Oceanfront Turtle Cove Maui Pole House Estate image 2
Oceanfront Turtle Cove Maui Pole House Estate image 3
Oceanfront Turtle Cove Maui Pole House Estate image 1
Room for the entire family to enjoy intimate outdoor dining with literally one of the Very Best oceanviews in all of Maui.
Panoramic "Wow" views great you the moment you walk in the front door.

Oceanfront Turtle Cove Maui Home - 5BR, 4BA, A/C

5 bedrooms·4 baths
Lahaina • Hawaii
4.78(148 reviews)

$5,955.00 USD total for 3 nights

Sep 27 – 30, 2026

Amazing Sunsets Oceanfront Views - Maui, Hawaii
Amazing Sunsets Oceanfront Views - Maui, Hawaii
Amazing Sunsets Oceanfront Views - Maui, Hawaii
Amazing Sunsets Oceanfront Views - Maui, Hawaii
Amazing Sunsets Oceanfront Views - Maui, Hawaii

Amazing Sunsets Oceanfront Views - Maui, Hawaii

1 bedroom·1 bath
Napili-Honokowai • Hawaii
4.81(194 reviews)

$832.86 USD total for 3 nights

Oct 3 – 6, 2026

KAUAI | OCEANVIEW PENTHOUSE ON POIPU BEACH | A/C
KAUAI | OCEANVIEW PENTHOUSE ON POIPU BEACH | A/C
KAUAI | OCEANVIEW PENTHOUSE ON POIPU BEACH | A/C
KAUAI | OCEANVIEW PENTHOUSE ON POIPU BEACH | A/C
KAUAI | OCEANVIEW PENTHOUSE ON POIPU BEACH | A/C

KAUAI | OCEANVIEW PENTHOUSE ON POIPU BEACH | A/C

1 bedroom·1 bath
Koloa • Hawaii
4.75(8 reviews)

$1,255.52 USD total for 3 nights

Oct 26 – 29, 2026

KAUAI | PARADISE GARDEN VIEW | STEPS FROM BEACH!
KAUAI | PARADISE GARDEN VIEW | STEPS FROM BEACH!
KAUAI | PARADISE GARDEN VIEW | STEPS FROM BEACH!
KAUAI | PARADISE GARDEN VIEW | STEPS FROM BEACH!
KAUAI | PARADISE GARDEN VIEW | STEPS FROM BEACH!

KAUAI | PARADISE GARDEN VIEW | STEPS FROM BEACH!

1 bedroom·1 bath
Koloa • Hawaii
4.86(29 reviews)

$1,241.36 USD total for 3 nights

Oct 29 – Nov 1, 2026

A beach view right from the living room!
A picture-perfect setting for your morning coffee! We are facing East so you will see some amazing sunrises.
Custom made Hawaiian furniture.
Another view of the living and dining area. Hallway to the right leads to the bedrooms and bathrooms.
Spacious kitchen and dining area for you to enjoy.

Exquisite Oceanfront home, 4Bed/2B, Sleeps 8, A/C

4 bedrooms·2 baths
Kapaa • Hawaii
4.85(13 reviews)

$4,124.10 USD total for 4 nights

Sep 21 – 25, 2026

Mahana 919
Mahana 919
photo shows added ceiling fan
Mahana 919
Mahana 919

Mahana 919

2 bedrooms·2 baths
Lahaina • Hawaii
5(193 reviews)

$5,668.40 USD total for 5 nights

Oct 1 – 6, 2026

Kona Paradise with Oceanfront views!
Ocean View from Pool Patio
Front Entrance to condo
Kitchen/Living Open Floor plan
Kitchen Bar or table seating

Kona Paradise with Oceanfront views!

2 bedrooms·2 baths
Kailua-Kona • Hawaii
4.8(166 reviews)

$1,589.30 USD total for 5 nights

Sep 27 – Oct 2, 2026

Our beautiful beach in Kahana Bay.
Check out our Summer Discounts and Fantastic Views image 4
Check out our Summer Discounts and Fantastic Views image 5
Check out our Summer Discounts and Fantastic Views image 6
Enjoy resting on the lounges with direct ocean views and refreshing breezes.

