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.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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 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.

1. Paradise Bay Resort

14.2 km from Lanikai Pillboxes Trailhead

James

NT$4,856

NT$7,337 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 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

NT$12,659

NT$15,027 total

includes taxes & fees

Oct 24 - Oct 25

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.

3. Ramada Plaza by Wyndham Waikiki

16.9 km from Lanikai Pillboxes Trailhead

Sione

NT$4,164

NT$4,943 total

includes taxes & fees

Oct 1 - Oct 2

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

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

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.

4. Waikiki Beach Marriott Resort & Spa

16.9 km from Lanikai Pillboxes Trailhead

Christine

NT$7,106

NT$10,657 total

includes taxes & fees

Sep 30 - Oct 1

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

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.

Sheraton Waikiki hotel entrance with a landscaped garden, palm trees, and a water feature.

5. Sheraton Waikiki Beach Resort

16.9 km from Lanikai Pillboxes Trailhead

Russell

NT$9,082

NT$12,727 total

includes taxes & fees

Oct 5 - Oct 6

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

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'.

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

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

16.6 km from Lanikai Pillboxes Trailhead

Jessy

NT$6,313

NT$16,118 total

includes taxes & fees

Oct 5 - Oct 6

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

A reception area with a wooden reception desk, two wall-mounted lamps, a small stool, and a set of drawers labeled "Suntrack."

7. The Surfjack Hotel & Swim Club

16.5 km from Lanikai Pillboxes Trailhead

Michelle

NT$5,910

NT$7,016 total

includes taxes & fees

Oct 11 - Oct 12

A spa room with two massage tables, a large potted plant, and a view of the beach.

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

A hotel room with a balcony, a sofa, a small round table with a vase of flowers, and two wall-mounted lamps.

A spacious indoor dining area with large windows, wooden flooring, and modern furniture.

8. Hyatt Regency Waikiki Beach Resort & Spa

16.8 km from Lanikai Pillboxes Trailhead

Michael Gerard Saunderson Ferrer

NT$8,216

NT$11,825 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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.

9. Waikiki Beachside Hostel

16.8 km from Lanikai Pillboxes Trailhead

Angelina Rose

NT$3,266

NT$3,877 total

includes taxes & fees

Oct 5 - Oct 6

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

A spacious lobby with a modern design, featuring a large seating area with sofas and chairs, a coffee table, and decorative wall panels.

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

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

10. Hilton Garden Inn Waikiki Beach

16.5 km from Lanikai Pillboxes Trailhead

Shaun

NT$4,396

NT$6,800 total

includes taxes & fees

Oct 17 - Oct 18

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

A pool surrounded by palm trees and lounge chairs.

A white utility vehicle parked on a road with palm trees and a beach in the background.

11. Wayfinder Waikiki

16.4 km from Lanikai Pillboxes Trailhead

Ian Michael

NT$4,759

NT$7,043 total

includes taxes & fees

Oct 11 - Oct 12

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

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

12. Hilton Waikiki Beach Resort & Spa

16.6 km from Lanikai Pillboxes Trailhead

Deepa

NT$5,332

NT$8,014 total

includes taxes & fees

Oct 6 - Oct 7

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

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.

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

13. Ala Moana Hotel by Mantra

16.7 km from Lanikai Pillboxes Trailhead

Jordon

NT$5,361

NT$7,682 total

includes taxes & fees

Oct 11 - Oct 12

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

14. Coconut Waikiki Hotel

16.4 km from Lanikai Pillboxes Trailhead

Raúl

NT$3,397

NT$5,351 total

includes taxes & fees

Sep 28 - Sep 29

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

A couple on a balcony overlooking a mountain at sunset.

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

15. Queen Kapiolani Hotel

16.9 km from Lanikai Pillboxes Trailhead

Christopher

NT$3,746

NT$6,331 total

includes taxes & fees

Oct 6 - Oct 7

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.

16. Hotel Renew

16.9 km from Lanikai Pillboxes Trailhead

Ashley

NT$3,655

NT$5,845 total

includes taxes & fees

Sep 30 - Oct 1

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

17. OUTRIGGER Waikiki Paradise Hotel

16.6 km from Lanikai Pillboxes Trailhead

Arthur

NT$5,682

NT$8,252 total

includes taxes & fees

Oct 24 - Oct 25

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

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

A modern hotel room with a bed, a dining area, and a living space with a sofa and chairs.

