https://www.redweek.com/featured/flexible-rentals/North+America/United+States/Hawaii en Mon, 27 Jul 2026 15:55:54 -0700 3600 Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Jan 2–9, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,557 ($794/night)

]]> https://www.redweek.com/posting/R1502626 Mon, 27 Jul 2026 10:08:56 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Jan 2–9, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1502628 Mon, 27 Jul 2026 09:28:38 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Jan 2–9, 2027 (7 nights)
• Studio/1 bath, sleeps 2
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1502630 Mon, 27 Jul 2026 09:18:36 -0700 Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Feb 20–27, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $4,069 ($581/night)

]]> https://www.redweek.com/posting/R1503254 Sun, 26 Jul 2026 10:31:11 -0700 Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Jan 22–29, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $4,031 ($576/night)

]]> https://www.redweek.com/posting/R1503230 Sun, 26 Jul 2026 09:45:53 -0700 Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Jan 9–22, 2027 (13 nights)
• 1 bed/1 bath, sleeps 4
• $8,881 ($683/night)

]]> https://www.redweek.com/posting/R1503217 Sun, 26 Jul 2026 09:32:41 -0700 Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Jul 3–8, 2028 (5 nights)
• 1 bed/1 bath, sleeps 4
• $5,202 ($1,040/night)

]]> https://www.redweek.com/posting/R1502744 Sat, 25 Jul 2026 02:39:24 -0700 Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Jul 1–7, 2028 (6 nights)
• 1 bed/1 bath, sleeps 4
• $6,238 ($1,040/night)

]]> https://www.redweek.com/posting/R1502742 Sat, 25 Jul 2026 02:33:15 -0700 Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Jul 1–7, 2027 (6 nights)
• 2 bed/2 bath, sleeps 6
• $6,565 ($1,094/night)

]]> https://www.redweek.com/posting/R1502740 Sat, 25 Jul 2026 01:47:19 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Nov 14–20, 2026 (6 nights)
• 2 bed/3 bath, sleeps 8
• $5,257 ($876/night)

]]> https://www.redweek.com/posting/R1502488 Fri, 24 Jul 2026 12:06:53 -0700 Verified & Protected

Sheraton Kauai Resort Villas

Koloa, Hawaii

• Feb 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1502132 Fri, 24 Jul 2026 09:39:50 -0700 Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

• Nov 26 – Dec 3, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1502180 Thu, 23 Jul 2026 17:48:32 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Jul 2–9, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,801 ($829/night)

]]> https://www.redweek.com/posting/R1501583 Thu, 23 Jul 2026 11:40:30 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Jul 3–10, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $4,328 ($618/night)

]]> https://www.redweek.com/posting/R1501585 Thu, 23 Jul 2026 11:39:51 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Jun 5–12, 2027 (7 nights)
• Studio/1 bath, sleeps 4
• $3,298 ($471/night)

]]> https://www.redweek.com/posting/R1501579 Thu, 23 Jul 2026 11:39:11 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Jun 5–12, 2027 (7 nights)
• Studio/1 bath, sleeps 4
• $3,298 ($471/night)

]]> https://www.redweek.com/posting/R1501576 Thu, 23 Jul 2026 11:38:27 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Jul 9–16, 2027 (7 nights)
• Studio/1 bath, sleeps 4
• $2,963 ($423/night)

]]> https://www.redweek.com/posting/R1501588 Thu, 23 Jul 2026 11:37:29 -0700 Verified & Protected

Marriott Vacation Club, Waikiki

Honolulu, Hawaii

• Jun 8–12, 2027 (4 nights)
• Studio/1 bath, sleeps 4
• $1,242 ($310/night)

]]> https://www.redweek.com/posting/R1499964 Thu, 23 Jul 2026 10:18:08 -0700 Verified & Protected

Marriott Vacation Club, Waikiki

Honolulu, Hawaii

• Jul 22–26, 2027 (4 nights)
• Studio/1 bath, sleeps 4
• $1,242 ($310/night)

]]> https://www.redweek.com/posting/R1499966 Wed, 22 Jul 2026 19:56:08 -0700 Verified & Protected

Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

• Aug 6–10, 2027 (4 nights)
• 1 bed/1 bath, sleeps 4
• $2,205 ($551/night)

]]> https://www.redweek.com/posting/R1499968 Wed, 22 Jul 2026 19:29:21 -0700 Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

• Nov 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,802 ($543/night)

]]> https://www.redweek.com/posting/R1501629 Wed, 22 Jul 2026 14:01:57 -0700 Verified & Protected

Kings' Land by Hilton Grand Vacations

Waikoloa Village, Hawaii

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,924 ($418/night)

]]> https://www.redweek.com/posting/R1501286 Wed, 22 Jul 2026 12:06:54 -0700 Verified & Protected

Marriott Vacation Club, Waikiki

Honolulu, Hawaii

• Mar 30 – Apr 3, 2027 (4 nights)
• 1 bed/1 bath, sleeps 4
• $1,550 ($388/night)

]]> https://www.redweek.com/posting/R1499963 Wed, 22 Jul 2026 08:20:03 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Apr 17–24, 2027 (7 nights)
• 3 bed/3 bath, sleeps 10
• $7,274 ($1,039/night)

