https://www.redweek.com/featured/winter-rentals/North+America/United+States/Hawaii/Princeville en Mon, 06 Jul 2026 02:50:01 -0700 3600 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

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

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)
• 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

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

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

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

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

Hanalei Bay Resort

Princeville, Hawaii

• Dec 13–20, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1481119 Wed, 10 Jun 2026 11:17:48 -0700

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 13–20, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1490681 Tue, 30 Jun 2026 10:13:37 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 14–19, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $1,952 ($390/night)

]]> https://www.redweek.com/posting/R1485873 Thu, 18 Jun 2026 09:17:03 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 14–21, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,655 ($1,094/night)

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

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 14–28, 2026 (14 nights)
• 2 bed/2 bath, sleeps 6
• $5,693 ($407/night)

]]> https://www.redweek.com/posting/R1493239 Sat, 04 Jul 2026 01:46:52 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 14–19, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $2,249 ($450/night)

]]> https://www.redweek.com/posting/R1485874 Thu, 18 Jun 2026 09:17:03 -0700 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Dec 18–25, 2026 (7 nights)
• 4 bed/4 bath, sleeps 12
• $7,655 ($1,094/night)

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

The Cliffs at Princeville

Princeville, Hawaii

• Dec 18, 2026 – Jan 1, 2027 (14 nights)
• 1 bed/2 bath, sleeps 8
• $7,655 ($547/night)

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

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)
• 1 bed/1 bath, sleeps 4
• $6,565 ($938/night)

]]> https://www.redweek.com/posting/R1467703 Fri, 01 May 2026 15:18:07 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,647 ($1,092/night)

]]> https://www.redweek.com/posting/R1456939 Tue, 07 Apr 2026 06:06:01 -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)
• 2 bed/2 bath, sleeps 8
• $7,655 ($1,094/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 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

The Cliffs at Princeville

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $2,095 ($299/night)

]]> https://www.redweek.com/posting/R1485878 Thu, 18 Jun 2026 09:29:34 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,274 ($1,039/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)
• 2 bed/2 bath, sleeps 8
• $9,835 ($1,405/night)

]]> https://www.redweek.com/posting/R1429608 Mon, 09 Feb 2026 11:45:21 -0800 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 19–26, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1463724 Thu, 23 Apr 2026 11:30:40 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $8,200 ($1,171/night)

]]> https://www.redweek.com/posting/R1350721 Thu, 16 Oct 2025 18:50:56 -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

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,859 ($408/night)

]]> https://www.redweek.com/posting/R1487222 Sun, 21 Jun 2026 16:26:26 -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

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

Hanalei Bay Resort

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,053 ($579/night)

]]> https://www.redweek.com/posting/R1469778 Wed, 06 May 2026 14:29:34 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1441577 Mon, 23 Mar 2026 15:28:25 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,129 ($876/night)

]]> https://www.redweek.com/posting/R1448586 Wed, 25 Mar 2026 06:33:27 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 22–27, 2026 (5 nights)
• Studio/1 bath, sleeps 4
• $2,750 ($550/night)

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

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 24–31, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1493479 Sat, 04 Jul 2026 22:25:10 -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

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/R1468580 Mon, 04 May 2026 14:15:50 -0700 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)

]]> 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

Hanalei Bay Resort

Princeville, Hawaii

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,257 ($751/night)

]]> https://www.redweek.com/posting/R1490206 Mon, 29 Jun 2026 10:15:55 -0700 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 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1480161 Thu, 11 Jun 2026 06:14:49 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,764 ($1,109/night)

]]> https://www.redweek.com/posting/R1458101 Thu, 23 Apr 2026 06:00:53 -0700

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Dec 27, 2026 – Jan 3, 2027 (7 nights)
• 3 bed/3 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1493366 Sat, 04 Jul 2026 11:44:19 -0700