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, 114 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.

Top guest favorite
An inviting lanai features a woven hanging chair beside a small round table. A steaming cup is placed on the table, accompanied by a book. The background reveals lush greenery and panoramic ocean views under a soft sunset glow.
Condo in Princeville
4.99 out of 5 average rating, 351 reviews

~The Surfshack~ with breathtaking ocean views!!

A modern surf oasis nestled on an overlook with panoramic ocean views, stunning sunsets, and the famous Bali Hai. We were featured in the June issue Sunset Magazine. You'll never want to leave this modern Hawaiian styled 2 bedroom, 2 bath condo. We have everything you’ll need and want for the most relaxing stay of your island vacation and only steps away from food, drinks, the pool and the beach. Whale watch from the lana'i in the winter, or snorkel our beautiful Hideaways beach in the summer.

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, 191 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 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, 115 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 Hanalei
4.95 out of 5 average rating, 392 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, 360 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.

Guest favorite
A heart-shaped floral arrangement is positioned on dark rocks at the edge of the water. The clear blue ocean stretches into the distance, with gentle waves lapping at the stones. A bright sky with scattered clouds complements the serene coastal scene.
Condo in Poipu
4.89 out of 5 average rating, 197 reviews

Peaceful Poipu Condo

In the heart of Poipu this lovely property is located on the beautiful grounds of Poipu Kai just a short scenic stroll to the surf and sand at Poipu Beach. BBQ, pools and tennis courts on site and restaurants and shops close by make this an ideal location for a get away. This one bedroom oasis is just under 1,000 square feet and is complete with full kitchen, two TVs, WiFi and outdoor patio space.

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
4.93 out of 5 average rating, 254 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

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, 160 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.

Top guest favorite
An aerial view showcases the proximity of Hale Kahanalu condominium to Poipu Beach. Vibrant green landscapes contrast with the sandy shore and clear turquoise waters. Beachgoers dot the shoreline, with lush mountains visible in the background, encapsulating the natural beauty of Kauai.
Condo in Poipu
4.97 out of 5 average rating, 367 reviews

Remodeled One Bedroom - 100 Steps to Poipu Beach

Just steps to the Beach! This unit with A/C is the closest One Bedroom Condo to World Renowned Poipu Beach. This completely remodeled interior has everything you need to enjoy the island and centrally located to walk to restaurants and activities.

Popular amenities for Kalaheo vacation rentals

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