Winter Timeshare Rentals in Kauai

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 23, 2026 – Jan 1, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$9,344 ($1,038/night)

Verified & Protected

Pono Kai

Kapaa, Hawaii

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,186 ($455/night)

Verified & Protected

Pono Kai

Kapaa, Hawaii

Dec 23–30, 2026 (7 nights)
3 bed/2 bath, sleeps 8
$3,077 ($440/night)

Verified & Protected

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,595 ($799/night)

Verified & Protected

Hanalei Bay Resort

Princeville, Hawaii

Dec 24–31, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$2,696 ($385/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 24–29, 2026 (5 nights)
1 bed/2 bath, sleeps 4
$3,294 ($659/night)

Verified & Protected

Lawai Beach Resort

Koloa, Hawaii

Dec 24–31, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,404 ($486/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,291 ($1,042/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,067 ($1,295/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,276 ($611/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$6,564 ($938/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,603 ($658/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$7,110 ($1,016/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,840 ($549/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$3,512 ($502/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$6,456 ($922/night)

Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,655 ($1,094/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,783 ($969/night)

Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,655 ($1,094/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,494 ($642/night)

Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
4 bed/4 bath, sleeps 12
$7,655 ($1,094/night)

Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$1,987 ($284/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,674 ($953/night)

Verified & Protected

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$5,748 ($821/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,930 ($704/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 25, 2026 – Jan 1, 2027 (7 nights)
Studio/1 bath, sleeps 3
$2,750 ($393/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,001 ($1,000/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,494 ($642/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,786 ($541/night)

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
Studio/1 bath, sleeps 3
$2,750 ($393/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,712 ($673/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,603 ($658/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,821 ($689/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,276 ($611/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,020 ($860/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,058 ($580/night)

Verified & Protected

The Point at Poipu

Koloa, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,222 ($603/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
Studio/1 bath, sleeps 3
$2,750 ($393/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$6,292 ($899/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,455 ($922/night)

Verified & Protected

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$5,748 ($821/night)

Verified & Protected

Pono Kai

Kapaa, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,532 ($362/night)

Verified & Protected

Pono Kai

Kapaa, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,532 ($362/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,840 ($549/night)

Verified & Protected

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$5,769 ($824/night)

Verified & Protected

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$6,129 ($876/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$3,730 ($533/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,712 ($673/night)