Vacation rentals in Waialeale

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Top-rated vacation rentals in Waialeale

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Guest favorite

Guest suite in Princeville

4.97 out of 5 average rating, 140 reviews

Emmalani Suite on Maka'i Golf w/ gorgeous sunsets

The Suite is on the 2nd level and was built for visiting family guests and friends. A private space such as bedroom , spare room/workspace has a twin sofa sleeper for an extra bed, bathroom, kitchen ,dining /living room, and balcony at the back with golf course view. Family, pet friendly and quiet neighborhood except with yard maintenance & barking dogs Bike riding , morning walks are common. A walk/jog/bike path is right across the golf course with beautiful mountains & golf lakes as backdrop

Nov 16 – 23

G$40,237 GYD per night

Superhost

Condo in Koloa

4.81 out of 5 average rating, 134 reviews

Bamboo Retreat

PK 136 is a quiet, ground floor, private, affordable condo steps from the pool or beach in sunny Poipu. A well appointed unit, it is one of the best bargains in Poipu. Besides the king size bed, full couch, & complete kitchen, the studio has a separate dressing room and bath, closet space, and a small lanai. The unit has free wifi. The common area has a pool, grill area, laundry, & parking spot. Smoking is prohibited in the unit, and permitted only in the designated smoking area on the grounds.

Apr 10 – 17

G$36,098 GYD per night

Guest favorite

Bungalow in Kalaheo

5.0 out of 5 average rating, 101 reviews

Eco Luxe Villa, Infinity Pool

No house should ever be on a hill or on anything. It should be of the hill, belonging to it. Hill and house should live together, each the happier for the other." -- Frank Lloyd Wright Nestled in the Kalaheo hills 20 minutes north from Poipu, this oasis offers modern barefoot luxury with breathtaking views of the lush tropical landscape. The Longhouse has full privacy from the main residence located on the same parcel, it is the place to unplug and unwind, surrounded by nature's beauty.

Mar 1 – 8

G$216,115 GYD per night

Guest favorite

Condo in Princeville

4.99 out of 5 average rating, 209 reviews

Sea and Sky Kauai, an Oceanfront Penthouse

This modern and newly renovated honeymoon beach retreat has breathtaking panoramic ocean and coastline views. Lounge in the daybed while gazing at the sweeping vista from Anini reef to Kilauea Lighthouse. Some have said "it feels like being on a ship at sea" as they witness whales breaching in the ocean and waves peeling on the reef from this magical location. A rare penthouse unit with high ceilings, views from every room, even the famous Bali Hai from the deck. Truly a couple's dream!

Sep 7 – 14

G$116,638 GYD per night

Guest favorite

Home in Princeville

4.93 out of 5 average rating, 278 reviews

Affordable, Comfortable, Convenient

Come stay at our affordable, convenient, comfortable studio on the beautiful North Shore of Kauai! It is twice the size of a hotel room, 14’ open beam ceiling, very quiet, breezy and cozy. We are within walking distance to the Princeville Shopping Center with many restaurants, the Wave yoga studio, FitLab work out studio, shopping, and much more! We are also one block away from a hike and bike trail that leads all the way to the St. Regis Hotel and a 20 minute walk to Anini Beach

Mar 26 – Apr 2

G$34,951 GYD per night

Guest favorite

Condo in Princeville

4.98 out of 5 average rating, 127 reviews

Brand New Luxurious Condo on North Shore Kauai

Brand New Listing at the Hanalei Bay Resort. Wake up to breath taking views of the Hanalei bay, waterfalls and the amazing lush green mountains of the garden island. Along with the amazing scenery you will also have access to pools, hot tubs, tennis courts, private beach access, weight room facilities and enjoy live music every night at the Happy Talk Lounge. All of theses activities are just a minutes walk from your front door or enjoy a relaxing golf cart shuttle ride.

Sep 19 – 26

G$118,927 GYD per night

Superhost

Cottage in Hanalei

4.93 out of 5 average rating, 269 reviews

Romantic Garden Cottage,View! Pool! TVNC#1065

Escape to a romantic paradise, tucked away on an acre of lush gardens in the dazzling Wainiha River Valley. Perched atop a bluff overlooking the valley, you are immersed in the serenity and opulence of your private pool and spa, surrounded by vibrant colors and lush greenery, creating a truly surreal and romantic atmosphere. Just miles away, discover some of the world's most beautiful beaches. Let this idyllic retreat transport you to a world of pure romance and bliss.

Jan 29 – Feb 5

G$140,838 GYD per night

Superhost

Home in Hanalei

4.95 out of 5 average rating, 184 reviews

Nico Hale

Our home was recently voted one of the best Airbnbs in Hawaii by Conde Nast Traveler. The home is a secluded jungle cottage on the North Shore of Kauai. We are located just a short drive from local beaches and hikes on the north shore of Kauai in the neighborhood of Wainiha, which is 15 minutes from Hanalei town. The home is surrounded by lush tropical jungle, fruit trees and sweeping jungle views from every window. Listing photos have been updated June 2023 Mahalo

Jul 10 – 17

G$143,722 GYD per night

Guest favorite

Guest suite in Princeville

4.92 out of 5 average rating, 282 reviews

Cozy & private guest suite in Princeville with AC

Clean, quiet and comfortable guest suite in Princeville. Lockout room on opposite side of the main house with private entrance and parking space. The room has a queen bed, mini-fridge, microwave, keurig, WiFi, smart TV and AC. New en-suite bathroom with walk-in shower. Small seating area outside, perfect spot to enjoy a morning cup of coffee. Small cooler provided. Within walking distance to Happy Talk, Hanalei Bay Resort, Queen’s Bath and Hideaways.

Apr 5 – 12

G$29,559 GYD per night

Guest favorite

Condo in Kapaa, Kauai

4.81 out of 5 average rating, 370 reviews

Ocean view Studio in Hotel complex - Kauai

Kamaaina discount offered!! Ocean view condo in a Hotel complex, near the town of Kapaa. 3 adults max in the space. Ocean, pool and garden views. Just steps from the beach and the pool. Beautiful Hawaiian décor. The Islander on the beach, is a quaint Beachfront condo/hotel on 6 pristine acres of tropical paradise. Ground floor studio with two queen beds with private bathroom. Beautiful Air conditioning. Great WIFI/ Cable TV. Double clean between guests.

Mar 16 – 23

G$38,257 GYD per night

Guest favorite

Condo in Princeville

4.98 out of 5 average rating, 259 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. 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.

Dec 11 – 18

G$142,680 GYD per night

Superhost

Home in Kekaha

4.88 out of 5 average rating, 269 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.

Dec 11 – 18

G$89,973 GYD per night