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

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

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

￥24,301

￥36,713 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 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

￥63,341

￥75,194 total

includes taxes & fees

Oct 24 - Oct 25

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

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

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

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

4. Waikiki Beach Marriott Resort & Spa

16.9 km from Lanikai Pillboxes Trailhead

Christine

￥35,452

￥53,171 total

includes taxes & fees

Oct 3 - Oct 4

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

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

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

16.6 km from Lanikai Pillboxes Trailhead

Jessy

￥31,496

￥80,417 total

includes taxes & fees

Oct 5 - Oct 6

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.

6. Ala Moana Hotel by Mantra

16.7 km from Lanikai Pillboxes Trailhead

Jordon

￥26,748

￥38,328 total

includes taxes & fees

Oct 12 - Oct 13

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.

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

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

7. Waikiki Beachside Hostel

16.8 km from Lanikai Pillboxes Trailhead

Angelina Rose

￥16,218

￥19,253 total

includes taxes & fees

Oct 26 - Oct 27

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.

8. Holiday Inn Express Waikiki by IHG

16.5 km from Lanikai Pillboxes Trailhead

Monica

￥18,866

￥28,594 total

includes taxes & fees

Sep 30 - Oct 1

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

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

A pool surrounded by palm trees and lounge chairs.

9. Wayfinder Waikiki

16.4 km from Lanikai Pillboxes Trailhead

Ian Michael

￥22,733

￥33,959 total

includes taxes & fees

Sep 28 - Sep 29

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

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

10. Hilton Waikiki Beach Resort & Spa

16.6 km from Lanikai Pillboxes Trailhead

Deepa

￥27,124

￥40,601 total

includes taxes & fees

Oct 3 - Oct 4

A hotel room with two beds, a desk, a chair, and a window with curtains.

A hotel room with a bed, a TV mounted on the wall, a desk with a chair, a window with a view of buildings, and a balcony with a chair.

A multi-story building with the sign "WAIKI CENTRAL HOTEL" on the ground floor. There are multiple balconies, and the building has a modern architectural style.

A hotel room with a bed, a desk, a dresser, a TV, and a window with curtains.

11. Waikiki Central Hotel

16.7 km from Lanikai Pillboxes Trailhead

Patricia

￥20,417

￥24,238 total

includes taxes & fees

Oct 12 - Oct 13

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

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.

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

12. Hotel Renew

16.9 km from Lanikai Pillboxes Trailhead

Ashley

￥16,040

￥26,556 total

includes taxes & fees

Sep 30 - Oct 1

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

13. Sheraton Princess Kaiulani Waikiki Beach

16.7 km from Lanikai Pillboxes Trailhead

Autumn

￥23,622

￥35,886 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 spacious indoor dining area with large windows, wooden flooring, and modern furniture.

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

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

14. Hyatt Regency Waikiki Beach Resort & Spa

16.8 km from Lanikai Pillboxes Trailhead

Michael Gerard Saunderson Ferrer

￥40,992

￥58,996 total

includes taxes & fees

Sep 30 - Oct 1

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

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

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

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

15. Hilton Garden Inn Waikiki Beach

16.5 km from Lanikai Pillboxes Trailhead

YUKI

￥24,081

￥36,478 total

includes taxes & fees

Oct 12 - Oct 13

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

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

A couple on a balcony overlooking a mountain at sunset.

16. Queen Kapiolani Hotel

16.9 km from Lanikai Pillboxes Trailhead

Christopher

￥18,318

￥31,140 total

includes taxes & fees

Oct 11 - Oct 12

A poolside area with lounge chairs and umbrellas, overlooking the ocean at sunset.

A coastal hotel with multiple balconies overlooking the ocean, clear blue skies, and visible waves.

A spacious, modern living area with wooden flooring, a large sofa set, and a dining table.

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

17. Halepuna Waikiki by Halekulani

17 km from Lanikai Pillboxes Trailhead

Maria

￥40,526

￥48,109 total

includes taxes & fees

Oct 13 - Oct 14

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 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.

18. Coconut Waikiki Hotel

16.4 km from Lanikai Pillboxes Trailhead

Raúl

￥13,153

￥22,190 total

includes taxes & fees

Oct 13 - Oct 14

A balcony with a table and chairs, overlooking a coastal view with boats and a sunset.

A modern hotel room with a large window, a flat-screen TV, a sofa, a chair, a lamp, and a small table.

A modern lobby with a reception desk, large potted plants, a bench, and a glass wall offering a view of the interior.

A coastal cityscape with a prominent hotel, a beach, and a mountain in the background.

19. Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

17 km from Lanikai Pillboxes Trailhead

Victoria

￥67,040

￥87,122 total

includes taxes & fees

Oct 1 - Oct 2

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.

20. Waikiki Resort Hotel

16.7 km from Lanikai Pillboxes Trailhead

Gary

￥18,791

￥30,761 total

includes taxes & fees

Oct 17 - Oct 18

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Compare popular hotels close to Lanikai Pillboxes Trailhead

Property	Star rating	Guest rating
Paradise Bay Resort	8.8 Excellent 1,002 reviews	View
The Kahala Hotel & Resort	9.4 Exceptional 1,001 reviews	View
Ramada Plaza by Wyndham Waikiki	8.8 Excellent 2,656 reviews	View
Waikiki Beach Marriott Resort & Spa	9.0 Wonderful 3,904 reviews	View
Partial Ocean View Condo with King or Queen Bed and Parking	9.6 Exceptional 42 reviews	View

Top Lanikai Pillboxes Trailhead Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort

8/10 Good

"Too crowded - felt like I was at Disneyland. Pools were disappointing. Beach was great but they were charging $100 a day to rent a chair and umbrella. Also they had loud construction going on right by the main pool. I would not come back again"

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 Aalapapa 43005029, 07018,10701878

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."

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 ￥19,253

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

6. Ala Moana Hotel by Mantra

7. Waikiki Beachside Hostel

8. Holiday Inn Express Waikiki by IHG

9. Wayfinder Waikiki

10. Hilton Waikiki Beach Resort & Spa

11. Waikiki Central Hotel

12. Hotel Renew

13. Sheraton Princess Kaiulani Waikiki Beach

14. Hyatt Regency Waikiki Beach Resort & Spa

15. Hilton Garden Inn Waikiki Beach

16. Queen Kapiolani Hotel

17. Halepuna Waikiki by Halekulani

18. Coconut Waikiki Hotel

19. Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

20. Waikiki Resort Hotel

Compare popular hotels close to Lanikai Pillboxes Trailhead

Top Lanikai Pillboxes Trailhead Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort

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 Aalapapa 43005029, 07018,10701878

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

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

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