua, HI, 96734, United States
0.3k from Lanikai Pillboxes Trailhead center

AC, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

76 reviews

$647
Average price / night
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Hale Lani: Mountainside Ocean View Home | Private Pool & soaking tub with a view
Hale Lani: Mountainside Ocean View Home | Private Pool & soaking tub with a view
House
Kailua, HI, 96734, United States
0.3k from Lanikai Pillboxes Trailhead center

AC, Balcony, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$4136
Average price / night
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Comfy 1 bedroom steps to white sand beach
Comfy 1 bedroom steps to white sand beach
House
Kailua, HI, 96734, United States
0.3k from Lanikai Pillboxes Trailhead center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
New to Booking
$255
Average price / night
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Lanikai Ola Nani: Majestic Retreat, Close to Bch, Designer Details, Views!
Lanikai Ola Nani: Majestic Retreat, Close to Bch, Designer Details, Views!
House
Kailua, HI, 96734, United States
0.4k from Lanikai Pillboxes Trailhead center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
New to Booking
$662
Average price / night
Check Availability
Lanikai Luxury 5 Bedroom Beachfront Estate - limited time OFFER
Lanikai Luxury 5 Bedroom Beachfront Estate - limited time OFFER
House
Kailua, HI, 96734, United States
0.4k from Lanikai Pillboxes Trailhead center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

5 Bedrooms12 Guests
New to Booking
$1432
Average price / night
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Lanikai Paradise across the street from the beach!
Lanikai Paradise across the street from the beach!
House
Kailua, HI, 96734, United States
0.4k from Lanikai Pillboxes Trailhead center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms10 Guests
9.4

Superb

3 reviews

$1583
Average price / night
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60 second walk to Lanikai Beach. 2 Bedrooms w/ AC
60 second walk to Lanikai Beach. 2 Bedrooms w/ AC
House
Kailua, HI, 96734, United States
0.4k from Lanikai Pillboxes Trailhead center

AC, Balcony, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
9.0

Fabulous

8 reviews

$871
Average price / night
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Walker Beach House - Lanikai Ocean Front Lic.#1990/NUC-1757
Walker Beach House - Lanikai Ocean Front Lic.#1990/NUC-1757
House
Kailua, HI, 96734, United States
0.4k from Lanikai Pillboxes Trailhead center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms14 Guests
10.0

Exceptional

134 reviews

$4635
Average price / night
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Enjoy watching for Sea Turtles off your Ocean Front Deck!
Enjoy watching for Sea Turtles off your Ocean Front Deck!
House
Kailua, HI, 96734, United States
0.4k from Lanikai Pillboxes Trailhead center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1460
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Beach Rentals in Lanikai Pillboxes Trailhead.

Where to stay in Lanikai Pillboxes Trailhead? Best neighborhoods & areas

Lanikai Pillboxes Trailhead Beach Rentals on the Map

Frequently Asked Questions

You can explore 132 verified beach rentals in Lanikai Pillboxes Trailhead. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Lanikai Pillboxes Trailhead vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $115 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Lanikai Pillboxes Trailhead offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Lanikai Pillboxes Trailhead welcome pets. Currently, 4 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Lanikai Pillboxes Trailhead often include amenities designed for coastal living, such as Ocean View, View, and Oceanfront. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.