The Best Hotels Closest to Lanikai Pillboxes Trailhead in Kailua for 2026

A coastal landscape with a prominent mountain, clear blue sea, and a small island with people on a pier.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Lanikai Pillboxes Trailhead hotels

A serene waterfront property with a wooden deck, lounge chairs, and lush greenery.

A hotel room with a large bed, a wooden TV stand, a desk with chairs, and a balcony with curtains.

A resort with a pool, lounge chairs, and a wooden deck.

A swimming pool with a stone border, lounge chairs, and a covered seating area with umbrellas.

1. Paradise Bay Resort

14.2 km from Lanikai Pillboxes Trailhead

Eden

￥23,747

￥35,877 total

includes taxes & fees

Sep 20 - Sep 21

A resort with a swimming pool, beach view, palm trees, and lounge chairs.

A resort with a pool, beach, and palm trees.

A resort pool with palm trees, a water fountain, and a view of the ocean.

A spacious lobby with a large chandelier, comfortable seating, and large windows.

2. The Kahala Hotel & Resort

14.3 km from Lanikai Pillboxes Trailhead

janos

￥64,069

￥76,060 total

includes taxes & fees

Oct 17 - Oct 18

A hotel lobby with a reception desk, seating area, and a large plant.

A hotel pool area with lounge chairs, a small pool, and tall buildings in the background.

A nighttime cityscape with high-rise buildings, a bridge with green railings, and a tiled floor.

A reception area with a stone wall, a counter, and two decorative golden leaves.

3. Ramada Plaza by Wyndham Waikiki

16.9 km from Lanikai Pillboxes Trailhead

Christopher David

￥19,439

￥23,076 total

includes taxes & fees

Oct 12 - Oct 13

A balcony with wicker chairs, a table with breakfast items, and a cityscape view.

A cozy café with a wooden bar, seating area, and shelves stocked with snacks and beverages.

A spacious lobby with a high ceiling, large windows, and a central seating area.

A rooftop pool area with lounge chairs, a fire pit, and a view of a building.

4. Ala Moana Hotel by Mantra

16.7 km from Lanikai Pillboxes Trailhead

Amy

￥26,068

￥37,355 total

includes taxes & fees

Oct 6 - Oct 7

A pool area with a water slide, palm trees, and lounge chairs.

A coastal cityscape with high-rise buildings, a beach, and clear turquoise waters.

Sheraton Waikiki hotel entrance with a landscaped garden, palm trees, and a water feature.

A hotel room with a large bed, a desk with a chair, a TV, and a painting of a blue ocean view.

5. Sheraton Waikiki Beach Resort

16.9 km from Lanikai Pillboxes Trailhead

Jonathan

￥42,242

￥59,663 total

includes taxes & fees

Sep 27 - Sep 28

A coastal cityscape with a clear sky, a rainbow, and a beach.

A hotel room with a large window overlooking a beach with palm trees and the ocean.

A person lying on a surfboard in a pool with palm trees and hotel buildings in the background.

A resort with a pool, beach, and ocean view.

6. Waikiki Beach Marriott Resort & Spa

16.9 km from Lanikai Pillboxes Trailhead

Jered

￥31,776

￥48,525 total

includes taxes & fees

Sep 25 - Sep 26

A couple on a balcony overlooking a mountain at sunset.

A beach with palm trees, people, and a volleyball net.

A restaurant with wooden furniture, a bar area, and large windows.

7. Queen Kapiolani Hotel

16.9 km from Lanikai Pillboxes Trailhead

Jordan Dianne

￥17,895

￥30,452 total

includes taxes & fees

Sep 29 - Sep 30

A spa room with two massage tables, a large potted plant, and a view of the beach.

A hotel lobby with a high ceiling, wooden paneling, and a central staircase.

A spacious indoor dining area with large windows, wooden flooring, and modern furniture.

A hotel room with a balcony, a sofa, a small round table with a vase of flowers, and two wall-mounted lamps.

8. Hyatt Regency Waikiki Beach Resort & Spa

16.8 km from Lanikai Pillboxes Trailhead

Michael Gerard Saunderson Ferrer

￥40,179

￥57,826 total

includes taxes & fees

Sep 20 - Sep 21

A person sitting on a beach chair at the water's edge with a cityscape in the background.

A modern interior with a central water feature, a sofa set, and a dining area.

A reception area with a wooden reception desk, shelves with toiletries, and a modern ceiling design.

A high-rise hotel with multiple balconies, each with a railing and a view of the ocean.

9. Hotel Renew

16.9 km from Lanikai Pillboxes Trailhead

yunge

￥14,409

￥24,472 total

includes taxes & fees

Sep 21 - Sep 22

A spacious indoor area with seating arrangements, a counter, and a staircase.

