Bargain Timeshare Rentals
Looking for an exceptional vacation deal? Timeshare rentals by owner are almost always lower than resort rack rates. These postings represent some of the best bargains available, giving deal-hunters the chance to lock in serious savings on their next getaway!
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Maui Schooner
Kihei, Hawaii- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,818 ($260/night)
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Maui Schooner
Kihei, Hawaii- Jan 23–30, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,818 ($260/night)
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Maui Schooner
Kihei, Hawaii- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,818 ($260/night)
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Maui Schooner
Kihei, Hawaii- Jan 30 – Feb 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,818 ($260/night)
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Kamaole Beach Club
Kihei, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,856 ($265/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,856 ($265/night)
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Maui Sunset
Kihei, Hawaii- Mar 19 – Apr 2, 2027 (14 nights)
- 1 bed/2 bath, sleeps 5
- $3,704 ($265/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Sep 27 – Oct 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 29 – Dec 6, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,385 ($277/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Sep 29 – Oct 6, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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WorldMark Kihei Resort
Kihei, Hawaii- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,932 ($276/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Oct 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($284/night)
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Maui Schooner
Kihei, Hawaii- Sep 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,987 ($284/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,994 ($285/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,994 ($285/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Aug 25 – Sep 1, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,994 ($285/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Aug 28 – Sep 4, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,995 ($285/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Aug 29 – Sep 5, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,995 ($285/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,001 ($286/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Aug 26 – Sep 2, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,001 ($286/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 24 – Oct 1, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,001 ($286/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Aug 27 – Sep 3, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,001 ($286/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,001 ($286/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,001 ($286/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Mar 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,009 ($287/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,012 ($287/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,039 ($291/night)
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Maui Lea at Maui Hill
Kihei, Hawaii- Aug 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,040 ($291/night)
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WorldMark Kihei Resort
Kihei, Hawaii- May 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,042 ($292/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,047 ($292/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–28, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,784 ($297/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,085 ($298/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 4–9, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,495 ($299/night)
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WorldMark Kihei Resort
Kihei, Hawaii- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($299/night)
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Kahana Falls
Lahaina, Hawaii- Dec 3–10, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,096 ($299/night)
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WorldMark Kihei Resort
Kihei, Hawaii- Nov 30 – Dec 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,110 ($301/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,123 ($303/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Mar 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,123 ($303/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 17–24, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,123 ($303/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Sep 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,123 ($303/night)