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May 02, 2025 - Dec 13, 2026
1 bed
sleeps 4
$1,600.00
$228.57/night
For Rent
Westin Nanea Ocean Villas
OCEAN FRONT RESORT VILLAS - MAUI - 2b2b() JUNE19-26, 2026 2b2b(6) OCEAN FRONT RESORT FAMILY GETAWAY
Jan 01, 2026 - Dec 26, 2026
2 bed
sleeps 6
$3,895.00
$556.43/night
For Rent
Hilton Vacation Club Ka'anapali Beach Club
Maui Getaway Villas 1b1b(4) OCEAN VIEW Hilton Exclusive Villa Offering: DON'T CHEAT YOURSELF, YOU'VE DONE WELL.
Jan 01, 2026 - Dec 24, 2026
1 bed
sleeps 4
$2,495.00
$356.43/night
For Rent
Hyatt Vacation Club Ka'anapali Beach
Your Maui Paradise Awaits! Luxury Villas - ALL SIZES - 1b's, 2b's, 3b's - Perfect for Your Hawaiian Escape!
Jan 01, 2026 - Dec 24, 2026
2 bed
sleeps 6
$4,395.00
$627.86/night
For Rent
Hyatt Vacation Club Ka'anapali Beach
Your Maui Paradise Awaits! Luxury Villas Featuring 1b1b(4) Ocean View - ALL SIZES Available upon Request: - Studio's,1b's, 2b's, 3b's - Perfect for Your Hawaiian Escape!
Jan 01, 2026 - Dec 24, 2026
1 bed
sleeps 4
$3,895.00
$556.43/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Experience Maui's Premier Westin Resort at Owner-Direct Rates - 2b's, 1b's, or Studios
Jan 01, 2026 - Dec 24, 2026
2 bed
sleeps 8
$3,695.00
$527.86/night
For Rent
Marriott Maui Ocean Club - Lahaina and Napili Villas
Marriott Maui Ocean Club - Lahaina Naplili Villas 2b2b(8) Many Weeks All Views
Jan 01, 2026 - Dec 24, 2026
2 bed
sleeps 8
$4,195.00
$599.29/night
For Rent
Marriott Maui Ocean Club
Your Maui Paradise Awaits! Luxury Villas at Marriott Maui Ocean Club - Perfect for Your Kaanapali Escape!
Jan 01, 2026 - Dec 24, 2026
2 bed
sleeps 9
$3,895.00
$556.43/night
For Rent
Marriott Maui Ocean Club
Marriott Maui Ocean Club - Request room, view, and travel dates *RENTAL*
Jan 01, 2026 - Dec 31, 2027
1 bed
sleeps 4
$4,750.00
$678.57/night
Jan 03, 2026 - Dec 13, 2026
studio bed
sleeps 4
$2,000.00
$285.71/night
Jan 09, 2026 - Dec 20, 2026
2 bed
sleeps 8
$5,495.00
$785.00/night
Jan 24, 2026 - Dec 24, 2026
2 bed
sleeps 8
$3,500.00
$500.00/night
Feb 01, 2026 - Dec 24, 2026
3 bed
sleeps 8
$3,500.00
$500.00/night
Apr 03, 2026 - Dec 31, 2026
1 bed
sleeps 4
$2,450.00
$350.00/night
Apr 25, 2026 - Dec 24, 2026
1 bed
sleeps 4
$2,750.00
$392.86/night
For Rent
Westin Ka'anapali Ocean Resort Villas North
Your Hawaiian Dream Vacation Awaits at Westin Ka'anapali Ocean Resort Villas
May 01, 2026 - Dec 17, 2026
1 bed
sleeps 1
$2,300.00
$328.57/night
Jun 05, 2026 - Dec 19, 2027
studio bed
sleeps 4
$2,495.00
$356.43/night
Jun 06, 2026
- Jun 13, 2026
1 bed
sleeps 4
$3,500.00
$500.00/night
For Rent
Marriott Maui Ocean Club - Lahaina and Napili Villas
SUPER PRIME - SUMMER VACATION JUNE 6-13, 2026 2b2b(8) OCEAN FRONT - Paradise Awaits! $4295 total.
Jun 06, 2026
- Jun 13, 2026
2 bed
sleeps 8
$4,295.00
$613.57/night
Jun 06, 2026
- Jun 13, 2026
1 bed
sleeps 5
$3,400.00
$485.71/night
Jun 06, 2026
- Jun 13, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
Jun 09, 2026
- Jun 16, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
Jun 11, 2026
- Jun 18, 2026
1 bed
sleeps 4
$900.00
$128.57/night
Jun 12, 2026
- Jun 19, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
For Rent
Westin Ka'anapali Ocean Resort Villas North
Westin Ka'anapali Ocean Resort Villas North Your Renewing Retreat Awaits - West Maui In June 2026 - Ocean Front
81,000 Vistana Westin Flex Points
studio bed
sleeps 4
$2,400.00
$342.86/night
For Rent
Hilton Vacation Club Ka'anapali Beach Club
SUMMER Break MAUI GETAWAY JUN13-20, 2026 1b1b (4) OCEAN VIEW Hilton Exclusive Villa Offering: DON'T CHEAT YOURSELF, YOU'VE DONE WELL.
Jun 13, 2026
- Jun 20, 2026
1 bed
sleeps 4
$2,649.00
$378.43/night
For Rent
Marriott Maui Ocean Club
LAST MINUTE DEAL! Marriott Maui Ocean Club - 1b2b(4) OCEAN FRONT JUNE 13-20, 2026 $3195 -Your Maui Paradise Awaits! Luxury Villas - Perfect for Your Kaanapali Escape!
