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

Beau

￥34,927 total

includes taxes & fees

Nov 16 - Nov 17

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

Carol

￥108,782 total

includes taxes & fees

Nov 3 - Nov 4

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

3. Ala Moana Hotel by Mantra

16.7 km from Lanikai Pillboxes Trailhead

Alden

￥36,423 total

includes taxes & fees

Nov 26 - Nov 27

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

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

16.6 km from Lanikai Pillboxes Trailhead

Susan

￥76,332 total

includes taxes & fees

Oct 29 - Oct 30

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

5. Ramada Plaza by Wyndham Waikiki

16.9 km from Lanikai Pillboxes Trailhead

Merlinda

￥23,500 total

includes taxes & fees

Nov 15 - Nov 16

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

6. Waikiki Beach Marriott Resort & Spa

16.9 km from Lanikai Pillboxes Trailhead

Woranut

￥52,140 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with a large bed, two bedside tables with lamps, a view of the ocean, and a patterned wall.

7. OUTRIGGER Waikiki Paradise Hotel

16.6 km from Lanikai Pillboxes Trailhead

Janet

￥37,324 total

includes taxes & fees

Nov 28 - Nov 29

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

8. Coconut Waikiki Hotel

16.4 km from Lanikai Pillboxes Trailhead

Raúl

￥26,569 total

includes taxes & fees

Nov 26 - Nov 27

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

9. Holiday Inn Express Waikiki by IHG

16.5 km from Lanikai Pillboxes Trailhead

Zheng

￥28,543 total

includes taxes & fees

Oct 30 - Oct 31

A hotel atrium with a waterfall, indoor plants, and a view of the building's interior.

10. Hyatt Regency Waikiki Beach Resort & Spa

16.8 km from Lanikai Pillboxes Trailhead

Ashneel

￥58,890 total

includes taxes & fees

Oct 29 - Oct 30

A high-rise hotel with multiple balconies, each with a railing and a view of the ocean.

11. Hotel Renew

16.9 km from Lanikai Pillboxes Trailhead

Ashley

￥24,201 total

includes taxes & fees

Nov 10 - Nov 11

A coastal cityscape with high-rise buildings, a beach, and mountains in the background.

12. Hilton Waikiki Beach Resort & Spa

16.6 km from Lanikai Pillboxes Trailhead

Heidi

￥39,836 total

includes taxes & fees

Nov 7 - Nov 8

13. Queen Kapiolani Hotel

16.9 km from Lanikai Pillboxes Trailhead

Mary

￥27,910 total

includes taxes & fees

Nov 28 - Nov 29

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

14. Midway at the Waikiki Banyan

16.6 km from Lanikai Pillboxes Trailhead

Dave

￥77,550 total

includes taxes & fees

Nov 9 - Nov 10

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

Christina

￥28,725 total

includes taxes & fees

Nov 16 - Nov 17

16. Wayfinder Waikiki

16.4 km from Lanikai Pillboxes Trailhead

Morgan

￥33,092 total

includes taxes & fees

Nov 22 - Nov 23

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

17. OUTRIGGER Waikiki Beachcomber Hotel

16.7 km from Lanikai Pillboxes Trailhead

Catherine

￥42,701 total

includes taxes & fees

Nov 27 - Nov 28

A high-rise building with multiple floors and balconies, surrounded by other buildings and palm trees.

18. Ilima Hotel

16.4 km from Lanikai Pillboxes Trailhead

Thuy

￥28,316 total

includes taxes & fees

Nov 8 - Nov 9

A cozy indoor seating area with a red sofa, a wooden table, and a green patterned rug.

