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.

Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 3–10, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,930 ($643/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 3–10, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,200 ($457/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 3–10, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,400 ($771/night)
Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • May 3–10, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,995 ($571/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 3–10, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,565 ($857/night)
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)
Verified & Protected Voted Top Pick 2024

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • May 3–10, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 10
  • $11,466 ($1,499/night)

The Gardens at West Maui

Kapalua, Hawaii
  • May 3–10, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,599 ($228/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
  • $3,513 ($800/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 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

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

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 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

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 Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 10–20, 2025 (10 nights)
  • 2 bed/2 bath, sleeps 8
  • $8,745 ($800/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

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)
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)
  • 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

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

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)
  • 1 bed/1 bath, sleeps 4
  • $3,300 ($471/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)

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

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 17–24, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $4,385 ($571/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)
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)