https://www.redweek.com/featured/winter-rentals/North+America/United+States/Hawaii/Princeville en Fri, 18 Sep 2026 05:13:47 -0700 3600 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Dec 4–11, 2026 (7 nights)
• 1 bed/2 bath, sleeps 6
• $1,742 ($249/night)

]]> https://www.redweek.com/posting/R1520303 Thu, 03 Sep 2026 12:18:38 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

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

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

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 5–12, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1506801 Tue, 04 Aug 2026 22:37:15 -0700 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 Shearwater

Princeville, Hawaii

• Dec 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1521698 Mon, 07 Sep 2026 12:23:26 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,489 ($641/night)

]]> https://www.redweek.com/posting/R1508560 Thu, 06 Aug 2026 13:09:01 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,412 ($630/night)

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

Hanalei Bay Resort

Princeville, Hawaii

• Dec 11–18, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $2,306 ($329/night)

]]> https://www.redweek.com/posting/R1512207 Fri, 14 Aug 2026 14:43:53 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 12–18, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $3,851 ($642/night)

]]> https://www.redweek.com/posting/R1513841 Wed, 19 Aug 2026 11:16:17 -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

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,283 ($612/night)

]]> https://www.redweek.com/posting/R1518998 Mon, 31 Aug 2026 14:26:43 -0700 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

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1513817 Tue, 18 Aug 2026 22:12:08 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 13–20, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1490681 Mon, 13 Jul 2026 06:50:46 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 14–21, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,350 ($907/night)

]]> https://www.redweek.com/posting/R1488926 Fri, 26 Jun 2026 08:18:09 -0700 Verified & Protected

Makai Club Resort

Princeville, Hawaii

• Dec 17–23, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $2,478 ($413/night)

]]> https://www.redweek.com/posting/R1522418 Mon, 07 Sep 2026 14:51:42 -0700 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Dec 18–25, 2026 (7 nights)
• 4 bed/4 bath, sleeps 12
• $7,274 ($1,039/night)

]]> https://www.redweek.com/posting/R1473625 Fri, 22 May 2026 12:20:50 -0700 Verified & Protected

Club Wyndham Shearwater

Princeville, Hawaii

• Dec 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,641 ($377/night)

]]> https://www.redweek.com/posting/R1481219 Fri, 12 Jun 2026 12:28:54 -0700 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Dec 18, 2026 – Jan 1, 2027 (14 nights)
• 1 bed/2 bath, sleeps 8
• $6,892 ($492/night)

]]> https://www.redweek.com/posting/R1466693 Mon, 04 May 2026 10:22:52 -0700 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1512672 Sun, 16 Aug 2026 04:43:23 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1481235 Mon, 08 Jun 2026 14:52:33 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $4,679 ($668/night)

]]> https://www.redweek.com/posting/R1507920 Wed, 05 Aug 2026 08:40:28 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,214 ($1,031/night)

]]> https://www.redweek.com/posting/R1456791 Sat, 04 Apr 2026 17:26:49 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,053 ($865/night)

]]> https://www.redweek.com/posting/R1508253 Thu, 06 Aug 2026 13:14:48 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,732 ($819/night)

]]> https://www.redweek.com/posting/R1466155 Wed, 29 Apr 2026 05:26:47 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1505833 Thu, 06 Aug 2026 13:24:18 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,543 ($363/night)

]]> https://www.redweek.com/posting/R1450388 Tue, 21 Jul 2026 17:20:12 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $5,709 ($816/night)

]]> https://www.redweek.com/posting/R1494566 Wed, 08 Jul 2026 10:03:44 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $2,886 ($412/night)

]]> https://www.redweek.com/posting/R1520782 Thu, 03 Sep 2026 12:31:08 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,129 ($876/night)

]]> https://www.redweek.com/posting/R1456939 Tue, 07 Apr 2026 06:06:01 -0700 Verified & Protected

Hanalei Bay Resort

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1435953 Mon, 27 Apr 2026 18:45:41 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,748 ($821/night)

]]> https://www.redweek.com/posting/R1470484 Fri, 08 May 2026 13:44:57 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,692 ($813/night)

]]> https://www.redweek.com/posting/R1462091 Thu, 16 Apr 2026 19:10:18 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $2,924 ($418/night)

]]> https://www.redweek.com/posting/R1522945 Tue, 08 Sep 2026 15:16:41 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1446388 Thu, 02 Apr 2026 13:06:43 -0700 Verified & Protected

Club Wyndham Shearwater

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,543 ($363/night)

]]> https://www.redweek.com/posting/R1517614 Thu, 03 Sep 2026 18:44:27 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,464 ($1,066/night)

]]> https://www.redweek.com/posting/R1510906 Thu, 13 Aug 2026 02:01:57 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $5,023 ($718/night)

]]> https://www.redweek.com/posting/R1522946 Tue, 08 Sep 2026 15:16:41 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,692 ($813/night)

]]> https://www.redweek.com/posting/R1462092 Thu, 16 Apr 2026 19:10:18 -0700 Verified & Protected

Hanalei Bay Resort

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,527 ($647/night)

]]> https://www.redweek.com/posting/R1524211 Fri, 11 Sep 2026 10:04:10 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 22–27, 2026 (5 nights)
• Studio/1 bath, sleeps 4
• $2,069 ($414/night)

]]> https://www.redweek.com/posting/R1469518 Wed, 06 May 2026 09:48:03 -0700 Verified & Protected

Hanalei Bay Resort

Princeville, Hawaii

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

]]> https://www.redweek.com/posting/R1417926 Wed, 25 Mar 2026 16:46:50 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 24–31, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,734 ($391/night)

]]> https://www.redweek.com/posting/R1493479 Tue, 04 Aug 2026 15:39:05 -0700 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 4 bed/4 bath, sleeps 12
• $7,274 ($1,039/night)

]]> https://www.redweek.com/posting/R1473628 Fri, 22 May 2026 12:36:12 -0700 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)

]]> https://www.redweek.com/posting/R1351881 Mon, 20 Oct 2025 16:22:30 -0700 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)

]]> https://www.redweek.com/posting/R1422035 Fri, 06 Feb 2026 14:21:17 -0800 Verified & Protected

Club Wyndham Ka 'Eo Kai

Princeville, Hawaii

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1465375 Thu, 30 Apr 2026 17:36:25 -0700 Verified & Protected

Hanalei Bay Resort

Princeville, Hawaii

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,901 ($700/night)

]]> https://www.redweek.com/posting/R1467132 Wed, 13 May 2026 14:15:14 -0700