Hale Kupa'a: Charming Island Villa w/ Beach Nearby

Top rated by guests
Living area
Private kitchen
Private kitchen
Private kitchen
Dining
review stars
9.9Outstanding
(61 Ratings)
"This was such an amazing property! Beautiful location right on the greenbelt trail of Poipu! We loved our back patio view and the close access to the beach in either direction. The host was super frie..."
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9.9 / 10
Outstanding(61 Ratings)

House in Poipu, HI

8 guests · 3 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Hale Kupa'a—this delightfully situated house on Poipu Kai’s scenic, super-convenient Green Belt walkway—was completely remodeled in summer 2021, and the exquisite attention to detail is evident in every light, bright, charming room. Leafy green views fill the windows, while the spacious layout (3BR/3BA) and effortless indoor-outdoor flow are perfectly conducive to relaxation, entertaining, and enjoying the idyllic surroundings.

Casually elegant contemporary furnishings create an ambience of tropical ease, with tasteful touches at every turn. As for location, Poipu Kai’s appeal can’t be overstated: a brief stroll along the picturesque Green Belt walkway will take you to a resort-quality swimming pool, hot tub, and tennis courts, with popular beaches, restaurants and a destination hotel a bit farther on. The South Shore’s myriad other attractions and activities are nearby, as well, and you can be on the main highway—en route to unforgettable adventures—in the time it takes to say “stand-up paddling,” or “that beautiful beach from South Pacific.”

GENERAL FEATURES
• Property name: Hale Kupa'a (English translation: “Steadfast and Committed”)
• Convenient, desirable Poipu Kai neighborhood
• Just off the Green Belt walkway
• Relaxing island ambience
• 3 bedrooms, 3 full baths
• Sleeps 8
• Verdant views of palm trees, lawns, tropical greenery
• Plentiful off-street parking
• High-speed Wi-Fi
• Cable service

INSIDE: COMFORT & CHARM
• Completely remodeled in 2021
• Comfortably elegant furnishings
• Contemporary island-style accessories
• Lovely palette of pale hues & earth tones
• Attractive artwork
• Luminous hardwood floors
• New appliances
• Central A/C (air conditioning) throughout

3 Airy Bedrooms:
• Ceiling fan in every BR
• Large, flatscreen smart TVS in all 3
• BR #1: king-size bed
• BR #2: king-size bed
• BR #3: 2 extra-long twins (bunk beds) + 1 queen-size bed

3 Full Baths:
• 3 walk-in showers (1 w/blue-sky view from a high, private window)
• Striking tile work
• Spa-style waffle-weave bathrobes
• Sublime Malie toiletries

Chef’s Kitchen + Dining Area:
• Gleaming new appliances: LG oven/stovetop (gas range), Sub-Zero refrigerator, Bosch dishwasher, Whirlpool microwave, Coffee maker + complimentary Kaua'i coffee
• Glossy quartz countertops
• Artistic wood-plank dining table w/benches
• Built-in counter seats 4
• Freestanding island w/counter seating

Great Room:
• Light and bright
• Abundant seating
• Comfy, stylish couches & chairs
• High, wood-paneled ceiling
• Extra-large smart TV (flatscreen)
• 2 ceiling fans

Separate Laundry Room:
• Full-size, stackable washer & dryer

OUTSIDE: ISLAND-STYLE LEISURE
• Partially covered lanai off great room & master BR
• Dining table seats 8
• Ceiling fan overhead
• Gas BBQ grill
• Expansive lawns
• Lush tropical landscaping

BONUS PERKS
• 8 beach chairs + cooler, for picnics & other outings
• Enjoy resort-style facilities at nearby Poipu Kai: swimming pool, relaxing hot tub and pro-quality tennis courts (fee: $10/day to reserve court)

IDEAL LOCATION
• Green Belt walkway, just a few steps away, takes you through tropical landscapes and sea-view scenery to dazzling beaches, enticing eateries & the vast Grand Hyatt Resort
• Short drive to other South Shore attractions: world-class beaches, a vast variety of restaurants and food trucks, stirring sights, recreational activities, intriguing shopping, lively local events
• Also nearby: The Shops at Kukui'ula: a casually upscale market-place featuring restaurants, stores, boutiques & special events, including live Hawaiian music (Fridays) & the popular Culinary Market (Wednesdays)

GE 143-044-8128-02
TA 143-044-8128-02
TMK 2-8-028-021

*For safety and security, this home has a surveillance system on the outside of the home, a Ring doorbell camera that covers the front door area.

Amenities at Hale Kupa'a: Charming Island Villa w/ Beach Nearby

Non-smoking
No pets allowed
Family friendly

Map of Poipu, HI


Ratings and reviews

9.9 / 10
Outstanding(61 Ratings)
10 / 10Outstanding·May 2026
This was such an amazing property! Beautiful location right on the greenbelt trail of Poipu! We loved our back patio view and the close access to the beach in either direction. The host was super friendly and accommodating, even getting us a few extra amenities to celebrate my in laws wedding anniversary! The place was clean and updated nicely. Again, this place was wonderful. 5 stars!!!
10 / 10Outstanding·May 2026
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is a nicely updated property in a super location near but not too close to the Hyatt on Poipu. Within the Poipu Kai community, it is located along the trail spanning Poipu Kai. Not very close to the pool and tennis courts but easily accessible by trail. High quality appliances, great A/C, enormous refrigerator, roomy common spaces, kitchen, and deck. Fully covered deck with large table is great place to eat or hang out on within view of trail but not too close. Could use a few more blinds for visual privacy, including black out curtains for side windows in bedrooms. Very attractively decorated but due to design of doors, not much auditory privacy in 3 bedrooms if that is a concern. We had a wonderful stay and would certainly go back.
10 / 10Outstanding·Mar 2026
It was exactly what we wanted
10 / 10Outstanding·Feb 2026
Very nice house in great location.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Hale Kupa'a: Charming Island Villa w/ Beach Nearby. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Hale Kupa'a: Charming Island Villa w/ Beach Nearby pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Hale Kupa'a: Charming Island Villa w/ Beach Nearby?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.