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.
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 23–30, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,415 $4,603 ($658/night) 15% off
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $7,580 $5,458 ($780/night) 28% off
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,376 $4,527 ($647/night) 29% off
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 5–11, 2026 (6 nights)
- 3 bed/2 bath, sleeps 8
- $8,517 $6,558 ($1,093/night) 23% off
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,834 $3,451 ($493/night) 10% off
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Mar 28 – Apr 4, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,405 $2,963 ($423/night) 13% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 27–30, 2026 (3 nights)
- 2 bed/3 bath, sleeps 8
- $2,830 $2,150 ($717/night) 24% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 26–30, 2026 (4 nights)
- 2 bed/3 bath, sleeps 8
- $3,762 $2,859 ($715/night) 24% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 21–28, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,544 $5,824 ($832/night) 11% off
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,249 $2,924 ($418/night) 10% off
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,887 $6,129 ($876/night) 11% off
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,918 $5,465 ($781/night) 21% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Oct 11–17, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,852 $2,510 ($418/night) 12% off
Kahana Beach Resort
Lahaina, Hawaii- Sep 27 – Oct 4, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,981 $1,704 ($243/night) 14% off
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,294 $2,734 ($391/night) 17% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,480 $4,603 ($658/night) 16% off
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,416 $3,268 ($467/night) 26% off
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 21–27, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,876 $2,445 ($407/night) 15% off
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,708 $5,366 ($767/night) 20% off
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
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Oct 10–17, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $15,720 $3,458 ($494/night) 78% 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
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,999 $4,679 ($668/night) 22% 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
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,534 $4,901 ($700/night) 25% 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