Jun 13, 2026
- Jun 20, 2026
1 bed
sleeps 4
$3,195.00
$456.43/night
Jun 13, 2026
- Jun 20, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
Jun 13, 2026
- Jun 20, 2026
3 bed
sleeps 10
$7,800.00
$1,114.29/night
For Rent
Westin Ka'anapali Ocean Resort Villas North
Studio: Garden View - well equipped kitchenette - sleeps 4
Jun 14, 2026
- Jun 21, 2026
studio bed
sleeps 4
$2,200.00
$314.29/night
For Rent
Marriott Maui Ocean Club - Lahaina and Napili Villas
2 Bedroom Villa, 2 Bathrooms, Ocean View
Jun 14, 2026
- Jun 21, 2026
2 bed
sleeps 8
$6,900.00
$985.71/night
For Rent
Westin Ka'anapali Ocean Resort Villas
REDUCED: $4,600 - TWO rentals available for these dates
Jun 14, 2026
- Jun 21, 2026
2 bed
sleeps 9
$4,600.00
$657.14/night
For Rent
Westin Nanea Ocean Villas
SUMMER BREAK OUT WEEK JUNE19-26, 2026 2b2b(6) OCEAN FRONT RESORT FAMILY GETAWAY
Jun 19, 2026
- Jun 26, 2026
2 bed
sleeps 6
$3,895.00
$556.43/night
Jun 20, 2026
- Jun 27, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
Jun 20, 2026
- Jun 27, 2026
2 bed
sleeps 8
$3,300.00
$471.43/night
For Rent
Westin Ka'anapali Ocean Resort Villas North
REDUCED: $4,999 - Ocean FRONT - 2 Bdm. - Sleeps 9
Jun 20, 2026
- Jun 27, 2026
2 bed
sleeps 9
$4,999.00
$714.14/night
For Rent
Marriott Maui Ocean Club - Lahaina and Napili Villas
SUMMER BREAK OUT JUNE20-27, 2026 3b3b(10) OCEAN FRONT Paradise! Luxury Villa - Marriott Maui Ocean Club Lahaina Villas - Perfect Escape!
Jun 20, 2026
- Jun 27, 2026
3 bed
sleeps 10
$8,895.00
$1,270.71/night
For Rent
Marriott Maui Ocean Club - Lahaina and Napili Villas
SUMMER BREAK OUT JUNE13-20, 2026 Maui Paradise! Luxury Ocean Front Villa at Marriott Maui Ocean Club - Perfect Holiday Escape!
Jun 20, 2026
- Jun 27, 2026
2 bed
sleeps 8
$5,995.00
$856.43/night
Jun 20, 2026
- Jun 27, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
Jun 20, 2026
- Jun 27, 2026
2 bed
sleeps 8
$5,100.00
$728.57/night
Jun 25, 2026
- Jul 02, 2026
studio bed
sleeps 4
$1,950.00
$278.57/night
Jun 26, 2026
- Jul 03, 2026
1 bed
sleeps 4
$1,400.00
$200.00/night
Jun 26, 2026
- Jul 03, 2026
2 bed
sleeps 8
$4,699.00
$671.29/night
Jun 27, 2026
- Jul 04, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
For Rent
Marriott Maui Ocean Club - Lahaina and Napili Villas
LAST MINUTE STEAL! Ocean Front JUNE27-JULY4, 2026 2b2b(8) Enjoy a Summer Break OUT in Maui at Marriott Maui Ocean Club - Lahaina Napili Villas 2b2b(8)
Jun 27, 2026
- Jul 04, 2026
2 bed
sleeps 8
$3,995.00
$570.71/night
Jun 28, 2026
- Jul 05, 2026
1 bed
sleeps 5
$5,100.00
$728.57/night
Jun 28, 2026
- Jul 05, 2026
2 bed
sleeps 6
$2,300.00
$328.57/night
Jun 28, 2026
- Jul 05, 2026
2 bed
sleeps 8
$4,499.00
$642.71/night
Jun 29, 2026
- Jul 06, 2026
1 bed
sleeps 6
$3,299.00
$471.29/night
Jun 29, 2026
- Jul 06, 2026
studio bed
sleeps 4
$1,499.00
$214.14/night
Jul 03, 2026
- Jul 10, 2026
studio bed
sleeps 4
$2,300.00
$328.57/night
For Rent
Westin Ka'anapali Ocean Resort Villas North
Spend July 4th on Maui in a 2 Bedroom Ocean Front Unit
Jul 03, 2026
- Jul 10, 2026
2 bed
sleeps 8
$5,000.00
$714.29/night
For Rent
Marriott Maui Ocean Club - Lahaina and Napili Villas
CELEBRATE 4th of JULY in Paradise! OCEAN FRONT UNIT - Marriott Maui Ocean Club - Lahaina / Napili Villas 2b2b(8)
Jul 03, 2026
- Jul 10, 2026
2 bed
sleeps 8
$6,795.00
$970.71/night
Jul 03, 2026
- Jul 10, 2026
studio bed
sleeps 4
$1,800.00
$257.14/night
Jul 04, 2026 - Dec 11, 2026
2 bed
sleeps 6
$1,750.00
$250.00/night
Jul 05, 2026
- Jul 12, 2026
1 bed
sleeps 4
$1,250.00
$178.57/night
Jul 10, 2026
- Jul 17, 2026
2 bed
sleeps 9
$4,800.00
$685.71/night
Jul 10, 2026
- Jul 17, 2026
1 bed
sleeps 6
$2,350.00
$335.71/night
Jul 10, 2026
- Jul 17, 2026
studio bed
