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 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.

1. Paradise Bay Resort

14.2 km from Lanikai Pillboxes Trailhead

Phuong

￥22,926

￥34,828 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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

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

2. The Kahala Hotel & Resort

14.3 km from Lanikai Pillboxes Trailhead

Ruchi

￥63,763

￥75,693 total

includes taxes & fees

Oct 13 - Oct 14

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

3. Waikiki Beach Marriott Resort & Spa

16.9 km from Lanikai Pillboxes Trailhead

Brandon

￥29,900

￥45,524 total

includes taxes & fees

Sep 16 - Sep 17

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.

4. Ramada Plaza by Wyndham Waikiki

16.9 km from Lanikai Pillboxes Trailhead

Kerrie

￥19,355

￥22,977 total

includes taxes & fees

Oct 12 - Oct 13

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

A couple on a balcony overlooking a mountain at sunset.

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

5. Queen Kapiolani Hotel

16.9 km from Lanikai Pillboxes Trailhead

Jordan Dianne

￥18,160

￥30,724 total

includes taxes & fees

Sep 20 - Sep 21

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 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.

6. Holiday Inn Express Waikiki by IHG

16.5 km from Lanikai Pillboxes Trailhead

Monica

￥18,310

￥27,753 total

includes taxes & fees

Sep 25 - Sep 26

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 room with a large window overlooking a cityscape and mountains.

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

7. Ala Moana Hotel by Mantra

16.7 km from Lanikai Pillboxes Trailhead

Matthew

￥25,700

￥36,889 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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

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

8. Sheraton Princess Kaiulani Waikiki Beach

16.7 km from Lanikai Pillboxes Trailhead

Autumn

￥22,926

￥34,827 total

includes taxes & fees

Sep 25 - Sep 26

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.

9. Hilton Waikiki Beach Resort & Spa

16.6 km from Lanikai Pillboxes Trailhead

Giovanna

￥26,326

￥39,404 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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

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.

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

16.6 km from Lanikai Pillboxes Trailhead

Jessy

￥27,343

￥74,217 total

includes taxes & fees

Sep 14 - Sep 15

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

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.

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

11. Coconut Waikiki Hotel

16.4 km from Lanikai Pillboxes Trailhead

Raúl

￥16,452

￥25,913 total

includes taxes & fees

Oct 5 - Oct 6

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

A view of a beach with a sailboat, palm trees, and a building with balconies.

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

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

12. Vive Hotel Waikiki

16.6 km from Lanikai Pillboxes Trailhead

Robin

￥22,093

￥33,558 total

includes taxes & fees

Oct 3 - Oct 4

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

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

13. Hilton Garden Inn Waikiki Beach

16.5 km from Lanikai Pillboxes Trailhead

Shaun

￥25,983

￥38,503 total

includes taxes & fees

Sep 26 - Sep 27

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

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.

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

14. Hotel Renew

16.9 km from Lanikai Pillboxes Trailhead

yunge

￥16,624

￥27,029 total

includes taxes & fees

Sep 29 - Sep 30

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

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

15. Waikiki Beachside Hostel

16.8 km from Lanikai Pillboxes Trailhead

Angelina Rose

￥15,255

￥18,109 total

includes taxes & fees

Oct 11 - Oct 12

A beach with clear turquoise waters, palm trees, and beach umbrellas.

A hotel lobby with a view of the beach, arched ceilings, and large potted plants.

A water slide with a curved path, surrounded by lush greenery and rocks.

A grand hotel entrance with a central archway, surrounded by lush greenery and palm trees.

16. The Royal Hawaiian, a Luxury Collection Resort, Waikiki

17 km from Lanikai Pillboxes Trailhead

Kelsi

￥63,333

￥84,606 total

includes taxes & fees

Sep 26 - Sep 27

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.

17. Hyatt Regency Waikiki Beach Resort & Spa

16.8 km from Lanikai Pillboxes Trailhead

Michael Gerard Saunderson Ferrer

￥39,785

￥57,258 total

includes taxes & fees

Sep 13 - Sep 14

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

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

A view from a balcony overlooking turquoise waters with boats, a beach, and a hotel building.