A reception area with a wooden reception desk, two wall-mounted lamps, a small stool, and a set of drawers labeled "Suntrack."

A person swimming in a pool with a clear blue water surface.

A modern hotel lobby with a seating area featuring a sofa and chairs, a wooden table, and a patterned wall.

10. The Surfjack Hotel & Swim Club

16.5 km from Lanikai Pillboxes Trailhead

Mahnoor

￥26,011

￥30,878 total

includes taxes & fees

Oct 5 - Oct 6

A person seated on a balcony chair with a cityscape and water in the background.

A spacious lobby with a central coffee table, four sofas with cushions, and potted plants.

A sign for the Coconut Waikiki Hotel with a view of the building and surrounding greenery.

A spacious indoor dining area with large windows, wooden tables and chairs, and potted plants.

11. Coconut Waikiki Hotel

16.4 km from Lanikai Pillboxes Trailhead

Raúl

￥15,783

￥25,183 total

includes taxes & fees

Oct 5 - Oct 6

A hotel room with a large bed, two bedside tables with lamps, a view of the ocean, and a patterned wall.

A group of people performing a yoga exercise on blue mats in an indoor space with a tiled floor and wicker furniture.

A modern hotel with a prominent entrance, multiple floors, and a balcony area.

A modern hotel lobby with a central staircase, seating areas, and a reception desk.

12. OUTRIGGER Waikiki Paradise Hotel

16.6 km from Lanikai Pillboxes Trailhead

Mandy

￥27,785

￥40,352 total

includes taxes & fees

Oct 17 - Oct 18

A balcony with a wicker chair, a view of a lake, palm trees, and a distant cityscape.

A coastal landscape with a beach, clear turquoise waters, and hills in the background.

A modern living room with a large window, a flat-screen TV, a wooden cabinet with a woven design, and a wicker lamp.

A spacious lobby with leather seating, a central wooden table with a plant, and a checkered floor.

13. Wayfinder Waikiki

16.4 km from Lanikai Pillboxes Trailhead

Richard

￥23,787

￥35,050 total

includes taxes & fees

Oct 5 - Oct 6

A coastal cityscape with a beach, high-rise buildings, and a clear view of the ocean.

A hotel room with a bed, a chair, a dresser, and a view of a tall building and the ocean.

A modern hotel room with a glass coffee table, a bed with a wooden headboard, a television, and a large window with a view of the city.

A living room with a sofa, a coffee table, and a view of the ocean through large windows.

14. Partial Ocean View Condo with King or Queen Bed and Parking

16.6 km from Lanikai Pillboxes Trailhead

Jessy

￥30,696

￥78,374 total

includes taxes & fees

Oct 6 - Oct 7

A beach scene with clear turquoise water, people swimming and walking along the shore, and palm trees in the background.

A couple sitting on a grey sofa with a glass table in front of them, holding wine glasses.

The entrance of VIVE HOTEL WAIKI with a modern design and visible indoor lighting.

A hotel entrance with a sign reading "VIVE HOTEL WAIKI".

15. Vive Hotel Waikiki

16.6 km from Lanikai Pillboxes Trailhead

Robin

￥21,755

￥33,191 total

includes taxes & fees

Oct 3 - Oct 4

A coastal cityscape with high-rise buildings, a beach, and a clear view of the ocean.

A rooftop terrace with white outdoor furniture, a pool, and a view of the cityscape.

A hotel room with a sofa, armchairs, a coffee table, a glass table, and a balcony with a view of the sea.

A bar area with a large TV screen, multiple bar stools, and a bar stocked with bottles and glasses.

16. Hilton Waikiki Beach Resort & Spa

16.6 km from Lanikai Pillboxes Trailhead

Giovanna

￥26,435

￥39,570 total

includes taxes & fees

Sep 25 - Sep 26

An outdoor patio area with wooden flooring and wicker furniture, surrounded by a wooden wall and a hedge.

A kitchen with a neon sign reading "THE BEACH IS CALLING", a coffee machine, a trash bin, and a wooden countertop.

A compact room with a bunk bed, a small dining table with chairs, a kitchenette with a toaster, and a shower area.

An outdoor patio area with a table and chairs, a green wall, and wooden paneling.

17. Waikiki Beachside Hostel

16.8 km from Lanikai Pillboxes Trailhead

Angelina Rose

￥15,972

￥18,961 total

includes taxes & fees

Sep 23 - Sep 24

A spacious lobby with a modern design, featuring a large sofa set, comfortable seating, and a decorative wall with patterned textiles.

A restaurant with a bar area, multiple tables and chairs, and a television screen displaying a news program.

