Spring & Summer Rentals
Did you know that 75% of travelers book their spring and summer travel at least 3 months in advance? Unlock exceptional resort deals for your upcoming seasonal getaways before they sell out. Whether you're planning a family vacation, a couple's trip, or a solo adventure, these deals offer the best opportunities to elevate your next travel experience.
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Sands of Kahana Vacation Club
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,804 ($364/night)
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,200 ($600/night)
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Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($375/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,500 ($929/night)
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Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($857/night)
Kaanapali Beach Club
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,800 ($257/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,000 ($714/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,586 ($336/night)
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Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,200 ($1,071/night)
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,250 ($464/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,850 ($407/night)
Kaanapali Beach Club
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,800 ($257/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,532 ($329/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,181 ($414/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,403 ($443/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,704 ($482/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,777 ($361/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,810 ($365/night)
Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,250 ($1,179/night)
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Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,320 ($825/night)
Kaanapali Beach Club
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,800 ($257/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($650/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,050 ($721/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,949 ($514/night)
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Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 1–8, 2025 (7 nights)
- 3 bed/2 bath, sleeps 8
- $10,925 ($1,429/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,700 ($814/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 1–8, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,949 ($514/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 1–8, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,676 ($479/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 1–8, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,748 ($750/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 1–8, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,290 ($428/night)
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Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 1–8, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,914 ($379/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($657/night)
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Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 2–7, 2025 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,260 ($410/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($714/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 4–11, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,800 ($400/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 4–11, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,700 ($814/night)
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Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 4–11, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,892 ($900/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 5–12, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,800 ($400/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 5–12, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,700 ($814/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Jun 6–13, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,071/night)
Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 6–13, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,500 ($643/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 6–13, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,275 ($325/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 6–13, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,949 ($514/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 6–13, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,999 ($286/night)
Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 6–13, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,700 ($814/night)
Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 7–14, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $9,700 ($1,386/night)
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Sands of Kahana Vacation Club
Lahaina, Hawaii- Jun 7–14, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($329/night)