sleeps 4
$1,950.00
$278.57/night
For Rent
Westin Ka'anapali Ocean Resort Villas North
Oceanfront Studio with a well-equipped Kitchenette
Jul 10, 2026
- Jul 17, 2026
studio bed
sleeps 4
$2,500.00
$357.14/night
Jul 11, 2026
- Jul 18, 2026
studio bed
sleeps 4
$1,800.00
$257.14/night
Jul 11, 2026
- Jul 18, 2026
1 bed
sleeps 4
$3,600.00
$514.29/night
For Rent
Westin Ka'anapali Ocean Resort Villas
SUMMER VACATION 2b2b (8) JUL11-18, 2026 $4495 Experience Maui's Premier Westin Resort at Owner-Direct Rate
Jul 11, 2026
- Jul 18, 2026
2 bed
sleeps 8
$4,494.00
$642.00/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Ocean View - sleeps 4 - Well-equipped kitchenette with everything except an oven
Jul 11, 2026
- Jul 18, 2026
studio bed
sleeps 4
$2,200.00
$314.29/night
For Rent
Westin Ka'anapali Ocean Resort Villas
SUMMER VACATION 2b2b (8) JUL11-18, 2026 $4495 Experience Maui's Premier Westin Resort at Owner-Direct Rate
Jul 11, 2026
- Jul 18, 2026
2 bed
sleeps 8
$4,495.00
$642.14/night
Jul 12, 2026
- Jul 19, 2026
1 bed
sleeps 4
$2,600.00
$371.43/night
Jul 12, 2026
- Jul 19, 2026
1 bed
sleeps 4
$1,250.00
$178.57/night
Jul 12, 2026
- Jul 19, 2026
2 bed
sleeps 8
$4,499.00
$642.71/night
Jul 12, 2026
- Jul 19, 2026
1 bed
sleeps 4
$2,900.00
$414.29/night
Jul 13, 2026
- Jul 20, 2026
2 bed
sleeps 9
$6,300.00
$900.00/night
Jul 16, 2026
- Jul 23, 2026
2 bed
sleeps 7
$4,800.00
$685.71/night
Jul 17, 2026
- Jul 24, 2026
1 bed
sleeps 4
$2,995.00
$427.86/night
For Rent
Marriott Maui Ocean Club
Marriott Maui Ocean Club - 1b2b(4) Garden View JULY 17-24, 2026 $2695 -Your Maui Paradise Awaits! Luxury Villas
Jul 17, 2026
- Jul 24, 2026
1 bed
sleeps 4
$2,595.00
$370.71/night
For Rent
Marriott Maui Ocean Club
Marriott Maui Ocean Club - 1b2b(4) Garden View JULY 17-24, 2026 $2695 -Your Maui Paradise Awaits! Luxury Villas
Jul 17, 2026
- Jul 24, 2026
1 bed
sleeps 4
$2,695.00
$385.00/night
For Rent
Marriott Maui Ocean Club
PRIME HAWAIIAN SUMMER GETAWAY! JULY17-24, 2026 GETAWAY OUT OF THE COLD TO PARADISE
Jul 17, 2026
- Jul 24, 2026
1 bed
sleeps 4
$2,695.00
$385.00/night
For Rent
Westin Ka'anapali Ocean Resort Villas North
SUMMER VACATION 2b2b (8) JUL18 - 25, 2026 $4895. Experience Maui's Premier Westin Resort at Owner-Direct Rate
Jul 18, 2026
- Jul 25, 2026
2 bed
sleeps 8
$4,895.00
$699.29/night
For Rent
Westin Ka'anapali Ocean Resort Villas
SUMMER VACATION 2b2b (8) JUL18 - 25, 2026 $4895 Experience Maui's Premier Westin Resort at Owner-Direct Rate
Jul 18, 2026
- Jul 25, 2026
2 bed
sleeps 8
$4,895.00
$699.29/night
For Rent
Maui Beach Vacation Club
July 18-25, 2026 1 br slps 4 lots to do in this area enjoy the calmer summer water
Jul 18, 2026
- Jul 25, 2026
1 bed
sleeps 4
$1,599.00
$228.43/night
Jul 18, 2026
- Jul 25, 2026
studio bed
sleeps 4
$2,500.00
$357.14/night
Jul 18, 2026
- Jul 25, 2026
2 bed
sleeps 9
$6,300.00
$900.00/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Westin Ka'anapali Ocean Resort Villas Your Renewing Retreat Awaits West Maui in July 2026 - Ocean Front
81,000 Vistana Westin Flex Points
studio bed
sleeps 4
$2,400.00
$342.86/night
Jul 19, 2026
- Jul 26, 2026
1 bed
sleeps 4
$1,250.00
$178.57/night
Jul 20, 2026
- Jul 27, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
Jul 20, 2026
- Jul 27, 2026
2 bed
sleeps 9
$6,300.00
$900.00/night
Jul 24, 2026
- Jul 31, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
Jul 25, 2026
- Aug 01, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
Jul 25, 2026
- Aug 01, 2026
2 bed
sleeps 8
$4,045.00
$577.86/night
Jul 25, 2026
- Aug 01, 2026
2 bed
sleeps 6
$1,350.00
$192.86/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Ocean View Studio with well-equipped compact kitchen.
