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Holiday rentals near Maha'ulepu Heritage Trail
We found 3,341 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals within easy reach of Maha'ulepu Heritage Trail that provide the perfect home base for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, including parking and a TV. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Maha'ulepu Heritage Trail
Showing deals for:14 Nov - 21 Nov
Image gallery for OCEANFRONT Poipu Studio-Honeymoon,AC,View Turtles from Lanai,Free Access to Gym

1010 out of 10 rating
Exceptional
(11 reviews)
OCEANFRONT Poipu Studio-Honeymoon,AC,View Turtles from Lanai,Free Access to Gym
Koloa, HI
12% off
Price is AU$4,074
AU$4,074
AU$582 per night
includes taxes & fees
Image gallery for 4 Star Beach Front Luxury Resort, Lanai Ocean View, 1 minute walk to the beach

9.49.4 out of 10 rating
Exceptional
(57 reviews)
4 Star Beach Front Luxury Resort, Lanai Ocean View, 1 minute walk to the beach
Lihue, HI
7% off
Price is AU$3,159
AU$3,159
AU$451 per night
includes taxes & fees
Image gallery for Poipu Beach Estates: Walk to Beach/Shops, Sleeps 8-16, AC, Pool, Fitness Club!

8.88.8 out of 10 rating
Excellent
(5 reviews)
Poipu Beach Estates: Walk to Beach/Shops, Sleeps 8-16, AC, Pool, Fitness Club!
Koloa, HI
7% off
Price is AU$12,263
AU$12,263
AU$1,752 per night
includes taxes & fees
Image gallery for BEST Ocean View on Property 2 Queen beds Beachfront Resort, restaurant's on site

9.49.4 out of 10 rating
Exceptional
(51 reviews)
BEST Ocean View on Property 2 Queen beds Beachfront Resort, restaurant's on site
Lihue, HI
7% off
Price is AU$3,388
AU$3,388
AU$484 per night
includes taxes & fees
Image gallery for Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C

9.89.8 out of 10 rating
Exceptional
(22 reviews)
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Koloa, HI
7% off
Price is AU$8,312
AU$8,312
AU$1,187 per night
includes taxes & fees
Image gallery for Summer/Fall Specials!, Weekly Disc. 5 star Reviews! F403 Top Floor 2 BR/3 BA

1010 out of 10 rating
Exceptional
(274 reviews)
Summer/Fall Specials!, Weekly Disc. 5 star Reviews! F403 Top Floor 2 BR/3 BA
Kapaa, HI
7% off
Price is AU$6,871
AU$6,871
AU$982 per night
includes taxes & fees
Image gallery for Quiet Kiahuna plantation #88 , New Remodel with AC

1010 out of 10 rating
Exceptional
(26 reviews)
Quiet Kiahuna plantation #88 , New Remodel with AC
Koloa, HI
6% off
Price is AU$5,173
AU$5,173
AU$739 per night
includes taxes & fees
Image gallery for Point of Poipu Koloa - 2 br unit Ocean/Garden view in Kauai

9.69.6 out of 10 rating
Exceptional
(95 reviews)
Point of Poipu Koloa - 2 br unit Ocean/Garden view in Kauai
Koloa, HI
5% off
Price is AU$5,913
AU$5,913
AU$845 per night
includes taxes & fees
Image gallery for Beautiful - Poipu Beach 3bdr/3 bath w full AC, pools, pickleball, athletic club

9.69.6 out of 10 rating
Exceptional
(15 reviews)
Beautiful - Poipu Beach 3bdr/3 bath w full AC, pools, pickleball, athletic club
Koloa, HI
7% off
Price is AU$8,195
AU$8,195
AU$1,171 per night
includes taxes & fees
Image gallery for Wailua Hideaway - One Bedroom Stream-Side Apartment

1010 out of 10 rating
Exceptional
(88 reviews)
Wailua Hideaway - One Bedroom Stream-Side Apartment
Kapaa, HI
7% off
Price is AU$2,787
AU$2,787
AU$398 per night
includes taxes & fees
Image gallery for Kauai Oceanfront, Poipu 'Jewel on the Sea', AC, swimmable beaches, Kuhio Shores

9.89.8 out of 10 rating
Exceptional
(127 reviews)
Kauai Oceanfront, Poipu 'Jewel on the Sea', AC, swimmable beaches, Kuhio Shores
Koloa, HI
8% off
Price is AU$5,810
AU$5,810
AU$830 per night
includes taxes & fees
Image gallery for Newly updated ocean view retreat on Poipu Beach; A/C, pool, gym restaurants.

