Holiday rentals near Waikiki Historic Trail
We found 5,848 holiday rentals — enter your dates for availability
If you are looking to stay near Waikiki Historic Trail, take a look at private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Waikiki Historic Trail
Showing deals for:14 Nov - 21 Nov
Image gallery for Condo on beach with AC
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Condo on beach with AC
Punaluu, HI
7% off
Price is NZ$4,049
NZ$4,049
NZ$578 nightly
Includes taxes & fees
Image gallery for ALL BRAND NEW~ Luxury KoOlina Family Villa~Amazing Ocean Views~Paradise Awaits
1010 out of 10 rating
Exceptional
(12 reviews)
ALL BRAND NEW~ Luxury KoOlina Family Villa~Amazing Ocean Views~Paradise Awaits
Kapolei, HI
9% off
Price is NZ$9,952
NZ$9,952
NZ$1,422 nightly
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 NZ$3,947
NZ$3,947
NZ$564 nightly
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
(30 reviews)
Remodeled oasis in the heart of Waikiki! Min. from beach, shops, & restaurants!
Honolulu, HI
7% off
Price is NZ$2,900
NZ$2,900
NZ$414 nightly
Includes taxes & fees
Image gallery for Marriott's Ko Olina. Amazing Two Bedroom villa in a Beachfront Resort.
1010 out of 10 rating
Exceptional
(9 reviews)
Marriott's Ko Olina. Amazing Two Bedroom villa in a Beachfront Resort.
Kapolei, HI
9% off
Price is NZ$10,688
NZ$10,688
NZ$1,527 nightly
Includes taxes & fees
Image gallery for the Birdcage - Waikiki Hideaway, Steps to the Beach
9.49.4 out of 10 rating
Exceptional
(117 reviews)
the Birdcage - Waikiki Hideaway, Steps to the Beach
Honolulu, HI
7% off
Price is NZ$2,535
NZ$2,535
NZ$362 nightly
Includes taxes & fees
Image gallery for Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
1010 out of 10 rating
Exceptional
(59 reviews)
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
Honolulu, HI
7% off
Price is NZ$5,836
NZ$5,836
NZ$834 nightly
Includes taxes & fees
Image gallery for Oceanfront Penthouse Villa - walk to the beach and gorgeous sunset views!
1010 out of 10 rating
Exceptional
(145 reviews)
Oceanfront Penthouse Villa - walk to the beach and gorgeous sunset views!
Kapolei, HI
9% off
Price is NZ$12,090
NZ$12,090
NZ$1,727 nightly
Includes taxes & fees
Image gallery for Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row seat, FAB!
9.49.4 out of 10 rating
Exceptional
(185 reviews)
Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row seat, FAB!
Honolulu, HI
7% off
Price is NZ$3,503
NZ$3,503
NZ$500 nightly
Includes taxes & fees
Image gallery for @ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
9.49.4 out of 10 rating
Exceptional
(40 reviews)
@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
Honolulu, HI
15% off
Price is NZ$2,103
NZ$2,103
NZ$300 nightly
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
(40 reviews)
Entire 2 Bedroom Condo, King Bed, FREE Parking, Sleeps 6, Walk to Waikiki Beach
Honolulu, HI
7% off
Price is NZ$4,683
NZ$4,683
NZ$669 nightly
Includes taxes & fees
Image gallery for Ocean front condo
1010 out of 10 rating
Exceptional
(56 reviews)
Ocean front condo
Kapolei, HI
6% off
Price is NZ$8,995
NZ$8,995
NZ$1,285 nightly
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
(266 reviews)
Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking
Honolulu, HI
7% off
Price is NZ$4,677
NZ$4,677
NZ$668 nightly
Includes taxes & fees
Image gallery for @ Marbella Lane - Executive Suite | Steps to Beach
9.29.2 out of 10 rating
Wonderful
(28 reviews)
@ Marbella Lane - Executive Suite | Steps to Beach
Honolulu, HI
14% off
Price is NZ$2,529
NZ$2,529
NZ$361 nightly
Includes taxes & fees
Image gallery for Makai Suite - 2 bdrm, 1 bath on Hawaii's Gold Coast
8.68.6 out of 10 rating
Excellent
(56 reviews)
Makai Suite - 2 bdrm, 1 bath on Hawaii's Gold Coast
Honolulu, HI
5% off
Price is NZ$4,733
NZ$4,733
NZ$676 nightly
Includes taxes & fees
Image gallery for Luxury resort accommodations. Ocean view. You'll never wanna leave.