]]> https://www.redweek.com/posting/R1500743 Tue, 21 Jul 2026 14:34:25 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Feb 27 – Mar 6, 2027 (7 nights)
• Studio/1 bath, sleeps 4
• $2,619 ($374/night)

]]> https://www.redweek.com/posting/R1500061 Tue, 21 Jul 2026 14:19:23 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Dec 14–21, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $9,173 ($1,310/night)

]]> https://www.redweek.com/posting/R1500524 Tue, 21 Jul 2026 12:57:43 -0700 Verified & Protected

Marriott Vacation Club, Waikiki

Honolulu, Hawaii

• Dec 30, 2026 – Jan 3, 2027 (4 nights)
• 1 bed/1 bath, sleeps 6
• $2,423 ($606/night)

]]> https://www.redweek.com/posting/R1499962 Tue, 21 Jul 2026 07:48:45 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

• Dec 24–31, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,884 ($983/night)

]]> https://www.redweek.com/posting/R1500170 Tue, 21 Jul 2026 06:59:30 -0700 Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

• Nov 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,328 ($761/night)

]]> https://www.redweek.com/posting/R1496729 Tue, 21 Jul 2026 06:25:44 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

• Apr 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,892 ($985/night)

]]> https://www.redweek.com/posting/R1500650 Tue, 21 Jul 2026 05:08:25 -0700 Verified & Protected

Marriott Vacation Club, Waikiki

Honolulu, Hawaii

• Aug 17–21, 2027 (4 nights)
• Studio/1 bath, sleeps 4
• $1,242 ($310/night)

]]> https://www.redweek.com/posting/R1499970 Mon, 20 Jul 2026 12:44:07 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Nov 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,984 ($712/night)

]]> https://www.redweek.com/posting/R1499802 Mon, 20 Jul 2026 06:43:07 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Jan 3–10, 2027 (7 nights)
• Studio/1 bath, sleeps 4
• $2,428 ($347/night)

]]> https://www.redweek.com/posting/R1499967 Mon, 20 Jul 2026 04:00:22 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Mar 14–21, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1499568 Mon, 20 Jul 2026 03:46:08 -0700 Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

• Jun 26 – Jul 3, 2027 (7 nights)
• 3 bed/2.5 bath, sleeps 8
• $11,462 ($1,637/night)

]]> https://www.redweek.com/posting/R1500012 Sun, 19 Jul 2026 07:46:15 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Nov 27 – Dec 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,298 ($614/night)

]]> https://www.redweek.com/posting/R1499287 Fri, 17 Jul 2026 12:35:08 -0700 Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Dec 11–18, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1499094 Thu, 16 Jul 2026 16:50:59 -0700 Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1499013 Thu, 16 Jul 2026 13:50:13 -0700 Verified & Protected Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

• Oct 17–30, 2026 (13 nights)
• 2 bed/2 bath, sleeps 6
• $5,835 ($449/night)

]]> https://www.redweek.com/posting/R1497214 Thu, 16 Jul 2026 11:57:56 -0700 Verified & Protected Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

• Nov 2–12, 2026 (10 nights)
• 2 bed/2 bath, sleeps 6
• $4,385 ($438/night)

]]> https://www.redweek.com/posting/R1497219 Thu, 16 Jul 2026 11:57:49 -0700 Verified & Protected

Marriott Vacation Club, Waikiki

Honolulu, Hawaii

• Jul 1–5, 2027 (4 nights)
• Studio/1 bath, sleeps 4
• $2,205 ($551/night)

]]> https://www.redweek.com/posting/R1497577 Thu, 16 Jul 2026 07:14:42 -0700 Verified & Protected

Marriott Vacation Club, Waikiki

Honolulu, Hawaii

• Jun 26–30, 2027 (4 nights)
• Studio/1 bath, sleeps 4
• $1,330 ($332/night)

]]> https://www.redweek.com/posting/R1497574 Wed, 15 Jul 2026 11:42:38 -0700 Verified & Protected

Marriott Vacation Club, Waikiki

Honolulu, Hawaii

• Jul 2–6, 2027 (4 nights)
• 1 bed/1 bath, sleeps 4
• $1,682 ($420/night)

]]> https://www.redweek.com/posting/R1497582 Wed, 15 Jul 2026 11:20:45 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Jun 18–25, 2027 (7 nights)
• 3 bed/3 bath, sleeps 10
• $8,197 ($1,171/night)

]]> https://www.redweek.com/posting/R1496379 Tue, 14 Jul 2026 12:57:32 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Jul 3–10, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1496665 Tue, 14 Jul 2026 11:59:00 -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
• $5,290 ($756/night)

]]> https://www.redweek.com/posting/R1497569 Tue, 14 Jul 2026 07:27:56 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Jul 10–17, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1496409 Tue, 14 Jul 2026 06:09:24 -0700 Verified & Protected

Marriott Vacation Club, Waikiki

Honolulu, Hawaii

• Jan 1–5, 2027 (4 nights)
• 1 bed/1 bath, sleeps 4
• $2,205 ($551/night)

]]> https://www.redweek.com/posting/R1496751 Mon, 13 Jul 2026 12:04:27 -0700