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.
Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,700 ($957/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,892 ($900/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,020 ($786/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($343/night)
Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 4–11, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,500 ($500/night)
Verified & Protected
Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 4–11, 2025 (7 nights)
- 3 bed/2 bath, sleeps 8
- $8,745 ($1,143/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 4–11, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($743/night)
Verified & Protected
Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 6–10, 2025 (4 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($750/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 7–14, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,300 ($471/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 7–14, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,700 ($814/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 9–16, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,950 ($279/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 9–16, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $8,200 ($1,071/night)
Verified & Protected
Sands of Kahana Vacation Club
Lahaina, Hawaii- May 9–16, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,848 ($370/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($400/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($357/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 10–16, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($483/night)
Verified & Protected
Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,906 ($1,557/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,292 ($821/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,800 ($400/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,238 ($814/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($400/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($429/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $4,385 ($571/night)
Verified & Protected
Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,731 ($486/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 10–20, 2025 (10 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($800/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,150 ($450/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 11–18, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($743/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 11–18, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,431 ($446/night)
Verified & Protected
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- May 11–17, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($667/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 11–18, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,186 ($414/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 11–18, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($350/night)
Verified & Protected
Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 13–17, 2025 (4 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($750/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,700 ($814/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,300 ($471/night)
WorldMark Kihei Resort
Kihei, Hawaii- May 15–29, 2025 (14 nights)
- 2 bed/2 bath, sleeps 6
- $3,500 ($250/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 15–22, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,181 ($414/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 16–23, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,975 ($282/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($571/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,565 ($857/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,458 ($450/night)
Verified & Protected
Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,000/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,946 ($645/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($400/night)
Verified & Protected
Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,110 ($929/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,701 ($875/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,900 ($700/night)
Verified & Protected
Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($786/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 18–24, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,262 ($495/night)