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.

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Our top choices for Lanikai Pillboxes Trailhead hotels

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

A modern interior with a pool, seating area, and large windows.

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

James

￥24,102

￥36,414 total

includes taxes & fees

Sep 29 - Sep 30

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

A dolphin jumping out of a pool with a hotel in the background.

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

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

2. The Kahala Hotel & Resort

14.3 km from Lanikai Pillboxes Trailhead

janos

￥63,150

￥74,968 total

includes taxes & fees

Oct 24 - Oct 25

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

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

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

A marina with boats docked, a beach in the background, and high-rise buildings with balconies.

3. Ramada Plaza by Wyndham Waikiki

16.9 km from Lanikai Pillboxes Trailhead

Sione

￥20,773

￥24,660 total

includes taxes & fees

Sep 30 - Oct 1

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

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

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

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

4. Waikiki Beach Marriott Resort & Spa

16.9 km from Lanikai Pillboxes Trailhead

Christine

￥35,269

￥52,896 total

includes taxes & fees

Oct 3 - Oct 4

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

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

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

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

Russell

￥45,078

￥63,171 total

includes taxes & fees

Oct 18 - Oct 19

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

A spacious lounge area with a green sofa, wicker chairs, and a small table.

6. The Surfjack Hotel & Swim Club

16.5 km from Lanikai Pillboxes Trailhead

Michelle

￥26,400

￥31,340 total

includes taxes & fees

Oct 13 - Oct 14

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

A koi pond with a waterfall, surrounded by rocks and plants, and a sign indicating 'Tower I Makai'.

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

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

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

16.6 km from Lanikai Pillboxes Trailhead

Jessy

￥31,333

￥80,000 total

includes taxes & fees

Oct 6 - Oct 7

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

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

A pool surrounded by palm trees and lounge chairs.

8. Wayfinder Waikiki

16.4 km from Lanikai Pillboxes Trailhead

Ian Michael

￥23,823

￥35,195 total

includes taxes & fees

Oct 22 - Oct 23

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

A city street with tall buildings, palm trees, and a pedestrian crossing.

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.

9. Hilton Garden Inn Waikiki Beach

16.5 km from Lanikai Pillboxes Trailhead

Shaun

￥21,928

￥33,922 total

includes taxes & fees

Oct 17 - Oct 18

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 high-rise hotel with multiple floors, a beach in the foreground, and palm trees.

10. Hyatt Regency Waikiki Beach Resort & Spa

16.8 km from Lanikai Pillboxes Trailhead

Michael Gerard Saunderson Ferrer

￥40,780

￥58,692 total

includes taxes & fees

Sep 27 - Sep 28

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

A room with a large window overlooking a cityscape and mountains.

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

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

11. Ala Moana Hotel by Mantra

16.7 km from Lanikai Pillboxes Trailhead

Jordon

￥26,609

￥38,129 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

A hotel with a modern design, featuring a prominent entrance, multiple floors, and a visible parking area.

12. Waikiki Beachside Hostel

16.8 km from Lanikai Pillboxes Trailhead

Angelina Rose

￥16,211

￥19,245 total

includes taxes & fees

Oct 5 - Oct 6

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

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

13. Hotel Renew

16.9 km from Lanikai Pillboxes Trailhead

Ashley

￥16,028

￥26,543 total

includes taxes & fees

Sep 30 - Oct 1

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

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

A balcony with a glass partition, a small table with drinks, and a view of the ocean and buildings.

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

14. Hilton Waikiki Beach Resort & Spa

16.6 km from Lanikai Pillboxes Trailhead

Deepa

￥26,467

￥39,777 total

includes taxes & fees

Oct 17 - Oct 18

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

A man and a child in a swimming pool with a stone wall and greenery in the background.

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

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

15. Coconut Waikiki Hotel

16.4 km from Lanikai Pillboxes Trailhead

Raúl

￥16,357

￥25,958 total

includes taxes & fees

Sep 27 - Sep 28

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

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

A swimming pool with lounge chairs and a building with balconies in the background.

