Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
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Beautiful Waikoloa Beach 3 BR Villa - Starting at 179/Night

Reviews (75)

Our villa is furnished in a casual tropical island theme, with authentic Tommy Bahama furniture and new wide plank flooring in the living and dining areas. This 3 bedroom villa is ideally located, just steps away from the pool. Our Hawaiian style townhouse is very...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waikoloa, Hawaii

Work Remotely at this Garden View Condo | Pono Kai Resort | PK-H207

Reviews (19)

Holiday Special!  Discounted Rates for December and January!!Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Relaxing...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 KapaÊ»a, Hawaii

Oceanfront Oasis with Stunning Sunset View, Shared Pool, and Free WiFi

Reviews (26)

Hololani A502Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get ready to be spoiled the moment you step foot inside this fantastic condo! Everything from the sweeping ocean views to...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

KUL414 - W Maui Beach Front, Fab Ocean View Remodeled Condo in Quiet Resort

Reviews (36)

** Summer 2025 Discounted Rates - Book Now! **Highly upgraded, unit #414 has features like beautiful travertine tile floors and quality furnishings, only matched by the outstanding view of beach, ocean and outer islands. This second floor one bed, one bath vacation home...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Ocean view condo just steps to miles of beach

Reviews (29)

Welcome to Hono Kai A7, an oceanfront ground-floor, 1-bedroom 1-bath condo where you will be immersed in tropical views and soothed by the sound of the waves. Unit A7 can accommodate up to 4 guests. The master bedroom features a king-size bed in the bedroom and a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Oceanview Condo in Hana-Let the ocean lull you to sleep

Reviews (122)

Kaumaka, which means "beloved" in Hawaiian, offers a four-star experience plus a spectacular oceanview at the beachfront Hana-Kai resort. Outstanding ground floor location means no stairs! Hear the pebbles dashing the shores of Kapueokahi Beach from the bed or while...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Hana, Hawaii

Oceanfront Resort with beautiful grounds

Reviews (35)

Experience authentic Hawaii at one of this area's first resort properties. Mature tropical fruit trees and the Pacific Ocean, with the islands of Molokai and Lanai in the background, will create the perfect Maui experience from this oceanfront resort! Relax on your...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Lahaina, Hawaii

King size bed! On the ocean front property

Reviews (31)

New custom renovations just competed, perfect for a family of 4 or two couples. No uncomfortable pull-out couch, this has the fold down queen wall bed. New custom built in bench for dining, new tile on the outdoor lanai deck. Picture yourself on the ocean front in sunny...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Tropical Haena Getaway Just Steps to Beach!

Reviews (20)

Welcome to Hale o' Mahina at Ha‘ena – “The House of the Moon”Experience the magic of Kauai’s North Shore at this beautifully upgraded home, featuring koa wood and bamboo accents, vaulted ceilings, and breathtaking ocean and mountain views. Nestled on a quiet street just...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Haena, Hawaii

Kapalua Golf Villa 21T1: Ocean Views, Spacious Lanai & 1bd/2ba Hawaiian Retreat

Reviews (15)

Welcome to Kapalua Golf Villa 21T1 offering stunning ocean views! This 1-bedroom/2-bath villa is the perfect Hawaiian retreat! With a spacious lanai, spend your days relaxing and gazing at the beautiful Maui waters.As you enter, you will immediately be drawn to the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lahaina, Hawaii

Brand New Remodel/ 2 Bedroom/ 2 bathroom /steps from the beach. Free WIFI

Reviews (20)

Enjoy Paradise at an affordable price in our completely remodeled condo.This two bedroom two bath condo comfortably sleeps four. With a queen size bed with TV and ceiling fan in the mater bedroom and two twin beds in the second bedroom. Our condo is furnished with all...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Ocean-view condo with pool, hot tub, lanai & tropical decor - near dining/shops

Reviews (36)

A Little Aloha Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy A Little Aloha at this fabulously updated condo, one of the larger vacation rentals in fun downtown Kailua-Kona!...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Wailea Ekahi Village 50E - Relaxing Ocean and Mountain Views

Reviews (18)

Welcome to Wailea Ekahi 50E, our deluxe condo for two. We are on the 2nd (top) floor with beautiful ocean and garden views and wonderful tropical breezes. In addition, there are ceiling fans throughout the unit.The large living room-dining room is beautifully furnished...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Kihei, Hawaii

Hale Makai ~ Gold Coast Comfort - Kuilima Estates West

Reviews (22)

Welcome to Hale Makai ~ Gold Coast Comfort, your idyllic retreat nestled in the heart of Kahuku, Hawaii. This charming 2-bedroom, 2-full bathroom, and 1-half bathroom vacation rental offers a perfect blend of comfort and style, accommodating up to 4 guests. Step inside...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahuku, Hawaii

Beautiful Waikoloa Beach Villa - Spring Dates on Sale!

