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.
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,941 $3,458 ($494/night) 30% off
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Sep 12–15, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $2,116 $1,650 ($550/night) 22% off
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jul 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,452 $5,742 ($820/night) 11% off
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 13–20, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,604 $4,821 ($689/night) 27% off
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 13–20, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,604 $4,821 ($689/night) 27% off
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Oct 31 – Nov 7, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,839 $3,186 ($455/night) 17% off
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 24 – Oct 1, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,029 $2,696 ($385/night) 11% off
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 22–29, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,236 $4,712 ($673/night) 10% off
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 7–11, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $3,533 $2,968 ($742/night) 16% off
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,585 $3,949 ($564/night) 54% off
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,154 $3,240 ($463/night) 22% off
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,657 $4,412 ($630/night) 22% off
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,729 $4,984 ($712/night) 13% off
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,585 $4,412 ($630/night) 33% off
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,504 $4,183 ($598/night) 24% off
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Sea Village
Kailua-Kona, Hawaii- Oct 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $6,569 $5,584 ($931/night) 15% off
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Oct 8–12, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $3,297 $1,747 ($437/night) 47% off
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,859 $6,838 ($977/night) 13% off
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,343 $4,595 ($656/night) 14% off
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,154 $3,832 ($547/night) 53% off
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,574 $4,794 ($685/night) 14% off
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Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Oct 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $4,435 $2,750 ($550/night) 38% off
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 3
- $3,831 $3,295 ($471/night) 14% off
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Marriott's Kauai Beach Club
Lihue, Hawaii- Oct 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,090 $2,750 ($393/night) 11% off
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Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $19,662 $11,797 ($1,966/night) 40% off
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Oct 31 – Nov 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,365 $3,916 ($559/night) 27% off
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,286 $2,924 ($418/night) 11% off
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,484 $2,012 ($287/night) 19% off
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Mar 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,478 $4,930 ($704/night) 10% off
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,620 $6,706 ($958/night) 12% off
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Mar 20–27, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,389 $3,731 ($533/night) 15% off
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,222 $4,358 ($623/night) 47% off
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,927 $4,385 ($626/night) 11% off
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,225 $1,780 ($254/night) 20% off
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,613 $2,204 ($315/night) 39% off
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The Gardens at West Maui
Kapalua, Hawaii- Jan 6–13, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,547 $1,330 ($190/night) 14% off
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 16–23, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,085 $3,513 ($502/night) 14% off
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,875 $7,110 ($1,016/night) 28% off
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Mar 7–12, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,298 $2,968 ($594/night) 10% off
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,620 $6,020 ($860/night) 21% off
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,777 $5,475 ($782/night) 44% off
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,827 $4,603 ($658/night) 21% off
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,744 $6,892 ($985/night) 11% off
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $12,211 $8,914 ($1,273/night) 27% off
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The Point at Poipu
Koloa, Hawaii- Oct 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,105 $1,987 ($284/night) 36% off
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,130 $5,366 ($767/night) 34% off
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,909 $3,878 ($554/night) 21% off
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,798 $7,654 ($1,093/night) 13% off