Discounted Timeshare Rentals
Stay at top resorts for less. Every rental here dropped in price within the last 60 days and is still sitting at its lowest tracked rate, so the savings are real, not an inflated "list" price marked back down.
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Jan 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,755 $2,314 ($331/night) 16% off
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,715 $2,200 ($314/night) 19% off
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,715 $2,200 ($314/night) 19% off
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $8,146 $2,200 ($314/night) 73% off
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,488 $4,061 ($580/night) 26% off
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,330 $8,304 ($1,186/night) 11% off
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,661 $2,123 ($303/night) 42% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,987 $3,840 ($549/night) 23% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,658 $6,892 ($985/night) 10% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 23–30, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,843 $3,458 ($494/night) 10% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $10,977 $7,464 ($1,066/night) 32% off
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Mar 27 – Apr 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,887 $6,129 ($876/night) 11% off
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,355 $3,832 ($547/night) 12% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,528 $3,069 ($438/night) 13% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $10,884 $9,143 ($1,306/night) 16% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 10–17, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $25,249 $3,535 ($505/night) 86% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Mar 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,184 $3,222 ($460/night) 23% off
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,781 $4,336 ($619/night) 25% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,449 $3,069 ($438/night) 11% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,565 $4,595 ($656/night) 30% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $8,241 $6,510 ($930/night) 21% off
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 2–9, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,710 $3,153 ($450/night) 15% off
Sands of Kahana Vacation Club
Lahaina, Hawaii- May 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,743 $2,657 ($380/night) 29% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–23, 2026 (3 nights)
- 2 bed/3 bath, sleeps 8
- $3,303 $2,478 ($826/night) 25% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Mar 27 – Apr 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,118 $6,121 ($874/night) 14% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 2–9, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,846 $3,077 ($440/night) 20% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 2–9, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,627 $3,840 ($549/night) 17% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,754 $4,603 ($658/night) 20% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $19,267 $2,505 ($358/night) 87% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $17,970 $2,696 ($385/night) 85% off
Papakea Resort
Lahaina, Hawaii- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,772 $2,886 ($412/night) 50% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Mar 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,755 $3,191 ($456/night) 15% off
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,029 $5,366 ($767/night) 11% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,725 $5,671 ($810/night) 35% off
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $10,367 $7,464 ($1,066/night) 28% off
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Oct 31 – Nov 7, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $10,367 $7,464 ($1,066/night) 28% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,658 $6,892 ($985/night) 10% off
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,485 $4,717 ($674/night) 14% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,800 $3,230 ($461/night) 15% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 2–9, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,954 $2,886 ($412/night) 27% off
Kahana Falls
Lahaina, Hawaii- Jan 29 – Feb 5, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,742 $1,550 ($221/night) 11% off
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,973 $1,932 ($276/night) 35% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,018 $2,535 ($362/night) 16% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 16–23, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,791 $3,298 ($471/night) 13% off
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,117 $3,458 ($494/night) 16% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,611 $3,458 ($494/night) 25% off
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,843 $3,458 ($494/night) 10% off
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Mar 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $44,324 $6,205 ($886/night) 86% off