Amazing Direct Ocean Views!!

1 bedroom·1 bath
Lahaina • Hawaii
4.95(128 reviews)

$833.75 USD total for 3 nights

Sep 30 – Oct 3, 2026

Freshly painted with an amazing ocean view from lanai!
Ocean View from Lanai
One of the closest condos to the beach! Just a 3 min stroll down the greenbelt.
Family Room
King size bed, new furniture, completely updated!

1BR/1BA Ocean View Suite! 3 Minute Walk To Poipu Beach!

1 bedroom·1 bath
Koloa • Hawaii
4.94(198 reviews)

$1,465.99 USD total for 4 nights

Sep 21 – 25, 2026

Toast to your Maui vacation!
Oceanview Lanai, Pool, Hot Tub, Across the Beach image 2
Oceanview Lanai, Pool, Hot Tub, Across the Beach image 1
Oceanview Lanai, Pool, Hot Tub, Across the Beach image 4
Wake up with the ocean views and morning sunshine greeting you "Aloha Kakahiaka" (Good Morning)

Maui Magic: Views, Pool, Hot Tub, Beach ✨

2 bedrooms·2 baths
Lahaina • Hawaii
4.92(142 reviews)

$1,717.45 USD total for 3 nights

Sep 21 – 24, 2026

Moring on the Lanai
Front Room looking towards the Kitchen.
Kahana Reef from the Sea
Annie's Surf Shack, Kahana Reef
Kitchen look towards the Front Room

Annie's Surf Shack, Kahana Reef

1 bedroom·1 bath
Lahaina • Hawaii
4.97(34 reviews)

$1,054.70 USD total for 3 nights

Sep 23 – 26, 2026

Private oceanfront lanai with plenty of seating and lounging options.
Ocean view master bedroom with king bed, ensuite bathroom, and walk in closet for plenty of storage. The Shoji doors can close completely for privacy.
Cozy seating on the spacious lanai.
Spacious living room with comfy seating and ocean views.
Lounge back, relax, and watch the waves.

Kona Nalu #303

2 bedrooms·2 baths
Kailua-Kona • Hawaii
5(73 reviews)

$2,408.23 USD total for 3 nights

Oct 13 – 16, 2026

Kauai Beachfront Resort. Epic Ocean Views.
Kauai Beachfront Resort. Epic Ocean Views.
Kauai Beachfront Resort. Epic Ocean Views.
Kauai Beachfront Resort. Epic Ocean Views.
Kauai Beachfront Resort. Epic Ocean Views.

Kauai Beachfront Resort. Epic Ocean Views.

1 bedroom·1 bath
Lihue • Hawaii
4.86(77 reviews)

$1,047.78 USD total for 3 nights

Oct 16 – 19, 2026

Kauai. 5 Resort Rooms Sleeps 15. Beachfront Resort
Kauai. 5 Resort Rooms Sleeps 15. Beachfront Resort
Kauai. 5 Resort Rooms Sleeps 15. Beachfront Resort
Kauai. 5 Resort Rooms Sleeps 15. Beachfront Resort
Kauai. 5 Resort Rooms Sleeps 15. Beachfront Resort

Kauai. 5 Resort Rooms Sleeps 15. Beachfront Resort

5 bedrooms·5 baths
Lihue • Hawaii

$5,370.01 USD total for 3 nights

Oct 26 – 29, 2026

Living Room with Bay View
Ocean Front Lanai
Super Clean-Ocean Front-Designer Home
Super Clean-Ocean Front-Designer Home
Super Clean-Ocean Front-Designer Home

Super Clean-Ocean Front-Designer Home

2 bedrooms·2 baths
Kailua-Kona • Hawaii
5(9 reviews)

$1,363.46 USD total for 3 nights

Sep 29 – Oct 2, 2026

Dine with the Best Views
View from the Bar
Nothing but Ocean!
Front Lanai
Front Lanai with BBQ

Oceanfront Maui Penthouse

3 bedrooms·3 baths
Wailea-Makena • Hawaii
5(106 reviews)

$8,512.71 USD total for 5 nights

Dec 11 – 16, 2026

The evening view from the table on your lanai. So relaxing at the end of the day!
LARGE lanai to enjoy watching the golfers go by on the Kona Country Club 8th green.
Ocean view from one floor above - very close!
Relax and unwind at the end of the day.
Chef’s kitchen - spacious and open! Recently remodeled with new cabinetry and high-end appliances, including a zero-clearance refrigerator.

