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

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

1. Paradise Bay Resort

14.2 km from Lanikai Pillboxes Trailhead

Lea

￥22,722

￥34,798 total

includes taxes & fees

Nov 4 - Nov 5

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 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

￥60,795

￥72,173 total

includes taxes & fees

Nov 4 - Nov 5

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

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

16.6 km from Lanikai Pillboxes Trailhead

Jessy

￥27,476

￥75,546 total

includes taxes & fees

Oct 20 - Oct 21

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

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

4. Ala Moana Hotel by Mantra

16.7 km from Lanikai Pillboxes Trailhead

Jordon

￥26,687

￥38,241 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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

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

5. Ramada Plaza by Wyndham Waikiki

16.9 km from Lanikai Pillboxes Trailhead

Peggy

￥20,228

￥24,014 total

includes taxes & fees

Nov 3 - Nov 4

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.

6. Sheraton Waikiki Beach Resort

16.9 km from Lanikai Pillboxes Trailhead

Ladan

￥38,577

￥55,481 total

includes taxes & fees

Oct 20 - Oct 21

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

A sign for the Coconut Waikiki Hotel with a view of the building and surrounding greenery.

7. Coconut Waikiki Hotel

16.4 km from Lanikai Pillboxes Trailhead

Raúl

￥16,906

￥26,628 total

includes taxes & fees

Oct 28 - Oct 29

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.

8. The Surfjack Hotel & Swim Club

16.5 km from Lanikai Pillboxes Trailhead

Sarah

￥25,888

￥30,733 total

includes taxes & fees

Oct 28 - Oct 29

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

A building entrance with a sign reading "WAYFINDER" and a modern design with vertical wooden slats.

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

A swimming pool surrounded by lounge chairs and umbrellas, with palm trees and a clear sky.

9. Wayfinder Waikiki

16.4 km from Lanikai Pillboxes Trailhead

Kenneth

￥24,196

￥35,657 total

includes taxes & fees

Nov 5 - Nov 6

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.

10. OUTRIGGER Waikiki Paradise Hotel

16.6 km from Lanikai Pillboxes Trailhead

Nathan

￥26,710

￥39,206 total

includes taxes & fees

Nov 4 - Nov 5

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 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.

11. Holiday Inn Express Waikiki by IHG

16.5 km from Lanikai Pillboxes Trailhead

Catherine

￥18,816

￥28,519 total

includes taxes & fees

Oct 16 - Oct 17

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.

12. Hyatt Regency Waikiki Beach Resort & Spa

16.8 km from Lanikai Pillboxes Trailhead

JoAnn

￥42,462

￥60,713 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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

16.6 km from Lanikai Pillboxes Trailhead

Vadim

￥24,429

￥71,928 total

includes taxes & fees

Oct 11 - Oct 12

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 resort with a pool, beach, and ocean view.

14. Waikiki Beach Marriott Resort & Spa

16.9 km from Lanikai Pillboxes Trailhead

Christine

￥39,320

￥57,738 total

includes taxes & fees

Oct 7 - Oct 8

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 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.

15. Waikiki Beachside Hostel

16.8 km from Lanikai Pillboxes Trailhead

Nathaniel

￥14,787

￥17,553 total

includes taxes & fees

Nov 6 - Nov 7

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 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.

16. Hotel Renew

16.9 km from Lanikai Pillboxes Trailhead

Ashley

￥15,435

￥25,822 total

includes taxes & fees

Oct 15 - Oct 16

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 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.

17. Hilton Waikiki Beach Resort & Spa

16.6 km from Lanikai Pillboxes Trailhead

Heidi

￥27,037

￥40,532 total

includes taxes & fees

Oct 17 - Oct 18

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

A reception area with a wooden desk, two monitors, a framed picture, and a tropical wallpaper.

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

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

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

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

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

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

19. Vive Hotel Waikiki

16.6 km from Lanikai Pillboxes Trailhead

Danette

￥20,111

￥31,373 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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

20. Queen Kapiolani Hotel

16.9 km from Lanikai Pillboxes Trailhead

Nicholas

￥18,263

￥31,055 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 1,003 reviews	View
The Kahala Hotel & Resort	9.4 Exceptional 1,001 reviews	View
Partial Ocean View Condo with King or Queen Bed and Parking	9.6 Exceptional 43 reviews	View
Ala Moana Hotel by Mantra	8.8 Excellent 3,578 reviews	View
Ramada Plaza by Wyndham Waikiki	8.6 Excellent 2,685 reviews	View

Top Lanikai Pillboxes Trailhead Hotel Reviews

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!"

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

10/10 Excellent

"We had the absolute best time here!! The rental is clean with everything you need to be comfortable. I love the little kitchenette, so that we could make food and not have to eat out every meal. The location was exactly what we were looking for! It was just a quick 1-2 min walk to the beach to watch the sunrise. Lanakai beach is just a few minutes away by car. Kailua is such a cute area….central to many small local shops. I love supporting local! Our host, Zak, was super nice and accommodating of our needs. Actually, all the people we met were super friendly and welcoming. This really was the best trip!"

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."

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!"

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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A coastal town with houses, palm trees, and two prominent islands in the ocean.

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 ￥17,553

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

4. Ala Moana Hotel by Mantra

5. Ramada Plaza by Wyndham Waikiki

6. Sheraton Waikiki Beach Resort

7. Coconut Waikiki Hotel

8. The Surfjack Hotel & Swim Club

9. Wayfinder Waikiki

10. OUTRIGGER Waikiki Paradise Hotel

11. Holiday Inn Express Waikiki by IHG

12. Hyatt Regency Waikiki Beach Resort & Spa

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

14. Waikiki Beach Marriott Resort & Spa

15. Waikiki Beachside Hostel

16. Hotel Renew

17. Hilton Waikiki Beach Resort & Spa

18. Stay Hotel Waikiki

19. Vive Hotel Waikiki

20. Queen Kapiolani Hotel

Compare popular hotels close to Lanikai Pillboxes Trailhead

Top Lanikai Pillboxes Trailhead Hotel Reviews

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

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

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!

BEST LICENSED LOCATION The VIEWHOUSE LANIKAI 1990NUC-1739

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

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