https://www.redweek.com/featured/fall-rentals/North+America/United+States/Hawaii/Kauai en Sat, 15 Aug 2026 14:18:02 -0700 3600 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Sep 4–11, 2026 (7 nights)
• 2 bed/1 bath, sleeps 4
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1511166 Wed, 12 Aug 2026 22:44:20 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Sep 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1510007 Mon, 10 Aug 2026 13:02:38 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Sep 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,031 ($576/night)

]]> https://www.redweek.com/posting/R1487940 Wed, 24 Jun 2026 07:28:08 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Sep 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,757 ($394/night)

]]> https://www.redweek.com/posting/R1494873 Wed, 08 Jul 2026 06:46:41 -0700 Verified & Protected

Sheraton Kauai Resort Villas

Koloa, Hawaii

• Sep 7–12, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $1,796 ($359/night)

]]> https://www.redweek.com/posting/R1495659 Fri, 10 Jul 2026 10:51:03 -0700 Verified & Protected

Wyndham Kauai Coast Resort at the Beachboy

Kapaa, Hawaii

• Sep 8–15, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,039 ($434/night)

]]> https://www.redweek.com/posting/R1510346 Mon, 10 Aug 2026 14:06:42 -0700 Verified & Protected

Pono Kai

Kapaa, Hawaii

• Sep 9–16, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $971 ($139/night)

]]> https://www.redweek.com/posting/R1510338 Fri, 14 Aug 2026 15:34:23 -0700 Verified & Protected

Lawai Beach Resort

Koloa, Hawaii

• Sep 10–17, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,704 ($243/night)

]]> https://www.redweek.com/posting/R1417336 Wed, 28 Jan 2026 11:43:40 -0800 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Sep 11–18, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1505488 Mon, 03 Aug 2026 00:34:36 -0700 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Sep 11–18, 2026 (7 nights)
• 1 bed/2 bath, sleeps 8
• $1,358 ($194/night)

]]> https://www.redweek.com/posting/R1511168 Wed, 12 Aug 2026 22:43:44 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Sep 12–19, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1498444 Wed, 15 Jul 2026 13:17:06 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Sep 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,191 ($456/night)

]]> https://www.redweek.com/posting/R1483001 Fri, 12 Jun 2026 14:49:12 -0700 Verified & Protected

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii

• Sep 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1505234 Thu, 30 Jul 2026 12:51:09 -0700 Verified & Protected

The Point at Poipu

Koloa, Hawaii

• Sep 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,123 ($303/night)

]]> https://www.redweek.com/posting/R1489594 Sat, 27 Jun 2026 17:55:18 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Sep 19–26, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1508257 Fri, 07 Aug 2026 10:31:52 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Sep 20–27, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,161 ($309/night)

]]> https://www.redweek.com/posting/R1479083 Wed, 03 Jun 2026 08:02:36 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Sep 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,835 ($691/night)

]]> https://www.redweek.com/posting/R1486396 Fri, 19 Jun 2026 14:05:24 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Sep 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1510743 Wed, 12 Aug 2026 08:30:46 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Sep 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,795 ($685/night)

]]> https://www.redweek.com/posting/R1468212 Tue, 05 May 2026 07:26:14 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Sep 25 – Oct 2, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $2,917 ($417/night)

]]> https://www.redweek.com/posting/R1484027 Tue, 16 Jun 2026 13:50:44 -0700 Verified & Protected

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii

• Sep 25 – Oct 2, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $4,412 ($630/night)

]]> https://www.redweek.com/posting/R1486839 Wed, 24 Jun 2026 06:31:59 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Sep 27 – Oct 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,175 ($739/night)

]]> https://www.redweek.com/posting/R1509048 Mon, 10 Aug 2026 10:32:12 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Sep 28 – Oct 3, 2026 (5 nights)
• Studio/1 bath, sleeps 4
• $2,205 ($441/night)

]]> https://www.redweek.com/posting/R1508865 Fri, 07 Aug 2026 15:31:26 -0700

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Oct 1–8, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1511728 Thu, 13 Aug 2026 10:55:16 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Oct 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1474454 Thu, 21 May 2026 12:17:55 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Oct 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,886 ($412/night)

]]> https://www.redweek.com/posting/R1455438 Mon, 13 Apr 2026 13:44:22 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Oct 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,031 ($576/night)

]]> https://www.redweek.com/posting/R1511867 Fri, 14 Aug 2026 16:09:57 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Oct 3–10, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1466028 Mon, 27 Apr 2026 13:32:48 -0700

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Oct 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,772 ($396/night)

]]> https://www.redweek.com/posting/R1507200 Mon, 03 Aug 2026 17:31:06 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Oct 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,993 ($428/night)

]]> https://www.redweek.com/posting/R1510144 Tue, 11 Aug 2026 06:34:39 -0700 Verified & Protected

WorldMark Kapaa Shore

Kapaa, Hawaii

• Oct 6–15, 2026 (9 nights)
• 1 bed/1 bath, sleeps 4
• $2,232 ($248/night)

]]> https://www.redweek.com/posting/R1506655 Mon, 03 Aug 2026 13:06:09 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Oct 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1481535 Tue, 09 Jun 2026 08:55:37 -0700 Verified & Protected

Wyndham Kauai Coast Resort at the Beachboy

Kapaa, Hawaii

• Oct 9–19, 2026 (10 nights)
• 1 bed/1 bath, sleeps 4
• $2,368 ($237/night)

]]> https://www.redweek.com/posting/R1476011 Wed, 27 May 2026 12:39:18 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Oct 10–17, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,091 ($870/night)

]]> https://www.redweek.com/posting/R1503938 Tue, 28 Jul 2026 08:17:28 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Oct 10–17, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,840 ($406/night)

]]> https://www.redweek.com/posting/R1511417 Fri, 14 Aug 2026 01:46:31 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Oct 10–17, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,665 ($238/night)

]]> https://www.redweek.com/posting/R1472226 Thu, 14 May 2026 12:05:25 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Oct 10–17, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1446822 Sat, 21 Mar 2026 08:04:35 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Oct 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1456723 Tue, 07 Apr 2026 06:18:34 -0700 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

• Oct 11–18, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1452037 Fri, 10 Apr 2026 14:08:32 -0700

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Oct 11–18, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $2,467 ($352/night)

]]> https://www.redweek.com/posting/R1511447 Wed, 12 Aug 2026 14:59:07 -0700 Verified & Protected

The Point at Poipu

Koloa, Hawaii

• Oct 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,742 ($249/night)

]]> https://www.redweek.com/posting/R1480862 Wed, 10 Jun 2026 15:32:10 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Oct 17–20, 2026 (3 nights)
• 2 bed/2 bath, sleeps 6
• $1,268 ($423/night)

]]> https://www.redweek.com/posting/R1491580 Wed, 01 Jul 2026 19:17:40 -0700 Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii

• Oct 17–21, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,612 ($403/night)

]]> https://www.redweek.com/posting/R1501778 Wed, 22 Jul 2026 19:54:20 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Oct 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,358 ($765/night)

]]> https://www.redweek.com/posting/R1483439 Wed, 17 Jun 2026 07:28:21 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Oct 17–24, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $2,764 ($395/night)

]]> https://www.redweek.com/posting/R1497855 Thu, 16 Jul 2026 17:21:38 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Oct 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,984 ($712/night)

]]> https://www.redweek.com/posting/R1507536 Wed, 05 Aug 2026 07:42:56 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Oct 17–24, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1499376 Fri, 17 Jul 2026 14:21:41 -0700 Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

• Oct 17–24, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1498550 Tue, 21 Jul 2026 09:25:07 -0700