
Holiday rentals near Lanikai Pillboxes Trailhead
We found 4,972 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Lanikai Pillboxes Trailhead, scroll through and discover private holiday rentals to choose your home away from home. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, such as Wi-Fi and cable TV. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Lanikai Pillboxes Trailhead
Showing deals for:3 Oct - 10 Oct
Image gallery for One free night with a 7 night booking. Great deals for Sept, Oct and Dec.

1010 out of 10 rating
Exceptional
(11 reviews)
One free night with a 7 night booking. Great deals for Sept, Oct and Dec.
Waimanalo, HI
8% off
Price is AU$43,703
AU$43,703
AU$6,243 per night
includes taxes & fees
Image gallery for Luxury Beachfront Condo w/ AC

9.49.4 out of 10 rating
Exceptional
(38 reviews)
Luxury Beachfront Condo w/ AC
Punaluu, HI
7% off
Price is AU$3,403
AU$3,403
AU$486 per night
includes taxes & fees
Image gallery for Largest Private Patio on the Ocean and Air-Conditioning

9.09.0 out of 10 rating
Wonderful
(58 reviews)
Largest Private Patio on the Ocean and Air-Conditioning
Punaluu, HI
7% off
Price is AU$3,553
AU$3,553
AU$508 per night
includes taxes & fees
Image gallery for ⛱ Ocean Escape🌴 Your Perfect Spot! Clean, Ocean View, 5 min walk to Beach, Prkg

9.69.6 out of 10 rating
Exceptional
(97 reviews)
⛱ Ocean Escape🌴 Your Perfect Spot! Clean, Ocean View, 5 min walk to Beach, Prkg
Honolulu, HI
7% off
Price is AU$3,934
AU$3,934
AU$562 per night
includes taxes & fees
Image gallery for Luxurious Getaway

9.89.8 out of 10 rating
Exceptional
(53 reviews)
Luxurious Getaway
Honolulu, HI
7% off
Price is AU$3,970
AU$3,970
AU$567 per night
includes taxes & fees
Image gallery for Remodeled oasis in the heart of Waikiki! Min. from beach, shops, & restaurants!

9.69.6 out of 10 rating
Exceptional
(29 reviews)
Remodeled oasis in the heart of Waikiki! Min. from beach, shops, & restaurants!
Honolulu, HI
7% off
Price is AU$2,851
AU$2,851
AU$407 per night
includes taxes & fees
Image gallery for Charming Studio Apartment with WiFi, AC in beautiful Diamond Head Beach Park!

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Charming Studio Apartment with WiFi, AC in beautiful Diamond Head Beach Park!
Honolulu, HI
9% off
Price is AU$2,787
AU$2,787
AU$398 per night
includes taxes & fees
Image gallery for Ilikai 1129 - Fully remodeled unit with full kitchen and spectacular ocean view

1010 out of 10 rating
Exceptional
(49 reviews)
Ilikai 1129 - Fully remodeled unit with full kitchen and spectacular ocean view
Honolulu, HI
7% off
Price is AU$2,978
AU$2,978
AU$425 per night
includes taxes & fees
Image gallery for 265 steps to the King Kamehameha statue on Waikiki and soft white sandy beaches

9.29.2 out of 10 rating
Wonderful
(16 reviews)
265 steps to the King Kamehameha statue on Waikiki and soft white sandy beaches
Honolulu, HI
7% off
Price is AU$3,346
AU$3,346
AU$478 per night
includes taxes & fees
Image gallery for Ocean view in Waikiki, Free Parking. Hawaiian dream vacation, Free Wifi & AC.

