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Holiday rentals near Maha'ulepu Heritage Trail
We found 3,340 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 NZ$4,476
NZ$4,476
NZ$639 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 NZ$3,472
NZ$3,472
NZ$496 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 NZ$7,553
NZ$7,553
NZ$1,079 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 NZ$3,724
NZ$3,724
NZ$532 per night
includes taxes & fees
Image gallery for 4 Star Beach Front Hotel Resort, Lanai Ocean View, one minute walk to the beach

9.29.2 out of 10 rating
Wonderful
(54 reviews)
4 Star Beach Front Hotel Resort, Lanai Ocean View, one minute walk to the beach
Lihue, HI
7% off
Price is NZ$3,472
NZ$3,472
NZ$496 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 NZ$5,681
NZ$5,681
NZ$812 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 NZ$6,462
NZ$6,462
NZ$923 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 NZ$8,924
NZ$8,924
NZ$1,275 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 NZ$5,775
NZ$5,775
NZ$825 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
(129 reviews)
Kauai Oceanfront, Poipu 'Jewel on the Sea', AC, swimmable beaches, Kuhio Shores
Koloa, HI
8% off
Price is NZ$6,351
NZ$6,351
NZ$907 per night
includes taxes & fees
Image gallery for Wailua Hideaway - One Bedroom Stream-Side Apartment

1010 out of 10 rating
Exceptional
(89 reviews)
Wailua Hideaway - One Bedroom Stream-Side Apartment
Kapaa, HI
7% off
Price is NZ$3,066
NZ$3,066
NZ$438 per night
includes taxes & fees
Image gallery for Milo Hae Hale welcomes you to Beautiful Island of Kauai! Pet welcome ocean view

9.89.8 out of 10 rating
Exceptional
(38 reviews)
Milo Hae Hale welcomes you to Beautiful Island of Kauai! Pet welcome ocean view
Koloa, HI
7% off
Price is NZ$9,932
NZ$9,932
NZ$1,419 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 NZ$3,385
NZ$3,385
NZ$484 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 NZ$3,311
NZ$3,311
NZ$473 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 NZ$3,311
NZ$3,311
NZ$473 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 NZ$4,925
NZ$4,925
NZ$704 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 NZ$4,073
NZ$4,073
NZ$582 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 NZ$3,311
NZ$3,311
NZ$473 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 NZ$3,042
NZ$3,042
NZ$435 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 NZ$3,177
NZ$3,177
NZ$454 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 NZ$3,435
NZ$3,435
NZ$491 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 NZ$5,043
NZ$5,043
NZ$720 per night
includes taxes & fees
Image gallery for 4 Star Oceanfront Resort, 4 Beautiful Pools 2 Jacuzzis, 3 mile stretch of Beach

8.88.8 out of 10 rating
Excellent
(38 reviews)
4 Star Oceanfront Resort, 4 Beautiful Pools 2 Jacuzzis, 3 mile stretch of Beach
Lihue, HI
7% off
Price is NZ$3,177
NZ$3,177
NZ$454 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 NZ$11,341
NZ$11,341
NZ$1,620 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)
- 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