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 North

Lahaina, Hawaii
  • May 18–28, 2025 (10 nights)
  • 1 bed/1 bath, sleeps 4
  • $5,584 ($510/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 18–28, 2025 (10 nights)
  • 1 bed/1 bath, sleeps 4
  • $5,584 ($510/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 22–29, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,500 ($929/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 22–29, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,181 ($414/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 22–29, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,366 ($700/night)
Verified & Protected

Sands of Kahana Vacation Club

Lahaina, Hawaii
  • May 23–30, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $2,750 ($357/night)
Verified & Protected Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • May 23–30, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $6,020 ($786/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 23–30, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,950 ($993/night)
Verified & Protected Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • May 23–30, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,565 ($857/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 23–30, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,475 ($714/night)
Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $7,250 ($1,036/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $5,148 ($671/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,586 ($336/night)
Verified & Protected Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,320 ($825/night)
Verified & Protected Voted Top Pick 2024

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $4,112 ($536/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,840 ($500/night)
Verified & Protected Voted Top Pick 2024

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $7,655 ($1,000/night)
Verified & Protected Voted Top Pick 2024

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 1 bed/2 bath, sleeps 4
  • $4,385 ($571/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,840 ($500/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $4,385 ($571/night)
Verified & Protected Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,701 ($875/night)
Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,499 ($786/night)
Verified & Protected Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 10
  • $8,647 ($1,130/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 24 – Jun 1, 2025 (8 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,294 ($375/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,129 ($800/night)
Voted Top Pick 2024

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 10
  • $11,466 ($1,499/night)
Verified & Protected Voted Top Pick 2024

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $7,274 ($950/night)

Kaanapali Beach Club

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,800 ($257/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,674 ($871/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $5,475 ($714/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,250 ($893/night)
Verified & Protected Voted Top Pick 2024

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/3 bath, sleeps 8
  • $5,312 ($693/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,900 ($843/night)
Verified & Protected Voted Top Pick 2024

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $6,892 ($900/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 24–31, 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 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,674 ($871/night)
Verified & Protected Voted Top Pick 2024

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 3 bed/2 bath, sleeps 8
  • $9,181 ($1,200/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $7,655 ($1,000/night)
Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,691 ($813/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 25 – Jun 1, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,658 ($607/night)
Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • May 25 – Jun 1, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,775 ($825/night)
Voted Top Pick 2024

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • May 25 – Jun 1, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,995 ($571/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 30 – Jun 6, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,300 ($471/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 30 – Jun 6, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $2,723 ($354/night)
Verified & Protected

Sands of Kahana Vacation Club

Lahaina, Hawaii
  • May 30 – Jun 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,750 ($357/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 30 – Jun 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,700 ($814/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • May 30 – Jun 6, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,949 ($514/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 30 – Jun 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,903 ($639/night)