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

16.6 km from Lanikai Pillboxes Trailhead

John

NT$6,091

NT$15,854 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 high-rise hotel with a view of the ocean and beach.

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

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

19. Sheraton Princess Kaiulani Waikiki Beach

16.7 km from Lanikai Pillboxes Trailhead

Autumn

NT$4,735

NT$7,192 total

includes taxes & fees

Oct 9 - Oct 10

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

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 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.

20. Holiday Inn Express Waikiki by IHG

16.5 km from Lanikai Pillboxes Trailhead

Monica

NT$3,781

NT$5,731 total

includes taxes & fees

Sep 27 - Sep 28

View all properties

Compare popular hotels close to Lanikai Pillboxes Trailhead

Property	Property class	Guest rating
Paradise Bay Resort	8.8 Excellent 1,005 reviews	View
The Kahala Hotel & Resort	9.4 Exceptional 1,000 reviews	View
Ramada Plaza by Wyndham Waikiki	8.6 Excellent 2,649 reviews	View
Waikiki Beach Marriott Resort & Spa	9.0 Wonderful 3,900 reviews	View
Sheraton Waikiki Beach Resort	9.2 Wonderful 3,587 reviews	View

Top Lanikai Pillboxes Trailhead Hotel Reviews

Sheraton Waikiki Beach Resort

8/10 Good

"Perfect location. Views are amazing. My favorite part was the infinity pool. The room was fine except a bad smell from the toilet. It’s a little crowded."

Holiday Inn Express Waikiki by IHG

10/10 Excellent

"The staff was Amazing and beat breakfast with so many options to choose."

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

10/10 Excellent

"Windows and vanity need replacing"

Waikiki Beach Marriott Resort & Spa

8/10 Good

"Good location, our room was updated and nice. Parts of the property seemed a little dated."

'Alohilani Resort Waikiki Beach

8/10 Good

"The hotel was very nice. The elevators were fast and the pool was a nice place to relax. The beach was across the street and there were many dining choices within walking distance. Wasn't a fan of the carpet choice. It looked like it was old and warn! But it was on every floor that we visited."

Ala Moana Hotel by Mantra

8/10 Good

"Very nice people, close to ala moana, shower could be better but does the job"

Hyatt Place Waikiki Beach

10/10 Excellent

"Room was clean staff from host and valet to house keeping super friendly and helpful"

Paradise Bay Resort

10/10 Excellent

"Great location to whole island. Quiet beautiful setting. Mountains surrounding reaort by the bay. Loved banana bread and coffee breakfast and great yoga!!"

Sheraton Princess Kaiulani Waikiki Beach

10/10 Excellent

"Clean room"

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.

See properties

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.

See properties

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?

See properties

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.

See properties

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.

See properties

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.

See properties

Ulu Pō Heiau State Monument

You can take time to visit Ulu Pō Heiau State Monument during your travels to Kailua.

See properties

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.

See properties

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.

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.

Find hotels near Lanikai Pillboxes Trailhead, Kailua from NT$3,877

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

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. Sheraton Waikiki Beach Resort

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

7. The Surfjack Hotel & Swim Club

8. Hyatt Regency Waikiki Beach Resort & Spa

9. Waikiki Beachside Hostel

10. Hilton Garden Inn Waikiki Beach

11. Wayfinder Waikiki

12. Hilton Waikiki Beach Resort & Spa

13. Ala Moana Hotel by Mantra

14. Coconut Waikiki Hotel

15. Queen Kapiolani Hotel

16. Hotel Renew

17. OUTRIGGER Waikiki Paradise Hotel

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

19. Sheraton Princess Kaiulani Waikiki Beach

20. Holiday Inn Express Waikiki by IHG

Compare popular hotels close to Lanikai Pillboxes Trailhead

Top Lanikai Pillboxes Trailhead Hotel Reviews

Sheraton Waikiki Beach Resort

Holiday Inn Express Waikiki by IHG

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

Waikiki Beach Marriott Resort & Spa

'Alohilani Resort Waikiki Beach

Ala Moana Hotel by Mantra

Hyatt Place Waikiki Beach

Paradise Bay Resort

Sheraton Princess Kaiulani Waikiki Beach

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