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Holiday rentals in Waialeale

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Top-rated holiday rentals in Waialeale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Apartment in Koloa

4.81 out of 5 average rating, 139 reviews

Honeymoon Perfect!

PK 331 is a quiet, affordable, charming studio condo with an exciting view of the ocean and mountains in sunny Poipu, yet is steps away from the beach or secluded pool. The unit comes with a comfortable king size bed, complete kitchen, and full bath with shower and mini-tub. There is a separate vanity room, closet space, and a balcony lanai. Wifi is free. The common area has a pool, grill area, laundry, & parking spot. Smoking is permitted only in the designated smoking area on the grounds.

14–21 Mar

$251 SGD per night

Guest favourite

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.

21–28 Mar

$1,409 SGD per night

Guest favourite

Apartment in Princeville

4.99 out of 5 average rating, 210 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!

9–16 Dec

$761 SGD per night

Guest favourite

Home in Princeville

4.93 out of 5 average rating, 280 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

29 Dec – 5 Jan

$228 SGD per night

Guest favourite

Flat in Princeville

4.93 out of 5 average rating, 242 reviews

Princeville studio Surf Suite

Aloha and welcome to our Private Princeville Surf Suite with AC Come and relax in this spacious 400sq foot panoramic Makai golf course view apartment with private entry. We are thrilled to supply a newly updated studio apartment with its own fully stocked private kitchenette, private bathroom. Very clean and ready with all your Kauai vacation essentials. Walking distance to shopping center, restaurants and dining, public transport. Great unit for couples or single explorers

16–23 Oct

$279 SGD per night

Guest favourite

Apartment 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.

9–16 Oct

$776 SGD per night

Cottage in Hanalei

4.93 out of 5 average rating, 270 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.

5–12 Feb

$909 SGD per night

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

10–17 Jul

$937 SGD per night

Guest favourite

Guest suite in Princeville

4.92 out of 5 average rating, 283 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.

26 Feb – 5 Mar

$193 SGD per night

Guest favourite

Apartment in Kapaa, Kauai

4.81 out of 5 average rating, 371 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.

20–27 Mar

$250 SGD per night

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.

9–16 Jan

$587 SGD per night

Guest favourite

Apartment in Koloa

4.98 out of 5 average rating, 126 reviews

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.

8–15 Jan

$352 SGD per night

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Other great holiday rentals in Waialeale

Guest favourite

Guest suite in Princeville

4.97 out of 5 average rating, 140 reviews

Emmalani Suite on Maka'i Golf w/ gorgeous sunsets

30 Dec – 6 Jan

$262 SGD per night

Guest favourite

Apartment in Lihue

4.98 out of 5 average rating, 112 reviews

Oceanfront, Private Lanai, Steps to Beach

4–11 Oct

$624 SGD per night

Guest favourite

Holiday home in Princeville

4.94 out of 5 average rating, 118 reviews

Northshore Oceanfront: Top Floor/Corner-SealodgeD9

16–23 Sep

$568 SGD per night

Guest favourite

Home in Hanalei

4.94 out of 5 average rating, 121 reviews

Cycle or Walk to Hanalei Bay

9–16 Sep

$1,266 SGD per night

Guest favourite

Apartment in Princeville

4.98 out of 5 average rating, 259 reviews

~The Surfshack~ with breathtaking ocean views!!

25 Dec – 1 Jan

$1,241 SGD per night

Guest favourite

Apartment in Princeville

4.99 out of 5 average rating, 172 reviews

Superior Location and Value in Paradise!

15–22 Dec

$273 SGD per night

Guest favourite

Cottage in Hanalei

4.98 out of 5 average rating, 45 reviews

New! Oceanfront Haena Cottage - Steps to the Beach

26 Mar – 2 Apr

$1,104 SGD per night

Guest favourite

Guest suite in Kapaʻa

4.99 out of 5 average rating, 85 reviews

Panoramic Ocean View Studio, Permitted by Kaua‘i

$238 SGD per night

Destinations to explore