9.89.8 out of 10 rating
Exceptional
(25 reviews)
Newly updated ocean view retreat on Poipu Beach; A/C, pool, gym restaurants.
Koloa, HI
7% off
Price is AU$5,257
AU$5,257
AU$751 per night
includes taxes & fees
Image gallery for KAUA'I BEACH RESORT-BEACHFRONT, OCEAN VIEW, POOLSIDE VIEW FROM YOUR LANAI

9.89.8 out of 10 rating
Exceptional
(58 reviews)
KAUA'I BEACH RESORT-BEACHFRONT, OCEAN VIEW, POOLSIDE VIEW FROM YOUR LANAI
Lihue, HI
7% off
Price is AU$3,080
AU$3,080
AU$440 per night
includes taxes & fees
Image gallery for Beautiful Oceanfront Resort With Walk Out Lanai to the 4 Resort Pools and Beach

9.09.0 out of 10 rating
Wonderful
(47 reviews)
Beautiful Oceanfront Resort With Walk Out Lanai to the 4 Resort Pools and Beach
Lihue, HI
7% off
Price is AU$3,012
AU$3,012
AU$430 per night
includes taxes & fees
Image gallery for Kauai Beach Villas Walk to Beach, Access Kauai Beach Resort pools, FREE PARKING

9.49.4 out of 10 rating
Exceptional
(43 reviews)
Kauai Beach Villas Walk to Beach, Access Kauai Beach Resort pools, FREE PARKING
Lihue, HI
7% off
Price is AU$3,705
AU$3,705
AU$529 per night
includes taxes & fees
Image gallery for Gorgeous Beachfront Resort, 4 Beautiful Pools, Walkout lanai to the pools/ocean

9.29.2 out of 10 rating
Wonderful
(29 reviews)
Gorgeous Beachfront Resort, 4 Beautiful Pools, Walkout lanai to the pools/ocean
Lihue, HI
7% off
Price is AU$2,888
AU$2,888
AU$413 per night
includes taxes & fees
Image gallery for Beautiful Beachfront Resort, Resort and Oceanview Unit, 4 pools, 2 Jacuzzis,

9.29.2 out of 10 rating
Wonderful
(39 reviews)
Beautiful Beachfront Resort, Resort and Oceanview Unit, 4 pools, 2 Jacuzzis,
Lihue, HI
7% off
Price is AU$3,012
AU$3,012
AU$430 per night
includes taxes & fees
Image gallery for 4 Star Oceanfront Property, Kauai Beach Resort, 4 Pools, Restaurants on Site

9.09.0 out of 10 rating
Wonderful
(30 reviews)
4 Star Oceanfront Property, Kauai Beach Resort, 4 Pools, Restaurants on Site
Lihue, HI
7% off
Price is AU$2,765
AU$2,765
AU$395 per night
includes taxes & fees
Image gallery for Ocean view room, Beachfront Kauai Beach Resort, Jacuzzis, 4 pools, restaurants

9.29.2 out of 10 rating
Wonderful
(31 reviews)
Ocean view room, Beachfront Kauai Beach Resort, Jacuzzis, 4 pools, restaurants
Lihue, HI
7% off
Price is AU$3,012
AU$3,012
AU$430 per night
includes taxes & fees
Image gallery for Oceanfront Sunny Westside TVRNCU- #1094

9.29.2 out of 10 rating
Wonderful
(55 reviews)
Oceanfront Sunny Westside TVRNCU- #1094
Kekaha, HI
8% off
Price is AU$3,125
AU$3,125
AU$446 per night
includes taxes & fees
Image gallery for Ocean View 2 bedroom, 2 Bath, single story condo at the Makahuena.

9.69.6 out of 10 rating
Exceptional
(216 reviews)
Ocean View 2 bedroom, 2 Bath, single story condo at the Makahuena.
Koloa, HI
7% off
Price is AU$4,592
AU$4,592
AU$656 per night
includes taxes & fees
Image gallery for Experience Luxury Living in our Penthouse Condo with Free Parking-Book Now!

1010 out of 10 rating
Exceptional
(111 reviews)
Experience Luxury Living in our Penthouse Condo with Free Parking-Book Now!
Kapaa, HI
12% off
Price is AU$4,482
AU$4,482
AU$640 per night
includes taxes & fees
Image gallery for Family Home Near Beach, Free Fitness Club, TVNCU#5050

9.89.8 out of 10 rating
Exceptional
(125 reviews)
Family Home Near Beach, Free Fitness Club, TVNCU#5050
Koloa, HI
10% off
Price is AU$5,074
AU$5,074
AU$725 per night
includes taxes & fees
Image gallery for Great Rate Upgraded 4 Bedroom Luxury Poipu Home sleeps 10- Baby Beach TVNC#1194

