Vacation rentals in Kalaheo

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Top-rated vacation rentals in Kalaheo

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Top guest favorite

Condo in Poipu

4.96 out of 5 average rating, 112 reviews

Luxurious Poipu Sands Condo Sanctuary

THE SEARCH ENDS HERE! You’re invited to experience the 'ALOHA' spirit in this completely renovated, nearly 1000 sq. ft., one bedroom, one and a half bath luxury Poipu Sands Condo. Bedroom air conditioning has been added for your maximum comfort. Our location, proximate to the impressive grounds of the Grand Hyatt Regency, Shipwreck Beach, and the spectacular Mahaulepu Heritage oceanfront bluff top trail, is ideal. Our condo has direct access to the ocean view BBQ grills and nearby heated pool.

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, 189 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.

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 Koloa

4.96 out of 5 average rating, 206 reviews

Poipu Tropical Retreat|AC/ Pool/Gym|Spring Special

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

4.92 out of 5 average rating, 114 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.

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 Wainiha

4.95 out of 5 average rating, 387 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

Top guest favorite

An open-concept living space features a light-colored sectional sofa adorned with colorful throw pillows. A modern kitchen with stainless steel appliances and a breakfast bar is visible in the background, complemented by vibrant artwork on the walls and natural light from large windows.

Bungalow in Koloa

4.98 out of 5 average rating, 217 reviews

Stylish beach house a short walk to Koloa fun!

With indoor and outdoor living spread across almost 1/4 acre of gardens, our 2 bedroom/2 bath/large lanai plantation-style bungalow provides convenient access to all of Kauai. The beautifully landscaped cottage lies just a 5 minute drive from gorgeous Poipu Beach, and a five minute walk to the best eating and shopping of Old Koloa town. We also offer access to the pool, gym, yoga and court sports at the Poipu Beach Athletic Club. TVRNCU#1090

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, 357 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.

Guest favorite

The image depicts a scenic view of colorful cliffside homes overlooking a sandy beach, with lush greenery at the base. The sky features dramatic clouds illuminated by the warm glow of the setting sun, creating a striking backdrop to the tranquil coastal scene.

Cottage in Lihue

4.93 out of 5 average rating, 137 reviews

Pua Oceanfront Honeymoon Cottage 1 bed/1ba Kauai

Honeymoon Cliffside Cottage perched atop famous & historic Kalapaki Bay. Breathtaking views from large Lanai, kitchen, living room & dining area. Spacious King bedroom w/A/C & ensuite bathroom. Well equipped kitchen, all new furnishings, with interior washer/dryer. Elevator down to the beach & the Royal Sonesta Resort. Walking distance to fine dining and resort amenities. Watch sea turtles & dolphins from your lanai.

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

4.92 out of 5 average rating, 253 reviews

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

Guest favorite

An aerial view captures the expansive beachfront property overlooking Kiahuna Beach, with lush green lawns and palm trees leading up to the sandy shore. Several sun loungers are visible on the grass, providing a relaxing spot near the water's edge.

Vacation home in Koloa

4.86 out of 5 average rating, 108 reviews

BEACH! 2min walk | BBQ | Gym | Pool | Snorkeling

Beach lover’s paradise! 2min walk to the Kiahuna Beach ☞ Beachfront w/ garden views ☞ Free resort access* ☞ Shared backyard + BBQ + dining ☞ Private balcony w/ sun loungers ☞ Fully equipped + stocked kitchen ☞ Bluetooth/AUX sound system ☞ 50" QLED Roku TV ☞ Beach essentials ☞ Parking → 1 car 5 mins walk →Poipu Athletic Center 6 mins drive → DT Koloa

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

4.98 out of 5 average rating, 158 reviews

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.

Guest favorite

An open living space reveals a cozy area with wooden flooring and a coffee table adorned with a pink floral design. French doors provide access to a deck, while large windows and a wall-mounted television create a bright and inviting atmosphere. A tranquil bedroom is visible through an adjoining door.

Townhouse in Koloa

4.82 out of 5 average rating, 327 reviews

Tropical beach get away...See Special offer below!

Beautiful POIPU sunny south side of KAUAI! Our villa is close to the beautiful Poipu beaches, beach parks, golf, restaurants, art & culture, and great views. You’ll love my place because of the neighborhood, comfy king size bed, bbq, waterfall/pond. Our place is good for couples, solo adventurers, and business travelers.