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 compact kitchen with a refrigerator, microwave, and wooden cabinets. There is a dining area with a glass coffee table and two chairs. A ceiling fan and a mirror are also visible.

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

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

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

1. Paradise Bay Resort

14.2 km from Lanikai Pillboxes Trailhead

Lea

￥22,240

￥34,232 total

includes taxes & fees

Oct 27 - Oct 28

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

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.

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

2. The Kahala Hotel & Resort

14.3 km from Lanikai Pillboxes Trailhead

janos

￥72,457

￥86,015 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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

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

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

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

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

4. Ramada Plaza by Wyndham Waikiki

16.9 km from Lanikai Pillboxes Trailhead

Peggy

￥20,000

￥23,743 total

includes taxes & fees

Nov 2 - Nov 3

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

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.

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.

5. Holiday Inn Express Waikiki by IHG

16.5 km from Lanikai Pillboxes Trailhead

Monica

￥18,816

￥28,519 total

includes taxes & fees

Oct 4 - Oct 5

A coastal cityscape with a beach, high-rise buildings, and a clear view of 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 hotel room with a bed, a chair, a dresser, and a view of a tall building and the ocean.

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

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

16.6 km from Lanikai Pillboxes Trailhead

Jessy

￥28,129

￥76,354 total

includes taxes & fees

Oct 6 - Oct 7

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

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

7. Coconut Waikiki Hotel

16.4 km from Lanikai Pillboxes Trailhead

Raúl

￥16,061

￥25,625 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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.

8. Hotel Renew

16.9 km from Lanikai Pillboxes Trailhead

Ashley

￥15,430

￥25,813 total

includes taxes & fees

Oct 15 - Oct 16

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 14 - Oct 15

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

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

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

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

10. Vive Hotel Waikiki

16.6 km from Lanikai Pillboxes Trailhead

Danette

￥21,356

￥32,855 total

includes taxes & fees

Oct 26 - Oct 27

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 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.

11. OUTRIGGER Waikiki Paradise Hotel

16.6 km from Lanikai Pillboxes Trailhead

Arthur

￥25,359

￥37,599 total

includes taxes & fees

Nov 2 - Nov 3

A beach scene with palm trees, a sunset, and people sitting on mats.

A high-rise hotel with multiple balconies overlooking a beach with clear turquoise water and a few boats.

A spacious lobby with a high ceiling, large columns, and comfortable seating areas.

12. Waikiki Resort Hotel

16.7 km from Lanikai Pillboxes Trailhead

Gary

￥18,618

￥30,535 total

includes taxes & fees

Oct 11 - Oct 12

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

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.

13. Queen Kapiolani Hotel

16.9 km from Lanikai Pillboxes Trailhead

Christopher

￥18,242

￥31,026 total

includes taxes & fees

Oct 18 - Oct 19

A rooftop pool area with blue lounge chairs, a large pool with a green swirl design, and a heart-shaped garden.

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

14. Hilton Waikiki Beach Resort & Spa

16.6 km from Lanikai Pillboxes Trailhead

Deepa

￥27,049

￥40,542 total

includes taxes & fees

Oct 12 - Oct 13

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

15. Sheraton Princess Kaiulani Waikiki Beach

16.7 km from Lanikai Pillboxes Trailhead

Cheng Han

￥23,559

￥35,789 total

includes taxes & fees

Oct 17 - Oct 18

A coastal cityscape with a beach, palm trees, and a mountain in the background.

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

Two people in a swimming pool with a tiled edge and a wall with floral decorations.

A hotel room with a large bed, a green chair, a small ottoman, and a view of a cityscape through a large window.

16. Waikiki Malia

16.6 km from Lanikai Pillboxes Trailhead

Rachel

￥14,761

￥25,029 total

includes taxes & fees

Oct 14 - Oct 15

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.

17. Stay Hotel Waikiki

16.7 km from Lanikai Pillboxes Trailhead

Samer

￥13,923

￥19,320 total

includes taxes & fees

Oct 18 - Oct 19

A dining table with breakfast plates, a bowl, a cup, and a vase with flowers.

A spacious indoor area with wooden furniture, ceiling fans, and large windows offering views of greenery and buildings.

A koi pond with rocks and plants, surrounded by buildings.

A retail space with a sign reading 'PAGODA PROVISIONS,' shelves with plants and bags, and a clothing rack.

18. Pagoda Hotel

16.4 km from Lanikai Pillboxes Trailhead

Ramon

￥18,323

￥29,247 total

includes taxes & fees

Oct 12 - Oct 13

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

19. Waikiki Beach Marriott Resort & Spa

16.9 km from Lanikai Pillboxes Trailhead

Christine

￥36,621

￥54,531 total

includes taxes & fees

Oct 9 - Oct 10

A rooftop infinity pool with lounge chairs and umbrellas, surrounded by modern buildings.

The exterior of the Hyatt Centric Waikiki Beach hotel with a motorcycle parked in front, a reception desk, and a modern entrance.

A hotel room with two beds, a TV, a large window with a view, and wooden paneling.

A modern hotel room with a large window offering a city view, a comfortable sofa with blue cushions, and a round wooden side table.

20. Hyatt Centric Waikiki Beach

16.6 km from Lanikai Pillboxes Trailhead

Nichele

￥28,177

￥42,443 total

includes taxes & fees

Oct 6 - Oct 7

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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 1,000 reviews	View
Ala Moana Hotel by Mantra	8.8 Excellent 3,568 reviews	View
Ramada Plaza by Wyndham Waikiki	8.6 Excellent 2,676 reviews	View
Holiday Inn Express Waikiki by IHG	8.4 Very good 3,518 reviews	View

Top Lanikai Pillboxes Trailhead Hotel Reviews

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."

BEST LICENSED LOCATION The VIEWHOUSE LANIKAI 1990NUC-1739

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!"

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.

Explore a world of travel with Expedia

Kailua Vacations

Find hotels near Lanikai Pillboxes Trailhead, Kailua from ￥19,320

Change your mind

Treat yourself

Be picky

Check prices for these dates

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Property class

Guest rating

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. Holiday Inn Express Waikiki by IHG

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

7. Coconut Waikiki Hotel

8. Hotel Renew

9. FIRST CABIN INTERNATIONAL HAWAII

10. Vive Hotel Waikiki

11. OUTRIGGER Waikiki Paradise Hotel

12. Waikiki Resort Hotel

13. Queen Kapiolani Hotel

14. Hilton Waikiki Beach Resort & Spa

15. Sheraton Princess Kaiulani Waikiki Beach

16. Waikiki Malia

17. Stay Hotel Waikiki

18. Pagoda Hotel

19. Waikiki Beach Marriott Resort & Spa

20. Hyatt Centric Waikiki Beach

Compare popular hotels close to Lanikai Pillboxes Trailhead

Top Lanikai Pillboxes Trailhead Hotel Reviews

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

BEST LICENSED LOCATION The VIEWHOUSE LANIKAI 1990NUC-1739

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