Winter Timeshare Rentals
Winter getaways are always popular, making now the perfect time to secure exclusive timeshare deals for your seasonal escape! Whether you're dreaming of a snowy mountain retreat or a warm-weather getaway, these timeshare rentals offer the perfect setting to make your winter vacation unforgettable.
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,230 ($461/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,794 ($685/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,494 ($642/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,903 ($981/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,473 ($782/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,382 ($483/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,963 ($423/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,069 ($581/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,230 ($461/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 22–26, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,634 ($408/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,115 ($445/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,520 ($503/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,412 ($630/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,148 ($735/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,268 ($467/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,132 ($447/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,091 ($727/night)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,374 ($625/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,679 ($668/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,069 ($438/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,617 ($517/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,000 ($571/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,389 ($627/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,560 ($937/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $5,290 ($756/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,625 ($661/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $12,614 ($1,802/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,565 ($652/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,214 ($602/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $13,650 ($1,950/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,472 ($925/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Feb 27 – Mar 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)