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
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)
- 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)
Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 3–9, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,795 ($632/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
Pono Kai
Kapaa, Hawaii- May 3–10, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($300/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)
Kaanapali Beach Club
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,500 ($214/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)
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
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
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 3–10, 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 North
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($343/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)
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
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)
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)
Hilton Grand Vacations at Hilton Hawaiian Village
Honolulu, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,350 ($479/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 4–11, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,908 ($640/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 4–11, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $3,840 ($500/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- May 4–8, 2025 (4 nights)
- Studio/1 bath, sleeps 4
- $1,889 ($428/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
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- May 4–10, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($333/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
The Point at Poipu
Koloa, Hawaii- May 6–13, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($343/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)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- May 8–11, 2025 (3 nights)
- Studio/1 bath, sleeps 4
- $1,951 ($589/night)
Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 8–9, 2025 (1 night)
- Studio/1 bath, sleeps 2
- $2,099 ($2,099/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 9–16, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $3,458 ($450/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 Ko Olina Beach Club
Kapolei, Hawaii- May 9–16, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $3,268 ($425/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
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
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- May 9–13, 2025 (4 nights)
- Studio/1 bath, sleeps 4
- $2,323 ($527/night)
Verified & Protected
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- May 9–16, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($571/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- May 9–13, 2025 (4 nights)
- Studio/1 bath, sleeps 4
- $2,323 ($527/night)
Verified & Protected
Marriott's Kauai Beach Club
Lihue, Hawaii- May 10–17, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,298 ($429/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($714/night)
Verified & Protected
Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($771/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 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)
- 1 bed/1 bath, sleeps 4
- $3,077 ($400/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,895 ($414/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)