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

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • Apr 26 – May 3, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $6,565 ($857/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Apr 26 – May 3, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,800 ($829/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Apr 26 – May 3, 2025 (7 nights)
  • 1 bed/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
  • Apr 26 – May 3, 2025 (7 nights)
  • 2 bed/3 bath, sleeps 8
  • $6,892 ($900/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Apr 26 – May 3, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,104 ($404/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Apr 26 – May 3, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,200 ($457/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Apr 26 – May 3, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,821 ($629/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Apr 26 – May 3, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,069 ($399/night)
Verified & Protected Voted Top Pick 2024

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • Apr 26 – May 3, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 10
  • $13,650 ($1,786/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Apr 27 – May 4, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,150 ($279/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Apr 27 – May 4, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,076 ($793/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Apr 27 – May 4, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,150 ($307/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Apr 27 – May 4, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $3,100 ($443/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Apr 27 – May 3, 2025 (6 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,230 ($490/night)
Verified & Protected Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • Apr 27 – May 4, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,470 ($714/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 1–8, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,368 ($307/night)
Voted Top Pick 2024

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • May 2–9, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,425 ($489/night)
Voted Top Pick 2024

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • May 2–3, 2025 (1 night)
  • 2 bed/2 bath, sleeps 6
  • $3,800 ($3,800/night)
Verified & Protected Voted Top Pick 2024

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • May 2–12, 2025 (10 nights)
  • 3 bed/2 bath, sleeps 8
  • $13,649 ($1,250/night)
Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • May 2–9, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,000 ($857/night)
Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • May 2–9, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,700 ($957/night)
Voted Top Pick 2024

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • May 2–9, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,500 ($500/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

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)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 3–10, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,995 ($999/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 3–10, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $3,295 ($429/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
  • $3,750 ($536/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
  • $4,930 ($643/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)
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)
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)
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

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)
  • 1 bed/1 bath, sleeps 4
  • $3,995 ($571/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)

Kaanapali Beach Club

Lahaina, Hawaii
  • May 3–10, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,500 ($214/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 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

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

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)
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

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

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)