https://www.redweek.com/featured/flexible-rentals/North+America/United+States/Hawaii/Maui en Sat, 06 Jun 2026 00:35:43 -0700 3600 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

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

]]> https://www.redweek.com/posting/R1478447 Fri, 05 Jun 2026 13:31:50 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Nov 21–28, 2026 (7 nights)
• 2 bed/3 bath, sleeps 8
• $10,803 ($1,543/night)

]]> https://www.redweek.com/posting/R1480403 Fri, 05 Jun 2026 08:26:05 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Jan 30 – Feb 7, 2027 (8 nights)
• 1 bed/1 bath, sleeps 4
• $4,603 ($575/night)

]]> https://www.redweek.com/posting/R1478277 Tue, 02 Jun 2026 09:54:22 -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
• $7,546 ($1,078/night)

]]> https://www.redweek.com/posting/R1478275 Tue, 02 Jun 2026 09:32:39 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Dec 20–27, 2026 (7 nights)
• 2 bed/3 bath, sleeps 8
• $8,036 ($1,148/night)

]]> https://www.redweek.com/posting/R1478735 Mon, 01 Jun 2026 14:02:40 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Oct 30 – Nov 6, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,470 ($781/night)

]]> https://www.redweek.com/posting/R1477661 Fri, 29 May 2026 08:15:06 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Nov 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,701 ($957/night)

]]> https://www.redweek.com/posting/R1477637 Fri, 29 May 2026 07:58:43 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Dec 13–20, 2026 (7 nights)
• 2 bed/3 bath, sleeps 8
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1477271 Thu, 28 May 2026 09:25:13 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Jan 3–10, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $4,058 ($580/night)

]]> https://www.redweek.com/posting/R1476981 Wed, 27 May 2026 13:13:01 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Mar 13–20, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1475925 Mon, 25 May 2026 14:25:03 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Mar 6–13, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1475923 Mon, 25 May 2026 14:24:50 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Jan 10–14, 2027 (4 nights)
• 1 bed/1 bath, sleeps 4
• $2,074 ($519/night)

]]> https://www.redweek.com/posting/R1474861 Thu, 21 May 2026 11:31:52 -0700 Verified & Protected

Sands of Kahana Vacation Club

Lahaina, Hawaii

• Nov 22–29, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $2,908 ($415/night)

]]> https://www.redweek.com/posting/R1471484 Mon, 18 May 2026 11:48:34 -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

• Nov 24–25, 2026 (1 night)
• 1 bed/1 bath, sleeps 4
• $555 ($555/night)

]]> https://www.redweek.com/posting/R1472026 Wed, 13 May 2026 09:33:12 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Jan 29 – Feb 5, 2027 (7 nights)
• Studio/1 bath, sleeps 4
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1457165 Tue, 12 May 2026 14:07:58 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Feb 5–12, 2027 (7 nights)
• Studio/1 bath, sleeps 4
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1457175 Tue, 12 May 2026 13:41:39 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Jun 6–13, 2027 (7 nights)
• 1 bed/2 bath, sleeps 4
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1470890 Tue, 12 May 2026 08:19:52 -0700 Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

• Dec 18–25, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,047 ($292/night)

]]> https://www.redweek.com/posting/R1471068 Tue, 12 May 2026 07:43:53 -0700 Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

• Dec 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,276 ($325/night)

]]> https://www.redweek.com/posting/R1471067 Tue, 12 May 2026 07:43:36 -0700 Verified & Protected

Sands of Kahana Vacation Club

Lahaina, Hawaii

• Mar 14–21, 2027 (7 nights)
• 3 bed/2 bath, sleeps 8
• $4,494 ($642/night)

]]> https://www.redweek.com/posting/R1467114 Thu, 07 May 2026 11:15:21 -0700 Verified & Protected

Maui Bay Villas by Hilton Grand Vacations

Kihei, Hawaii

• Nov 3–12, 2026 (9 nights)
• 1 bed/1 bath, sleeps 4
• $4,930 ($548/night)

]]> https://www.redweek.com/posting/R1469318 Thu, 07 May 2026 07:50:47 -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

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

• Oct 24–31, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,475 ($782/night)

]]> https://www.redweek.com/posting/R1468078 Wed, 06 May 2026 08:05:25 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Nov 22–29, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $6,510 ($930/night)