Jul 25, 2026
- Aug 01, 2026
studio bed
sleeps 4
$2,200.00
$314.29/night
Jul 25, 2026
- Aug 01, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
For Rent
Hilton Vacation Club Ka'anapali Beach Club
Deluxe Ocean View - One Bedroom One or Two Weeks
Jul 25, 2026
- Aug 01, 2026
1 bed
sleeps 4
$2,200.00
$314.29/night
Jul 25, 2026
- Aug 01, 2026
2 bed
sleeps 9
$5,900.00
$842.86/night
Jul 25, 2026
- Aug 01, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
Jul 26, 2026
- Aug 02, 2026
studio bed
sleeps 4
$2,200.00
$314.29/night
Jul 26, 2026
- Aug 02, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
Jul 26, 2026
- Aug 02, 2026
3 bed
sleeps 8
$2,800.00
$400.00/night
Jul 27, 2026
- Aug 03, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
Jul 27, 2026
- Aug 03, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
Jul 27, 2026
- Aug 03, 2026
1 bed
sleeps 5
$3,400.00
$485.71/night
Aug 01, 2026
- Aug 08, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
Aug 01, 2026
- Aug 08, 2026
2 bed
sleeps 8
$4,200.00
$600.00/night
For Rent
Sands of Kahana
Wonderful Resort with all Amenities ( possible two week stay if locate other ad)
Aug 02, 2026
- Aug 09, 2026
3 bed
sleeps 8
$3,200.00
$457.14/night
Aug 02, 2026
- Aug 09, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
Aug 03, 2026
- Aug 10, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
Aug 03, 2026
- Aug 10, 2026
1 bed
sleeps 5
$3,400.00
$485.71/night
Aug 08, 2026
- Aug 15, 2026
1 bed
sleeps 4
$2,600.00
$371.43/night
Aug 08, 2026
- Aug 15, 2026
2 bed
sleeps 7
$4,900.00
$700.00/night
For Rent
Marriott Maui Ocean Club
Marriott Maui Ocean Club - 1b2b(4) Garden View AUG8-15, 2026 $2295 -Your Maui Paradise Awaits! Luxury Villas
Aug 08, 2026
- Aug 15, 2026
1 bed
sleeps 4
$2,295.00
$327.86/night
Aug 08, 2026
- Aug 15, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
Aug 08, 2026
- Aug 15, 2026
2 bed
sleeps 9
$4,590.00
$655.71/night
For Rent
Hyatt Vacation Club Ka'anapali Beach
SPEND A WEEK IN PARADISE! AUG 8-15, 2026 2b2b(8) OCEAN VIEW Luxury Hyatt Kaanapali Residence Club Villa - Perfect for Your Hawaiian Escape!
Aug 08, 2026
- Aug 15, 2026
2 bed
sleeps 8
$4,095.00
$585.00/night
Aug 09, 2026
- Aug 16, 2026
studio bed
sleeps 4
$2,500.00
$357.14/night
Aug 09, 2026
- Aug 16, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
Aug 10, 2026
- Aug 17, 2026
2 bed
sleeps 7
$4,800.00
$685.71/night
Aug 13, 2026
- Aug 20, 2026
3 bed
sleeps 9
$7,800.00
$1,114.29/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Oceanfront Center one bedroom unit with full kitchen, 8/15-8/22/2026
Aug 15, 2026
- Aug 22, 2026
1 bed
sleeps 4
$3,200.00
$457.14/night
Aug 15, 2026
- Aug 22, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
Aug 15, 2026
- Aug 22, 2026
2 bed
sleeps 9
$5,900.00
$842.86/night
Aug 15, 2026
- Aug 22, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
Aug 15, 2026
- Aug 22, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
For Rent
Marriott Maui Ocean Club - Lahaina and Napili Villas
SUMMER BREAK AUG15-22, 2026 1b1b (4) Garden/Island View - Luxury Villa - Marriott Maui Ocean Club Lahaina Villas - Perfect Escape!
Aug 15, 2026
- Aug 22, 2026
1 bed
sleeps 4
$2,795.00
$399.29/night
For Rent
Westin Ka'anapali Ocean Resort Villas North
REDUCED TO $3,999 !!! Island View = Garden View (this resort has NO parking lot views)
Aug 16, 2026
- Aug 23, 2026
2 bed
sleeps 9
$3,999.00
$571.29/night
Aug 17, 2026
- Aug 24, 2026
1 bed
$2,900.00
$414.29/night
Aug 18, 2026
- Aug 25, 2026
1 bed
sleeps 5
$3,400.00
$485.71/night
Aug 20, 2026
- Aug 27, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
Aug 21, 2026
- Aug 28, 2026
1 bed
sleeps 5
$3,400.00
$485.71/night
For Rent
Marriott Maui Ocean Club - Lahaina and Napili Villas
SUMMER BREAK in Maui! AUG21-28, 2026. Luxury Villa at Marriott Maui Ocean Club - Lahaina Napili Villas 1b1b OCEAN FRONT UNIT
Aug 21, 2026
- Aug 28, 2026
1 bed
sleeps 4
$3,249.00
$464.14/night
For Rent
Hyatt Vacation Club Ka'anapali Beach
LATE SUMMER MAUI PARADISE! Hyatt Kaanapali 2b2b(6) OV AUG22-29, 2026 Luxury Hyatt Kaanapali Residence Club Villa - Perfect for Your Hawaiian Escape!
