https://www.redweek.com/featured/winter-rentals/North+America/United+States/Hawaii/Maui/Kaanapali en Tue, 05 May 2026 20:53:33 -0700 3600 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Dec 1–8, 2026 (7 nights)
• 2 bed/3 bath, sleeps 8
• $5,911 ($844/night)

]]> https://www.redweek.com/posting/R1396693 Thu, 04 Dec 2025 19:07:57 -0800 Verified & Protected

Kahana Falls

Lahaina, Hawaii

• Dec 3–10, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $2,096 ($299/night)

]]> https://www.redweek.com/posting/R1440983 Wed, 01 Apr 2026 14:58:25 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Dec 3–10, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,451 ($493/night)

]]> https://www.redweek.com/posting/R1456697 Tue, 07 Apr 2026 06:42:40 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Dec 3–10, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,382 ($483/night)

]]> https://www.redweek.com/posting/R1460980 Tue, 21 Apr 2026 10:38:20 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Dec 4–11, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1463508 Thu, 23 Apr 2026 11:35:56 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Dec 4–11, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,022 ($432/night)

]]> https://www.redweek.com/posting/R1417211 Mon, 19 Jan 2026 06:31:51 -0800 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 4–11, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1459563 Mon, 13 Apr 2026 11:17:52 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Dec 4–11, 2026 (7 nights)
• 2 bed/3 bath, sleeps 8
• $6,888 ($984/night)

]]> https://www.redweek.com/posting/R1465535 Tue, 28 Apr 2026 08:22:26 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Dec 4–11, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1435025 Wed, 18 Feb 2026 12:34:15 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Dec 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,658 ($665/night)

]]> https://www.redweek.com/posting/R1466454 Tue, 28 Apr 2026 14:24:43 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1464079 Thu, 23 Apr 2026 07:44:18 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Dec 5–11, 2026 (6 nights)
• 2 bed/3 bath, sleeps 8
• $5,039 ($840/night)

]]> https://www.redweek.com/posting/R1467090 Mon, 04 May 2026 10:20:57 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $8,418 ($1,203/night)

]]> https://www.redweek.com/posting/R1468613 Mon, 04 May 2026 14:29:34 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $4,167 ($595/night)

]]> https://www.redweek.com/posting/R1453418 Mon, 30 Mar 2026 04:13:34 -0700 Verified & Protected

One Napili Way

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 3 bed/2 bath, sleeps 6
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1463970 Mon, 27 Apr 2026 17:09:10 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,069 ($438/night)

]]> https://www.redweek.com/posting/R1452442 Mon, 30 Mar 2026 07:10:16 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/3 bath, sleeps 8
• $6,107 ($872/night)

]]> https://www.redweek.com/posting/R1431658 Wed, 18 Feb 2026 08:08:06 -0800 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1430580 Mon, 16 Feb 2026 06:56:51 -0800 Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,039 ($720/night)

]]> https://www.redweek.com/posting/R1412130 Sun, 04 Jan 2026 15:46:57 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1426045 Fri, 06 Feb 2026 09:01:46 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,560 ($937/night)

]]> https://www.redweek.com/posting/R1416332 Wed, 21 Jan 2026 12:45:54 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1463764 Thu, 23 Apr 2026 09:49:08 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $9,290 ($1,327/night)

]]> https://www.redweek.com/posting/R1434348 Tue, 17 Feb 2026 07:18:06 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,350 ($478/night)

]]> https://www.redweek.com/posting/R1437929 Thu, 26 Feb 2026 08:35:03 -0800 Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,039 ($720/night)

]]> https://www.redweek.com/posting/R1412136 Sun, 04 Jan 2026 15:49:39 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,456 ($922/night)

]]> https://www.redweek.com/posting/R1428935 Fri, 03 Apr 2026 12:47:51 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $8,745 ($1,249/night)

]]> https://www.redweek.com/posting/R1414138 Mon, 12 Jan 2026 19:41:32 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,622 ($517/night)

]]> https://www.redweek.com/posting/R1467286 Thu, 30 Apr 2026 16:51:12 -0700 Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1425587 Tue, 17 Feb 2026 15:11:53 -0800 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $8,636 ($1,234/night)

]]> https://www.redweek.com/posting/R1459507 Wed, 15 Apr 2026 06:17:10 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $5,475 ($782/night)

]]> https://www.redweek.com/posting/R1466996 Wed, 29 Apr 2026 13:10:41 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $7,382 ($1,055/night)

]]> https://www.redweek.com/posting/R1467095 Wed, 29 Apr 2026 18:01:38 -0700 Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,800 ($829/night)

]]> https://www.redweek.com/posting/R1442538 Fri, 06 Mar 2026 12:01:07 -0800 Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1416315 Thu, 29 Jan 2026 09:12:28 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1455028 Tue, 14 Apr 2026 14:11:51 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $3,073 ($439/night)

]]> https://www.redweek.com/posting/R1448730 Wed, 25 Mar 2026 06:22:45 -0700

Kahana Beach Resort

Lahaina, Hawaii

• Dec 6–13, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1466479 Tue, 28 Apr 2026 10:17:48 -0700 Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 6–13, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1468952 Mon, 04 May 2026 14:17:29 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Dec 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1462181 Fri, 17 Apr 2026 11:48:39 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Dec 6–13, 2026 (7 nights)
• 2 bed/3 bath, sleeps 8
• $3,949 ($564/night)

]]> https://www.redweek.com/posting/R1436744 Tue, 03 Mar 2026 09:15:33 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 6–13, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $4,112 ($588/night)

]]> https://www.redweek.com/posting/R1439807 Tue, 03 Mar 2026 07:46:57 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Dec 6–13, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,290 ($470/night)

]]> https://www.redweek.com/posting/R1435021 Thu, 26 Feb 2026 06:43:35 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Dec 6–13, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $3,022 ($432/night)

]]> https://www.redweek.com/posting/R1458471 Thu, 09 Apr 2026 14:20:29 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Dec 6–13, 2026 (7 nights)
• 2 bed/3 bath, sleeps 8
• $5,969 ($853/night)

]]> https://www.redweek.com/posting/R1467724 Tue, 05 May 2026 11:47:35 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Dec 6–13, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1468868 Tue, 05 May 2026 08:00:55 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 7–21, 2026 (14 nights)
• 2 bed/2 bath, sleeps 8
• $15,728 ($1,123/night)

]]> https://www.redweek.com/posting/R1454273 Wed, 01 Apr 2026 06:19:05 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Dec 8–15, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $4,712 ($673/night)

]]> https://www.redweek.com/posting/R1462310 Sat, 18 Apr 2026 08:21:00 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 9–16, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $9,246 ($1,321/night)

]]> https://www.redweek.com/posting/R1438054 Thu, 26 Feb 2026 07:12:19 -0800