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Kauai & California

Private estates
worth the journey.

35+ curated luxury vacation homes and short-term rentals. Oceanfront, pool, and large-group properties across Kauai and California..

30+
Curated Properties
4.9
Average Rating
2000+
Five-Star Reviews
’21
Hosting Since

Find Your Perfect Stay

Check Availability
1

Available Properties

The Collection.

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The Compound: 4 houses with private pool
Koloa
Koloa, Hawaii
28 Guests
11 Bedrooms
7 Baths
Strand Oceanfront home In Manhattan Beach
Manhattan Beach
Manhattan Beach, California
2 Guests
2 Bedrooms
3 Baths
2597 Halalu Compound
Koloa
Koloa, Hawaii
16 Guests
5 Bedrooms
6 Baths
Springwater Compound Oceanfront
Koloa
Koloa, Hawaii
14 Guests
5 Bedrooms
4 Baths
2606 Halalu Compound
Koloa
Koloa, Hawaii
15 Guests
5 Bedrooms
4 Baths
2597 Halalu Main home
Koloa
Koloa, Hawaii
12 Guests
4 Bedrooms
4 Baths
View All Estates
koolkondo estate interior

Luxury Vacation Rentals

Not just a rental.
An estate.

We handpick every property to the highest standard of luxury and convenience. Our homes are designed for quality time — whether that's a family reunion, a romantic escape, or a group celebration in a luxury short-term rental on Kauai's sunny south shore.

Space for Everyone
Up to 11 bedrooms and 28 guests — made for large families.
Steps from the Beach
Most properties are a short walk to Poipu Beach.
Private Pools & Lanais
Hot tubs, BBQ grills, and outdoor living included.
Thoughtful Amenities
Equipped kitchens, AC, beach gear — all included.

Guest Reviews

The guests
have spoken.

Read all reviews
Colton
★★★★★

“Amazing place right on the water. We enjoyed waking up to the sound of the waves, and loved watching the sunsets each night on the back porch. Great location to all the shops/restaurants in Poipu.…”

Colton
Kapili 9 Ocean Front Condo
Ismael
★★★★★

“This place is stunning. We had to force ourselves to leave the condo lol The pictures don’t do this place justice. You will say wow every time you walk in. We loved every bit of…”

Ismael
3203 Makahuena Oceanfront Condo
Erin
★★★★★

“Great location - easy to walk to the beach, even with kids, including a baby and toddler. Baby beach was perfect for the little ones to swim and play - green sea turtles and monk…”

Erin
Luxury Designer Condo
Sarah
★★★★★

“We absolutely loved our stay! The location was beautiful, unit was pristine and had everything we needed (beach chairs, cooking supplies, etc.), and the hosts were highly responsive. We hope to be able to come…”

Sarah
Palms 104 Oceanfront
Paul
★★★★★

“I rarely ever leave a review, unless it's worthy of a review. The view is spactuar without question. The host was super kind also.I travel quite a bit, and honestly have high standards. This place…”

Paul
3203 Makahuena Oceanfront Condo
Ryan
★★★★★

“The place matched the photos perfectly and were exactly what we expected. Very convenient walk to the nearby beaches with 3-4 separate beaches to choose from depending on the type of experience you want. The…”

September 2025
Ryan
Springwater Compound Oceanfront
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License No. RB-24459

Stay Stories

Life on the island.

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Things to Do Near Poipu
Explore
Things to Do Near Poipu
Read the guide
Poipu Restaurant Guide
Dining
Poipu Restaurant Guide
Read the guide
Nightlife in Kauai
Evenings
Nightlife in Kauai
Read the guide

Why koolkondo

The best choice
for your luxury vacation.

Rated one of the best short-term rental companies for Hawaii and California, koolkondo handpicks every property to the highest standard of luxury and convenience.

01
Expertly Curated Properties
Every home is handpicked to the highest standard — not just any listing makes the cut.
02
Unmatched Locations
Kauai’s stunning Poipu Beach, California’s iconic Malibu and Manhattan Beach — each destination world-class.
03
Thoughtful Amenities
Private hot tubs, AC, fully equipped kitchens, beach gear — your stay is as comfortable as it is unforgettable.
04
Local Expertise & Kauai Guide
From Things to Do Near Poipu to the best sunset restaurants — we share everything we know about island life.
VIP Concierge

VIP Concierge

Let us handle
every detail.

For a truly effortless and memorable experience, our VIP Concierge takes care of everything — from private chefs and photographers to Nā Pali Coast tours and Poipu restaurant reservations.

Private chef coordination
Photography & memory-making
Restaurant reservations near Poipu
Activity booking — Nā Pali, Waimea Canyon, Luau
Grocery stocking & arrival preparation
Explore Concierge

Why Kauai

The Garden Isle.
Like nowhere else.

Kauai is the oldest of the Hawaiian islands — lush, unhurried, and staggeringly beautiful. Our homes put you right in the heart of Poipu, steps from the sand.

01
Poipu Beach
Sunny even when the rest of the island is overcast. Calm surf, golden sand, and sea turtles — Kauai’s most beloved coastline.
02
The Garden Isle
Waterfalls, jungle trails, dramatic sea cliffs — Kauai’s interior is a world entirely its own.
03
Year-Round Sun
Over 300 sunny days a year on the south shore. No off-season, no disappointments — just warm trade winds.
04
Aloha Spirit
Farm stands, plate lunches, shave ice at JoJo’s, sunsets at Spouting Horn. Kauai moves at its own pace.

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Questions?

We’re ready
to help.

Phone
+1 808·378·7200
Email
info@koolkondo.com
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