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

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

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

1. Paradise Bay Resort

14.2 km from Lanikai Pillboxes Trailhead

Lea

￥22,121

￥34,082 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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

￥72,374

￥85,917 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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.

3. Ala Moana Hotel by Mantra

16.7 km from Lanikai Pillboxes Trailhead

Jordon

￥26,677

￥38,226 total

includes taxes & fees

Oct 18 - Oct 19

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

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

4. Ramada Plaza by Wyndham Waikiki

16.9 km from Lanikai Pillboxes Trailhead

Peggy

￥19,779

￥23,481 total

includes taxes & fees

Nov 2 - Nov 3

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.

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

16.6 km from Lanikai Pillboxes Trailhead

Jessy

￥31,412

￥80,200 total

includes taxes & fees

Oct 14 - Oct 15

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 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.

6. Coconut Waikiki Hotel

16.4 km from Lanikai Pillboxes Trailhead

Raúl

￥16,061

￥25,625 total

includes taxes & fees

Nov 1 - Nov 2

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.

A hotel room with a balcony, a view of a cityscape, a small round table, a chair, and a bed.

7. Wayfinder Waikiki

16.4 km from Lanikai Pillboxes Trailhead

Kenneth

￥24,851

￥36,435 total

includes taxes & fees

Oct 28 - Oct 29

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

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.

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

8. OUTRIGGER Waikiki Paradise Hotel

16.6 km from Lanikai Pillboxes Trailhead

Arthur

￥25,359

￥37,599 total

includes taxes & fees

Nov 3 - Nov 4

A hotel room with a bed, a desk, and a chair. There are curtains on the windows and a TV on the wall.

A small, rocky water feature surrounded by lush greenery and palm trees.

A beachfront hotel with a view of the ocean and city skyline.

A tall building with a modern architectural design, surrounded by palm trees.

9. FIRST CABIN INTERNATIONAL HAWAII

16.8 km from Lanikai Pillboxes Trailhead

Jose

￥18,784

￥22,298 total

includes taxes & fees

Oct 12 - Oct 13

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

JoAnn

￥42,462

￥60,713 total

includes taxes & fees

Oct 10 - Oct 11

An aerial view of a coastal city with a prominent volcanic crater surrounded by residential areas and a beach.

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 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.

11. Holiday Inn Express Waikiki by IHG

16.5 km from Lanikai Pillboxes Trailhead

Monica

￥18,816

￥28,519 total

includes taxes & fees

Oct 6 - Oct 7

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

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

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

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

12. Waikiki Beachside Hostel

16.8 km from Lanikai Pillboxes Trailhead

Nathaniel

￥15,292

￥18,155 total

includes taxes & fees

Nov 4 - Nov 5

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

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

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

A high-rise hotel with multiple floors, a pool, and a view of the ocean.

13. Waikiki Beach Marriott Resort & Spa

16.9 km from Lanikai Pillboxes Trailhead

Christine

￥39,305

￥57,716 total

includes taxes & fees

Oct 5 - Oct 6

A hotel with a modern facade, a stone water feature, and a sign indicating it is a 'Stay Waikiki' location.

A modern lounge area with a sofa, armchairs, and a coffee table.

A lobby with green and blue sofas, a wooden coffee table, and a potted plant.

A spacious lobby with a polished floor, a reception desk, and seating areas with tropical-themed upholstery.

14. Stay Hotel Waikiki

16.7 km from Lanikai Pillboxes Trailhead

Samer

￥13,923

￥19,320 total

includes taxes & fees

Oct 18 - Oct 19

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

A modern living room with a large TV, grey sofa, and a ceiling fan.

A modern living room with a sofa, a coffee table, and a view of the ocean.

A modern living room with a sofa, two lamps, a coffee table, and a view of the ocean.

15. Pacific Monarch - 1 BR - Ocean & City Views

16.7 km from Lanikai Pillboxes Trailhead

Vivian

￥33,030

￥80,248 total

includes taxes & fees

Oct 6 - Oct 7

A couple on a balcony overlooking a mountain at sunset.

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

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

16. Queen Kapiolani Hotel

16.9 km from Lanikai Pillboxes Trailhead

Nicholas

￥18,256

￥31,043 total

includes taxes & fees

Oct 11 - Oct 12

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

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.

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

17. The Surfjack Hotel & Swim Club

16.5 km from Lanikai Pillboxes Trailhead

Sarah

￥26,173

￥31,070 total

includes taxes & fees

Oct 19 - Oct 20

A reception area with a wooden reception desk, seating area with chairs and a table, and a view of an outdoor pool area with umbrellas.

