Villa holiday rentals in Poipu

4.96 out of 5 average rating, 55 reviews

(P17D) Hale Blue Hawaii 1Br w/ Loft, Pool, Wifi

2-story villa! Well-equipped kitchen with a breakfast bar, and a sunlit living space, all illuminated by large windows. This home includes a TV, beach chairs and umbrella, boogie board, beach towels and a cooler. The Main bedr is the upstairs loft area with a king size bed, ensuite full bath, and private lanai. Downstairs you'll find another bedr with a queen size bed, a private lanai and another full bathroom just off of the bedroom. Washer/Dryer in the unit. Plenty of on-site resort amenities.

4.93 out of 5 average rating, 40 reviews

Contemporary Luxury Condo

The complete renovation of this home was inspired by the sophistication and simplicity of this magnificent oasis. A 45-minute drive from the airport brings you to a quiet gated condominium community, located on the outskirts of beautiful Princeville, Kauai. This exquisitely remodeled condo features 2 master suites with spacious bathrooms and a 3rd, smaller bedroom with a double-twin bunk bed and additional full bed. The primary suites feature walk-in showers, spacious countertops, and a lanai.

5 out of 5 average rating, 8 reviews

World Class Puu Poa #402 Penthouse, A/C, 2 Suites

Spectacular views from high on top of the cliffs of Princeville. This top-level condominium is terraced at the edge of the bluff, commanding unobstructed blue ocean views, including Hanalei Bay. Best views & privacy This spacious unit is completely equipped with all the amenities one would expect in a world-class property. The recently installed custom glass solarium over the atrium provides additional living space. The perfect blend of luxury for the vacationer who expects the very best.

Superhost

4.82 out of 5 average rating, 101 reviews

Private, two-bdrm treehouse, walk to surf/sand, AC

Come relax in this gorgeous, updated two-bedroom vacation home walking distance to Hideaways beach and Princeville Resort beach. This fully appointed home is tucked into one of Princeville's beautiful greenbelts and is perched high up on stilts to give it an authentic treehouse feel. Dine on your outdoor lanai while you take in views of the beautiful Namahana mountains and waterfalls. Fully stocked kitchen, beach toys and portable A/Cs in the bedrooms too! Come enjoy this perfect basecamp!

Villa in Anahola

4.92 out of 5 average rating, 107 reviews

Oceanfront BeachHouse-Spectacular Views & Privacy

This beautiful beachfront Hawaiian style home commands a spectacular 220 degree view of the ocean from its large lanai where you can enjoy outdoor dining cool and ocean breezes. This is Hawaii at its best. We're on a small peninsula with our own secluded beach access to snorkeling, surfing, fishing, & paddle boarding. Explore the reef or paddle up the river toward Kong Mountain. This is the Hawaiian island experience that we all dream of. Come enjoy your own secluded piece of paradise.

4.98 out of 5 average rating, 48 reviews

Cottage in the Crater

Sea Garden (kīhāpai kai), is a designer renovated cottage, one of only 15 split-bungalows privately nestled inside the ancient Poipu Crater. The Crater is a garden of Eden, a true Shangri-la on 7.5 private acres, full of lush tropical flower and fruit trees, creating a canopy of privacy and unique Kauai stay experience. The quality and details of this unit are unmatched, providing a calming, comfortable interior in a setting only walking distance from a handful of Poipu's best beaches.

4.95 out of 5 average rating, 42 reviews

Hawaiian Chic Crater Retreat, in a secluded crater

A one of a kind place in a tropical, lush secluded 7.6 acre crater with 15 Polynesian style duplexes located in the heart of sunny Poipu. We are a 10 minute walk to famous beaches like Brenneckes, Poipu Beach and Shipwrecks. This is a private crater to 30 condo units with a communal pool, tennis court, putting green, club house, BBQ's and ping pong table. The unit has just been updated with new floors, 62' Koa fans, fresh paint and Hawaiian wallpaper. It is a true tropical paradise.

4.88 out of 5 average rating, 41 reviews

Amazing Ocean View 4 bedroom/4.5 baths with AC

The newly renovated, four-bedroom private house offers all the best of Princeville in Kauai. Separate AC unit for the two levels! Sit on the lanai and breath in the fresh Kauai air and take in the beautiful Ocean view. Whale watching in season. If you look closely, you may see dolphins going by! Or go for a short hike to the gorgeous Sealodge beach. The fully equipped kitchen has everything you need and the garden is great for lounging or grilling on the BBQ.

4.74 out of 5 average rating, 76 reviews

Tropical Paradise * Stunning Swinging Bed * Views!

Bright and open, private three bedroom luxury home. Unique nautical style hanging bed in the upstairs master bedroom. Master suite also features a lovely covered lanai and kitchenette/coffee station. Home has fully stocked gourmet kitchen and beautiful oversized saltwater pool. Stunning mountain, golf course and ocean views from all bedrooms! 20 minutes walk to world famous south shore beaches.

Superhost

Villa in Lihue

Stunning One Bedroom at Marriott Kauai Beach Club

Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only. Warm island hospitality meets the idyllic location of the Garden Isle at Marriott Kaua'i Beach Club Resort. Uniquely situated on Kalapaki Bay, our Kauai beach resort invites guests to soak up island adventures with a variety of recreational activities.

4.8 out of 5 average rating, 15 reviews

Spacious Poolside Villa | Gourmet Kitchen, Lanai

D211 | TA-018-220-0320-02 Welcome to your tropical retreat in sunny Poipu! Villa D211 is a luxurious 3-bedroom, 3-bathroom poolside villa offering 1,600 sq ft of thoughtfully designed indoor-outdoor living. Ideal for families or groups, this elegant space blends comfort, privacy, and resort-style amenities—just minutes from world-class beaches, dining, and shopping.