Reviews (77)

Our villa is furnished in a casual tropical island theme with hardwood floors throughout. It is ideally located, just steps away from the pool. Our Hawaiian style townhouse is an end unit with windows on all four sides, 17-ft high living room ceilings and no one above...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa Beach, Hawaii

Top-floor condo with ocean-view balcony, central AC, washer/dryer, & shared pool

Reviews (38)

Pacific Shores A402Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tucked amid the mountains and ocean waters, this top-floor condo boasts beautiful views on either side of its...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Ke Nani Kai Unit 156- More Molokai

Reviews (56)

Enjoy the tranquility of Molokai with modern-day luxuries and all the comforts of home If the quiet solitude of Molokai has left you wanting more, then look no further... This 2-bedroom/2- bath condo has been fully renovated to give you the vacation of your dreams....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Maunaloa, Hawaii

Kapaa Shore Resort A305, Oceanfront, Near Shops, Restaurants & Beaches

Reviews (73)

Kapaa Shore Resort A305 – Oceanfront Kauai Condo with Stunning ViewsEscape to the beauty of Kauai’s Coconut Coast at Kapaa Shore Resort A305, a newly updated oceanfront condo offering breathtaking views and luxurious Hawaiian living. Located on the top (3rd) floor...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kapaa, Hawaii

Relaxing Ocean View Condo in Kauai | Pono Kai Resort | PK-E102

Reviews (10)

Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Experience the beauty of Kauai in this charming 2 bedroom, 2 bathroom...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KapaÊ»a, Hawaii

Hanalei Bay Resort Ocean Front Unobstructed Bali Hai View!

Reviews (179)

Hanalei Bay Resort is a 5 Star Resort and is widely regarded as one of the nicest places to stay on Kauai. 8232 is ideally situated on the 'point' of this 22 acre Resort giving you spectacular views! This 1 bedroom suite w/loft has some of the best views in all of...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 princeville, Hawaii

Kihei Akahi Condo w/ Shared Grill, Free WiFi-Beaches and Beyond

Reviews (7)

Kihei Akahi C307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

City & Mountain Views Cozy Condo with Free Parking by the Beach & Restaurants

Reviews (78)

Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.NOTE: Monthly water shut off for the entire building will be the 1st Wednesday of every month. Hours of the water shut off will be at the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Islander on the Beach 232: Beach Resort Room w/ View, AC & Kitchenette

Reviews (9)

Wake up to the sound of lapping waves at Islander on the Beach #232, an inviting oceanfront studio perched along the sun-kissed Coconut Coast of Kaua‘i. This second-floor hideaway captures glowing east-facing sunrises, breezy palms, and footsteps-to-the-shore access,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapa'a, Hawaii

Oceanfront w/Sunset Views Condo at the Colony Surf Full Kitchen and Parking

Reviews (5)

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Colony Surf is located at 2895 Kalakaua Ave.This fully furnished Colony Surf studio accommodates 2 and is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Hale Kai O Kihei Condo w/ Free WiFi, Shared W/D-Near Everything

Reviews (31)

Hale Kai O Kihei 106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Charming & Affordable Couple's Retreat w/ Ocean Views from Every Room

Reviews (49)

Sealodge E8 offers the perfect blend of classic island charm with modern touches! This intimate and inviting condo features a queen bed, as well as a twin-sized punee (Hawaiian day bed) in the living room that's perfect for sleeping a child if you're a small family. The...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Princeville, Hawaii

Unbeatable Ocean Front Condo | Pono Kai Resort | PK-C302

Reviews (11)

Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Unbeatable Oceanfront Condo – Your Perfect Paradise Getaway!Welcome to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapa'a, Hawaii

@ Marbella Lane - 3BR w/ amazing MT & Ocean Vistas

Reviews (10)

Summary:Make your stay memorable in this stylishly designed 3-bedroom home, situated in a gated community in the heart of the Makaha Valley. This comfy home is graciously appointed at the foot of the Wai‘anae Mountain Range feasting you with the marvelous ocean and...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waianae, Hawaii

OUTSTANDING Main Floor Condo - STEP directly onto the BEACH!!

