Spring Summer Rentals
Verified & Protected
Sweetwater Kauai at Alii Kai
Princeville, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
Verified & Protected
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($860/night)
Verified & Protected
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,154 ($308/night)
Verified & Protected
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,847 ($978/night)
Verified & Protected
The Point at Poipu
Koloa, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($303/night)
Verified & Protected
Kahana Beach Resort
Lahaina, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,110 ($159/night)
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
Verified & Protected
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $10,803 ($1,543/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,194 ($313/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 31 – Jun 7, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 31 – Jun 7, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,186 ($455/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- May 31 – Jun 6, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($349/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $2,314 ($331/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 31 – Jun 7, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,458 ($494/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 31 – Jun 7, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 1–6, 2026 (5 nights)
- 1 bed/2 bath, sleeps 4
- $2,423 ($485/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 1–3, 2026 (2 nights)
- 1 bed/1 bath, sleeps 4
- $888 ($444/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 1–8, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,205 ($315/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 1–6, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,769 ($354/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 1–6, 2026 (5 nights)
- 1 bed/2 bath, sleeps 4
- $1,932 ($386/night)
Verified & Protected
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $3,404 ($851/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 3–9, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,804 ($467/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 3–6, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,659 ($553/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,836 ($548/night)
Verified & Protected
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jun 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Verified & Protected
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Jun 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,096 ($299/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,382 ($483/night)
Verified & Protected
Sheraton Kauai Resort Villas
Koloa, Hawaii- Jun 5–9, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $998 ($249/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,361 ($766/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,600 ($800/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,150 ($307/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,290 ($470/night)
Verified & Protected
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,560 ($937/night)
Verified & Protected
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,592 ($656/night)
Verified & Protected
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Jun 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,329 ($190/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,072 ($439/night)
Verified & Protected
Sands of Kahana Vacation Club
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($303/night)
Verified & Protected
Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jun 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,219 ($174/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Verified & Protected
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Jun 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,878 ($268/night)
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/night)
Verified & Protected
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 6–12, 2026 (6 nights)
- 1 bed/2 bath, sleeps 4
- $2,750 ($458/night)
Verified & Protected
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,015 ($859/night)