Labor Day Timeshare Rentals
Labor Day falls on the first Monday in September in the United States. Marking the unofficial end of summer, it’s a popular weekend for one last getaway before school starts and the fall travel season begins.
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 4–10, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,330 ($222/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
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Club Wyndham at Waikiki Beach Walk
Honolulu, Hawaii- Sep 3–11, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $4,341 ($543/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,298 ($614/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Sep 5–11, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,150 ($358/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,123 ($303/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Sep 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,123 ($303/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,543 ($363/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 4–9, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($332/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,268 ($467/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,137 ($734/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,977 ($711/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,532 ($506/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,290 ($613/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Sep 1–8, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,505 ($358/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Sep 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,542 ($220/night)
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The Point at Poipu
Koloa, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Sheraton Kauai Resort Villas
Koloa, Hawaii- Sep 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,632 ($326/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Sep 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,314 ($331/night)
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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Sep 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,123 ($303/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,054 ($579/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,039 ($434/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,757 ($394/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,892 ($985/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,038 ($720/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,717 ($674/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,550 ($221/night)
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Sands of Kahana Vacation Club
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($237/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Sep 4–11, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,749 ($393/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,428 ($347/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Sep 5–13, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($548/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)