1010 out of 10 rating
Exceptional
(168 reviews)
Luxury resort accommodations. Ocean view. You'll never wanna leave.
Kapolei, HI
7% off
Price is NZ$9,704
NZ$9,704
NZ$1,386 nightly
Includes taxes & fees
Image gallery for Magnificent Ocean View Penthouse, FREE PARKING- Pool renovation until 2026
9.89.8 out of 10 rating
Exceptional
(230 reviews)
Magnificent Ocean View Penthouse, FREE PARKING- Pool renovation until 2026
Honolulu, HI
7% off
Price is NZ$3,707
NZ$3,707
NZ$530 nightly
Includes taxes & fees
Image gallery for Waikiki Banyan with Full Kitchen and Free Parking
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Waikiki Banyan with Full Kitchen and Free Parking
Honolulu, HI
7% off
Price is NZ$2,899
NZ$2,899
NZ$414 nightly
Includes taxes & fees
Image gallery for 2 SIDE BY SIDE CONDOS 2 BLOCKS FROM THE BEACH! LOTS OF SLEEPING SPACE!
9.69.6 out of 10 rating
Exceptional
(31 reviews)
2 SIDE BY SIDE CONDOS 2 BLOCKS FROM THE BEACH! LOTS OF SLEEPING SPACE!
Honolulu, HI
7% off
Price is NZ$7,469
NZ$7,469
NZ$1,067 nightly
Includes taxes & fees
Image gallery for 1 BR Top floor stunning views from 2 Lanais. Jeep & Parking Available thru Turo
1010 out of 10 rating
Exceptional
(46 reviews)
1 BR Top floor stunning views from 2 Lanais. Jeep & Parking Available thru Turo
Honolulu, HI
7% off
Price is NZ$3,201
NZ$3,201
NZ$457 nightly
Includes taxes & fees
Image gallery for 2 min walk to the beach Ocean &mountain view. Central AC, Parking is available .
9.69.6 out of 10 rating
Exceptional
(36 reviews)
2 min walk to the beach Ocean &mountain view. Central AC, Parking is available .
Honolulu, HI
7% off
Price is NZ$3,310
NZ$3,310
NZ$473 nightly
Includes taxes & fees
Image gallery for Waikiki Condo - Ocean View - Minutes from the Beach!
9.49.4 out of 10 rating
Exceptional
(199 reviews)
Waikiki Condo - Ocean View - Minutes from the Beach!
Honolulu, HI
7% off
Price is NZ$3,189
NZ$3,189
NZ$456 nightly
Includes taxes & fees
Image gallery for Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
1010 out of 10 rating
Exceptional
(50 reviews)
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
Honolulu, HI
7% off
Price is NZ$4,534
NZ$4,534
NZ$648 nightly
Includes taxes & fees
Image gallery for Oceanview Central AC. 2min walk to Waikiki beach , on site parking is available
9.49.4 out of 10 rating
Exceptional
(38 reviews)
Oceanview Central AC. 2min walk to Waikiki beach , on site parking is available
Honolulu, HI
11% off
Price is NZ$2,728
NZ$2,728
NZ$390 nightly
Includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Waikiki Historic Trail
Resort Style with Hula Show, Fireworks and even Tiki Torches!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
99 reviews(99 reviews)
Breathtaking Ocean Views Beach Cottage
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
145 reviews(145 reviews)
🌺🌺 Last-minute Special!! 399 USD night Aug 20- Sept 2, 2025!BEACHFRONT RESORT 🏖️🏖️
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
147 reviews(147 reviews)
Top rated rentals - Waikiki Historic Trail
Great Spot
1010 out of 10
Exceptionalexceptional
195 reviews(195 reviews)
Highly recommend staying here - great communication, location & facilities. Friendly hosts - thank you and we hope to ne back!
Christina B.
Stayed Sept 2024
Fantastic stay with perfect rooms for a family group
1010 out of 10
Exceptionalexceptional
195 reviews(195 reviews)
We travelled as a family group and the apartment was so well set up for us with each room very separate from each other and fantastic big bathrooms. The view was beautiful and the resort has such great pools for the whole family. We’d love to come back someday.
Gabrielle F.
Stayed Jan 2024
Waikiki Stopover
1010 out of 10
Exceptionalexceptional
130 reviews(130 reviews)
Great place to stay, centrally located, near restaurants and shops. Beach at door step so able to swim daily. Apartment had fantastic views and beautiful sunsets. We’d happily stay again.
Brian F.
Stayed Aug 2023
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value