A spacious lobby with a modern design, featuring a large seating area with sofas and chairs, a coffee table, and decorative wall panels.

A high-rise hotel with multiple floors, a rooftop terrace, and a well-lit facade.

18. Hilton Garden Inn Waikiki Beach

16.5 km from Lanikai Pillboxes Trailhead

Shaun

￥26,091

￥38,665 total

includes taxes & fees

Oct 6 - Oct 7

A modern lounge area with wicker chairs, a round wooden coffee table, and a sofa.

A compact room with a view of a cityscape and the ocean. It includes a microwave, a coffee machine, and a seating area with a view.

A modern hotel room with a city view, a sofa, a coffee table, and a desk with a chair.

A hotel room with a large window offering a view of the ocean, a bed, a chair, a small table, and a flat-screen TV mounted on the wall.

19. Holiday Inn Express Waikiki by IHG

16.5 km from Lanikai Pillboxes Trailhead

Monica

￥18,386

￥27,868 total

includes taxes & fees

Oct 6 - Oct 7

A balcony with a view of the ocean and beach, furnished with chairs and a table.

A resort with a central pool surrounded by palm trees and sun loungers, overlooking a beach and ocean.

A high-rise hotel with a view of the ocean and beach.

A high-rise hotel overlooking a turquoise ocean with clear skies.

20. Sheraton Princess Kaiulani Waikiki Beach

16.7 km from Lanikai Pillboxes Trailhead

Autumn

￥23,022

￥34,974 total

includes taxes & fees

Oct 6 - Oct 7

View all properties

Compare popular hotels close to Lanikai Pillboxes Trailhead

Property	Star rating	Guest rating
Paradise Bay Resort	8.8 Excellent 1,003 reviews	View
The Kahala Hotel & Resort	9.4 Exceptional 1,000 reviews	View
Ramada Plaza by Wyndham Waikiki	8.8 Excellent 2,635 reviews	View
Ala Moana Hotel by Mantra	8.8 Excellent 3,568 reviews	View
Sheraton Waikiki Beach Resort	9.2 Wonderful 3,550 reviews	View

Top Lanikai Pillboxes Trailhead Hotel Reviews

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

10/10 Excellent

"Single gal adding on a few personal days to a business trip. It was so worth the extra cost for me to be so close to the beach. Great place to stay, safe and super helpful hosts."

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

10/10 Excellent

"Beautiful home with everything needed to enjoy a vacation with family or friends! The property was spotless on arrival and the pictures do not do it justice. We hope to stay again in the future!"

Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A/C, and more

8/10 Good

"Great location, check-in process, and communication was very goodThe unit wasn’t really a one bedroom. It was more of a studio that had a very old AC window unit that struggled to keep the unit coolThe furniture and amenities were very old and dated. The pool area was nice but again very worn."

PRIVATE BEACHFRONT RENTAL

10/10 Excellent

"This is a beautiful and very special place."

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!

10/10 Excellent

"The location was so perfect! Just a short walk to the beach! I was worried about not having air conditioning, but it was just fine! There was always a breeze! We will be back!"

Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760

8/10 Good

"So nice to have a pool and to be right across the street from the beach. Not to mention Buzz’s is within walking distance."

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

10/10 Excellent

"Very attentive host and a nicely clean home. Great location, short walk to the beach."

Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775

10/10 Excellent

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had 9 people that enjoyed the beach house at Kailua. Everyone loved the property with it’s separate cottage and main house, good size yard and patio, and even had a sitting deck out by the beach that didn’t require you to get sand on your feet to enjoy. All in all we would give this property a 9.9. The only thing that could make this property better is a pool, but with the ocean right out front who needs a pool. The property management team was top notch to work with and prompt in responding to questions. We had a great time and will definitely be returning."

Kailua Oceanfront-60' Lap Pool - Upscale Quiet Neighborhood - Legal

10/10 Excellent

"Very happy with our stay. Very comfortable bed. Directly on the rocky oceanfront with a lovely pool as well. Responsive & kind hosts. Stunning sunrises! We would definitely rent here again & have already recommended to a visiting friend."

Other attractions near Lanikai Pillboxes Trailhead

A beach with clear turquoise water, a sandy shore, and several boats lined up on the right.

Lanikai Beach

9.2/10 (3,293 reviews)

Why not spend a carefree afternoon at Lanikai Beach during your travels in Kailua? You can seek out the snorkeling spots while in the area.

See properties

Two people kayaking on turquoise waters with clear skies and two small islands in the background.

Kailua Beach

9.2/10 (4,483 reviews)

With just-right waves and refreshing breezes, this is one of the best beaches on O’ahu to learn how to windsurf or kitesurf.

See properties

A beach with clear turquoise water, a sandy shore, and two small islands in the distance during sunset.

