https://www.redweek.com/featured/flexible-rentals/North+America/United+States/Hawaii/Maui en Sun, 05 Apr 2026 16:52:52 -0700 3600 Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Feb 12–19, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1456985 Sun, 05 Apr 2026 14:46:04 -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
• $1,987 ($331/night)

]]> https://www.redweek.com/posting/R1454791 Fri, 03 Apr 2026 10:43:49 -0700 Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Jan 16–23, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,977 ($711/night)

]]> https://www.redweek.com/posting/R1455773 Thu, 02 Apr 2026 13:53:04 -0700 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 Wed, 01 Apr 2026 22:29:21 -0700 Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

• Jul 18–25, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,096 ($299/night)

]]> https://www.redweek.com/posting/R1446521 Wed, 01 Apr 2026 16:46:20 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Mar 19–26, 2027 (7 nights)
• 2 bed/3 bath, sleeps 8
• $5,693 ($813/night)

]]> https://www.redweek.com/posting/R1453739 Wed, 01 Apr 2026 12:06:39 -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
• $16,033 ($1,145/night)

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

Sands of Kahana Vacation Club

Lahaina, Hawaii

• Aug 15–22, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,878 ($268/night)

]]> https://www.redweek.com/posting/R1442108 Mon, 30 Mar 2026 11:36:08 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Jan 9–16, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,186 ($455/night)

]]> https://www.redweek.com/posting/R1451135 Mon, 30 Mar 2026 11:28:46 -0700 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 Sun, 29 Mar 2026 14:41:38 -0700 Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Feb 14–21, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,186 ($455/night)

]]> https://www.redweek.com/posting/R1453741 Sun, 29 Mar 2026 11:10:17 -0700

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 Sat, 28 Mar 2026 19:56:33 -0700

Kahana Beach Resort

Lahaina, Hawaii

• Mar 17–24, 2027 (7 nights)
• Studio/1 bath, sleeps 4
• $1,512 ($216/night)

]]> https://www.redweek.com/posting/R1453581 Sat, 28 Mar 2026 19:56:33 -0700

Kahana Beach Resort

Lahaina, Hawaii

• Jan 9–16, 2027 (7 nights)
• Studio/1 bath, sleeps 4
• $1,512 ($216/night)

]]> https://www.redweek.com/posting/R1453578 Sat, 28 Mar 2026 19:37:55 -0700 Verified & Protected

Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

• Jan 9–16, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,219 ($1,031/night)

]]> https://www.redweek.com/posting/R1450439 Fri, 27 Mar 2026 13:36:02 -0700 Verified & Protected

Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

• Mar 19–26, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,437 ($1,062/night)

]]> https://www.redweek.com/posting/R1450451 Fri, 27 Mar 2026 13:33:54 -0700 Voted Top Pick 2026

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

Lahaina, Hawaii

• Jun 28 – Jul 5, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $3,948 ($564/night)

]]> https://www.redweek.com/posting/R1451367 Wed, 25 Mar 2026 14:01:41 -0700 Verified & Protected

WorldMark Kihei Resort

Kihei, Hawaii

• Nov 28 – Dec 5, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1445889 Wed, 25 Mar 2026 11:47:32 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $6,238 ($891/night)

]]> https://www.redweek.com/posting/R1444464 Tue, 24 Mar 2026 09:27:18 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,230 ($747/night)

]]> https://www.redweek.com/posting/R1449748 Tue, 24 Mar 2026 06:10:20 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,420 ($774/night)

]]> https://www.redweek.com/posting/R1447290 Tue, 17 Mar 2026 06:07:15 -0700 Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

• Oct 10–17, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $6,129 ($876/night)

]]> https://www.redweek.com/posting/R1445692 Thu, 12 Mar 2026 17:10:12 -0700 Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Oct 8–12, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $3,295 ($824/night)

]]> https://www.redweek.com/posting/R1441257 Wed, 11 Mar 2026 05:46:14 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Jul 25 – Aug 1, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,412 ($630/night)

]]> https://www.redweek.com/posting/R1441542 Sat, 07 Mar 2026 06:16:29 -0800 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/3 bath, sleeps 8
• $4,276 ($611/night)

]]> https://www.redweek.com/posting/R1442207 Fri, 06 Mar 2026 14:26:04 -0800 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
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1442267 Thu, 05 Mar 2026 22:05:41 -0800 Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

• Oct 10–17, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $6,020 ($860/night)

]]> https://www.redweek.com/posting/R1437560 Thu, 05 Mar 2026 10:30:32 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Jul 25 – Aug 1, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $2,478 ($354/night)

]]> https://www.redweek.com/posting/R1436648 Wed, 04 Mar 2026 10:12:36 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Aug 1–8, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,377 ($482/night)

]]> https://www.redweek.com/posting/R1436647 Wed, 04 Mar 2026 10:11:40 -0800

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, 03 Mar 2026 18:27:40 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Aug 16–23, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,748 ($821/night)

]]> https://www.redweek.com/posting/R1435026 Mon, 02 Mar 2026 10:08:52 -0800 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Feb 7–14, 2027 (7 nights)
• 2 bed/3 bath, sleeps 8
• $8,527 ($1,218/night)

]]> https://www.redweek.com/posting/R1432888 Thu, 19 Feb 2026 15:31:36 -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

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,748 ($821/night)

]]> https://www.redweek.com/posting/R1430582 Wed, 18 Feb 2026 07:07:20 -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
• $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

Lahaina, Hawaii

• Sep 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,041 ($720/night)

]]> https://www.redweek.com/posting/R1434137 Mon, 16 Feb 2026 12:02:08 -0800 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Jan 24–31, 2027 (7 nights)
• 2 bed/3 bath, sleeps 8
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1429247 Thu, 12 Feb 2026 05:22:58 -0800 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Jul 5–12, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $3,451 ($493/night)

]]> https://www.redweek.com/posting/R1431322 Wed, 11 Feb 2026 08:25:03 -0800 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Jun 27 – Jul 4, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $3,001 ($429/night)

]]> https://www.redweek.com/posting/R1416165 Thu, 05 Feb 2026 14:50:09 -0800 Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

• Jan 16–23, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $8,740 ($1,249/night)

]]> https://www.redweek.com/posting/R1420601 Tue, 03 Feb 2026 13:47:16 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Sep 4–8, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $2,140 ($535/night)

]]> https://www.redweek.com/posting/R1426417 Tue, 03 Feb 2026 10:26:56 -0800 Verified & Protected

Maui Bay Villas by Hilton Grand Vacations

Kihei, Hawaii

• Jun 30 – Jul 7, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1424802 Fri, 30 Jan 2026 13:19:40 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Oct 31 – Nov 7, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,110 ($1,016/night)

]]> https://www.redweek.com/posting/R1420674 Thu, 29 Jan 2026 08:41:40 -0800 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Jul 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,984 ($712/night)

]]> https://www.redweek.com/posting/R1422697 Tue, 27 Jan 2026 05:16:29 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Oct 24–31, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,110 ($1,016/night)

]]> https://www.redweek.com/posting/R1420670 Mon, 26 Jan 2026 09:00:46 -0800 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Nov 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $8,418 ($1,203/night)

]]> https://www.redweek.com/posting/R1419738 Mon, 26 Jan 2026 08:13:44 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Oct 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,110 ($1,016/night)

]]> https://www.redweek.com/posting/R1420668 Mon, 26 Jan 2026 07:00:39 -0800 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Nov 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,475 ($782/night)

]]> https://www.redweek.com/posting/R1421891 Fri, 23 Jan 2026 11:06:08 -0800