https://www.redweek.com/featured/winter-rentals/North+America/United+States/Hawaii/Kauai en Mon, 27 Jul 2026 06:06:15 -0700 3600 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1493960 Mon, 06 Jul 2026 09:50:31 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,671 ($810/night)

]]> https://www.redweek.com/posting/R1434890 Thu, 19 Feb 2026 12:27:28 -0800 Verified & Protected

Pono Kai

Kapaa, Hawaii

• Dec 4–11, 2026 (7 nights)
• 1 bed/1 bath, sleeps 6
• $1,769 ($253/night)

]]> https://www.redweek.com/posting/R1471957 Wed, 13 May 2026 08:23:14 -0700 Verified & Protected

Pono Kai

Kapaa, Hawaii

• Dec 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,772 ($253/night)

]]> https://www.redweek.com/posting/R1491192 Wed, 08 Jul 2026 11:24:27 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Dec 5–12, 2026 (7 nights)
• Studio/1 bath, sleeps 3
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1480691 Tue, 09 Jun 2026 13:29:21 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1489848 Sun, 28 Jun 2026 13:02:50 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,347 ($907/night)

]]> https://www.redweek.com/posting/R1467204 Thu, 30 Apr 2026 09:20:50 -0700 Verified & Protected

Pono Kai

Kapaa, Hawaii

• Dec 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1403799 Fri, 19 Dec 2025 11:48:39 -0800 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 5–12, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $1,925 ($275/night)

]]> https://www.redweek.com/posting/R1489140 Fri, 26 Jun 2026 11:56:04 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 6–12, 2026 (6 nights)
• 2 bed/2 bath, sleeps 6
• $2,641 ($440/night)

]]> https://www.redweek.com/posting/R1498233 Tue, 14 Jul 2026 19:55:16 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 6–13, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $3,807 ($544/night)

]]> https://www.redweek.com/posting/R1464310 Fri, 24 Apr 2026 09:51:22 -0700 Verified & Protected

Hanalei Bay Resort

Princeville, Hawaii

• Dec 6–13, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $2,205 ($315/night)

]]> https://www.redweek.com/posting/R1481113 Wed, 10 Jun 2026 11:18:33 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,361 ($766/night)

]]> https://www.redweek.com/posting/R1471440 Tue, 12 May 2026 10:44:02 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 7–20, 2026 (13 nights)
• 2 bed/2 bath, sleeps 6
• $6,173 ($475/night)

]]> https://www.redweek.com/posting/R1497323 Mon, 13 Jul 2026 07:22:01 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 7–10, 2026 (3 nights)
• 2 bed/2 bath, sleeps 6
• $1,198 ($399/night)

]]> https://www.redweek.com/posting/R1496479 Fri, 10 Jul 2026 21:43:43 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1495397 Wed, 08 Jul 2026 20:47:48 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1488185 Tue, 23 Jun 2026 23:01:38 -0700 Verified & Protected

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii

• Dec 9–15, 2026 (6 nights)
• 3 bed/3 bath, sleeps 8
• $5,748 ($958/night)

]]> https://www.redweek.com/posting/R1479375 Tue, 02 Jun 2026 15:07:23 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 9–17, 2026 (8 nights)
• 2 bed/2 bath, sleeps 6
• $3,687 ($461/night)

]]> https://www.redweek.com/posting/R1501218 Tue, 21 Jul 2026 17:59:41 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 10–17, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1501219 Tue, 21 Jul 2026 18:00:13 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1496803 Sat, 11 Jul 2026 16:05:16 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,510 ($930/night)

]]> https://www.redweek.com/posting/R1497908 Tue, 14 Jul 2026 12:31:22 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,859 ($408/night)

]]> https://www.redweek.com/posting/R1496802 Sat, 11 Jul 2026 16:05:16 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,565 ($938/night)

]]> https://www.redweek.com/posting/R1490545 Tue, 30 Jun 2026 10:38:42 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,876 ($696/night)

]]> https://www.redweek.com/posting/R1440995 Tue, 03 Mar 2026 09:55:10 -0800 Verified & Protected

Sheraton Kauai Resort Villas

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $7,110 ($1,016/night)

]]> https://www.redweek.com/posting/R1466037 Tue, 05 May 2026 12:40:52 -0700 Verified & Protected

The Point at Poipu

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1482952 Fri, 26 Jun 2026 10:25:32 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Dec 12–16, 2026 (4 nights)
• 1 bed/2 bath, sleeps 4
• $1,769 ($442/night)

]]> https://www.redweek.com/posting/R1451535 Mon, 30 Mar 2026 10:03:03 -0700 Verified & Protected

The Point at Poipu

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1368333 Mon, 01 Dec 2025 14:15:20 -0800 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 12–19, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,294 ($471/night)

]]> https://www.redweek.com/posting/R1485859 Thu, 18 Jun 2026 08:59:27 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1471539 Tue, 12 May 2026 12:33:54 -0700 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Dec 12–19, 2026 (7 nights)
• 1 bed/2 bath, sleeps 6
• $4,031 ($576/night)

]]> https://www.redweek.com/posting/R1408351 Thu, 15 Jan 2026 15:52:49 -0800 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 12–17, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $1,952 ($390/night)

]]> https://www.redweek.com/posting/R1501210 Tue, 21 Jul 2026 17:54:26 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,475 ($782/night)

]]> https://www.redweek.com/posting/R1421982 Tue, 27 Jan 2026 05:55:41 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,602 ($657/night)

]]> https://www.redweek.com/posting/R1480118 Thu, 04 Jun 2026 11:40:56 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Dec 12–19, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $2,886 ($412/night)

]]> https://www.redweek.com/posting/R1482486 Thu, 11 Jun 2026 07:22:36 -0700 Verified & Protected

WorldMark Kapaa Shore

Kapaa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1500545 Wed, 22 Jul 2026 14:39:20 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Dec 12–19, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $2,886 ($412/night)

]]> https://www.redweek.com/posting/R1495435 Thu, 09 Jul 2026 14:31:13 -0700 Verified & Protected

Sheraton Kauai Resort Villas

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $7,110 ($1,016/night)

]]> https://www.redweek.com/posting/R1478621 Tue, 02 Jun 2026 07:42:53 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1459472 Tue, 14 Apr 2026 09:45:45 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Dec 12–19, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1482968 Fri, 26 Jun 2026 14:57:42 -0700 Verified & Protected

The Point at Poipu

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1413641 Tue, 13 Jan 2026 08:28:25 -0800 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 12–17, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $2,249 ($450/night)

]]> https://www.redweek.com/posting/R1501211 Tue, 21 Jul 2026 17:54:26 -0700 Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1502697 Fri, 24 Jul 2026 20:52:50 -0700 Verified & Protected

Pono Kai

Kapaa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1483261 Mon, 15 Jun 2026 08:41:17 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1456495 Mon, 06 Apr 2026 14:47:57 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 13–17, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,383 ($346/night)

]]> https://www.redweek.com/posting/R1495836 Thu, 09 Jul 2026 17:10:07 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,859 ($408/night)

]]> https://www.redweek.com/posting/R1501808 Wed, 22 Jul 2026 23:45:18 -0700