19. Waikiki Beachside Hostel

16.8 km from Lanikai Pillboxes Trailhead

Julia Elisa

￥17,929 total

includes taxes & fees

Nov 28 - Nov 29

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

20. Sheraton Waikiki Beach Resort

16.9 km from Lanikai Pillboxes Trailhead

John Carlos

￥80,456 total

includes taxes & fees

Nov 18 - Nov 19

View all properties

Compare popular hotels close to Lanikai Pillboxes Trailhead

Property	Star rating	Guest rating
Paradise Bay Resort	3.5 star property	8.8 Excellent 1,005 reviews	View
The Kahala Hotel & Resort	5.0 star property	9.4 Exceptional 1,001 reviews	View
Ala Moana Hotel by Mantra	3.5 star property	8.6 Excellent 3,582 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 2,688 reviews	View

Hotels recommended for families near Lanikai Pillboxes Trailhead

Paradise Bay Resort

Kahaluʻu

￥34,927 total

includes taxes & fees

Nov 16 - Nov 17

Top Lanikai Pillboxes Trailhead Hotel Reviews

Sheraton Waikiki Beach Resort

10/10 Excellent

"Beautiful view and great beaches!"

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

10/10 Excellent

"Windward side will always be my favorite and this fun little hideaway feels secluded but it’s not! Within walking distance to restaurants and shops, but the best part is the most awesome beach right in front of you. Bring your snorkels and look for turtles we saw a lot of them."

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

8/10 Good

"A return visit to Oahu for my wife and I, and a first time visit for our adult children. We are definitely happy with our overall stay. The home was clean, had plenty of room and decorated nicely. The kitchen and Master bath remodel was wonderful and well equipped. The pool is beautiful and a huge asset to the home. We spent many lazy days in the pool! We loved the neighborhood too. Nice and quiet, with anything you need just a short drive or walk. Unfortunately, the beds were horrible! Our master bed was trash. The mattress is toast and the frame rail looked to be broke as well. My children said their beds were just as bad. I couldn't stay here again without all new mattresses. Maintenance issues on the exterior as well. A lot of rotted wood on the exterior, in particular the pergola over the hot tub. One of those beams are so rotted it's likely to come down on someone's head. Also, the roof leaked in the main room next to kitchen. The signs showed it's been leaking for a while. We had a few different puddles on the floor when it rained. All in all, we had a great vacation! I mean, it is paradise!I hope this helps,Troy W."

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!"

Hale Oahu Lic.#1990/NUC-1777/1778 SPECIAL FALL RATES!

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: Super clean and well supplied with amenities, eg beach chairs, umbrellas, towels, etc. Pretty much all we needed. Steps to the sand and water. Alia was available and responsive to our needs - when the microwave crashed, we had a replacement in a couple hours. She made a trip to deliver a new Brita filter even tho I offered to get one."

La Bella's Bed and Breakfast-Nai’a Suite-Walk to beach-In Kailua (O’ahu)

10/10 Excellent

"This home is in a great location in beautiful Kailua away from the busyness of Honolulu and Waikiki. The suite is beautifully decorated and the sheets and towels are so soft and comfy. The breakfast was perfect to begin the day."

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."

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.

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Our top choices for Lanikai Pillboxes Trailhead hotels

1. Paradise Bay Resort

2. The Kahala Hotel & Resort

3. Ala Moana Hotel by Mantra

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

5. Ramada Plaza by Wyndham Waikiki

6. Waikiki Beach Marriott Resort & Spa

7. OUTRIGGER Waikiki Paradise Hotel

8. Coconut Waikiki Hotel

9. Holiday Inn Express Waikiki by IHG

10. Hyatt Regency Waikiki Beach Resort & Spa

11. Hotel Renew

12. Hilton Waikiki Beach Resort & Spa

13. Queen Kapiolani Hotel

14. Midway at the Waikiki Banyan

15. The Surfjack Hotel & Swim Club

16. Wayfinder Waikiki

17. OUTRIGGER Waikiki Beachcomber Hotel

18. Ilima Hotel

19. Waikiki Beachside Hostel

20. Sheraton Waikiki Beach Resort

Compare popular hotels close to Lanikai Pillboxes Trailhead

Hotels recommended for families near Lanikai Pillboxes Trailhead

Paradise Bay Resort

Top Lanikai Pillboxes Trailhead Hotel Reviews

Sheraton Waikiki Beach Resort

Other attractions near Lanikai Pillboxes Trailhead

Lanikai Beach

Frequently asked questions

Explore a world of travel with Expedia