Poipu365 Vacation Rentals

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Featured Rentals

Experience the beauty of Poipu with our featured home, condo, and cottage rentals

Secure the lowest possible rate for your vacation rental by booking directly

Manualoha 101, Opposite Bre...

2371 Hoohu Road #101 Poipu 96756 Hawaii United States

4.2 Reviews 73

5 Stars 0%

4 Stars 22%

3 Stars 0%

2 Stars 0%

1 Star 0%

Beds

Baths

1.5

Capacity

Lot Size

1005 sq ft

From $200/Night + Tax & Fees

Sea Cove Hideaway Stunning ...

1775 Pee Road C105 Poipu 96756 Hawaii United States

4.3 Reviews 85

5 Stars 0%

4 Stars 14%

3 Stars 0%

2 Stars 0%

1 Star 0%

Beds

Baths

2.5

Capacity

Lot Size

1200 sq ft

From $375/Night + Taxes & Fees

Makahuena Condo #2-203 - Sp...

1661 Pe'e Road Poipu 96756 Hawaii United States

4.2 Reviews 63

5 Stars 0%

4 Stars 11%

3 Stars 0%

2 Stars 0%

1 Star 0%

Beds

Baths

Capacity

Lot Size

1343 sq ft

From $300/Night + Tax & Fees

Regency 111 Defines Comfort...

1831 Poipu Rd. Unit 111 Koloa 96756 Hawaii United States

4.3 Reviews 86

5 Stars 0%

4 Stars 7%

3 Stars 0%

2 Stars 0%

1 Star 0%

Beds

Baths

Capacity

Lot Size

1260 sq ft

From $275/Night + Tax & Fees

Poipu Makai E-1 Ocean Front...

1677 Pe'e Rd E1 Koloa 96756 Hawaii United States

4.2 Reviews 43

5 Stars 0%

4 Stars 16%

3 Stars 0%

2 Stars 0%

1 Star 0%

Beds

Baths

Capacity

Lot Size

1038 sq ft

Rate $370/Night + Tax & Fees

Waikomo Stream 402 - Privat...

2721 Poipu Rd #402 Koloa 96756 Hawaii United States

4.3 Reviews 15

5 Stars 0%

4 Stars 7%

3 Stars 0%

2 Stars 0%

1 Star 0%

Beds

Baths

Capacity

Lot Size

1000 sq ft

From $175/Night + Tax and Fees

Five Bed, Five Bath Tropica...

2720 Ho'onani Rd Koloa 96756 Hawaii United States

4.3 Reviews 30

5 Stars 0%

4 Stars 10%

3 Stars 0%

2 Stars 0%

1 Star 0%

Beds

Baths

Capacity

Lot Size

2887 sq ft

From $1275/Night + Tax & Fees

Lush Poipu Oasis, 4 Bed 4 B...

2720 Ho'onani Rd Koloa 96756 Hawaii United States

4.3 Reviews 7

5 Stars 0%

4 Stars 0%

3 Stars 0%

2 Stars 0%

1 Star 0%

Beds

Baths

Capacity

Lot Size

2382 sq ft

From $975/Night + Tax & Fees

Captivating & Relaxing 5th ...

1763 Pe'e Rd #505 Koloa 96756 Hawaii United States

4.3 Reviews 21

5 Stars 0%

4 Stars 10%

3 Stars 0%

2 Stars 0%

1 Star 0%

Beds

Baths

Capacity

Lot Size

766 sq ft

From $275/Night + Tax & Fees

1 2 3

Start Planning Your Dream Vacation In Poipu

Our carefully chosen collection of vacation rentals in Kauai provides you with the perfect home away from home, allowing you to immerse yourself in the beauty and tranquility of this tropical haven

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All Of Our Rentals

We are thrilled to offer a wide selection of meticulously curated vacation rentals to our guests. When you stay at any of our properties you get complimentary access to a variety of amenities including a swimming pool, waterslide, relaxing spa, and a well-equipped weight room.

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Over Three Decades

We possess over 34 years of experience in property management within the Poipu region. Leveraging our considerable expertise and established reputation, we have gained significant insights into the nuances of property rental here.

Located In Poipu, Kauai

Nestled on the sunny southernmost point of Kauai, Poipu offers a tropical escape like no other. Discover our stunning collection of condo rentals in Poipu, along with charming homes and cottages, many just steps away from the sparkling sands of Lawai Beach and Poipu Beach.

Best Rate Guarantee

We take pride in being top-rated hosts on Airbnb and VRBO. Yet, for the best rates, we recommend booking directly through our website. This bypasses the additional fees associated with other platforms, which are not applicable here.