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Search results; Over 1,000 homes in Kalaheo

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Top guest favourite
Cottage in Kalaheo
* Entire Cottage * Ocean View / TVNC #1242
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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4.97 out of 5 average rating, 106 reviews
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Top guest favourite
Bungalow in Kalaheo
Eco Luxe Villa, Infinity Pool
1 bedroom, 1 king bed, 1.5 bathrooms
5–11 Oct
5.0 out of 5 average rating, 131 reviews
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Top guest favourite
Room in Lawai
Pu'eo Suite
1 king bed, 1 bathroom
8–13 Oct
5.0 out of 5 average rating, 34 reviews
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Home in Koloa
Luxury Villa in Sunny Poipu with a heated pool.
4 bedrooms, 4 beds, 4.5 bathrooms
16–21 Oct
5.0 out of 5 average rating, 4 reviews
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Luxe
Home in Koloa
Luxury Estate | Infinity Pool & Spa | Sleeps 22
6 bedrooms, 13 beds, 6 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 18 reviews
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Luxe
Home in Koloa
Luxury Home with Pool: Mehana Makai, Kukui'ula
4 bedrooms, 7 beds, 4.5 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 63 reviews
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Luxe
Home in Koloa
Maluhia Makai: Tropical Villa
4 bedrooms, 7 beds, 3.5 bathrooms
5–10 Oct
4.97 out of 5 average rating, 34 reviews
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Guest favourite
Home in Princeville
The most unique view of Hanalei Bay
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 148 reviews
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Top guest favourite
Home in Koloa
Poipu Custom Home, Central AC & Pool/Gym
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 152 reviews
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Guest favourite
Home in Koloa
Hā’upu Hale - Luxury Poipu Retreat
4 bedrooms, 9 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
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Luxe
Bungalow in Koloa
Ocean View at Kukui'ula Resort
3 bedrooms, 4 beds, 3 bathrooms
26 Sept – 1 Oct
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Luxe
Home in Koloa
Ocean-View Kukuiʻula Luxury Home With Pool and Spa
4 bedrooms, 6 beds, 4.5 bathrooms
5–10 Oct
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Guest favourite
Apartment in Koloa
Ocean views/AC/free parking/walk to beaches in 10!
2 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.9 out of 5 average rating, 257 reviews
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Top guest favourite
Home in Poipu
Oceanview in Heart of Poipu
2 bedrooms, 3 beds, 2.5 bathrooms
26–31 Oct
4.98 out of 5 average rating, 175 reviews
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Top guest favourite
Home in Koloa
Oceanfront Cottage | Turtles & Sunset Views
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Home in Koloa
Poipu Estate: Walk to beach, Sleeps 8-16, AC, Pool
4 bedrooms, 12 beds, 4 bathrooms
21–26 Sept
4.96 out of 5 average rating, 23 reviews
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Top guest favourite
Home in Koloa
Ocean-View Luxury • Huge Lagoon Pool • Great Value
3 bedrooms, 3 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 27 reviews
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Luxe
Home in Koloa
Private Kōloa Retreat | Pool + Golf Course Views |
3 bedrooms, 4 beds, 4 bathrooms
21–26 Sept
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Villa in Koloa
Tiki Villa Poipu • 5Bd • Pool & AC • Sleeps 16+
5 bedrooms, 9 beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 16 reviews