Vacation rentals in Kalaheo

Ask about Jeep Grand Cherokee. A/C in bedroom!

In the heart of Poipu lies a cozy 1-bedroom villa, centrally located to everything in Poipu Beach. Step into your home-away-from-home and be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, BBQ grill(in the common areas), and all the appliances you need to whip up delicious meals. Enjoy dining al fresco on the lanai, surrounded by lush greenery and the soothing sounds of nature. Air conditioning in the bedroom as of Jan 2025. *Jeep Grand Cherokee available for fee

~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.

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.

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

Little Rainbow Kauai | Beachfront, AC, Ocean View

This bright and airy updated condo is the ideal place to stay in sunny Poʻipū for couples, honeymooners + small families. The open living space is clean and welcoming with a coastal boho vibe, and you'll enjoy beautiful ocean + garden views from the huge upper-level lanai. Location is the absolute best - from the beachfront property, you can walk to several of the best beaches on the south shore, local coffee, restaurants, shops, and the incredible pool within minutes.

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

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.

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.

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.

Kimsey Beach Cottage TVNC#5164 TA#060-903-8336-01

This oceanfront cottage was built in 1930 and has been completely remodeled but we have maintained its original Hawaiiana charm and character. Is is open, airy and spacious. Note that our cottage is located in a tsunami evacuation zone. After booking an evacuation map will be sent to you. There is also one located in the cottage.

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.

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.