Aug 22, 2026
- Aug 29, 2026
2 bed
sleeps 6
$4,495.00
$642.14/night
For Rent
Hyatt Vacation Club Ka'anapali Beach
2 bedroom Upper Floors Ocean View August 22 - 29, 2026
Aug 22, 2026
- Aug 29, 2026
2 bed
sleeps 6
$4,400.00
$628.57/night
Aug 23, 2026
- Aug 30, 2026
1 bed
sleeps 5
$3,400.00
$485.71/night
For Rent
Maui Schooner
Maui Schooner Kihei Maui Hawaii 1 br slps 4 Sept 4-11'26, $999 + approx $253 resort fees at check-in
Sep 04, 2026
- Sep 11, 2026
1 bed
sleeps 4
$999.00
$142.71/night
Sep 04, 2026
- Sep 11, 2026
1 bed
sleeps 4
$999.00
$142.71/night
Sep 05, 2026
- Sep 12, 2026
2 bed
sleeps 6
$1,600.00
$228.57/night
Sep 05, 2026
- Sep 12, 2026
studio bed
sleeps 4
$1,000.00
$142.86/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Westin Ka'anapali Ocean Resort Villas - 1 Bedroom King Ocean View *LABOR DAY WEEK*
Sep 05, 2026
- Sep 12, 2026
1 bed
sleeps 4
$2,800.00
$400.00/night
For Rent
Maui Schooner
Maui Schooner Kihei Maui Hawaii Sept 12-19'26, 2 br 2 bath, sleeps 6, $1099 + $253 approx resort fee
Sep 12, 2026
- Sep 19, 2026
2 bed
sleeps 6
$1,099.00
$157.00/night
Sep 16, 2026
- Sep 21, 2026
2 bed
sleeps 8
$3,500.00
$700.00/night
For Rent
Maui Schooner
**Maui Schooner Kihei Maui Hawaii Sept 19-26'26, 3 bedroom 2 bathrooms, $1299 + $253 approx resort fee
Sep 19, 2026
- Sep 26, 2026
3 bed
sleeps 8
$1,299.00
$185.57/night
Sep 19, 2026
- Sep 26, 2026
3 bed
sleeps 10
$9,990.00
$1,427.14/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Maui Hawaii Luxury Studio – Westin Ka'anapali Ocean Resort Villas | Sept. 27 – Oct. 4, 2026 | Beachfront Resort
Sep 27, 2026
- Oct 04, 2026
studio bed
sleeps 4
$2,795.00
$399.29/night
Oct 10, 2026
- Oct 17, 2026
studio bed
sleeps 4
$2,500.00
$357.14/night
Oct 11, 2026
- Oct 18, 2026
2 bed
sleeps 6
$1,800.00
$257.14/night
For Rent
Marriott Maui Ocean Club
Marriott Maui Ocean Club - 2b3b (8) Mountain View OCT16-23, 2026 $4095 -Your Maui Paradise Awaits! Luxury Villas - Perfect for Your Ka'anapali Beach Escape!
Oct 16, 2026
- Oct 23, 2026
2 bed
sleeps 8
$4,095.00
$585.00/night
Oct 17, 2026
- Oct 24, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
For Rent
Maui Schooner
***Maui Schooner Kihei Maui Hawaii Oct 18-25'26, 1 bedroom sleeps 4, $999 + $253 approx resort fee
Oct 18, 2026
- Oct 25, 2026
1 bed
sleeps 4
$999.00
$142.71/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Extra Large 1-Bedroom: Sleeps 5 - full kitchen - ocean view
Oct 24, 2026
- Oct 31, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
For Rent
Westin Ka'anapali Ocean Resort Villas
REDUCED PRICE! $2,499 - Sleeps 5 - full kitchen - ocean View
Oct 24, 2026
- Oct 31, 2026
1 bed
sleeps 5
$2,499.00
$357.00/night
For Rent
Maui Schooner
***Maui Schooner Kihei Maui Hawaii Sun Oct 25-Nov 1'26, 2 br 2 ba, slps 6, $1099 + $253 approx resort fee
Oct 25, 2026
- Nov 01, 2026
2 bed
sleeps 6
$1,099.00
$157.00/night
For Rent
Westin Ka'anapali Ocean Resort Villas
REDUCED PRICE: $2,499 - Sleeps 5 - Full Kitchen - Ocean View
Oct 29, 2026
- Nov 05, 2026
1 bed
sleeps 5
$2,499.00
$357.00/night
Oct 31, 2026
- Nov 07, 2026
studio bed
sleeps 4
$1,999.00
$285.57/night
Oct 31, 2026
- Nov 07, 2026
studio bed
sleeps 2
$2,200.00
$314.29/night
Nov 01, 2026
- Nov 08, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
For Rent
Maui Schooner
**Maui Schooner Kihei Maui Hawaii Sun Nov 1-8'26, 2 br 2 ba, slps 6 $1099 + $253 approx resort fee
Nov 01, 2026
- Nov 08, 2026
2 bed
sleeps 6
$1,099.00
$157.00/night
Nov 07, 2026
- Nov 12, 2026
2 bed
sleeps 8
$3,800.00
$760.00/night
For Rent
Westin Ka'anapali Ocean Resort Villas North
OCEAN VIEW, 2 BR/2BA, 11/20 - 11/27/26 Building 7 (Villas directly face the ocean)
Nov 20, 2026
- Nov 27, 2026
2 bed
sleeps 8
$5,100.00
$728.57/night
Nov 21, 2026
- Nov 28, 2026
studio bed
sleeps 4
$2,000.00
$285.71/night
For Rent
Hyatt Vacation Club Ka'anapali Beach
Thanksgiving week and Maui Invitational Basketball. 1 Bedroom Ocean View Upper Floors.