A wooden deck leading to a house with a white exterior, surrounded by tropical plants and a small table with chairs.

A street lamp with a rope wrapped around its base, set against a backdrop of a wooden fence and greenery.

18. White Sands Hotel

16.5 km from Lanikai Pillboxes Trailhead

Nicholas

￥16,251

￥24,915 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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.

19. Hilton Waikiki Beach Resort & Spa

16.6 km from Lanikai Pillboxes Trailhead

Deepa

￥27,049

￥40,542 total

includes taxes & fees

Oct 11 - Oct 12

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 room with a large window overlooking a beach, a bench, and a lamp.

20. Hotel Renew

16.9 km from Lanikai Pillboxes Trailhead

Ashley

￥15,430

￥25,813 total

includes taxes & fees

Oct 15 - Oct 16

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Compare popular hotels close to Lanikai Pillboxes Trailhead

Property	Star rating	Guest rating
Paradise Bay Resort	8.8 Excellent 1,001 reviews	View
The Kahala Hotel & Resort	9.4 Exceptional 1,001 reviews	View
Ala Moana Hotel by Mantra	8.8 Excellent 3,570 reviews	View
Ramada Plaza by Wyndham Waikiki	8.6 Excellent 2,677 reviews	View
Partial Ocean View Condo with King or Queen Bed and Parking	9.6 Exceptional 43 reviews	View

Top Lanikai Pillboxes Trailhead Hotel Reviews

Hyatt Regency Waikiki Beach Resort & Spa

10/10 Excellent

"We had a wonderful stay at Hyatt Regency Waikiki! The location was excellent, right across from Waikiki Beach, and the hotel was clean, comfortable, and convenient. The staff were friendly and helpful, and we really enjoyed our first trip to Hawaii. We would definitely stay here again!"

The Kahala Hotel & Resort

10/10 Excellent

"The room was gorgeous! Bravo for the elevated and tasteful decor. The exterior does need a little facelift here and there as it is an older hotel, but there is a "classic," old Hawaii charm about it. Bell Attendant was a bit pushy when we did not let him take our bags before check in - asking repeatedly - when guaranteed check in was only 30min out. Other than that, the staff at the Veranda was so nice and cheerful and dinner at Arancino was amazing. This is a great option to stay outside of Waikiki."

Absolutely Oceanfront - 60' Waterfall Lap Pool

8/10 Good

"The VRBO was very clean and inviting. We absolutely loved the oceanfront view from our window and kitchen. We especially enjoyed sipping our coffees during the early morning, watching the waves crash into the rocks. The hosts were very friendly and responsive."

Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780

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: This was our family’s final farewell to summer and the stay was wonderful! The view from the patio overlooking beautiful green grass, nicely trimmed hedges, palm trees and the ocean was amazing. Home had all beach equipment needed to enjoy the quick walk across the lawn to beach. Home was clean, well equipped kitchen to cook and grill, beds were all comfortable, bathrooms well stocked, and very comfortable living room areas for family to gather and talk about the day. Lastly, appreciated the quick response to my questions and warm welcome from Private Homes! We plan on returning!"

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."

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 105 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 105 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.

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Kailua Vacations

Find hotels near Lanikai Pillboxes Trailhead, Kailua from ￥18,155

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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. Ala Moana Hotel by Mantra

4. Ramada Plaza by Wyndham Waikiki

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

6. Coconut Waikiki Hotel

7. Wayfinder Waikiki

8. OUTRIGGER Waikiki Paradise Hotel

9. FIRST CABIN INTERNATIONAL HAWAII

10. Hyatt Regency Waikiki Beach Resort & Spa

11. Holiday Inn Express Waikiki by IHG

12. Waikiki Beachside Hostel

13. Waikiki Beach Marriott Resort & Spa

14. Stay Hotel Waikiki

15. Pacific Monarch - 1 BR - Ocean & City Views

16. Queen Kapiolani Hotel

17. The Surfjack Hotel & Swim Club

18. White Sands Hotel

19. Hilton Waikiki Beach Resort & Spa

20. Hotel Renew

Compare popular hotels close to Lanikai Pillboxes Trailhead

Top Lanikai Pillboxes Trailhead Hotel Reviews

Hyatt Regency Waikiki Beach Resort & Spa

The Kahala Hotel & Resort

Absolutely Oceanfront - 60' Waterfall Lap Pool

Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780

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

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