8.88.8 out of 10 rating
Excellent
(39 reviews)
Ocean view in Waikiki, Free Parking. Hawaiian dream vacation, Free Wifi & AC.
Honolulu, HI
10% off
Price is AU$2,579
AU$2,579
AU$368 per night
includes taxes & fees
Image gallery for Beautiful Waikiki Banyan

8.68.6 out of 10 rating
Excellent
(7 reviews)
Beautiful Waikiki Banyan
Honolulu, HI
7% off
Price is AU$2,483
AU$2,483
AU$355 per night
includes taxes & fees
Image gallery for Cozy studio in boutique condotel at the heart of Waikiki 2 blocks from the beach

1010 out of 10 rating
Exceptional
(57 reviews)
Cozy studio in boutique condotel at the heart of Waikiki 2 blocks from the beach
Honolulu, HI
7% off
Price is AU$2,991
AU$2,991
AU$427 per night
includes taxes & fees
Image gallery for Mountain Retreat🌈 A Cozy Getaway 5 min from the Beach, Great Views ,Free Prking

9.89.8 out of 10 rating
Exceptional
(84 reviews)
Mountain Retreat🌈 A Cozy Getaway 5 min from the Beach, Great Views ,Free Prking
Honolulu, HI
7% off
Price is AU$3,680
AU$3,680
AU$526 per night
includes taxes & fees
Image gallery for Entire 2 Bedroom Condo, King Bed, FREE Parking, Sleeps 6, Walk to Waikiki Beach

8.68.6 out of 10 rating
Excellent
(36 reviews)
Entire 2 Bedroom Condo, King Bed, FREE Parking, Sleeps 6, Walk to Waikiki Beach
Honolulu, HI
7% off
Price is AU$4,265
AU$4,265
AU$609 per night
includes taxes & fees
Image gallery for Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking

9.69.6 out of 10 rating
Exceptional
(263 reviews)
Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking
Honolulu, HI
7% off
Price is AU$4,213
AU$4,213
AU$602 per night
includes taxes & fees
Image gallery for Waikiki Ocean&Sunrise View Studio

9.69.6 out of 10 rating
Exceptional
(21 reviews)
Waikiki Ocean&Sunrise View Studio
Honolulu, HI
7% off
Price is AU$1,811
AU$1,811
AU$259 per night
includes taxes & fees
Image gallery for @ Marbella Lane - Executive Suite | Steps to Beach

9.29.2 out of 10 rating
Wonderful
(27 reviews)
@ Marbella Lane - Executive Suite | Steps to Beach
Honolulu, Hawaii
14% off
Price is AU$2,733
AU$2,733
AU$390 per night
includes taxes & fees
Image gallery for Rare 1 Bedroom Condo in at the Heart of Waikiki 2 blocks from the beach

1010 out of 10 rating
Exceptional
(38 reviews)
Rare 1 Bedroom Condo in at the Heart of Waikiki 2 blocks from the beach
Honolulu, HI
7% off
Price is AU$3,406
AU$3,406
AU$487 per night
includes taxes & fees
Image gallery for Ocean Views in the Heart of Waikiki Beach

8.48.4 out of 10 rating
Very good
(10 reviews)
Ocean Views in the Heart of Waikiki Beach
Honolulu, HI
7% off
Price is AU$3,514
AU$3,514
AU$502 per night
includes taxes & fees
Image gallery for Nice Ocean View 1bed room, full kitchen, near Waikiki Beach! Rooftop pool&BBQ.

9.89.8 out of 10 rating
Exceptional
(60 reviews)
Nice Ocean View 1bed room, full kitchen, near Waikiki Beach! Rooftop pool&BBQ.
Honolulu, HI
7% off
Price is AU$3,027
AU$3,027
AU$432 per night
includes taxes & fees
Image gallery for **Diamond Head, Ocean, and Park Views**

9.29.2 out of 10 rating
Wonderful
(16 reviews)
**Diamond Head, Ocean, and Park Views**
Honolulu, HI
7% off
Price is AU$1,701
AU$1,701
AU$243 per night
includes taxes & fees
Image gallery for 23rd Floor Studio with Free Parking