]]> https://www.redweek.com/posting/R1469294 Tue, 05 May 2026 15:06:23 -0700 Verified & Protected

Maui Schooner

Kihei, Hawaii

• Sep 25 – Oct 2, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1466944 Fri, 01 May 2026 13:31:12 -0700 Verified & Protected

Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

• Nov 28 – Dec 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,110 ($1,016/night)

]]> https://www.redweek.com/posting/R1466976 Thu, 30 Apr 2026 06:57:44 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Apr 3–10, 2027 (7 nights)
• Studio/1 bath, sleeps 4
• $3,622 ($517/night)

]]> https://www.redweek.com/posting/R1464320 Tue, 28 Apr 2026 12:23:19 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Sep 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,020 ($860/night)

]]> https://www.redweek.com/posting/R1453842 Fri, 24 Apr 2026 13:08:51 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Sep 6–13, 2026 (7 nights)
• 2 bed/3 bath, sleeps 8
• $3,948 ($564/night)

]]> https://www.redweek.com/posting/R1464844 Fri, 24 Apr 2026 10:54:03 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Mar 13–20, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $5,148 ($735/night)

]]> https://www.redweek.com/posting/R1464545 Fri, 24 Apr 2026 06:36:53 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Mar 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,328 ($1,047/night)

]]> https://www.redweek.com/posting/R1464068 Thu, 23 Apr 2026 08:48:34 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Apr 3–10, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,328 ($1,047/night)

]]> https://www.redweek.com/posting/R1464074 Wed, 22 Apr 2026 09:52:59 -0700 Verified & Protected

Sands of Kahana Vacation Club

Lahaina, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,835 ($548/night)

]]> https://www.redweek.com/posting/R1441243 Tue, 21 Apr 2026 16:08:40 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Mar 7–14, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,611 ($516/night)

]]> https://www.redweek.com/posting/R1462726 Mon, 20 Apr 2026 14:26:54 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Mar 28 – Apr 4, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,611 ($516/night)

]]> https://www.redweek.com/posting/R1462728 Mon, 20 Apr 2026 14:24:57 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Mar 6–13, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,611 ($516/night)

]]> https://www.redweek.com/posting/R1462722 Mon, 20 Apr 2026 14:23:32 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Mar 5–12, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,611 ($516/night)

]]> https://www.redweek.com/posting/R1462721 Mon, 20 Apr 2026 14:20:35 -0700 Verified & Protected

The Gardens at West Maui

Kapalua, Hawaii

• Sep 12–19, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,605 ($229/night)

]]> https://www.redweek.com/posting/R1457130 Fri, 17 Apr 2026 13:48:36 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Oct 10–17, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $6,565 ($938/night)

]]> https://www.redweek.com/posting/R1462005 Fri, 17 Apr 2026 11:59:18 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Jan 2–9, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $6,045 ($864/night)

]]> https://www.redweek.com/posting/R1460674 Wed, 15 Apr 2026 05:57:01 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Oct 8–12, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $2,968 ($742/night)

]]> https://www.redweek.com/posting/R1441257 Fri, 10 Apr 2026 12:12:55 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Feb 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,977 ($711/night)

]]> https://www.redweek.com/posting/R1458427 Fri, 10 Apr 2026 08:38:08 -0700 Verified & Protected

Kahana Beach Resort

Lahaina, Hawaii

• Mar 21–28, 2027 (7 nights)
• Studio/1 bath, sleeps 4
• $1,512 ($216/night)

]]> https://www.redweek.com/posting/R1453582 Thu, 09 Apr 2026 15:27:16 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Dec 15–22, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $3,468 ($495/night)

]]> https://www.redweek.com/posting/R1455541 Thu, 09 Apr 2026 14:34:36 -0700 Verified & Protected

The Gardens at West Maui

Kapalua, Hawaii

• Jan 6–13, 2027 (7 nights)
• 1 bed/2 bath, sleeps 4
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1457278 Thu, 09 Apr 2026 13:20:31 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Aug 30 – Sep 5, 2026 (6 nights)
• Studio/1 bath, sleeps 4
• $1,660 ($277/night)

]]> https://www.redweek.com/posting/R1454791 Fri, 03 Apr 2026 10:43:49 -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