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.
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $5,584 ($931/night)
Verified & Protected
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,466 ($1,638/night)
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
- $5,910 ($844/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 5–11, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,968 ($495/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,202 ($743/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 3–10, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $7,617 ($1,088/night)
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Kamaole Beach Club
Kihei, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,093 ($299/night)
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,213 ($745/night)
Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Sep 1–9, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($739/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,181 ($1,312/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,404 ($486/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
- $3,949 ($564/night)
Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- Sep 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Sep 3–8, 2026 (5 nights)
- 1 bed/1 bath, sleeps 5
- $5,257 ($1,051/night)
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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/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
- $3,001 ($429/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
Verified & Protected
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($794/night)
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)
Verified & Protected
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
- $4,222 ($603/night)
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
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($510/night)
Verified & Protected
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
- $5,042 ($720/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,876 ($696/night)
Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Sep 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($958/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($739/night)
Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($656/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,712 ($673/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
Verified & Protected
Marriott's Kauai Beach Club
Lihue, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,458 ($494/night)
Verified & Protected
Marriott's Kauai Beach Club
Lihue, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,458 ($494/night)
Verified & Protected
Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
Verified & Protected
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
- $4,385 ($626/night)
Verified & Protected
The Cliffs at Princeville
Princeville, Hawaii- Sep 4–11, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,860 ($409/night)
Verified & Protected
Kahana Falls
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,200 ($314/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
Verified & Protected
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)
Verified & Protected
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)
Verified & Protected
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($510/night)
Verified & Protected
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Sep 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,859 ($408/night)
Verified & Protected
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)
Verified & Protected
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)
Verified & Protected
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)
Verified & Protected
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)