https://www.redweek.com/featured/winter-rentals/North+America/United+States/Hawaii/Kauai?sort=date en Sun, 05 Apr 2026 15:09:05 -0700 3600 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 Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 3–12, 2026 (9 nights)
• 2 bed/2 bath, sleeps 8
• $8,200 ($911/night)

]]> https://www.redweek.com/posting/R1443767 Tue, 17 Mar 2026 08:00:24 -0700 Verified & Protected

Makai Club Resort

Princeville, Hawaii

• Dec 4–11, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,749 ($393/night)

]]> https://www.redweek.com/posting/R1438655 Tue, 17 Mar 2026 18:56:32 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,099 ($728/night)

]]> https://www.redweek.com/posting/R1450066 Tue, 31 Mar 2026 07:21:57 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,330 ($619/night)

]]> https://www.redweek.com/posting/R1435489 Thu, 19 Feb 2026 11:35:19 -0800 Verified & Protected

Pono Kai

Kapaa, Hawaii

• Dec 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,769 ($253/night)

]]> https://www.redweek.com/posting/R1403799 Fri, 19 Dec 2025 11:48:39 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1446449 Mon, 23 Mar 2026 06:15:38 -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 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

Marriott's Kauai Beach Club

Lihue, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,930 ($704/night)

]]> https://www.redweek.com/posting/R1454836 Wed, 01 Apr 2026 07:41:34 -0700 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Dec 12–19, 2026 (7 nights)
• 1 bed/2 bath, sleeps 6
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1408351 Thu, 15 Jan 2026 15:52:49 -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
• $5,475 ($782/night)

]]> https://www.redweek.com/posting/R1421982 Tue, 27 Jan 2026 05:55:41 -0800 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

The Point at Poipu

Koloa, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,475 ($782/night)

]]> https://www.redweek.com/posting/R1368333 Mon, 01 Dec 2025 14:15:20 -0800 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 Fri, 03 Apr 2026 18:14:45 -0700 Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1443409 Sun, 08 Mar 2026 16:51:19 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,475 ($782/night)

]]> https://www.redweek.com/posting/R1450165 Wed, 25 Mar 2026 13:35:45 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,494 ($642/night)

]]> https://www.redweek.com/posting/R1453988 Wed, 01 Apr 2026 09:36:31 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Dec 13–20, 2026 (7 nights)
• Studio/1 bath, sleeps 3
• $2,968 ($424/night)

]]> https://www.redweek.com/posting/R1438927 Mon, 09 Mar 2026 13:38:35 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 14–20, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $4,865 ($811/night)

]]> https://www.redweek.com/posting/R1397913 Mon, 22 Dec 2025 08:55:04 -0800 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,274 ($1,039/night)

]]> https://www.redweek.com/posting/R1442977 Sat, 14 Mar 2026 04:13:53 -0700 Verified & Protected

Lawai Beach Resort

Koloa, Hawaii

• Dec 18, 2026 – Jan 1, 2027 (14 nights)
• 1 bed/1 bath, sleeps 4
• $7,328 ($523/night)

]]> https://www.redweek.com/posting/R1425763 Thu, 26 Mar 2026 14:11:18 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,175 ($739/night)

]]> https://www.redweek.com/posting/R1450115 Wed, 25 Mar 2026 13:37:12 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,565 ($938/night)

]]> https://www.redweek.com/posting/R1417328 Thu, 26 Feb 2026 16:15:56 -0800 Verified & Protected

Hanalei Bay Resort

Princeville, Hawaii

• Dec 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,211 ($602/night)

]]> https://www.redweek.com/posting/R1322235 Thu, 14 Aug 2025 17:33:19 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,020 ($860/night)

]]> https://www.redweek.com/posting/R1403160 Wed, 10 Dec 2025 16:14:49 -0800 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $7,056 ($1,008/night)

]]> https://www.redweek.com/posting/R1424321 Fri, 20 Feb 2026 06:51:26 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,510 ($930/night)

]]> https://www.redweek.com/posting/R1403162 Wed, 10 Dec 2025 16:15:19 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,113 ($873/night)

]]> https://www.redweek.com/posting/R1448325 Wed, 25 Mar 2026 06:26:03 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,402 ($914/night)

]]> https://www.redweek.com/posting/R1447974 Tue, 17 Mar 2026 17:48:55 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,658 ($665/night)

]]> https://www.redweek.com/posting/R1403159 Wed, 10 Dec 2025 16:14:32 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,925 ($846/night)

]]> https://www.redweek.com/posting/R1406049 Tue, 23 Dec 2025 07:10:41 -0800 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Dec 19–26, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $4,058 ($580/night)

]]> https://www.redweek.com/posting/R1415581 Wed, 04 Feb 2026 10:57:08 -0800 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,584 ($798/night)

]]> https://www.redweek.com/posting/R1414059 Mon, 12 Jan 2026 06:25:11 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,110 ($1,016/night)

]]> https://www.redweek.com/posting/R1406059 Tue, 23 Dec 2025 07:10:51 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,110 ($1,016/night)

]]> https://www.redweek.com/posting/R1404914 Thu, 18 Dec 2025 06:35:50 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,238 ($891/night)

]]> https://www.redweek.com/posting/R1403161 Wed, 10 Dec 2025 16:15:00 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,927 ($847/night)

]]> https://www.redweek.com/posting/R1406092 Wed, 24 Dec 2025 08:43:17 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,455 ($922/night)

]]> https://www.redweek.com/posting/R1405941 Thu, 18 Dec 2025 19:48:14 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,455 ($922/night)

]]> https://www.redweek.com/posting/R1453533 Sat, 28 Mar 2026 18:05:14 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Dec 19–26, 2026 (7 nights)
• Studio/1 bath, sleeps 3
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1408518 Thu, 01 Jan 2026 06:19:35 -0800 Verified & Protected

The Point at Poipu

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,930 ($704/night)

]]> https://www.redweek.com/posting/R1406020 Fri, 26 Dec 2025 09:13:20 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,892 ($985/night)

]]> https://www.redweek.com/posting/R1365455 Wed, 12 Nov 2025 07:40:59 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,455 ($922/night)

]]> https://www.redweek.com/posting/R1453532 Sat, 28 Mar 2026 18:04:14 -0700 Verified & Protected

Pono Kai

Kapaa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1406631 Tue, 30 Dec 2025 12:49:43 -0800 Verified & Protected

Pono Kai

Kapaa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1406635 Tue, 30 Dec 2025 12:49:01 -0800 Verified & Protected

The Point at Poipu

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1417504 Thu, 22 Jan 2026 13:58:55 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1427880 Wed, 18 Feb 2026 07:49:17 -0800