Vacation rentals in Kalaheo

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Top-rated vacation rentals in Kalaheo

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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

Amazing Views from this Oceanfront Home

We weren’t damaged by Hurricane Lowell. We’re available. Restaurants & stores are back open. 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. Fully stocked kitchen. Balcony lanai set relaxing & outdoor dining. Free parking in this gated community. Nearby elevator to beach with restaurants & shops.

4.89 out of 5 average rating, 216 reviews

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

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.

4.93 out of 5 average rating, 136 reviews

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

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.

4.96 out of 5 average rating, 218 reviews

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

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.

4.93 out of 5 average rating, 122 reviews

Guest favorite

An inviting living area is highlighted by a green sofa adorned with colorful cushions. A large floral artwork decorates the wall, and soft lighting emanates from two lamps. In the foreground, a granite countertop holds a bowl of fresh fruits, while an entryway leads to an outdoor seating area surrounded by lush greenery.

Home in Poipu

Relax in tropical garden near Poipu beaches

Waikomo Stream Villas is a lovely SMALL RESORT property in the heart of POIPU'S BEST SHOPPING, DINING, AND BEACHES. A mature TROPICAL GARDEN with many flowering plants is the centerpiece of this 3.9 acre resort of several surrounding three-story wood buildings, a POOL and children's WADING POOL, and attractive GARDEN WALK. Our objective is to offer an attractive, spacious, high quality, well-appointed home from which a single traveler, a couple, two friends, family of two to four.

4.86 out of 5 average rating, 101 reviews

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

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

4.95 out of 5 average rating, 406 reviews

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

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.

4.9 out of 5 average rating, 378 reviews

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

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.

4.98 out of 5 average rating, 276 reviews

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

* 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.

4.97 out of 5 average rating, 106 reviews

Top guest favorite

A welcoming entryway is displayed, featuring a textured carpet and soft lighting. To the right, a dining area is visible, furnished with wooden chairs and a table. A painting depicting a tropical scene is mounted on the wall, enhancing the serene atmosphere.

Home in Hanalei

Romantic Hanalei Beach-Tsunami evac zone TVNC1280

Hanalei Bay Honeymoon Rental TVNC#1280 Property is located in the Tsunami Evacuation Zone Romantic Spacious Hanalei Honeymoon Vacation Rental is private, quiet, relaxing, 1 minute walk to Hanalei Beach & 10 minute walk to charming Hanalei Town with restaurants, market, shops. Surf Hanalei winter, swim summer. Transient Vacation Non-Conforming (TVNC): 1280

4.93 out of 5 average rating, 266 reviews

Top guest favorite

A spacious living area is presented with large windows that allow natural light to fill the space. Seating is provided by a dark green sofa and patterned armchairs. A dining table is visible in the background, complemented by a fully equipped kitchen area. Decorative artwork adorns the walls.

Home in Poipu

Oceanview in Heart of Poipu

Beautiful neighborhood. No Condo crowds. This two bedroom house in Poipu Beach Estates backs up to scenic golf course and captures ocean and sunset views. Salt water pool and spa on property (fenced for safety). Well equipped family style kitchen! Vita-mix on counter. Walking distance from great restaurants and epic snorkeling.

4.98 out of 5 average rating, 175 reviews

Top guest favorite

The exterior of the condo is surrounded by lush tropical plants and a well-maintained lawn. A covered porch features a railing and invites relaxation, while the structure blends naturally with the vibrant greenery and serene landscaping.

Condo in Poipu

Pineapple Paradise at Poipu Crater A/C In Bedrooms

"Pineapple Paradise" at Poipu Crater (unit 30) is located approximately a half mile from Brennecke's Beach and Poipu Beach Park right off the lush Poipu Kai Greenbelt. Close to all that Poipu has to offer, yet far enough removed to escape the hustle and bustle of the large hotels.

4.91 out of 5 average rating, 129 reviews