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

16. OUTRIGGER Waikiki Paradise Hotel

16.6 km from Lanikai Pillboxes Trailhead

Arthur

￥28,346

￥41,165 total

includes taxes & fees

Oct 24 - Oct 25

A bar with a long counter, multiple hanging pendant lights, and a view of mountains.

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

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

17. Queen Kapiolani Hotel

16.9 km from Lanikai Pillboxes Trailhead

Christopher

￥18,209

￥30,962 total

includes taxes & fees

Oct 1 - Oct 2

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

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

A spacious room with a large red patterned rug, white columns, and multiple doors leading to a balcony with a view of the ocean.

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

18. Sheraton Princess Kaiulani Waikiki Beach

16.7 km from Lanikai Pillboxes Trailhead

Autumn

￥23,499

￥35,698 total

includes taxes & fees

Oct 9 - Oct 10

A beach with clear turquoise waters, sandy shores, and palm trees.

A hotel room with a bed, bedside tables, lamps, a mirror, and a large window with a view of mountains.

A modern living room with a large TV, dining area, and a balcony with a mountain view.

19. Diamond Head and Ocean views with King Bed and Parking

16.6 km from Lanikai Pillboxes Trailhead

John

￥28,718

￥76,894 total

includes taxes & fees

Sep 29 - Sep 30

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

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

A coastal cityscape with a beach, clear blue waters, and a mountain in the background.

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.

20. Holiday Inn Express Waikiki by IHG

16.5 km from Lanikai Pillboxes Trailhead

Monica

￥18,768

￥28,446 total

includes taxes & fees

Oct 5 - Oct 6

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Compare popular hotels close to Lanikai Pillboxes Trailhead

Property	Star rating	Guest rating
Paradise Bay Resort	8.8 Excellent 1,005 reviews	View
The Kahala Hotel & Resort	9.4 Exceptional 1,000 reviews	View
Ramada Plaza by Wyndham Waikiki	8.6 Excellent 2,649 reviews	View
Waikiki Beach Marriott Resort & Spa	9.0 Wonderful 3,900 reviews	View
Sheraton Waikiki Beach Resort	9.2 Wonderful 3,588 reviews	View

Top Lanikai Pillboxes Trailhead Hotel Reviews

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

10/10 Excellent

"Clean, convenient, excellent host! Highly recommend!"

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

10/10 Excellent

"Would stay here again! Beautiful spot with great access to all of the island and the town. Very happy with my stay "

PRIVATE BEACHFRONT RENTAL

10/10 Excellent

"Great little spot right on the beach!!!"

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."

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."

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!"

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.

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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.

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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?

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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.

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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.

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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.

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Ulu Pō Heiau State Monument

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

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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.

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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 ￥19,245

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Lanikai Pillboxes Trailhead hotels

1. Paradise Bay Resort

2. The Kahala Hotel & Resort

3. Ramada Plaza by Wyndham Waikiki

4. Waikiki Beach Marriott Resort & Spa

5. Sheraton Waikiki Beach Resort

6. The Surfjack Hotel & Swim Club

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

8. Wayfinder Waikiki

9. Hilton Garden Inn Waikiki Beach

10. Hyatt Regency Waikiki Beach Resort & Spa

11. Ala Moana Hotel by Mantra

12. Waikiki Beachside Hostel

13. Hotel Renew

14. Hilton Waikiki Beach Resort & Spa

15. Coconut Waikiki Hotel

16. OUTRIGGER Waikiki Paradise Hotel

17. Queen Kapiolani Hotel

18. Sheraton Princess Kaiulani Waikiki Beach

19. Diamond Head and Ocean views with King Bed and Parking

20. Holiday Inn Express Waikiki by IHG

Compare popular hotels close to Lanikai Pillboxes Trailhead

Top Lanikai Pillboxes Trailhead Hotel Reviews

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

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

PRIVATE BEACHFRONT RENTAL

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

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

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

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

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