The Best Hotels Closest to Lanikai Pillboxes Trailhead in Kailua for 2026

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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.

1. Paradise Bay Resort

14.2 km from Lanikai Pillboxes Trailhead

Jamie

SAR 860 total

includes taxes & fees

16 Nov - 17 Nov

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

2. The Kahala Hotel & Resort

14.3 km from Lanikai Pillboxes Trailhead

Beth

SAR 2,585 total

includes taxes & fees

8 Dec - 9 Dec

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

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

16.6 km from Lanikai Pillboxes Trailhead

Susan

SAR 1,814 total

includes taxes & fees

20 Nov - 21 Nov

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

Kimberly Kiara

SAR 558 total

includes taxes & fees

15 Nov - 16 Nov

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

5. Ala Moana Hotel by Mantra

16.7 km from Lanikai Pillboxes Trailhead

Alden

SAR 865 total

includes taxes & fees

23 Nov - 24 Nov

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

6. Coconut Waikiki Hotel

16.4 km from Lanikai Pillboxes Trailhead

Raúl

SAR 558 total

includes taxes & fees

9 Nov - 10 Nov

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

7. Waikiki Beach Marriott Resort & Spa

16.9 km from Lanikai Pillboxes Trailhead

Woranut

SAR 1,168 total

includes taxes & fees

29 Nov - 30 Nov

A swimming pool with water lilies and palm trees, surrounded by a covered area with a view of the sky.

8. Hyatt Regency Waikiki Beach Resort & Spa

16.8 km from Lanikai Pillboxes Trailhead

Ashneel

SAR 1,226 total

includes taxes & fees

8 Dec - 9 Dec

9. Wayfinder Waikiki

16.4 km from Lanikai Pillboxes Trailhead

Tegan

SAR 813 total

includes taxes & fees

29 Nov - 30 Nov

A kitchen with a view of the ocean and cityscape, featuring a marble countertop, modern appliances, and a built-in oven.

10. Holiday Inn Express Waikiki by IHG

16.5 km from Lanikai Pillboxes Trailhead

Tamikka

SAR 678 total

includes taxes & fees

20 Nov - 21 Nov

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

11. Vive Hotel Waikiki

16.6 km from Lanikai Pillboxes Trailhead

Czarina

SAR 736 total

includes taxes & fees

15 Nov - 16 Nov

An indoor garden with a water feature, seating area, and tropical plants.

12. White Sands Hotel

16.5 km from Lanikai Pillboxes Trailhead

Willy

SAR 558 total

includes taxes & fees

16 Nov - 17 Nov

A modern apartment with a kitchen, dining area, and a balcony with a view of the ocean.

13. Midway at the Waikiki Banyan

16.6 km from Lanikai Pillboxes Trailhead

Dave

SAR 1,743 total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a bed, a desk, and a chair. There are curtains on the windows and a TV on the wall.

14. FIRST CABIN INTERNATIONAL HAWAII

16.8 km from Lanikai Pillboxes Trailhead

Jennifer

SAR 401 total

includes taxes & fees

9 Nov - 10 Nov

A spacious indoor area with seating arrangements, a counter, and a staircase.

15. The Surfjack Hotel & Swim Club

16.5 km from Lanikai Pillboxes Trailhead

Steven

SAR 678 total

includes taxes & fees

16 Nov - 17 Nov

A living room with a view of the ocean, a beige sofa with patterned pillows, two side tables with lamps, and a coffee table with decorative items.

16. Queen Kapiolani Hotel

16.9 km from Lanikai Pillboxes Trailhead

Mary

SAR 778 total

includes taxes & fees

9 Nov - 10 Nov

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

17. Stay Hotel Waikiki

16.7 km from Lanikai Pillboxes Trailhead

RHONDA JEAN

SAR 459 total

includes taxes & fees

9 Nov - 10 Nov

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

18. Hilton Waikiki Beach Resort & Spa

16.6 km from Lanikai Pillboxes Trailhead

Heidi

SAR 964 total

includes taxes & fees

21 Nov - 22 Nov

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

19. Sheraton Waikiki Beach Resort

16.9 km from Lanikai Pillboxes Trailhead

Charlene Jay

SAR 1,818 total

includes taxes & fees

28 Nov - 29 Nov

A pool area with lounge chairs, a hot tub, and palm trees.