9.09.0 out of 10 rating
Wonderful
(6 reviews)
Great Rate Upgraded 4 Bedroom Luxury Poipu Home sleeps 10- Baby Beach TVNC#1194
Koloa, HI
7% off
Price is AU$10,351
AU$10,351
AU$1,479 per night
includes taxes & fees
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Find properties near top attractions in Maha'ulepu Heritage Trail
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Find the best place to stay - Maha'ulepu Heritage Trail
BABY BEACH BUNGALOW 2-STEPS TO BEACH - OCEAN VIEW - AMAZING LOCATION, NEAR SHOPS
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
Waiohai Beach House: Poipu Beachfront Estate
Sleeps 10 · 4 bedrooms · 4 bathrooms
9.69.6 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Beautiful Luxury Home, Walking Distance to Shops, Beaches & Fine Dining!
Sleeps 16 · 6 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
100 reviews(100 reviews)
Stone House - Beachfront Home with 180 Degree Coastline Views!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
166 reviews(166 reviews)
Hale Kupanaha: Opulent New Villa + Pool/Spa/Views
Sleeps 10 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Top rated rentals - Maha'ulepu Heritage Trail
Ocean front
1010 out of 10
Exceptionalexceptional
115 reviews(115 reviews)
Great place to get away from the heavy resort area.Easy walking distance to coffee and Nick nacks.Used the kitchen to save money, everything was there to cook. Loved waking up to the sunrise
Leah G.
Stayed Apr 2025
Picture postcard outlook.
1010 out of 10
Exceptionalexceptional
165 reviews(165 reviews)
This is a very comfortable property with a beautiful outlook. It is situated right next to a main road so there is a lot of passing traffic. The double windows in the bedroom pretty much cut out all the noise when you are trying to sleep and it didn’t bother us in the other part of the unit. The location is very central and convenient and the owner was extremely helpful and obliging. We really enjoyed our stay.
Judy G.
Stayed Nov 2024
We loved it!
1010 out of 10
Exceptionalexceptional
150 reviews(150 reviews)
What a gem to find on Kaua'i. The apartment was the perfect size for two of us, very clean and had everything we needed, including a space to park our car on the property and the use of a washing machine. The location was great and Sheri was the perfect hostess. She always met us with a smile and her suggestions of places to visit were ideal. 100% recommended.
Marijke W.
Stayed Dec 2023
A real Brennecke charmer
1010 out of 10
Exceptionalexceptional
239 reviews(239 reviews)
We only stayed the one night sadly, but this is a beautifully appointed beach house, just a short stroll away from Brennecke and Poipu beaches. Very tastefully furnished, with generously sized bedrooms and ensuites, and a fabulous lanai and back lawn for sunset drinks and dinner. Highly recommended.
Chris T.
Stayed Aug 2023
Fabulous condo
1010 out of 10
Exceptionalexceptional
151 reviews(151 reviews)
We really loved this condo. The view was exceptional, going to sleep to the sounds of the waves so special. Opening the louvres kept the breeze flowing through all the rooms. Location was great and maintenance on hand when we had a couple of issues. Highly recommend
Lisa S.
Stayed Dec 2022
Beautiful location
1010 out of 10
Exceptionalexceptional
166 reviews(166 reviews)
My mom, her hubby and my two young kids spent 8 days at the accommodation. The place was beautiful. It was a short walk to the beach that the kids and I would do, but my mom, as she has trouble walking was not able to do the walk, and drove down each morning.
There was a second swimming pool, which we didn't figure out where it was until the 2nd to last day, but our swimming pool was much nicer anyway. It was just good to know about it.
We were advised that the accommodation had body boards which my son could use, but there was none to be found, which was a disappointment. We went down to the beach each late afternoon and it was always not worth to rent the boards so late.
It was a easy stroll for us to get to the two closest restaurants, but booking reservations at least a few days in advanced would have been good. They were both super busy.
We had some confusion on where to park when we first got in there. All parking is in the one parking lot, near Building A. You need to walk to Building B and C, down the path/a small down incline.
The kids are already talking about when they can come again. Thank you.
Elisa G.
Stayed May 2022
Perfection at Poipu
1010 out of 10
Exceptionalexceptional
232 reviews(232 reviews)
What a wonderful holiday house. I couldn’t speak more highly of our stay at Poipu Beach Cottage. The location sensational - literally a 2 minute walk to 3 beaches. The house was super clean and incredibly well equipped... you will have everything you need for the beach, cooking etc.
I couldn’t recommend this house any more and we will absolutely be back to spend more time here.
Georgina E.
Stayed Mar 2019
Right on the beach, sleep to the sound of the waves.
1010 out of 10
Exceptionalexceptional
153 reviews(153 reviews)
The location is great as you can easily explore both ends of the Kauai from here. You are staying metres away from a beach that is great for adults and kids, It has a rock pool for swimming and is a popular fishing spot. The apartment is nicely appointed: the bed is comfy, kitchen is great. The bathroom is tiny but it works. Only problems were we couldn't get the TV to work (and TV is quite small) and we would've appreciated some washing powder for the laundry,
Heather W.
Stayed June 2018
- 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