Vacation rentals in Kalaheo

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Top-rated vacation rentals in Kalaheo

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Guest favorite
The vibrant red exterior of the traditional Hawaiian-style house is framed by lush greenery and palm trees. Large windows allow natural light to fill the interior, while the mountainous backdrop enhances the tropical ambiance. A well-maintained lawn surrounds the property.
Cottage in Hanalei
4.93 out of 5 average rating, 135 reviews

Kaiolohia Hale Haena Walk to Tunnels Beach

TVNC#1146 - Gated entrance leads you through a 6 foot lava rock wall. The rear, ground level, traditional Hawaiian style house is privately tucked away behind the housekeepers front house. Backyard Lanai commands your attention onto conservation Lands with massive mountain and waterfall views . Cedar wood lined interior walls and local artwork adorn the 1600 square foot house. Walk 1/3 mile to Tunnels Beach 5 minutes Kauai lifestyle Note: property located in tsunami evacuation zone.

Top guest favorite
Condo in Poipu
4.96 out of 5 average rating, 118 reviews

Premier 3BR/3BA Ground Floor Poipu Condo with A/C

Welcome to Pili Mai 2J...one of Poipu's newest luxury projects. This premier ground floor, single level, three bedroom, three bathroom Moana unit, is generously laid out with maximum separation between the bedrooms for extra privacy. Newly built, this unit features a beautifully appointed kitchen, high end furniture and decor, a separate office area, laundry, and private lanai. Relax and unwind in style!! Steps away from the pool and fitness center and a short walk to Poipu Shopping Village.

Top guest favorite
A serene bedroom features a spacious bed with light-colored bedding. Large windows surround the room, offering views of the ocean and greenery. Natural light filters through bamboo blinds. A ceiling fan and air conditioning unit provide comfort, with wooden accents adding warmth to the space.
Vacation home in Lihue
4.89 out of 5 average rating, 214 reviews

Amazing Views from this Oceanfront Home

Enjoy amazing views & soothing ocean sounds from this cliff side home by popular Kalapaki Beach. 2 bedrooms, both with AC plus great ocean & mountain views. Master with en suite has a king bed. 2nd bd has a queen. 2nd bath, washer & dryer in hallway off living room, which has amazing views as well. Fully stocked kitchen. Balcony lanai with table & chairs for outdoor dining. Free parking in this gated community. Nearby elevator takes you to the beach with restaurants and shops nearby.

Top guest favorite
A modern vacation home is showcased amid lush tropical landscaping and native plants. The covered lanai features outdoor seating, and large windows allow natural light to illuminate the interior. The home is situated in a peaceful neighborhood with clear blue skies overhead.
Guesthouse in Poipu
4.96 out of 5 average rating, 217 reviews

Poipu Tropical Retreat|AC/ Pool/Gym|

Discover beautiful Kauai from this spacious 1 bedroom vacation home, built in 2018, in the heart of sunny Poipu. Located in Poipu Beach Estates, the newest upscale neighborhood bordering the Kiahuna Golf Course, that is just minutes from the best beaches on Kauai, shops and restaurants. Create lifetime memories from this modern retreat with its tropical Asian decor. This is a stand alone house, very private, not an apartment. Enjoy a complimentary Poipu Beach Athletic Club membership.

Guest favorite
A Hawaiian-style home is set against a backdrop of palm trees and vibrant greenery. The exterior features a covered porch and large windows, with an expansive ocean view visible beyond the lush landscape.
Villa in Anahola
4.93 out of 5 average rating, 121 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.

Guest favorite
Condo in Poipu
4.89 out of 5 average rating, 95 reviews

Relaxing Tropical Po'ipu Escape

Waikomo Stream Villas #231 is located in a large peaceful tropical resort on Kauaʻi’s sunny South Shore in the heart of Poʻipū. Lush gardens & swimming pool create a relaxing setting close to beaches, dining, shopping, snorkeling, and golf. Our spacious 3rd- floor condo has A/C, a fully equipped kitchen, beach chairs, pool towels, and a cooler for your island adventures. Shops & restaurants are within close walking distance. Please note: This is a 3rd-floor unit with no elevator access.

