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.
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,659 $6,510 ($930/night) 15% off
The Cliffs at Princeville
Princeville, Hawaii- Dec 18, 2026 – Jan 1, 2027 (14 nights)
- 1 bed/2 bath, sleeps 8
- $7,658 $6,892 ($492/night) 10% off
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,445 $2,963 ($423/night) 14% off
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,246 $1,550 ($221/night) 31% off
Lawai Beach Resort
Koloa, Hawaii- Jun 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,846 $3,077 ($440/night) 20% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,029 $5,366 ($767/night) 11% off
Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Dec 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $4,509 $3,562 ($712/night) 21% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 16–23, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,742 $2,276 ($325/night) 17% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 16–23, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,742 $2,276 ($325/night) 17% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,982 $2,505 ($358/night) 16% off
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jan 2–9, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,792 $3,413 ($488/night) 10% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,494 $4,450 ($636/night) 19% off
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $4,405 $3,832 ($547/night) 13% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,887 $6,129 ($876/night) 11% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,617 $1,465 ($209/night) 44% off
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Oct 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,754 $4,603 ($658/night) 20% off
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,014 $4,412 ($630/night) 12% off
Marriott's Kauai Beach Club
Lihue, Hawaii- Oct 31 – Nov 7, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,477 $2,886 ($412/night) 17% off
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,860 $2,161 ($309/night) 44% off
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,662 $3,077 ($440/night) 34% off
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,326 $5,061 ($723/night) 20% off
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,323 $4,679 ($668/night) 26% off
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 23–29, 2026 (6 nights)
- 1 bed/2 bath, sleeps 4
- $3,299 $2,804 ($467/night) 15% off
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,015 $4,511 ($644/night) 25% off
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jul 3–10, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,404 $3,458 ($494/night) 36% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 15–18, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $2,145 $1,824 ($608/night) 15% 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
Club Wyndham at Waikiki Beach Walk
Honolulu, Hawaii- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,404 $3,611 ($516/night) 18% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,352 $4,603 ($658/night) 14% off
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,318 $2,886 ($577/night) 13% off
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,843 $3,458 ($494/night) 10% off
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jul 10–17, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,020 $2,688 ($384/night) 11% off
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jul 17–24, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,020 $2,688 ($384/night) 11% off
WorldMark Kihei Resort
Kihei, Hawaii- Oct 29 – Nov 6, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $2,527 $1,769 ($221/night) 30% off
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Oct 4–10, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $6,220 $4,603 ($767/night) 26% off
Marriott's Kauai Beach Club
Lihue, Hawaii- Feb 1–15, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $18,324 $15,209 ($1,086/night) 17% off
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,340 $2,505 ($358/night) 25% off
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,218 $3,458 ($494/night) 18% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 29 – Dec 3, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,106 $1,769 ($442/night) 16% off
The Point at Poipu
Koloa, Hawaii- Oct 29 – Nov 2, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,209 $1,326 ($331/night) 40% off
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,321 $3,458 ($494/night) 35% off
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,352 $4,603 ($658/night) 14% off
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,622 $2,535 ($362/night) 30% off
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,021 $5,358 ($765/night) 11% off
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jan 29 – Feb 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,184 $5,748 ($821/night) 20% 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
- $7,612 $5,557 ($794/night) 27% off
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,390 $4,420 ($631/night) 18% off
Pono Kai
Kapaa, Hawaii- Oct 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,320 $1,856 ($265/night) 20% off