Reviews (73)

WELCOME to the Makaha Beach Cabanas located on the northwest shores of Oahu! Our condo is on the Main Floor. No need to even use an elevator - step off our Lanai directly on the Beach! It really doesn't get better than this! Far from the hustle and bustle, we're in the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waianae, Hawaii

★ Beautiful house on Ali'i Drive, walk to “MAGIC SAND BEACH”★🐬

Reviews (11)

Beautiful private home close to MAGIC SANDS beach! FABULOUS ALI'I DRIVE LOCATION! GREAT OCEAN VIEWS! WALKING DISTANCE TO MAGIC SAND BEACH! If you are looking for a home away from home for some family fun and beach time, this is your place! Panoramic ocean views, quiet...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kailua-Kona, Hawaii

Country Club Villas 242 - Ocean & Golf Course Views

Reviews (23)

Enjoy panoramic coastline views and year-round sunsets from our wonderful two bedroom, two bath, bright, airy and tropically furnished corner condo overlooking the 17th fairway of Kona Country Club's Ocean Golf Course. An impeccably maintained golf courses surrounding...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KAILUA KONA, Hawaii

Oceanfront Villa at Alii Point - AC & Private Pool

Reviews (43)

Wake up to the sound of ocean waves and watch the sunset from your private lanai at this stunning oceanfront home in Alii Point, an exclusive gated community of just 16 residences. Set among lush tropical gardens and lava rock walls, this luxurious retreat offers...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Polo Beach Club 305, you will be drawn to the breathtaking views from lanai.

Reviews (39)

Polo Beach 305, with Spectacular Ocean Front Views! Located in the highly sought after beachfront stack. Take in an unforgettable sunset or views of Kaho'olawe, Molokini, and The West Maui Mountains!As you enter Polo Beach Club 305, you will be drawn to the breathtaking...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Hawaii

KS 819 Spacious Kaanapali Shores Condo w Ocean Views AC Pools

Reviews (55)

Kaanapali Shores 819 Spacious 1Bedroom Kaanapali Shores with Ocean Views & Central AC KAANAPALI SHORES IS A HOTEL ZONED LEGAL VACATION RENTAL PROPERTY FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Cozy Waikiki Vacation Rental with Partial Ocean Views - Great for families!

Reviews (65)

This is a legal conforming vacation rental. Please see our listing details for our license number.Our 2-bedroom presidential suite has a king-sized bed in the master bedroom and two full-sized beds in the guest bedroom, allowing maximum comfort and privacy for our...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Classy Waikiki Studio

Reviews (64)

Classy, Clean & City CenterJust a short 2 blocks walk to the beach! Conveniently situated at the entrance to Waikiki, across from Ft. DeRussy Park and Hilton Hawaiian Village. Walk to the biggest shopping center (Ala Moana Center) and get easy access to main buses to go...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Brand New Kitchen & Updated Living Space - Oceanfront #216-2

Reviews (40)

Experience your island oasis. This oceanfront Puamana townhome offers the perfect blend of modern comfort and tropical charm. Enjoy breathtaking ocean views and neighboring islands from the spacious lanai, living room, and main bedroom. Inside, a newly remodeled kitchen...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

KS 836 Studio in Kaanapali Shores w Pools AC

Reviews (29)

Kaanapali Shores 836 Spacious Studio at a Beautiful Oceanfront Resort in North Kaanapali. Unplug, Relax, and Recharge with Pools, Hot Tubs, Restaurants, and White Sand Beach FREE daily activities included with your stay value up to $570! Complimentary admission, every...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Maui Tropical Getaway w/ Ocean View, Full Kitchen, Pool, AC, WIFI, King Bed🏖️

Reviews (16)

Your stay location is 25 miles south of Lahaina. The Kihei / Wailea area has not been impacted and is open to all, including travel, lodging and activities.PRIME BEACH LOCATION:Look no further than Haleakala Shores, #A-102 for your Maui Hawaii vacation rental. This two...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Just Another Amazing Day in Paradise! Ocean View, AC, 5-min. walk to beach!

