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
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 7–12, 2026 (5 nights)
- Studio/1 bath, sleeps 2
- $2,309 ($462/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
- $3,186 ($455/night)
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Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Sep 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,859 ($408/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,030 ($719/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
- $3,840 ($549/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
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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)
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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
- $4,946 ($707/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,390 ($341/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($782/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
- $4,984 ($712/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,274 ($611/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/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
- $6,129 ($876/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/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
- $3,268 ($467/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Sep 3–9, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($576/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
- $2,902 ($414/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 3–8, 2026 (5 nights)
- 3 bed/2 bath, sleeps 8
- $4,276 ($855/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Sep 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 5
- $8,527 ($1,421/night)
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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
- $6,565 ($938/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,020 ($860/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 2–9, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,676 ($525/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 4–11, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 1–11, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $5,748 ($575/night)
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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
- $6,565 ($938/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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The Cliffs at Princeville
Princeville, Hawaii- Sep 3–10, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,047 ($292/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,891 ($984/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,306 ($472/night)
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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
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,148 ($735/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
- $4,057 ($580/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Sheraton Kauai Resort Villas
Koloa, Hawaii- Sep 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($455/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
- $3,513 ($502/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
- $5,442 ($777/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
- $4,930 ($704/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Sep 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,903 ($581/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Sep 6–12, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $3,478 ($580/night)