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.
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Dec 2–7, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,654 ($331/night)
WorldMark Kona Resort
Kailua-Kona, Hawaii- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Club Wyndham Mauna Loa Village
Kailua-Kona, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $2,276 ($325/night)
Club Wyndham Holua Resort at the Mauna Loa Village
Kailua-Kona, Hawaii- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,222 ($317/night)
WorldMark Kona Resort
Kailua-Kona, Hawaii- Dec 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,632 ($326/night)
Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- Dec 16–27, 2026 (11 nights)
- 2 bed/2 bath, sleeps 6
- $3,502 ($318/night)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Kona Reef
Kailua-Kona, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,849 ($264/night)
Club Wyndham Mauna Loa Village
Kailua-Kona, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,085 ($298/night)
Club Wyndham Holua Resort at the Mauna Loa Village
Kailua-Kona, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,595 ($656/night)
WorldMark Kona Resort
Kailua-Kona, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($303/night)
Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($331/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Jan 2–9, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,467 ($352/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,742 ($249/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Jan 8–22, 2027 (14 nights)
- 1 bed/2 bath, sleeps 4
- $4,058 ($290/night)
WorldMark Kona Resort
Kailua-Kona, Hawaii- Jan 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,542 ($220/night)
WorldMark Kona Resort
Kailua-Kona, Hawaii- Jan 14–24, 2027 (10 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($275/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Jan 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,742 ($249/night)
Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,840 ($406/night)
WorldMark Kona Resort
Kailua-Kona, Hawaii- Jan 18–29, 2027 (11 nights)
- 2 bed/2 bath, sleeps 6
- $2,965 ($270/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Feb 7–14, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,742 ($249/night)