Nov 21, 2026
- Nov 28, 2026
1 bed
sleeps 4
$4,900.00
$700.00/night
Nov 22, 2026
- Nov 29, 2026
2 bed
sleeps 9
$4,800.00
$685.71/night
Nov 22, 2026
- Nov 29, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
Nov 22, 2026
- Nov 29, 2026
studio bed
sleeps 4
$2,200.00
$314.29/night
Nov 22, 2026
- Nov 29, 2026
1 bed
sleeps 5
$2,900.00
$414.29/night
For Rent
Westin Nanea Ocean Villas
CELEBRATE THANKSGIVING IN PARADISE! NOV 24 - DEC 1, 2026 3b3b (8) Ocean Front Luxury Villa
Nov 24, 2026
- Dec 01, 2026
3 bed
sleeps 8
$9,995.00
$1,427.86/night
Nov 29, 2026
- Dec 06, 2026
2 bed
sleeps 8
$4,499.00
$642.71/night
Dec 05, 2026
- Dec 12, 2026
2 bed
sleeps 6
$2,000.00
$285.71/night
For Rent
Marriott Maui Ocean Club - Lahaina and Napili Villas
Oceanfront Guest Room (studio) sleeps 4 (sunset views)
Dec 06, 2026
- Dec 13, 2026
studio bed
sleeps 4
$2,999.00
$428.43/night
For Rent
Marriott Maui Ocean Club
OCEANFRONT! - Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Dec 06, 2026
- Dec 13, 2026
2 bed
sleeps 8
$4,499.00
$642.71/night
Dec 12, 2026
- Dec 19, 2026
2 bed
sleeps 9
$5,100.00
$728.57/night
Dec 12, 2026
- Dec 19, 2026
2 bed
sleeps 9
$5,900.00
$842.86/night
For Rent
Marriott Maui Ocean Club
OCEANFRONT One Bedroom sleeps 4 Marriott Maui Ocean Club 12/13 - 12/20, 2026
Dec 13, 2026
- Dec 20, 2026
1 bed
sleeps 4
$3,499.00
$499.86/night
For Rent
Westin Nanea Ocean Villas
Christmas in Paradise - Fixed Villa #1306 Oceanview (both week (51) and (52) are available)
Dec 18, 2026
- Dec 25, 2026
2 bed
sleeps 6
$7,500.00
$1,071.43/night
For Rent
Westin Nanea Ocean Villas
CHRISTMAS PARADISE! BOOK EARLY RIGHT NOW - TEXT NOW - 2026 BOOKING UP FAST: 2b2b(6) Luxury Villas OCEAN FRONT RESORT FAMILY GETAWAY
Dec 18, 2026
- Dec 25, 2026
2 bed
sleeps 6
$6,789.00
$969.86/night
For Rent
Marriott Maui Ocean Club - Lahaina and Napili Villas
CELEBRATE CHRISTMAS and/or NEW YEAR in MAUI Marriott Maui Ocean Club - Lahaina Napili 2b2b(8) Ocean View Villas
Dec 19, 2026 - Jan 02, 2027
2 bed
sleeps 8
$12,995.00
$1,856.43/night
For Rent
Hilton Grand Vacations Club Maui Bay Villas
Christmas Week in Maui at Newest Resort $2,975 1BR
Dec 19, 2026
- Dec 26, 2026
1 bed
sleeps 4
$2,975.00
$425.00/night
For Rent
Westin Ka'anapali Ocean Resort Villas
CHRISTMAS WEEK! in Maui! Luxury Villa at Westin Kaanapali Ocean Resort Villas - Perfect Holiday Value!
Dec 19, 2026
- Dec 26, 2026
2 bed
sleeps 8
$5,995.00
$856.43/night
For Rent
Westin Ka'anapali Ocean Resort Villas
CHRISTMAS WEEK in Maui! Luxury Villa at Westin Kaanapali Ocean Resort Villas - Perfect Holiday Value!
Dec 19, 2026
- Dec 26, 2026
2 bed
sleeps 8
$5,495.00
$785.00/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Christmas in Maui Paradise! Luxury Ocean View Villa at Westin Kaanapali Ocean Resort Villas - Perfect Holiday Escape!
Dec 19, 2026
- Dec 26, 2026
2 bed
sleeps 8
$6,895.00
$985.00/night
For Rent
Marriott Maui Ocean Club
Ring in 2027 in Maui! Luxury Mountain View Villa at Marriott Maui Ocean Club - Perfect NYE Value!
Dec 19, 2026
- Dec 26, 2026
2 bed
sleeps 9
$7,495.00
$1,070.71/night
For Rent
Maui Banyan Vacation Club
Christmas in Maui - 2 Bed 2 Bath sleeps 6 - 2 queens and 1 pull out sofa
Dec 20, 2026
- Dec 27, 2026
2 bed
sleeps 6
$3,000.00
$428.57/night
For Rent
Maui Schooner
Christmas week Maui Schooner Kihei Maui Hawaii 2 br slps 6 Dec 20-27'26, $1299 + approx $253 resort fees at check-in
Dec 20, 2026
- Dec 27, 2026
2 bed
sleeps 6
$1,299.00
$185.57/night
For Rent
Westin Ka'anapali Ocean Resort Villas
CHRISTMAS WEEK! 2026 JUST IN EARLY BIRD SPECIAL! Maui Paradise! Luxury OCEAN VIEW Villa at Westin Kaanapali - Perfect Holiday Escape!
Dec 20, 2026
- Dec 27, 2026
2 bed
sleeps 8
$6,495.00
$927.86/night
Dec 20, 2026
- Dec 27, 2026
2 bed
sleeps 6
$10,000.00
$1,428.57/night
For Rent
Marriott Maui Ocean Club
Christmas in Maui! DEC20-27, 2026 2b3b(8) Luxury Garden View Villa at Marriott Maui Ocean Club - Perfect Holiday Value!
Dec 20, 2026
- Dec 27, 2026
2 bed
sleeps 9
$5,995.00
$856.43/night
For Rent
Marriott Maui Ocean Club - Lahaina and Napili Villas
Christmas in Maui Paradise! Luxury Ocean View Villa at Marriott Maui Ocean Club - Perfect Holiday Escape!