Kalama Beach

Why not spend a lazy afternoon at Kalama Beach during your trip to Kailua?

See properties

A beach with clear turquoise water, sandy shore, and distant rocky islands under a blue sky with scattered clouds.

Bellows Field Beach Park

Why not spend a carefree afternoon at Bellows Field Beach Park during your travels in Waimanalo? Discover the art scene in this family-friendly area, or seek out its biking trails.

See properties

A coastal walkway lined with palm trees, a rocky shoreline, and a clear view of the ocean.

Kalama Beach Park

9.2/10 (5 reviews)

Kalama Beach Park is just one of the places to see in Kailua, so why not enjoy the other things to explore during your travels? Wander the parks and beaches while you're in the area.

See properties

A beach with clear turquoise water, people swimming and sunbathing, and lush green hills in the background.

Kailua Bay Beach

9.8/10 (9 reviews)

Why not spend a lazy afternoon at Kailua Bay Beach during your trip to Kailua? While you're in the area, stroll along the beautiful beaches.

See properties

Ulu Pō Heiau State Monument

You can take time to visit Ulu Pō Heiau State Monument during your travels to Kailua.

See properties

Kawainui Park

After visiting Kawainui Park, make a plan to see the other sights and activities in Kailua. Add the area's shops or temples to your travel plans.

See properties

Frequently asked questions

What's the area like around Lanikai Pillboxes Trailhead?

Lanikai Pillboxes Trailhead is located in a welcoming area of Kailua known for its beautiful beaches and major shopping area. If you're looking for a convenient place to stay, check out the 102 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay close to Lanikai Pillboxes Trailhead?

PRIVATE BEACHFRONT RENTAL is one of the top choices for your stay based on our traveler data, and this B&B offers free WiFi and Smart TVs. It's located 2 mi (3.2 km) from Lanikai Pillboxes Trailhead.

How many hotels will I find near Lanikai Pillboxes Trailhead?

Expedia has 102 hotels and other accommodations within a mile from Lanikai Pillboxes Trailhead.

If I need to cancel the hotel reservation for my stay near Lanikai Pillboxes Trailhead, will I receive a refund?

Yes! Most hotel room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Add dates, click "Search", then you can filter by "fully refundable" to review the best options available near Lanikai Pillboxes Trailhead.

Where can I learn more about changing or cancelling my trip in the area near Lanikai Pillboxes Trailhead?

To access more information about updating your stay near Lanikai Pillboxes Trailhead or cancelling it, go to https://www.expedia.com/service/.

What can I see and do near Lanikai Pillboxes Trailhead?

Get outside and spend some time strolling around Bellows Field Beach Park, Kalama Beach Park, and Friendship Garden. Dip your toes in the water at Lanikai Beach, Kailua Beach, and Kailua Bay Beach. You can enjoy nature at Waimanalo Beach, Sherwood Beach, or Mokapu Point.

Explore a world of travel with Expedia

Kailua Vacations

Find hotels near Lanikai Pillboxes Trailhead, Kailua from ￥18,961

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Lanikai Pillboxes Trailhead hotels

1. Paradise Bay Resort

2. The Kahala Hotel & Resort

3. Ramada Plaza by Wyndham Waikiki

4. Ala Moana Hotel by Mantra

5. Sheraton Waikiki Beach Resort

6. Waikiki Beach Marriott Resort & Spa

7. Queen Kapiolani Hotel

8. Hyatt Regency Waikiki Beach Resort & Spa

9. Hotel Renew

10. The Surfjack Hotel & Swim Club

11. Coconut Waikiki Hotel

12. OUTRIGGER Waikiki Paradise Hotel

13. Wayfinder Waikiki

14. Partial Ocean View Condo with King or Queen Bed and Parking

15. Vive Hotel Waikiki

16. Hilton Waikiki Beach Resort & Spa

17. Waikiki Beachside Hostel

18. Hilton Garden Inn Waikiki Beach

19. Holiday Inn Express Waikiki by IHG

20. Sheraton Princess Kaiulani Waikiki Beach

Compare popular hotels close to Lanikai Pillboxes Trailhead

Top Lanikai Pillboxes Trailhead Hotel Reviews

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A/C, and more

PRIVATE BEACHFRONT RENTAL

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!

Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775

Kailua Oceanfront-60' Lap Pool - Upscale Quiet Neighborhood - Legal

Other attractions near Lanikai Pillboxes Trailhead

Lanikai Beach

Kailua Beach

Kalama Beach

Bellows Field Beach Park

Kalama Beach Park

Kailua Bay Beach

Ulu Pō Heiau State Monument

Kawainui Park

Frequently asked questions

Explore a world of travel with Expedia