Reviews (17)

Waikiki Park Heights #1508 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You deserve many wonderful days in paradise and what better place than this beautifully renovated condo with great ocean views and central AC! (488 sq.ft....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Kamaole Sands -inner court - ocean views- Remodeled

Reviews (47)

Unit 6304. Wonderful views and on the third floor.Please come and stay you will love it!Totally remodeled with new solid granite kitchenLuxury planking floors in the living room and. bedroom Brand new Sealy King size bed in Master bedroom Smart new 65" flat screen TV in...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Kona Shores#130 Beautifully Remodeled Ground Floor Condo w/AC!

Reviews (29)

Kona Shores#130 is a spectacular ground floor condo at an Oceanfront Condominium Complex. Kona Shores is just a mile to all restaurants, cafes and shopping within Kailua Village. From the oceanfront Pool and BBQ Area you will be able to enjoy the famous Kona Sunsets, as...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua Kona, Hawaii

Fun in the Sun at Maui Sunset-Ocean View 1BR/2BA

Reviews (76)

The Maui Sunset is located on over 5 acres of ocean front in Kihei, which is considered one of the best locations on the Valley Isle. Kihei is noted for its year round sunshine, balmy trade winds and soothing evening air. It is one of the driest and sunniest areas on...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Maui Sunset B218 ~ 2 Bedroom Beautiful Ocean Views, Full Kitchen

Reviews (33)

Relax and unwind in this tastefully done Hawaiian Island style 2 bedroom / 2 bathroom condo. Feel the spirit of Maui as you watch the spectacular Sunsets, and whale watching during the whale season from your Lanai. Maui Sunset grounds are immaculately groomed with...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

OCEANFRONT 2 bed/2bath West Maui condo on Napili Bay! Napili Point C12

Reviews (102)

Experience the beauty and tranquility of West Maui at Napili Point, a premier oceanfront property perched above the turquoise waters of Honokeana Cove. This well-appointed two-bedroom, two-bathroom condo offers panoramic views of the Pacific Ocean, Molokai, Lanai, and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Beachfront on Kauai's Beautiful Coconut Coast!

Reviews (48)

This charming, oceanfront condo is attractively furnished with your comfort in mind. Its ground-floor location offers convenience as well as easy access to the beach. You have nice ocean views from your living room and master bedroom as well as from your private lanai....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lihue, Hawaii

Kauai Mermaid Queen Sanctuary - Sleeps 16 - A/C!

Reviews (7)

Summary:Discover the epitome of luxury in our spacious and updated retreat boasting breathtaking mountain, waterfall, and ocean views. Situated within walking distance of beach trails and the enchanting Queens Bath, our home is gracefully backed up to the renowned Makai...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 16
📍 Princeville, Hawaii

420123 Hanalei Bay Resort 3br 3ba Sleep 8 Absolutely Gorgeous View

Reviews (24)

Hanalei Bay Resort 420123 3 bedroom sleeps 8Vacation Rental Tax Number GE/TA #049-852-4160-01TMK 4540110030016(Special Permit – SP-2011-18) (TVNCU 4198)Jan 22-Feb 2, 2025 Units 4022 & 4203 available with King Bed & 2 Double Beds can sleep 6NO EXTRA COSTS for early...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Princeville, Hawaii

Includes Beach Gear! Shores at Waikoloa Villa 23

Reviews (10)

This vacation rental is professionally managed by ResorticaHawaiiShores at Waikoloa Villa 23Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom:  2 Queen BedsAmenities:Beach Equipment: All of our vacation rentals...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa Beach Resort, Hawaii

Steps to beach, pool, garden. April/May Cancellation Special. CALL NOW!

Reviews (20)

Minimum 30 day rental, this 3 bedroom, 3 bath with a private pool is the perfect location to relax and unwind. The entire property is surrounded by lush landscaping, beautiful palm trees and tropical flowers. The spacious yard is perfect for sun bathing, barbecuing or...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua, Hawaii

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