https://www.redweek.com/featured/winter-rentals/North+America/United+States/Hawaii/Maui?sort=date en Sun, 05 Apr 2026 18:55:59 -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 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 Sat, 04 Apr 2026 12:15:26 -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
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1417211 Mon, 19 Jan 2026 06:31:51 -0800 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
• $3,840 ($549/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

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

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 North

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,292 ($899/night)

]]> https://www.redweek.com/posting/R1431775 Fri, 20 Feb 2026 06:14:28 -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
• $4,167 ($595/night)

]]> https://www.redweek.com/posting/R1453418 Mon, 30 Mar 2026 04:13:34 -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
• $9,835 ($1,405/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 North

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,330 ($619/night)

]]> https://www.redweek.com/posting/R1397420 Sat, 13 Dec 2025 07:36:05 -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 - 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

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1419762 Wed, 28 Jan 2026 06:26:49 -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
• $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)
• Studio/1 bath, sleeps 4
• $3,073 ($439/night)

]]> https://www.redweek.com/posting/R1448730 Wed, 25 Mar 2026 06:22:45 -0700 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 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
• $3,457 ($494/night)

]]> https://www.redweek.com/posting/R1452442 Mon, 30 Mar 2026 07:10:16 -0700 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

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 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 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 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

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 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

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

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Dec 6–13, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,404 ($486/night)

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

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 6–13, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,641 ($377/night)

]]> https://www.redweek.com/posting/R1422334 Thu, 29 Jan 2026 07:17:53 -0800 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
• $16,033 ($1,145/night)

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

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 9–20, 2026 (11 nights)
• 2 bed/2 bath, sleeps 8
• $10,816 ($983/night)

]]> https://www.redweek.com/posting/R1422114 Thu, 22 Jan 2026 14:26:39 -0800 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 10–18, 2026 (8 nights)
• 3 bed/2 bath, sleeps 8
• $10,870 ($1,359/night)

]]> https://www.redweek.com/posting/R1406484 Tue, 30 Dec 2025 11:38:01 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 11–18, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1439799 Tue, 03 Mar 2026 07:31:15 -0800 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 11–18, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $9,835 ($1,405/night)

]]> https://www.redweek.com/posting/R1408884 Fri, 02 Jan 2026 08:23:04 -0800 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 11–18, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $7,764 ($1,109/night)

]]> https://www.redweek.com/posting/R1413533 Sat, 10 Jan 2026 09:10:18 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Dec 11–18, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,611 ($516/night)

]]> https://www.redweek.com/posting/R1413380 Tue, 13 Jan 2026 07:52:55 -0800

Sands of Kahana Vacation Club

Lahaina, Hawaii

• Dec 11–18, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $3,832 ($547/night)

]]> https://www.redweek.com/posting/R1451275 Wed, 25 Mar 2026 11:58:13 -0700 Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

• Dec 11–18, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,478 ($354/night)

]]> https://www.redweek.com/posting/R1413620 Tue, 13 Jan 2026 08:50:59 -0800 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 11–18, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $9,835 ($1,405/night)

]]> https://www.redweek.com/posting/R1424786 Thu, 29 Jan 2026 07:44:27 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 12–19, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $4,053 ($579/night)

]]> https://www.redweek.com/posting/R1422455 Thu, 22 Jan 2026 19:02:50 -0800 Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

• Dec 12–19, 2026 (7 nights)
• 3 bed/3 bath, sleeps 10
• $10,707 ($1,530/night)

]]> https://www.redweek.com/posting/R1450437 Mon, 23 Mar 2026 15:06:27 -0700 Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,938 ($848/night)

]]> https://www.redweek.com/posting/R1407640 Wed, 24 Dec 2025 14:24:56 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,650 ($1,093/night)

]]> https://www.redweek.com/posting/R1409318 Tue, 30 Dec 2025 06:55:12 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1436497 Wed, 25 Feb 2026 08:32:01 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,510 ($930/night)

]]> https://www.redweek.com/posting/R1441651 Fri, 06 Mar 2026 13:15:04 -0800 Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

• Dec 12–19, 2026 (7 nights)
• 3 bed/3 bath, sleeps 10
• $10,924 ($1,561/night)

]]> https://www.redweek.com/posting/R1444545 Thu, 19 Mar 2026 13:02:35 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/3 bath, sleeps 8
• $6,320 ($903/night)

]]> https://www.redweek.com/posting/R1415187 Wed, 18 Feb 2026 07:32:38 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 12–19, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $3,240 ($463/night)

]]> https://www.redweek.com/posting/R1416334 Wed, 21 Jan 2026 12:49:10 -0800