RELAX at The Salty Mermaid in Hawaiian paradise.

2 bedrooms·2 baths
Kailua-Kona • Hawaii
5(80 reviews)

$1,908.76 USD total for 5 nights

Nov 1 – 6, 2026

Kauai. 3 Hotel Rooms Sleeps 11. Beachfront Resort
Kauai. 3 Hotel Rooms Sleeps 11. Beachfront Resort
Kauai. 3 Hotel Rooms Sleeps 11. Beachfront Resort
Kauai. 3 Hotel Rooms Sleeps 11. Beachfront Resort
Kauai. 3 Hotel Rooms Sleeps 11. Beachfront Resort

Kauai. 3 Hotel Rooms Sleeps 11. Beachfront Resort

3 bedrooms·3 baths
Lihue • Hawaii
4.86(59 reviews)

$3,227.29 USD total for 3 nights

Oct 26 – 29, 2026

Ocean & Marina View Suite
Ocean & Marina View Suite
Ocean & Marina View Suite
Ocean & Marina View Suite
Ocean & Marina View Suite

Ocean & Marina View Suite

1 bedroom·1 bath
Honolulu • Hawaii
5(3 reviews)

$808.95 USD total for 3 nights

Sep 29 – Oct 2, 2026

Aloha Kona Condos 1604
Aloha Kona Condos 1604
Aloha Kona Condos 1604
Aloha Kona Condos 1604
Sunlit coastal lounge with ocean-view lanai, AC, and comfy seating

Aloha Kona Condos 1604

1 bedroom·2 baths
Kailua-Kona • Hawaii
5(7 reviews)

$2,067.60 USD total for 3 nights

Oct 4 – 7, 2026

Extra-large lanai. 2 loungers, tall bistro, extra table and chairs. So relaxing.
From our lanai, we can watch turtles feed and see whales in winter.
Enjoy your coffee while the sun comes up. Then snorkel below and next door.
An ancient lava flow, Perfect reef/habitat for surfing, corals, fish & turtles.
Floor to ceiling windows, bamboo floor, stainless appliances, recliners, pullout

Kauai Oceanfront, Poipu 'Jewel on the Sea', AC, swimmable beaches, Kuhio Shores

1 bedroom·1 bath
Koloa • Hawaii
4.88(129 reviews)

$1,857.87 USD total for 4 nights

Sep 21 – 25, 2026

Private townhouse near Hawaii’s best beaches image 1
Private entrance. Parking spot right next to front door.
Welcome!
Private townhouse near Hawaii’s best beaches image 4
Private townhouse near Hawaii’s best beaches image 5

Private townhouse near Hawaii’s best beaches

2 bedrooms·2 baths
Waikoloa Village • Hawaii
5(82 reviews)

$1,229.37 USD total for 3 nights

Sep 20 – 23, 2026

Oceanfront Maui views and rainbows from Hale Kai O Kihei in beautiful South Kihei.
Oceanfront lawn, swaying palms and the Pacific Ocean — paradise right outside your door at Hale Kai O Kihei.
Spectacular South Kihei sunset from the oceanfront property at Hale Kai O Kihei — Maui evenings don’t get much better than this.
Beachfront living at Hale Kai O Kihei — the oceanfront lawn meets the sandy shoreline right here in South Kihei.
Oceanfront pool at Hale Kai O Kihei, with swaying palms, lush lawn and the Pacific Ocean just beyond.

Kihei Beach Stay - Oceanfront South Kihei Condo

1 bedroom·1 bath
Kihei • Hawaii
4.75(4 reviews)

$936.52 USD $862.29 USD total for 3 nights

Sep 21 – 24, 2026

MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126
MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126
MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126
MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126
MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126

MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126

1 bedroom·1 bath
Lihue • Hawaii
4.72(29 reviews)

$1,264.55 USD total for 3 nights

Oct 11 – 14, 2026