Labor Day Timeshare Rentals

Labor Day falls on the first Monday in September in the United States. It typically marks the start of the school-year, and the beginning of the off-season for most travel locations.

Voted Top Pick 2025

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,250 ($750/night)
Voted Top Pick 2025

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $7,105 ($928/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Aug 31 – Sep 6, 2025 (6 nights)
  • Studio/1 bath, sleeps 4
  • $1,987 ($300/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Aug 29 – Sep 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,320 ($825/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Aug 26 – Sep 2, 2025 (7 nights)
  • 3 bed/2 bath, sleeps 8
  • $10,358 ($1,354/night)
Verified & Protected Voted Top Pick 2025

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • Aug 29 – Sep 4, 2025 (6 nights)
  • 2 bed/3 bath, sleeps 8
  • $5,748 ($875/night)
Verified & Protected Voted Top Pick 2025

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

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/3 bath, sleeps 8
  • $5,976 ($780/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Aug 27 – Sep 3, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,023 ($655/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Aug 29 – Sep 5, 2025 (7 nights)
  • 3 bed/2 bath, sleeps 8
  • $7,647 ($999/night)
Verified & Protected Voted Top Pick 2025

Marriott's Ko Olina Beach Club

Kapolei, Hawaii
  • Sep 1–6, 2025 (5 nights)
  • Studio/1 bath, sleeps 2
  • $3,295 ($600/night)
Voted Top Pick 2025

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,300 ($471/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Aug 29 – Sep 5, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,696 ($350/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Aug 27 – Sep 3, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,840 ($500/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Aug 29 – Sep 5, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,268 ($425/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,290 ($428/night)
Verified & Protected Voted Top Pick 2025

Marriott's Ko Olina Beach Club

Kapolei, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • Studio/1 bath, sleeps 2
  • $2,968 ($386/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Aug 29 – Sep 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,039 ($657/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Aug 29 – Sep 7, 2025 (9 nights)
  • 1 bed/1 bath, sleeps 4
  • $4,494 ($456/night)
Verified & Protected Voted Top Pick 2025

Marriott's Ko Olina Beach Club

Kapolei, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,366 ($700/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,366 ($700/night)
Verified & Protected Voted Top Pick 2025

Marriott's Ko Olina Beach Club

Kapolei, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,420 ($707/night)
Voted Top Pick 2025

Marriott's Ko Olina Beach Club

Kapolei, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,802 ($757/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,478 ($321/night)
Verified & Protected Voted Top Pick 2025

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

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/3 bath, sleeps 8
  • $7,546 ($986/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,295 ($429/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Aug 27 – Sep 3, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,404 ($443/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $4,658 ($607/night)
Voted Top Pick 2025

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,195 ($456/night)
Voted Top Pick 2025

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,495 ($642/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Aug 31 – Sep 6, 2025 (6 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,132 ($475/night)
Verified & Protected Voted Top Pick 2025

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

Lahaina, Hawaii
  • Aug 29 – Sep 5, 2025 (7 nights)
  • 2 bed/3 bath, sleeps 8
  • $5,748 ($750/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Aug 31 – Sep 5, 2025 (5 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,704 ($675/night)
Verified & Protected Voted Top Pick 2025

Marriott's Waiohai Beach Club

Koloa, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,328 ($695/night)
Verified & Protected Voted Top Pick 2025

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

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 1 bed/2 bath, sleeps 4
  • $3,404 ($443/night)
Verified & Protected

Kings' Land by Hilton Grand Vacations

Waikoloa Village, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,077 ($400/night)
Verified & Protected

Kahana Villa Resort

Lahaina, Hawaii
  • Aug 22 – Sep 5, 2025 (14 nights)
  • 1 bed/1 bath, sleeps 4
  • $4,385 ($286/night)
Verified & Protected

Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii
  • Aug 31 – Sep 7, 2025 (7 nights)
  • 2 bed/0 bath, sleeps 8
  • $4,821 ($629/night)
Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Aug 27 – Sep 3, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,400 ($343/night)
Voted Top Pick 2025

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

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 1 bed/2 bath, sleeps 4
  • $4,350 ($621/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Aug 31 – Sep 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,475 ($714/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,977 ($649/night)
Verified & Protected Voted Top Pick 2025

Marriott's Waiohai Beach Club

Koloa, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,584 ($729/night)
Verified & Protected Voted Top Pick 2025

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

Lahaina, Hawaii
  • Aug 29 – Sep 5, 2025 (7 nights)
  • 1 bed/2 bath, sleeps 4
  • $3,458 ($450/night)
Verified & Protected Voted Top Pick 2025

Marriott's Waiohai Beach Club

Koloa, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,129 ($800/night)
Verified & Protected

Sheraton Kauai Resort Villas

Koloa, Hawaii
  • Aug 28 – Sep 4, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,475 ($714/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Aug 30 – Sep 6, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,532 ($329/night)
Verified & Protected Voted Top Pick 2025

Marriott's Waiohai Beach Club

Koloa, Hawaii
  • Aug 31 – Sep 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,020 ($786/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Aug 29 – Sep 6, 2025 (8 nights)
  • 2 bed/2 bath, sleeps 6
  • $6,129 ($700/night)