20. OUTRIGGER Waikiki Beachcomber Hotel

16.7 km from Lanikai Pillboxes Trailhead

Angela

SAR 985 total

includes taxes & fees

7 Dec - 8 Dec

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Compare popular hotels close to Lanikai Pillboxes Trailhead

Property	Property class	Guest rating
Paradise Bay Resort	3.5 star property	8.8 Excellent 1,002 reviews	View
The Kahala Hotel & Resort	5.0 star property	9.4 Exceptional 1,003 reviews	View
Partial Ocean View Condo with King or Queen Bed and Parking	3.5 star property	9.6 Exceptional 44 reviews	View
Ramada Plaza by Wyndham Waikiki	3.0 star property	8.6 Excellent 2,706 reviews	View
Ala Moana Hotel by Mantra	3.5 star property	8.8 Excellent 3,597 reviews	View

Top Lanikai Pillboxes Trailhead Hotel Reviews

Sheraton Waikiki Beach Resort

10/10 Excellent

"Loved our stay 100%"

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

10/10 Excellent

"We had a comfortable stay and enjoyed staying in this area. Easily walkable to the beach and the property had a nice shaded pool to cool off. The bikes were in rough shape, so we didn’t end up using them, but had a cooler and beach chairs available that we used throughout our stay. The shared wall/door with neighboring guests was a bit thin, but overall a quiet neighborhood just a short walk from the beach, Kalapawai Market, and Buzz’s Steakhouse. We even walked to the Lanikai Pillbox trailhead and did that hike one morning. Our room didn’t have a kitchen, but we made due with a coffee machine, toaster and vintage plug-in frying pan! We made use of the shared barbecue (needs the starter replaced). It was also very nice to be able to wash laundry - they even provided soap! The stained glass in the bathroom is beautiful! Would definitely recommend this property to others."

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: Our week at the Kailua Kai-Beach Front rental could not have been better, myself and each of our guests were 100% happy with the property and amenities. The house was fully stocked with everything we needed. They were exactly as described on-line and we would look forward to another week there in the future."

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

10/10 Excellent

"This house was a dream Hawaiian vacation hub. We were able to visit with family around the pool. The guys especially loved the outdoor tv to catch the latest game! The neighborhood was nice and lots of close amenities. The hosts were very responsive. I also enjoyed playing the piano in memory of my dad that recently passed. Thank you so much!"

Kailua Oceanfront-60' Lap Pool - Upscale Quiet Neighborhood - Legal

10/10 Excellent

"The place and location are excellent for Kailua beach and groceries. One thing to note is that there are two units, one faces the ocean and one faces the back of the property with a view of the neighboring houses, street and pool (we were in the latter). Street is quiet as it is a cul de sac. Also of note is that this is a very authentic neighborhood experience— with construction noises and dogs barking and landscaping staff both in the property and neighboring houses. There are only very quiet cats on the property. The noise was not excessive for us, but a major roof renovation is underway so visitors may want to keep that in mind. The kitchen is well equipped— lots of opportunity for cooking and stocked for coffee and tea. We were welcomed with a bottle of wine (so nice!), flowers, and lovely toiletries. Amply supplied with towels. Well lit and a lovely lanai on both sides for eating and relaxing. Shower is great. Access to the loft is via a ladder — so be sure you are very spry if you’re planning to spend anytime up there. Bring eye shades if you are sensitive to light.wonderful place!mahalo for having us!"

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: A dream of our ours since the day we retired - the entire family together in a beautiful non-stress environment - Ohana! Delicious meals and laughter and togetherness come so rarely in the busy lives we all lead -- Kailuana was the perfect setting. A big Mahalo! to Private Homes Hawai'i for making this dream a reality. Throughout the booking process they were so helpful and understanding. Mahalo Barbea, Steven and Patty for reaching out to help us better prepare for this once in a lifetime family vacation. Mahalo!"

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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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.

Find hotels near Lanikai Pillboxes Trailhead, Kailua from SAR 401

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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. Ramada Plaza by Wyndham Waikiki

5. Ala Moana Hotel by Mantra

6. Coconut Waikiki Hotel

7. Waikiki Beach Marriott Resort & Spa

8. Hyatt Regency Waikiki Beach Resort & Spa

9. Wayfinder Waikiki

10. Holiday Inn Express Waikiki by IHG

11. Vive Hotel Waikiki

12. White Sands Hotel

13. Midway at the Waikiki Banyan

14. FIRST CABIN INTERNATIONAL HAWAII

15. The Surfjack Hotel & Swim Club

16. Queen Kapiolani Hotel

17. Stay Hotel Waikiki

18. Hilton Waikiki Beach Resort & Spa

19. Sheraton Waikiki Beach Resort

20. OUTRIGGER Waikiki Beachcomber Hotel

Compare popular hotels close to Lanikai Pillboxes Trailhead

Top Lanikai Pillboxes Trailhead Hotel Reviews

Sheraton Waikiki Beach Resort

Other attractions near Lanikai Pillboxes Trailhead

Lanikai Beach

Frequently asked questions