9.29.2 out of 10 rating
Wonderful
(12 reviews)
23rd Floor Studio with Free Parking
Honolulu, HI
7% off
Price is AU$1,884
AU$1,884
AU$269 per night
includes taxes & fees
Image gallery for Waikiki Spacious One Bedroom Ocean View

9.89.8 out of 10 rating
Exceptional
(110 reviews)
Waikiki Spacious One Bedroom Ocean View
Honolulu, HI
7% off
Price is AU$4,068
AU$4,068
AU$581 per night
includes taxes & fees
Image gallery for Heart Of Waikiki, Perfect Location, Free Wi-Fi

9.29.2 out of 10 rating
Wonderful
(91 reviews)
Heart Of Waikiki, Perfect Location, Free Wi-Fi
Honolulu, HI
7% off
Price is AU$1,836
AU$1,836
AU$262 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Lanikai Pillboxes Trailhead
Large renovated one bedroom on a white sandy beach!
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
182 reviews(182 reviews)
Bamboo Waikiki #210. Spacious studio located in a tropical oasis.
Sleeps 4 · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Spacious Studio with AC and WiFi, Just One Block from Waikiki Beach
Sleeps 3 · 1 bathroom
Two Family Ready Ocean View Room with Direct Beach Access
Sleeps 8 · 2 bedrooms · 2 bathrooms
Oceanview Oasis - Ocean views, AC
Sleeps 5 · 2 bedrooms · 2 bathrooms
8.68.6 out of 10
Excellentexcellent
12 reviews(12 reviews)
Hale Lani: Mountainside Ocean View Home | Private Pool & soaking tub with a view
Sleeps 8 · 3 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Top rated rentals - Lanikai Pillboxes Trailhead
A home away from Home
1010 out of 10
Exceptionalexceptional
69 reviews(69 reviews)
A beautifully renovated condo with full kitchen in a quiet apartment complex. Perfectly positioned at the zoo end of Waikiki and only a couple of blocks walk to the beach. The hosts went above and beyond to accommodate us and we are so very grateful for their hospitality. We had the most fabulous time in Honolulu staying here.
Carrie J.
Stayed Jan 2025
Perfect location
1010 out of 10
Exceptionalexceptional
69 reviews(69 reviews)
We absolutely loved our stay in Sheryl and Greg’s apartment. The accommodation was great with everything needed for our 8 night stay. It was very comfortable. The location was perfect for accessing all locations, from the Main Street, beaches to public transport and even fuel station.We’d love to stay again on our next trip.
Paul G.
Stayed Dec 2024
Stay August for 15 nights
1010 out of 10
Exceptionalexceptional
77 reviews(77 reviews)
We stayed at Courtney’s property which was excellent. Everything you could want was provided and beautifully renovated. Close to beach and shops. Would highly recommend and if we returned would stay again. Would rate the property 10 out of 10.
Julie J.
Stayed Aug 2024
Kolea
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Our short stay at Kolea Landing at Lanikai was excellent. Disappointed we didn't stay longer and will defiantly be back again. House was fantastic with all items and amenities catered for. Photos on the website don't do this house justice
James G.
Stayed Apr 2024
Perfect
1010 out of 10
Exceptionalexceptional
135 reviews(135 reviews)
This was the perfect property and place for us to begin our Hawaiian stay. We moved away from Kailua six years ago and it was our first visit back. The view of Kailua beach and the ocean from the room's window is gorgeous. Waking to the sound of the waves crashing is wonderful. The unit was immaculate. The bed was very comfy, and the shower was also very good. Communication with the owner, Shari, is excellent. We highly recommend this beautiful little slice of heaven on earth. Aloha.
Jim and Sharon B.
Stayed Apr 2024
Lovely Apartment
1010 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
The apartment was just as pictured. Modern, clean and in a great position. Well supplied with everything needed to stay for a week or longer, although it would have been great to have some beach chairs. Would definitely stay there again.
Deb H.
Stayed Dec 2023