https://www.redweek.com/featured/fall-rentals/North+America/United+States/Hawaii en Sat, 15 Aug 2026 13:20:51 -0700 3600 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Sep 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,573 ($510/night)

]]> https://www.redweek.com/posting/R1511452 Wed, 12 Aug 2026 15:26:30 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Sep 1–8, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $6,020 ($860/night)

]]> https://www.redweek.com/posting/R1413569 Wed, 07 Jan 2026 06:38:40 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Sep 1–11, 2026 (10 nights)
• 1 bed/1 bath, sleeps 4
• $5,748 ($575/night)

]]> https://www.redweek.com/posting/R1410475 Mon, 05 Jan 2026 10:57:51 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Sep 2–9, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1509514 Mon, 10 Aug 2026 11:53:03 -0700 Verified & Protected

Aulani, a Disney Resort & Spa

Kapolei, Hawaii

• Sep 3–8, 2026 (5 nights)
• 1 bed/1 bath, sleeps 5
• $3,012 ($602/night)

]]> https://www.redweek.com/posting/R1442908 Tue, 10 Mar 2026 15:06:21 -0700 Verified & Protected

Aulani, a Disney Resort & Spa

Kapolei, Hawaii

• Sep 3–9, 2026 (6 nights)
• Studio/1 bath, sleeps 4
• $3,458 ($576/night)

]]> https://www.redweek.com/posting/R1418326 Sun, 18 Jan 2026 22:32:20 -0800 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

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

]]> https://www.redweek.com/posting/R1496680 Mon, 13 Jul 2026 08:29:03 -0700 Verified & Protected

Club Wyndham at Waikiki Beach Walk

Honolulu, Hawaii

• Sep 3–11, 2026 (8 nights)
• 1 bed/1 bath, sleeps 4
• $2,597 ($325/night)

]]> https://www.redweek.com/posting/R1499835 Wed, 22 Jul 2026 11:13:58 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Sep 4–8, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,326 ($331/night)

]]> https://www.redweek.com/posting/R1503634 Mon, 27 Jul 2026 10:55:16 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Sep 4–11, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1422484 Fri, 23 Jan 2026 11:38:20 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Sep 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,535 ($505/night)

]]> https://www.redweek.com/posting/R1506699 Tue, 04 Aug 2026 09:27:53 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

• Sep 4–11, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1486204 Mon, 22 Jun 2026 05:18:43 -0700 Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

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

]]> https://www.redweek.com/posting/R1464316 Thu, 23 Apr 2026 15:04:50 -0700 Verified & Protected

Marriott Vacation Club, Waikiki

Honolulu, Hawaii

• Sep 4–10, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $2,745 ($457/night)

]]> https://www.redweek.com/posting/R1473782 Mon, 18 May 2026 09:45:05 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Sep 4–11, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $6,565 ($938/night)

]]> https://www.redweek.com/posting/R1412269 Tue, 06 Jan 2026 06:02:27 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Sep 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1506666 Tue, 04 Aug 2026 07:09:38 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Sep 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,038 ($720/night)

]]> https://www.redweek.com/posting/R1494041 Mon, 06 Jul 2026 12:21:55 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Sep 4–9, 2026 (5 nights)
• Studio/1 bath, sleeps 4
• $1,660 ($332/night)

]]> https://www.redweek.com/posting/R1498954 Fri, 17 Jul 2026 12:05:17 -0700 Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii

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

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

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $7,655 ($1,094/night)

]]> https://www.redweek.com/posting/R1461868 Fri, 15 May 2026 12:08:02 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,412 ($630/night)

]]> https://www.redweek.com/posting/R1422682 Thu, 05 Feb 2026 06:58:40 -0800 Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,665 ($238/night)

]]> https://www.redweek.com/posting/R1468067 Fri, 08 May 2026 13:07:50 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

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

]]> https://www.redweek.com/posting/R1472273 Tue, 21 Jul 2026 08:39:07 -0700 Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

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

]]> https://www.redweek.com/posting/R1512358 Sat, 15 Aug 2026 07:24:59 -0700 Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,949 ($564/night)

]]> https://www.redweek.com/posting/R1442267 Wed, 06 May 2026 18:25:44 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1360321 Mon, 17 Nov 2025 10:05:35 -0800 Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• 3 bed/3 bath, sleeps 10
• $15,281 ($2,183/night)

]]> https://www.redweek.com/posting/R1443196 Thu, 19 Mar 2026 12:37:29 -0700 Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $7,110 ($1,016/night)

]]> https://www.redweek.com/posting/R1391532 Fri, 05 Dec 2025 12:23:23 -0800 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 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

Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,802 ($543/night)

]]> https://www.redweek.com/posting/R1500084 Mon, 20 Jul 2026 19:35:14 -0700 Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1478787 Mon, 01 Jun 2026 19:01:50 -0700 Verified & Protected

Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $3,115 ($445/night)

]]> https://www.redweek.com/posting/R1464389 Thu, 23 Apr 2026 09:45:41 -0700 Verified & Protected

Sands of Kahana Vacation Club

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,227 ($175/night)

]]> https://www.redweek.com/posting/R1489145 Fri, 26 Jun 2026 13:02:49 -0700 Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

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

]]> https://www.redweek.com/posting/R1481501 Thu, 11 Jun 2026 09:22:53 -0700 Verified & Protected

Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

• Sep 5–13, 2026 (8 nights)
• 1 bed/1 bath, sleeps 4
• $3,339 ($417/night)

]]> https://www.redweek.com/posting/R1482083 Wed, 10 Jun 2026 14:30:22 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1486953 Tue, 23 Jun 2026 06:34:29 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Sep 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,137 ($734/night)

]]> https://www.redweek.com/posting/R1499045 Thu, 16 Jul 2026 14:56:05 -0700 Verified & Protected

Grand Waikikian by Hilton Grand Vacations

Honolulu, Hawaii

• Sep 5–8, 2026 (3 nights)
• 2 bed/2 bath, sleeps 6
• $3,230 ($1,077/night)

]]> https://www.redweek.com/posting/R1466240 Wed, 29 Apr 2026 13:19:39 -0700 Verified & Protected

Marriott's Waikoloa Ocean Club

Waikoloa Village, Hawaii

• Sep 5–11, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $2,150 ($358/night)

]]> https://www.redweek.com/posting/R1500243 Mon, 20 Jul 2026 08:04:47 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

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

]]> https://www.redweek.com/posting/R1499521 Mon, 20 Jul 2026 20:04:46 -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 Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

• Sep 5–12, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1493905 Thu, 09 Jul 2026 12:43:10 -0700 Verified & Protected

Kohala Suites by Hilton Grand Vacations

Waikoloa Village, Hawaii

• Sep 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,311 ($187/night)

]]> https://www.redweek.com/posting/R1509100 Fri, 07 Aug 2026 11:10:49 -0700 Verified & Protected

Club Wyndham Kona Hawaiian Resort

Kailua-Kona, Hawaii

• Sep 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1467480 Mon, 04 May 2026 09:48:34 -0700 Verified & Protected

Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

• Sep 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1478144 Tue, 02 Jun 2026 13:26:27 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Sep 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1448246 Tue, 31 Mar 2026 13:55:33 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Sep 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,436 ($491/night)

]]> https://www.redweek.com/posting/R1496941 Mon, 13 Jul 2026 12:43:43 -0700