Holiday rentals in Kalaheo

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Top-rated holiday rentals in Kalaheo

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Guest favourite

Guest suite in Koloa

4.98 out of 5 average rating, 385 reviews

SUITE DREAMS 3 min. walk to beach Air Conditioning

Located in the UPSCALE POIPU KAI RESORT, on a tropical greenbelt, that borders 2 beaches. This is an attached 1 bedroom 1 full bath suite with a Jacuzzi tub, large walk-in shower & kitchenette. PRIVATE entry & a private fenced outdoor area with a large covered Patio. 3 min walk along a peaceful greenbelt to the BEACHFRONT GRAND HYATT RESORT & SPA. Walk to Beaches, Pool, Hot Tub, Spa, Golf, Tennis, Restaurants, Bars, Nightlife, Luau, and Shops Private off-St. parking. 24 hr. security patrol.

14–21 Sep

$416 SGD per night

Superhost

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.

21–28 Mar

$252 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.

14–21 Nov

$1,413 SGD per night

Guest favourite

Guest house in Koloa

4.99 out of 5 average rating, 147 reviews

Poipu Tropical Retreat with AC & Pool/Gym Access

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.

6–13 Jan

$523 SGD per night

Guest favourite

Apartment 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!

6–13 Jan

$764 SGD per night

Guest favourite

Home in Koloa

4.94 out of 5 average rating, 161 reviews

Private beach home, A/C , Sleeps 8, walk to beach

This new custom home has 3 large bedrooms & 2.5 baths, perfect for larger parties to stay together on their vacation. The house has central AC, high-speed wifi, memory foam beds, and all the beach toys you'll need to enjoy Kauai's beaches. The house is a 5 min. walk to Poipu beaches filled with great surf, snorkeling, diving, and fishing. Kukui'ula shopping center is a short walk away with great restaurants and local shops. When you stay here, you'll find true relaxation with us.

2–9 Nov

$611 SGD per night

Guest favourite

Apartment in Koloa

4.9 out of 5 average rating, 262 reviews

Garden Isle Condo

Welcome to the garden island condo, just steps away from the wonderful temperate Hawaiian waters and well within walking distance of most of your needs, local restaurants, stores, Starbucks, Poké you name it. Affordable accommodations that allow you to spoil yourself on other things. Plenty of open and covered parking available. Quiet, friendly and inviting, allowing you complete freedom to explore the Island and relax when you return. Settle in and let the adventure begin!!!

13–20 Sep

$290 SGD 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.

30 Jan – 6 Feb

$910 SGD per night

Superhost

Home in Hanalei

4.95 out of 5 average rating, 183 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

$940 SGD per night

Guest favourite

Guest suite in Princeville

4.92 out of 5 average rating, 281 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.

29 Mar – 5 Apr

$193 SGD per night

Guest favourite

Apartment in Koloa

4.96 out of 5 average rating, 101 reviews

Kiahuna Plantation at Poipu Beach - Ocean View

Newly remodeled historic plantation era Hawaiian style with breathtaking ocean views. Building 34, Unit 211! PLEASE NOTE: CLEANING FEES ARE SEPARATE FROM BOOKING FEES. Any services needed will be provided by on site property management, Castle Resorts and Hotels. You will be checking in at their on site location upon arrival at which time you will arrange for cleaning services. $341 CLEANING FEE PLUS TAX IS PAID DIRECTLY TO CASTLE RESORTS AND HOTELS.

28 Mar – 4 Apr

$930 SGD 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.

31 Dec – 7 Jan

$702 SGD per night