Dec 20, 2026
- Dec 27, 2026
2 bed
sleeps 8
$7,359.00
$1,051.29/night
For Rent
Westin Nanea Ocean Villas
Christmas & New Year's in Paradise - Fixed Villa #1306 Oceanview (both week (51) and (52) are available)
Dec 25, 2026
- Jan 01, 2027
2 bed
sleeps 6
$7,500.00
$1,071.43/night
For Rent
Westin Nanea Ocean Villas
NEW YEARS IN PARADISE! BOOK EARLY RIGHT NOW - TEXT NOW - 2026 BOOKING UP FAST: 2b2b(6) Luxury Villas OCEAN FRONT RESORT FAMILY GETAWAY
Dec 25, 2026
- Jan 01, 2027
2 bed
sleeps 6
$9,495.00
$1,356.43/night
Dec 26, 2026
- Jan 02, 2027
2 bed
sleeps 9
$7,100.00
$1,014.29/night
For Rent
Westin Ka'anapali Ocean Resort Villas
New Years Family Fun in Paradise! Start the New Year off Refreshed Now! Memories of a Lifetime!
Dec 26, 2026
- Jan 02, 2027
2 bed
sleeps 8
$7,995.00
$1,142.14/night
Dec 26, 2026
- Jan 02, 2027
1 bed
sleeps 4
$4,300.00
$614.29/night
For Rent
Maui Schooner
New Year's week Maui Schooner Kihei Maui Hawaii 2 br slps 6 Dec 27 - January 3'27, $1299 + approx $253 resort fees at check-in
Dec 27, 2026
- Jan 03, 2027
2 bed
sleeps 6
$1,299.00
$185.57/night
For Rent
Marriott Maui Ocean Club
DEC27-JAN3 *Ring in 2027 in Maui Paradise! Luxury OCEAN FRONT Villa at Marriott Maui Ocean Club - Ultimate NYE Escape!
Dec 27, 2026
- Jan 03, 2027
2 bed
sleeps 9
$8,995.00
$1,285.00/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Ocean View Studio with well-equipped kitchenette - everything except an oven
Jan 01, 2027
- Jan 08, 2027
studio bed
sleeps 4
$2,300.00
$328.57/night
Jan 02, 2027
- Jan 09, 2027
2 bed
sleeps 9
$6,100.00
$871.43/night
For Rent
Sands of Kahana
START YOUR 2027 WITH A RELAXING HAWAII WEEK - $2895 2b2b (6) Ocean View Villa at Sands of Kahana
Jan 02, 2027
- Jan 09, 2027
2 bed
sleeps 6
$2,895.00
$413.57/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Oceanfront Center studio unit, washer/dryer, cooktop, full-sized refrigerator, dishwasher
Jan 02, 2027
- Jan 09, 2027
studio bed
sleeps 4
$3,200.00
$457.14/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Extra-Large 1 Bdm. - 2 consecutive weeks available in this villa
Jan 02, 2027
- Jan 09, 2027
1 bed
sleeps 5
$3,000.00
$428.57/night
Jan 02, 2027
- Jan 09, 2027
2 bed
sleeps 9
$5,300.00
$757.14/night
Jan 03, 2027
- Jan 10, 2027
1 bed
sleeps 5
$3,000.00
$428.57/night
Jan 03, 2027 - Dec 12, 2027
2 bed
sleeps 8
$4,550.00
$650.00/night
Jan 03, 2027
- Jan 10, 2027
studio bed
sleeps 4
$2,520.00
$360.00/night
Jan 03, 2027
- Jan 10, 2027
studio bed
sleeps 4
$3,080.00
$440.00/night
Jan 03, 2027 - Dec 12, 2027
2 bed
sleeps 4
$4,500.00
$642.86/night
Jan 03, 2027 - Dec 12, 2027
1 bed
sleeps 4
$2,700.00
$385.71/night
Jan 06, 2027
- Jan 13, 2027
1 bed
sleeps 4
$1,800.00
$257.14/night
Jan 08, 2027 - Dec 18, 2027
2 bed
sleeps 8
$4,950.00
$707.14/night
Jan 08, 2027 - Dec 19, 2027
studio bed
sleeps 4
$2,395.04
$342.15/night
Jan 08, 2027 - Dec 19, 2027
1 bed
sleeps 4
$3,495.00
$499.29/night
Jan 08, 2027 - Dec 19, 2027
studio bed
sleeps 4
$2,495.00
$356.43/night
Jan 08, 2027 - Dec 19, 2027
1 bed
sleeps 4
$3,495.00
$499.29/night
Jan 08, 2027 - Dec 19, 2027
2 bed
sleeps 8
$5,395.00
$770.71/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Extra-Large 1-Bedroom - 2 consecutive weeks available
Jan 09, 2027
- Jan 16, 2027
1 bed
sleeps 5
$3,000.00
$428.57/night
Jan 17, 2027
- Jan 24, 2027
1 bed
sleeps 4
$3,900.00
$557.14/night
For Rent
Maui Beach Vacation Club
Maui Beach Vacation Club, Kihei Maui, Sat January 17-24'27; 2 bedrooms sleeps 6; $2199 by the beach! Enjoy the warm Hawaiian water and whales! No resort fees
Jan 17, 2027
- Jan 24, 2027
2 bed
sleeps 6
$2,199.00
$314.14/night
Jan 23, 2027
- Jan 30, 2027
studio bed
sleeps 4
$2,300.00
$328.57/night
Jan 23, 2027
- Jan 30, 2027
1 bed
sleeps 5
$3,500.00
$500.00/night
Jan 24, 2027
- Jan 31, 2027
1 bed
sleeps 4
$3,900.00
$557.14/night
Jan 27, 2027
- Feb 03, 2027
2 bed
sleeps 7
$2,100.00