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

18. Sheraton Waikiki Beach Resort

16.9 km from Lanikai Pillboxes Trailhead

Jonathan

￥41,828

￥59,078 total

includes taxes & fees

Sep 29 - Sep 30

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

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

19. OUTRIGGER Waikiki Paradise Hotel

16.6 km from Lanikai Pillboxes Trailhead

Mandy

￥26,262

￥38,506 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.

20. The Surfjack Hotel & Swim Club

16.5 km from Lanikai Pillboxes Trailhead

Panarus

￥27,037

￥32,096 total

includes taxes & fees

Oct 13 - Oct 14

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Compare popular hotels close to Lanikai Pillboxes Trailhead

Property	Star rating	Guest rating
Paradise Bay Resort	8.8 Excellent 1,000 reviews	View
The Kahala Hotel & Resort	9.4 Exceptional 1,002 reviews	View
Waikiki Beach Marriott Resort & Spa	9.0 Wonderful 3,891 reviews	View
Ramada Plaza by Wyndham Waikiki	8.8 Excellent 2,640 reviews	View
Queen Kapiolani Hotel	8.8 Excellent 1,167 reviews	View

Top Lanikai Pillboxes Trailhead Hotel Reviews

Sheraton Waikiki Beach Resort

10/10 Excellent

"Hotel muy bien ubicado,con bellas vistas a la playa y la ciudad.El personal muy amable y atento, lo que a veces el hotel esta muy ocupado y aturde un poco tantas personas a la vez."

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."

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

10/10 Excellent

"We really enjoyed our stay at this property. The pool and hot tub made the time spent in the home so relaxing. The neighborhood is nice and quiet. The nearby beach park was a nice bonus."

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

"Beautiful older home just steps from the beach. There is no central AC, but with the windows and doors open, no problem. There is a window AC in the upstairs bedroom which kept the room nice and cool. There were 3 of us and we had plenty of room and no complaints. Activities nearby kept us busy but with time to still enjoy the beach. Much better than any hotel."

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

8/10 Good

"The house was very clean and well equipped - kitchen, bathrooms, laundry room, games and beach toys. There were a variety of living areas on the property to just relax or connect with our family and friends. Loved the convenience to just walk across the beautiful, long lawn right to the beach. Kailua has the best beach - soft, white sand, and a beautiful, peaceful bay.It took a bit to get used to the sound of the fans on all the time. However, it was needed for the humidity and heat leading up to Tropical Storm Lala.Wish we had more days to stay!"

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."

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

10/10 Excellent

"Great location and amazing view. Very clean and spacious rooms. Onsite parking which is important since parking on the street is prohibited on the weekends."

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 101 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 101 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 ￥18,109

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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. Waikiki Beach Marriott Resort & Spa

4. Ramada Plaza by Wyndham Waikiki

5. Queen Kapiolani Hotel

6. Holiday Inn Express Waikiki by IHG

7. Ala Moana Hotel by Mantra

8. Sheraton Princess Kaiulani Waikiki Beach

9. Hilton Waikiki Beach Resort & Spa

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

11. Coconut Waikiki Hotel

12. Vive Hotel Waikiki

13. Hilton Garden Inn Waikiki Beach

14. Hotel Renew

15. Waikiki Beachside Hostel

16. The Royal Hawaiian, a Luxury Collection Resort, Waikiki

17. Hyatt Regency Waikiki Beach Resort & Spa

18. Sheraton Waikiki Beach Resort

19. OUTRIGGER Waikiki Paradise Hotel

20. The Surfjack Hotel & Swim Club

Compare popular hotels close to Lanikai Pillboxes Trailhead

Top Lanikai Pillboxes Trailhead Hotel Reviews

Sheraton Waikiki Beach Resort

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

PRIVATE BEACHFRONT RENTAL

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

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

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

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

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

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

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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