Top guest favorite
An open-concept living area is displayed, featuring a comfortable gray sofa facing a large wall-mounted television. Light wood flooring complements neutral-colored walls. A dining area and kitchen can be seen in the background, with stylish light fixtures and modern furnishings enhancing the welcoming space.
Home in Poipu
4.94 out of 5 average rating, 232 reviews

Private Beach Home, Sleeps 8, A/C, Game Room

This new custom home has 3 large bedrooms & 2.5 baths, perfect for larger parties to stay together on their vacation. The house has central AC, high-speed wifi, memory foam beds, and all the beach toys you'll need to enjoy Kauai's beaches. The house is a 5 min. walk to Poipu beaches filled with great surf, snorkeling, diving, and fishing. Kukui'ula shopping center is a short walk away with great restaurants and local shops. When you stay here, you'll find true relaxation with us.

Top guest favorite
An aerial view showcases a charming cottage surrounded by lush tropical foliage. A private hot tub is nestled on a deck, complemented by a cozy lounging area. Vibrant flowers and greenery create a serene outdoor space, enhancing the sense of seclusion and tranquility.
Cottage in Hanalei
4.95 out of 5 average rating, 406 reviews

Romantic Garden Cottage,View! Pool! TVNC#1065

Escape to a secluded romantic haven nestled on an acre of lush gardens in Kauai’s breathtaking Wainiha River Valley. Perched on a bluff with panoramic valley views, this retreat offers tranquility and luxury. Unwind by your private pool and spa, surrounded by vibrant tropical flora, where nature creates an atmosphere of enchantment. Just a short drive away, explore some of the world’s most stunning beaches. Let this serene paradise immerse you in romance and blissful relaxation

Guest favorite
An outdoor dining space is presented with a white table surrounded by six chairs. Lush greenery lines the edge, with views of the ocean and a vibrant sunset in the background. Palm trees frame the scene, creating a serene atmosphere.
Home in Kekaha
4.9 out of 5 average rating, 377 reviews

Oceanview, Air Conditioning, Clean and Cute

Two bedroom home has dramatic views of the ocean and a cute and comfortable place to call home. We are located just across the street from Davidsons surf break. Located in Kekaha which is loved for its sunny days and laid back vibe. As with most of the ocean view homes in Kekaha we are on Kuhio Hwy directly across from the ocean. Please consider the traffic noise and keep in mind that for most the views far outweigh the road noise.

Top guest favorite
An aerial view captures the picturesque landscape of Poipu Beach, with the calm turquoise waters and sandy shore visible. The surrounding area features homes, lush greenery, and mountains in the distance, highlighting the natural beauty of the location.
Condo in Poipu
4.98 out of 5 average rating, 275 reviews

Closest One Bedroom to Poipu Beach! Full Remodel!

Kick back and relax in this stylish space. We just wrapped up a full remodel on this unit so you'll be one of the first to step into a unit with brand new EVERYTHING. This unit is just steps to World Renowned Poipu Beach where turtles & Hawaiian monk seals are frequently found napping on the sand. Walking distance to several eateries and bars and a short drive to The Shops at Kukui'ula with tons of shopping and restaurant options.

Top guest favorite
A spacious bedroom features a queen bed adorned with a tropical print comforter. Warm light from bedside lamps complements the vibrant green walls. A TV, framed art, and a brown armchair create a cozy atmosphere. Natural light filters through a sheer curtain by a door.
Guest suite in Poipu
4.96 out of 5 average rating, 337 reviews

The Mauka Suite. Charming Poipu getaway!

TVNC# Z-IV-2015-23 TMK #4-2-8-025:020 TA/GE#042-226-5856-01 Perfect for a relaxing tropical holiday! Comfy space for 1 or 2. Half a mile from beautiful Poipu Beach (10 minute walk with green belt and crosswalks). One of two private units located in a tropical garden setting in a lovely quiet cul-de-sac. This unit has its own private entrance. We live on property in the main house and are available if you need anything.

Top guest favorite
A single-story cottage is framed by lush greenery, featuring a welcoming front porch with a railing and seating area. Tall trees and tropical plants surround the property, while the exterior shows a mix of light brown and wood-paneled siding, set against a bright blue sky.
Cottage in Kalaheo
4.97 out of 5 average rating, 105 reviews

* Entire Cottage * Ocean View / TVNC #1242

Aloha, we will be your hosts, Tiare & Evan. Both born and raised on Kauai, we are happy to share our love of the island with you! Welcome to your peaceful & quaint cottage in the small central town of Kalaheo. The perfect island getaway for someone who isn’t looking to stay in a resort, but rather enjoy peace and quiet surrounded by lush greenery with an ocean view.

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