$300.00/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Oceanfront Center studio unit, washer/dryer, cooktop, full-sized refrigerator, dishwasher
Jan 30, 2027
- Feb 06, 2027
studio bed
sleeps 4
$3,200.00
$457.14/night
Jan 30, 2027
- Feb 06, 2027
studio bed
sleeps 4
$2,600.00
$371.43/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Oceanfront Center one bedroom unit with full kitchen, 2/14-2/21/2027
Jan 31, 2027
- Feb 07, 2027
1 bed
sleeps 4
$4,700.00
$671.43/night
For Rent
Kahana Beach Resort
Kahana Beach January 31'27-Feb 7'27, studio sleeps 4 $1899 best views over ocean! Whales, spinner dolphins, flying fish, monk seals, turtles
Jan 31, 2027
- Feb 07, 2027
studio bed
sleeps 4
$1,899.00
$271.29/night
Feb 06, 2027
- Feb 13, 2027
2 bed
sleeps 9
$6,100.00
$871.43/night
Feb 12, 2027
- Feb 19, 2027
1 bed
sleeps 5
$3,000.00
$428.57/night
Feb 13, 2027
- Feb 20, 2027
1 bed
sleeps 5
$3,000.00
$428.57/night
Feb 13, 2027
- Feb 20, 2027
1 bed
sleeps 4
$3,500.00
$500.00/night
Feb 13, 2027 - Mar 20, 2027
1 bed
sleeps 4
$1,750.00
$250.00/night
For Rent
Marriott Maui Ocean Club
Marriott Maui Ocean Club - 1BR Oceanfront - Feb 13th 2027 (check-in) -> Feb 20th 2027 (check-out) *RENTAL*
Feb 13, 2027
- Feb 20, 2027
1 bed
sleeps 4
$5,500.00
$785.71/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Oceanfront Center studio unit, washer/dryer, cooktop, full-sized refrigerator, dishwasher
Feb 14, 2027
- Feb 21, 2027
studio bed
sleeps 4
$3,200.00
$457.14/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Oceanfront Center one bedroom unit with full kitchen, 2/14-2/21/2027
Feb 14, 2027
- Feb 21, 2027
1 bed
sleeps 4
$4,700.00
$671.43/night
Feb 20, 2027
- Feb 27, 2027
1 bed
sleeps 5
$3,000.00
$428.57/night
Feb 27, 2027
- Mar 06, 2027
1 bed
sleeps 5
$3,000.00
$428.57/night
Mar 06, 2027
- Mar 13, 2027
2 bed
sleeps 9
$5,000.00
$714.29/night
Mar 06, 2027
- Mar 13, 2027
1 bed
sleeps 5
$3,000.00
$428.57/night
Mar 07, 2027
- Mar 14, 2027
2 bed
sleeps 9
$6,100.00
$871.43/night
For Rent
Westin Nanea Ocean Villas
3bedroom OceanFront, Sleeps 8. Tuesday March 9 - 17, 2027 - 8 Nights!
Mar 09, 2027
- Mar 16, 2027
3 bed
sleeps 8
$9,999.00
$1,428.43/night
Mar 13, 2027
- Mar 20, 2027
2 bed
sleeps 9
$6,100.00
$871.43/night
Mar 13, 2027
- Mar 20, 2027
2 bed
sleeps 9
$5,000.00
$714.29/night
Mar 13, 2027
- Mar 20, 2027
2 bed
sleeps 9
$6,500.00
$928.57/night
For Rent
Westin Ka'anapali Ocean Resort Villas North
SPRING BREAK, WHALE watching season, OCEAN VIEW, 2 BR/2BA, 11/20 - 11/27/26 Building 7 (Villas directly face the ocean)
Mar 13, 2027
- Mar 20, 2027
2 bed
sleeps 8
$5,500.00
$785.71/night
For Rent
Westin Ka'anapali Ocean Resort Villas
Saturday 03/20/2027 - Saturday 03/27/2027, 1 Bedroom, 1 Bathroom, Sleeps 4
Mar 20, 2027
- Mar 27, 2027
1 bed
sleeps 4
$3,900.00
$557.14/night
For Rent
Westin Ka'anapali Ocean Resort Villas North
Saturday 03/20/2027 - Saturday 03/27/2027, 2 Bedroom, 2 Bathroom, Sleeps 8
Mar 20, 2027
- Mar 27, 2027
2 bed
sleeps 8
$5,000.00
$714.29/night
For Rent
Marriott Maui Ocean Club
Marriott Maui Ocean Club - 1BR Ocean Front - March 21st 2027 (check-in) -> March 28th 2027 (check-out) *RENTAL*
Mar 21, 2027
- Mar 28, 2027
1 bed
sleeps 4
$5,250.00
$750.00/night
Mar 27, 2027
- Apr 03, 2027
2 bed
sleeps 9
$5,300.00
$757.14/night
Mar 27, 2027
- Apr 03, 2027
2 bed
sleeps 9
$6,100.00
$871.43/night
Mar 27, 2027
- Apr 03, 2027
2 bed
sleeps 9
$6,500.00
$928.57/night
Mar 28, 2027
- Apr 04, 2027
2 bed
sleeps 9
$5,300.00
$757.14/night
Apr 03, 2027
- Apr 10, 2027
2 bed
sleeps 9
$6,100.00
$871.43/night
Apr 10, 2027
- Apr 17, 2027
2 bed
sleeps 9
$5,300.00
$757.14/night
May 19, 2027 - May 29, 2027
1 bed
sleeps 4
$3,800.00
$542.86/night
For Rent
Hyatt Vacation Club Ka'anapali Beach
New Years Maui Paradise Awaits! Luxury Villa 2b2b(6) OCEAN VIEW - Perfect for Your Hawaiian Escape!
Dec 26, 2027
- Jan 02, 2028
2 bed
sleeps 6
$9,695.00
$1,385.00/night